Title: Holiday Rentals Ossining from £103: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Ossining](https://expedia.co.uk/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Ossining Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ossining.d6190653.Car-Hire-Guide)[Ossining Holidays](https://expedia.co.uk/Ossining.d6190653.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Linda Zanetti # Search Holiday Rentals in Ossining ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [22 Sept - 23 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2025-09-22&endDate=2025-09-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [23 Sept - 24 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Ossining ## Our top choices for Ossining holiday rentals ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/76b5d504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/fe2ef847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/e858b8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/df2c75ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! Ossining 8.6/10 Excellent (4) "We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. " [](https://www.expedia.co.uk/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3cf11d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/af4c48ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/d1a3eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/465fbc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stamford Suites Downtown Stamford 5.6/10 (55) "Excellent sleep" £113 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/62b642d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/2af87762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/92f79611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout curtains, free WiFi](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/8a87cb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Prime Luxury near NYC w Arcade Room Southeast Yonkers 8.0/10 Very good (1) "We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms." £571 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/32fb7c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/71684fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock. Greenwich 9.4/10 Exceptional (12) "Perfect place to rest. Excellent service! " £151 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113830000/113826100/113826032/7cfd66cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113830000/113826100/113826032/6a5313e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113830000/113826100/113826032/96e40a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113830000/113826100/113826032/66896a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC Bronx 9.8/10 Exceptional (8) "Everything was very clean and cozy.We have enjoyed our stay there. " [](https://www.expedia.co.uk/New-York-Hotels-Beauty-On-The-Reservoir-New-Reno-2-Bedroom-Apartment-With-AC.h113826032.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands Fort Montgomery 9.8/10 Exceptional (122) "It has an incredible mountain and water view. " £233 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![House | Living area](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/16ad9488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/81ec071f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | In-room dining](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/cab98bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/834a4811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxury Home w GameRoom & Parking Southeast Yonkers 7.2/10 Good (5) "Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even... [](https://www.expedia.co.uk/Yonkers-Hotels-Modern-Luxury-Home-W-GameRoom-Parking.h101326114.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/343ab6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 2 Bedrooms, 2 Bathrooms | Living area | 50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/7c2caad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Queen Bed with Sofa bed | 1 bedroom, hypo-allergenic bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/d7b31a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/8af83bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Global Luxury Suites White Plains White Plains 6.8/10 (32) "Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay." [](https://www.expedia.co.uk/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.Hotel-Information) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/112000000/111040000/111040000/111039986/ed0a7799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111040000/111040000/111039986/aa619da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111040000/111040000/111039986/w1576h2096x0y4-e06aa0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/111040000/111040000/111039986/308b085c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Private Share Room Englewood 4.0/10 (1) [](https://www.expedia.co.uk/Englewood-Hotels-Brand-New-Private-Room.h111039986.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/3d3c5131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/bce87580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/7e4e777c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/97000000/96100000/96093300/96093255/d9354720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PureHeart House, Spacious, Peaceful 3bdr House in Yonkers Northeast Yonkers 8.8/10 Excellent (39) "Very clean, comfortable, and quiet property. Although advertised one car parking, actually can park 2, which is good since limited street parking in a crowded neighborhood. Highly recommended if you're staying in the NYC area." [](https://www.expedia.co.uk/Yonkers-Hotels-PureHeart-House.h96093255.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/97cfa196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/8e7f9b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/744c8890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117050000/117044300/117044255/c5c2964c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic Scarsdale 9.0/10 Wonderful (2) "The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. " £244 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Scarsdale-Hotels-Apartment-With-Kitchen-2-Sofa-Beds.h117044255.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9c028c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9242892b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/60db8f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven Croton-on-Hudson 9.8/10 Exceptional (7) "We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!" [](https://www.expedia.co.uk/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/b8d9fe5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/e0087df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/24b0a57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/94000000/93110000/93109500/93109417/b980a4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Living in the Heart of NY Southeast Yonkers 2.0/10 (1) "The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit." [](https://www.expedia.co.uk/Yonkers-Hotels-Luxury-Living-In-The-Heart-Of-NY.h93109417.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/1e9f19ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/cc56834c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/bff0d675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/526b4c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Apartments by Hyatus at The Asher Downtown Stamford 10/10 Exceptional (17) "cleanliness. quiet. " [](https://www.expedia.co.uk/Stamford-Hotels-Luxury-Apartments-By-Hyatus-At-The-Asher.h105898494.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/10c9994b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/53df77e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/c9e7f08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/8165e236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St. Nyack 9.0/10 Wonderful (6) "Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky." [](https://www.expedia.co.uk/Nyack-Hotels-Castle-In-The-Sky-Beautifully-Renovated-Victorian-One-Block-From-Main-St.h96841918.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/f2e7ce71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/w1170h771x0y0-9623bf5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/66144591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57350000/57343700/57343699/w1170h773x0y0-5d24fdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice Cozy Room By Empire City Casino And Cross County Shopping Center Southeast Yonkers 8.0/10 Very good (16) "Great place great location" £103 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Yonkers-Hotels-Nice-Cozy-Room-By-Empire-City-Casino-And-Cross-County-Shopping-Center.h57343699.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105110000/105100900/105100857/9f8939c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105110000/105100900/105100857/2a847b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105110000/105100900/105100857/c2c9c7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105110000/105100900/105100857/05087d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train Nyack 9.4/10 Exceptional (3) "We only stayed a couple days, but the location is quaint and apartment newly refurnished. The owner was very helpful and great to work with. Highly recommend!" [](https://www.expedia.co.uk/Nyack-Hotels-Ideal-Location-1block-To-Main-St-Restaurants.h105100857.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/05de4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![10 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/6e29adf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/1a8c928b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/65834f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge Stony Point [](https://www.expedia.co.uk/Stony-Point-Hotels-Luxury-10BR-Escape-W-Pool.h118869279.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/118000000/117340000/117334200/117334151/855c2f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117340000/117334200/117334151/68571e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117340000/117334200/117334151/074ba598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117340000/117334200/117334151/7c324c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 5BR 2BA Spacious Home NYC Free Parking + Office Bryn Mawr 2.0/10 (1) "If I could give this place zero stars, I would. Upon arrival, I received no check-in information, which immediately set the tone for a frustrating experience. When I got to the property, the front door was already open, raising serious concerns about security. Inside, the floors were dirty, the beds were unmade, and the trash from the previous guests had not been removed. There were bugs throughout the space, and the front door handle was broken, making the property feel unsafe and poorly... [](https://www.expedia.co.uk/Yonkers-Hotels-Luxury-5BR-2BA-Spacious-Home-NYC-Free-Parking-Office.h117334151.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/1df2a68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/06a0cd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/78767348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/118000000/117050000/117043300/117043226/219f956b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Hideaway • Free Parking White Plains [](https://www.expedia.co.uk/White-Plains-Hotels-Elegant-Hideaway-Free-Parking.h117043226.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07®ionId=6190653&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Holiday-Rentals.d6190653.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Holiday-Rentals.d6190653.Travel-Guide-HolidayRentals) ## Top Ossining Hotel Reviews ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Very convenient location. Friendly staff, clean, quiet location, walkable to downtown. Very economical in comparison. " [](https://expedia.co.uk/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![West Gate Inn Nyack](//images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "Very nice" [](https://expedia.co.uk/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Tarrytown House Estate](//images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 10/10 Excellent "An amazing stay! I was in one of the third floor rooms in the King Mansion. The view from the outside deck was great!! I followed the recommendations from the front desk and ate onsite. The food and service were excellent. " [](https://expedia.co.uk/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](//images.trvl-media.com/lodging/1000000/10000/2700/2692/789126d5_y.jpg) ### Holiday Inn Express & Suites Hawthorne Elmsford North by IHG 10/10 Excellent "Staff, new gaciloty" [](https://expedia.co.uk/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Hotel Nyack, a JdV by Hyatt Hotel](//images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c_y.jpg) ### Hotel Nyack, a JdV by Hyatt Hotel 10/10 Excellent "Atmosphere was great, food was good, attentive staff. Tyler Vanderbilt it's an amazing host! Always polite, he is focused on tasks at hand, and an excellent leader. Watching his interaction with guests and his interaction with other staff members made me joyful to see someone who takes pride in their responsibilities!" [](https://expedia.co.uk/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ![Hyatt Place New York/Yonkers](//images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-a5c11393_y.jpg) ### Hyatt Place New York/Yonkers 10/10 Excellent "staff is great. room was perfect for our needs. " [](https://expedia.co.uk/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information) ![Armoni Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 10/10 Excellent "Was possibly the fastest check-in I’ve ever had, excellent " [](https://expedia.co.uk/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Ardsley Acres Hotel Westchester](//images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "Good location good customer service" [](https://expedia.co.uk/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "Very clean and had everything a traveler could need! " [](https://expedia.co.uk/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ## Find out more about Ossining **Everything you need to know about** **Ossining** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossining holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossining holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Ossining holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Ossining. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossining holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossining holiday rentals we have selected for you start as low as £103 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Ossining rentals** At Expedia, we put the best Ossining holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Ossining rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossining holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossining. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find a holiday rental in Ossining? > Yes, there are holiday rentals close to the most popular sights in Ossining, or you can select a more secluded option if you're looking for a relaxing stay. Ossining is known for its restaurants and parks. Make sure you have time to check out the golf courses and university setting during your trip. ### What are some of the best holiday rentals that Ossining has to offer? > [3BR Prime Luxury near NYC w Arcade Room](https://www.expedia.co.uk/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information): This holiday home rental outside Ossining is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Ossining is [Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!](https://www.expedia.co.uk/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information). ### How many holiday rentals will I find in Ossining? > With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossining stay. ### What’s there to see and do in Ossining? > Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Depot Square and Teatown Lake Reservation are a couple of picturesque spots to enjoy the outdoors. Sing Sing Correctional Facility and Thomas J. Watson Research Center are other places to visit while you're in town. ### What’s a holiday rental in Ossining like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossining. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway. ### Expedia's Latest Trends Hotels - [5 Star Warners Accommodation](https://expedia.co.uk/5Star-Warners-Hotels.s50-0-d6128620.Travel-Guide-Filter-Hotels) - [Hotels in Niagara Falls](https://expedia.co.uk/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels) - [Hotels in Southampton](https://expedia.co.uk/Southampton-Hotels.d6782.Travel-Guide-Hotels) - [Hotels in Yonkers](https://expedia.co.uk/Yonkers-Hotels.d7789.Travel-Guide-Hotels) - [Hotels in Medford](https://expedia.co.uk/Medford-Hotels.d9554.Travel-Guide-Hotels) - [Hotels in Albany](https://expedia.co.uk/Albany-Hotels.d603260.Travel-Guide-Hotels) - [Hotels with Parking in Hyde Park](https://expedia.co.uk/Hyde-Park-Hotels-Hotel-With-Free-Parking.0-0-d117834-thotelwithfreeparking.Travel-Guide-Filter-Hotels) - [Beach Resorts & Hotels in Ithaca](https://expedia.co.uk/Ithaca-Hotels-Beach-Hotels.0-0-d6056124-tBeachHotels.Travel-Guide-Filter-Hotels) - [Hotels in Ithaca](https://expedia.co.uk/Ithaca-Hotels.d6056124.Travel-Guide-Hotels) - [Hotels in Montauk](https://expedia.co.uk/Montauk-Hotels.d10637.Travel-Guide-Hotels) - [Hotels in East Meadow](https://expedia.co.uk/East-Meadow-Hotels.d9522.Travel-Guide-Hotels) Flights - [Cheap Flights to Ithaca](https://expedia.co.uk/Cheap-Flights-To-Ithaca.d6056124.Travel-Guide-Flights) - [Cheap Flights to Deposit](https://expedia.co.uk/Cheap-Flights-To-Deposit.d183661.Travel-Guide-Flights) - [Cheap Flights to Syracuse](https://expedia.co.uk/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights) - [Cheap Flights to Albany](https://expedia.co.uk/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights) - [Cheap Flights to Andes](https://expedia.co.uk/Cheap-Flights-To-Andes.d3000421996.Travel-Guide-Flights) - [Cheap Flights to Yonkers](https://expedia.co.uk/Cheap-Flights-To-Yonkers.d7789.Travel-Guide-Flights) Cars - [Car hire in Syracuse](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Syracuse.d601764.Car-Hire-Guide) - [Enterprise Car Rentals In Shirley](https://expedia.co.uk/Enterprise-Car-Rentals-In-Shirley.d10444-c15.Car-Rental-Guide-Suppliers) Packages - [Belfast Holidays](https://expedia.co.uk/Belfast.d6340809.Holidays-City-Breaks) - [Montauk Holidays](https://expedia.co.uk/Montauk.d10637.Holidays-City-Breaks) - [Niagara Falls Holidays](https://expedia.co.uk/Niagara-Falls.d602721.Holidays-City-Breaks) - [Corfu Holidays](https://expedia.co.uk/Corfu.d55653.Holidays-City-Breaks) General - [Visit Warners](https://expedia.co.uk/Warners.dx6128620) - [Visit Southampton](https://expedia.co.uk/Southampton.dx6782) - [Visit Montauk](https://expedia.co.uk/Montauk.dx10637) - [Visit Syracuse](https://expedia.co.uk/Syracuse.dx601764) - [Visit Niagara Falls](https://expedia.co.uk/Niagara-Falls.dx602721) - [Visit Amagansett](https://expedia.co.uk/Amagansett.dx73561) - [Visit Long Beach](https://expedia.co.uk/Long-Beach.dx6122876) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)