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Top Holiday Rentals in Orient Point

1.5 Acre Luxury Escape - Saltwater Pool with Water Views
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1027)
"Montauk Manor is a beautiful property and very well maintained. The views are spectacular. Monty's restaurant had delicious breakfasts and dinners. The pool was very nice. The accommodations were very clean. The outdoor patio was an added bonus. The staff were very pleasant and helpful."
The price is £371
includes taxes & fees
17 Jun - 18 Jun
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (240)
"Access to the beach. "
The price is £323
includes taxes & fees
19 Jun - 20 Jun
Windward Shores Ocean Resort
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (224)
"Had a wonderful stay. One bedroom condo was clean and comfortable.At first arrival there was a slight musty smell, but your at the beach so that should be expected. Turned a/c on and it went away. Tiny kitchen but had all necessary items, dishes, pots & pans and utensils Only downside was the staircase to bedroom, & bathroom. A bit steep and narrow. The best part is the Beach Program. Received a text the night before to set up chairs and umbrellas at the beach for you the next day "
The price is £300
includes taxes & fees
24 Jun - 25 Jun
The Surf Club
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (305)
"The condo was.very nice, the area was very nice, great restaurants and shops in walking distance. Overall, we loved our stay..."
The price is £263
includes taxes & fees
23 Jun - 24 Jun
Montauk Oceanside Suites
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (191)
"Its on the beach which is great "
The price is £218
includes taxes & fees
20 Jun - 21 Jun
Driftwood Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (184)
"quiet"
The price is £315
includes taxes & fees
27 Jun - 28 Jun
Cliffside Resort Condominiums
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, (12)
"Incredible property, incredible people to work with! We this is our second year in a row renting this house for a holiday weekend, and we look forward to renting every year forward! The house itself is stunning, clean and full of activities from the pool, to the tennis court, to the movie room. Rebecca and Shaun are truly a pleasure, and reply immediately to any questions, requests or needs. They even left us a welcome present for returning this year! Thank you for allowing us to have an annual...
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (13)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (73)
"This place exceeded all expectations, offering a perfect blend of convenience and serenity. Situated just moments from downtown, the location provided easy access to the vibrant community, while still offering a peaceful retreat. The highlight of our stay was undoubtedly the private beach access. Tucked away in a tranquil neighborhood, it boasted unparalleled beauty and tranquility. Simply being in the vicinity was a getaway in itself, with breathtaking views that soothed the soul. The...
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (55)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (25)
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (51)
"My family and I thoroughly enjoyed our time in Sag Harbor. The home was conveniently located and ideal for our five-day getaway. Daniel was quick to respond and offered excellent recommendations for restaurants and beach spots. The property was beautiful, and the pool provided a tranquil setting. We're eagerly anticipating future trips."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
9.8 out of 10, Exceptional, (74)
"The condo was very comfortable and had an amazing view; the beach was just across the street, and the town a 15-minute walk. It was perfect for my family of 3. We hope to come back soon!"
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (28)
"We stayed here for a 3 night weekend getaway for our 10th wedding anniversary. Plenty to explore, pool was open and weather was just gorgeous. Apartment was clean & cute, decor a lil outdated. Only complaint was the queen bed was very uncomfortable and made noise every time you moved."
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (64)
"This property was beautiful and Freddy was great. It had everything we needed and will definitely be staying there again. "
Newly Renovated Montauk Condo with Ocean Views!
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, (4)
The price is £2,312
includes taxes & fees
20 Jun - 21 Jun
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
9.8 out of 10, Exceptional, (92)
"Everything about our stay was 5 star. The host and his wife greeted us, made us immediately comfortable, and were available when we had questions. The house was clean, well kept, and had all the amenities one needs to be comfortable, and the pool, jacuzzi and grounds were spectacular. Proximity to the beach and Montauk town were great, and we lacked for nothing. We definitely plan a return trip! Martha and Peter"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (86)
"It was a cute cottage, nicely decorated. We were very comfortable. Each bedroom had a private bathroom which was very nice. It was close to downtown Southampton so that was great. The owner checked in and was very helpful. "
The price is £993
includes taxes & fees
17 Jun - 18 Jun
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (79)
"nice layout, plenty of room, great restaurant on the premises, we had a lovely stay and a great time."
Montauk Mansion With Outdoor Pool
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See all available properties in Orient Point
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.

Other types of properties in Orient Point you may be interested in

Ramada by Wyndham Groton
2.5 star property
6.4 out of 10, (1003)
"The room is very good and clean. The hallways require some cleaning and air freshener."
The price is £69
includes taxes & fees
17 Jun - 18 Jun
Ramada by Wyndham Groton
Mystic Marriott Hotel and Spa
4.0 star property
8.6 out of 10, Excellent, (1002)
"Beautiful hotel great service felt like I was at a resort "
The price is £151
includes taxes & fees
30 Jun - 1 Jul
Mystic Marriott Hotel and Spa
Super 8 by Wyndham Groton
2.0 star property
5.8 out of 10, (1008)
"There was no way to hang up your clothes. No closet or hangers of any kind other than that, everything was fine"
The price is £51
includes taxes & fees
17 Jun - 18 Jun
Super 8 by Wyndham Groton
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.

Everything you need to know about Orient Point 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 Orient Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, 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 Orient Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orient Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orient Point. 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 Orient Point 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 Orient Point holiday rentals we have selected for you start as low as £218 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orient Point rentals

At Expedia, we put the best Orient Point 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 Orient Point 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 Orient Point 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 Orient Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Orient Point?

Yes, there are holiday rentals close to the most popular sights in Orient Point, or you can select a more secluded option if you're looking for a relaxing stay. Orient Point is known for its waterfront and parks.

What are some of the best holiday rentals that Orient Point has to offer?

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This holiday home rental outside of Orient Point is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orient Point?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Orient Point stay.

What’s there to see and do in Orient Point?

Orient Point County Park and Orient Beach State Park are a couple of lovely local spots to get outside and enjoy nature. While here, Orient By The Sea Marina and Little Bay are other places worth a visit.

What’s a holiday rental in Orient Point like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orient Point. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.

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