Title: Holiday Rentals Winter Park from £214: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winter Park Travel Guide](https://expedia.co.uk/Winter-Park.dx10819)[Hotels in Winter Park](https://expedia.co.uk/Winter-Park-Hotels.d10819.Travel-Guide-Hotels)[Winter Park Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winter-Park.d10819.Car-Hire-Guide)[Winter Park Holidays](https://expedia.co.uk/Winter-Park.d10819.Holidays-City-Breaks) ![Near the top of Rollins / Corona Pass looking out at Deadman's Lake #TakeAHike](https://images.trvl-media.com/place/10819/749ecee7-52a1-442c-8aff-9033c6f1f3bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Krystalvation # Search Holiday Rentals in Winter Park - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 In two weeks [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10819&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=10819&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=10819&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=10819&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park holiday rentals ![Exterior](https://images.trvl-media.com/lodging/91000000/90180000/90174000/90173966/43cf507f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174000/90173966/05e54afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90180000/90174000/90173966/0c7bf255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174000/90173966/6c583940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Frame Club [](https://www.expedia.co.uk/Winter-Park-Hotels-A-Frame-Club.h90173966.Hotel-Information) Old Town Winter Park 9.0/10 Wonderful (103) "Unfortunately, our cabin looked directly into another cabin. River view was a very big stretch. There were no other rooms available so we were stuck with it. To make it worse, there are very bright lights on the building next door that were on all night, and since you cannot close the window due to the open design, we had a terrible nights sleep. A good idea in theory, but reality was a big miss. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah £253 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Winter-Park-Hotels-A-Frame-Club.h90173966.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/610000/603300/603255/01c15ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/610000/603300/603255/ab7fb371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/610000/603300/603255/813a28db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch LCD TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/1000000/610000/603300/603255/f89f6d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zephyr Mountain Lodge [](https://www.expedia.co.uk/Winter-Park-Hotels-Zephyr-Mountain-Lodge.h603255.Hotel-Information) Winter Park Village 8.2/10 Very good (674) "Love the location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariana £467 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Winter-Park-Hotels-Zephyr-Mountain-Lodge.h603255.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34200000/34191100/34191005/f3f71af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds, Non Smoking, Courtyard View | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34200000/34191100/34191005/34f2a846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/35000000/34200000/34191100/34191005/54d334bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Multiple Beds, Non Smoking, Courtyard View | In-room dining](https://images.trvl-media.com/lodging/35000000/34200000/34191100/34191005/e52730b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Columbine Cabins [](https://www.expedia.co.uk/Grand-Lake-Hotels-Columbine-Cabins.h34191005.Hotel-Information) Grand Lake 9.0/10 Wonderful (225) "Lady owner was very cool gal.. Knowledgeable of where to go eat etc Easy to get to and nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilsie £123 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Grand-Lake-Hotels-Columbine-Cabins.h34191005.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/890000/889959/61aca6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Living area | Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/1000000/890000/890000/889959/26974bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/1000000/890000/890000/889959/c178eacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/890000/890000/889959/3ed9e5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Village by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Keystone-Lakeside-Village-By-Keystone-Resort.h889959.Hotel-Information) Lakeside Village 8.6/10 Excellent (445) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teri £240 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Keystone-Lakeside-Village-By-Keystone-Resort.h889959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889200/1889101/bc9bdb3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Timber Ridge Two Bedroom | In-room dining](https://images.trvl-media.com/lodging/2000000/1890000/1889200/1889101/01ca4037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889200/1889101/4cd7dea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889200/1889101/c67611b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swan Mountain Resort [](https://www.expedia.co.uk/Keystone-Hotels-Swan-Mountain-Resort.h1889101.Hotel-Information) Summit Cove 9.6/10 Exceptional (330) "Great space! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christian £184 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Keystone-Hotels-Swan-Mountain-Resort.h1889101.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87380000/87370600/87370556/b277a316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87380000/87370600/87370556/w4256h2827x0y0-ed9d93ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom (Black Bear Lodge) | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87380000/87370600/87370556/3671b216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom (Black Bear Lodge) | Living area | 32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/88000000/87380000/87370600/87370556/2f09abd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackpine & Black Bear Condos by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Jackpine-Black-Bear-Condos.h87370556.Hotel-Information) River Run 9.6/10 Exceptional (24) "Black Bear is a great place to stay. I always enjoy coming here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake £368 includes taxes & fees 20 Jan - 21 Jan 2026 [](https://www.expedia.co.uk/Keystone-Hotels-Jackpine-Black-Bear-Condos.h87370556.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/88000000/87380000/87371400/87371400/20ac1756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/88000000/87380000/87371400/87371400/5728763a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/88000000/87380000/87371400/87371400/w4250h2826x0y0-031aa7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment | Bathroom | Combined shower/bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/88000000/87380000/87371400/87371400/7ad0a33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Springs Condominiums by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-The-Springs-Condos-By-Keystone-Resort.h87371400.Hotel-Information) River Run 7.6/10 Good (13) "Nice heated pool. Updated condo. Good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karoline £327 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-The-Springs-Condos-By-Keystone-Resort.h87371400.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525009/850098da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525009/a30bfe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525009/a59a66d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Keystone by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-East-Keystone-Condominiums-By-Keystone-Resort.h15525009.Hotel-Information) West Keystone 9.2/10 Wonderful (48) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marek £253 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-East-Keystone-Condominiums-By-Keystone-Resort.h15525009.Hotel-Information) ![Condo, 1 Bedroom (with Murphy Bed) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/89000000/88340000/88333200/88333103/e9f4fbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom (with Murphy Bed) | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/89000000/88340000/88333200/88333103/b28c8dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/89000000/88340000/88333200/88333103/w4252h2832x0y0-2f0a22fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88340000/88333200/88333103/ac0af82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Expedition Station Condos by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Expedition-Station-By-Keystone-Resort.h88333103.Hotel-Information) River Run 9.6/10 Exceptional (8) "Great location! The rooms are very spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan £279 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Expedition-Station-By-Keystone-Resort.h88333103.Hotel-Information) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/93000000/92010000/92000500/92000495/09f9a9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/93000000/92010000/92000500/92000495/6eca36ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/93000000/92010000/92000500/92000495/ad84c620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/93000000/92010000/92000500/92000495/b5f251fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Mill #8268 by Summit County Mountain Retreats [](https://www.expedia.co.uk/Keystone-Hotels-Silver-Mill-8268.h92000495.Hotel-Information) River Run 10/10 Exceptional (1) "Everything worked " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron £230 includes taxes & fees 14 Jan - 15 Jan 2026 [](https://www.expedia.co.uk/Keystone-Hotels-Silver-Mill-8268.h92000495.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110890000/110886500/110886474/befe7bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110890000/110886500/110886474/579bc135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110890000/110886500/110886474/c97a9ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/111000000/110890000/110886500/110886474/09e21ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Ski Lift & Hiking: Granby Ranch Condo! [](https://www.expedia.co.uk/Granby-Hotels-Walk-To-Ski-Lift-Hiking-Granby-Ranch-Condo.h110886474.Hotel-Information) Granby £264 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/Granby-Hotels-Walk-To-Ski-Lift-Hiking-Granby-Ranch-Condo.h110886474.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525037/cd4a8db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Condo, 4 Bedrooms (Timbers, 4 Bath) | Terrace/patio](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525037/da57fe46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525037/278d29f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Condo, 4 Bedrooms (Timbers, 4 Bath) | Living area | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/16000000/15530000/15525100/15525037/1dd1a6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers & Lone Eagle by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Timbers-And-Lone-Eagle-By-Keystone-Resort.h15525037.Hotel-Information) River Run 9.2/10 Wonderful (59) "Great place with all the amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £445 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Timbers-And-Lone-Eagle-By-Keystone-Resort.h15525037.Hotel-Information) ![Condo, 1 Bedroom (with Murphy Bed) | Living area | 32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/87000000/86150000/86145500/86145498/w2989h2000x0y0-3f5e5a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/87000000/86150000/86145500/86145498/e7c5892c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms | Living area | 32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/87000000/86150000/86145500/86145498/w4252h2828x0y0-28118b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 4 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86150000/86145500/86145498/ca2bac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Hawk, A Vail Resorts Property [](https://www.expedia.co.uk/Keystone-Hotels-Red-Hawk-By-Keystone-Resort.h86145498.Hotel-Information) River Run 9.6/10 Exceptional (7) "Close to the gondola and dining that’s all you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryna £305 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Red-Hawk-By-Keystone-Resort.h86145498.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/794600/794547/931a00a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/800000/794600/794547/56946da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/800000/794600/794547/e8055d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/800000/794600/794547/1532d1b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Run Village by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-River-Run-Village-By-Keystone-Resort.h794547.Hotel-Information) West Keystone 8.2/10 Very good (416) "We like to stay here because is very convenient to ski and very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chah chyi £279 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-River-Run-Village-By-Keystone-Resort.h794547.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86146300/86146210/3e7e02a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/87000000/86150000/86146300/86146210/b3d97777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Condo, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/87000000/86150000/86146300/86146210/1a6c4083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Condo, 2 Bedrooms | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/87000000/86150000/86146300/86146210/f1522787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clearwater Lofts by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Clearwater-Lofts-By-Keystone-Resort.h86146210.Hotel-Information) Lakeside Village 10/10 Exceptional (7) "Great properties! Will definitely repeat our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £923 includes taxes & fees 26 Dec - 27 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Clearwater-Lofts-By-Keystone-Resort.h86146210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/890000/889961/157a86ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/1000000/890000/890000/889961/8ab8699e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Condominium) | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/890000/890000/889961/7341a4ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom (Key Condo, 1 Bath) | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/890000/889961/3889e60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain House, A Vail Resorts Property [](https://www.expedia.co.uk/Keystone-Hotels-Mountain-House-Neighborhood-By-Keystone-Resort.h889961.Hotel-Information) Mountain House 7.8/10 Good (95) "Very nicely appointed condo. Was able to walk to ski lift." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna £235 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Mountain-House-Neighborhood-By-Keystone-Resort.h889961.Hotel-Information) ![Condo, 1 Bedroom | View from property](https://images.trvl-media.com/lodging/20000000/19660000/19658300/19658214/290aecea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19660000/19658300/19658214/51b9c897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Private kitchen | Full-sized fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/20000000/19660000/19658300/19658214/442af6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom | Living area | Flat-screen TV, fireplace, DVD player](https://images.trvl-media.com/lodging/20000000/19660000/19658300/19658214/3a4757ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Hawk Lodge 2207 [](https://www.expedia.co.uk/Keystone-Hotels-Red-Hawk-Lodge-2207.h19658214.Hotel-Information) River Run 10/10 Exceptional (1) £454 includes taxes & fees 24 Dec - 25 Dec [](https://www.expedia.co.uk/Keystone-Hotels-Red-Hawk-Lodge-2207.h19658214.Hotel-Information) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/104000000/103700000/103695200/103695167/023c08d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/104000000/103700000/103695200/103695167/9ddb79d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/104000000/103700000/103695200/103695167/a40351cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Exterior](https://images.trvl-media.com/lodging/104000000/103700000/103695200/103695167/0ebfcf54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springs #8875 By Summit County Mountain Retreats [](https://www.expedia.co.uk/Keystone-Hotels-Springs-8875-By-Summit-County-Mountain-Retreats.h103695167.Hotel-Information) River Run 8.0/10 Very good (1) "The property is amazing. There is construction around the property itself but other than that. I would absolutely recommend the property for a nice vacation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy £261 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Keystone-Hotels-Springs-8875-By-Summit-County-Mountain-Retreats.h103695167.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94510000/94500100/94500097/f3b5bbec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94510000/94500100/94500097/w3840h2283x0y0-01c06c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94510000/94500100/94500097/6625e03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94510000/94500100/94500097/6bdd7b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly Cabin in the Heart of Grand Lake! [](https://www.expedia.co.uk/Grand-Lake-Hotels-Pet-Friendly-Cabin-In-The-Heart-Of-Grand-Lake.h94500097.Hotel-Information) Grand Lake [](https://www.expedia.co.uk/Grand-Lake-Hotels-Pet-Friendly-Cabin-In-The-Heart-Of-Grand-Lake.h94500097.Hotel-Information) ![Condo, 2 Bedrooms, 2 Bathrooms | Living room | TV](https://images.trvl-media.com/lodging/2000000/1150000/1140500/1140402/4a560156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1150000/1140500/1140402/01d7c3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, 2 Bathrooms | Living room | TV](https://images.trvl-media.com/lodging/2000000/1150000/1140500/1140402/375413ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, 2 Bathrooms | In-room dining](https://images.trvl-media.com/lodging/2000000/1150000/1140500/1140402/44d48bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen Ridge Condominiums by Vail Resorts [](https://www.expedia.co.uk/Keystone-Hotels-Aspen-Ridge-Condominiums-By-Keystone-Resort.h1140402.Hotel-Information) Keystone 9.0/10 Wonderful (140) "Nice clean accommodations. Helpful staff at check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt £233 includes taxes & fees 19 Jan - 20 Jan 2026 [](https://www.expedia.co.uk/Keystone-Hotels-Aspen-Ridge-Condominiums-By-Keystone-Resort.h1140402.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=2026-01-04&endDate=2026-01-05®ionId=10819&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FWinter-Park-Holiday-Rentals.d10819.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Holiday-Rentals.d10819.Travel-Guide-HolidayRentals) ## Top Winter Park Hotel Reviews ## Find out more about Winter Park **Everything you need to know about** **Winter Park** **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 Winter Park 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 Winter Park holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winter Park holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winter Park. 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 Winter Park 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 Winter Park holiday rentals we have selected for you start as low as £214 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winter Park rentals** At Expedia, we put the best Winter Park 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 Winter Park 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 Winter Park 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 Winter Park. 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 holiday rentals in Winter Park? ### What are some of the best holiday rentals that Winter Park has to offer? ### How many holiday rentals are there in Winter Park? ### What’s there to see and do in Winter Park? ### What’s a holiday rental in Winter Park like? ![](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