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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 1558 Vacation Homes in Orient with updated reviews, rates, and availability.

Groton Home < 1 Mi to Beach on Long Island Sound!
Groton Vacation Rental | 4BR | 3.5BA | 3,580 Sq Ft | 3 Steps to Enter

Groton Home < 1 Mi to Beach on Long Island Sound!

10.0 out of 10, Exceptional, (3)
Groton Home < 1 Mi to Beach on Long Island Sound!
Another rental season is coming up.
Exterior

Another rental season is coming up.

10.0 out of 10, Exceptional, (13)
"Ladies weekend. The home was clean and comfortable. We loved how all the kitchen cabinets and drawers were labeled. The host was responsive and accessible The neighborhood was beautiful and close to several of the wineries "
Another rental season is coming up.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Main Living Area

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

8.6 out of 10, Excellent, (26)
"I recently had the pleasure of spending time at a vacation house in Stonington, Connecticut, and I cannot express enough how fantastic our stay was. This property exceeded all of our expectations and provided our family with a truly memorable experience.From the moment we arrived, we were captivated by the stunning water views. The house is perfectly situated to showcase the beauty of the surrounding landscape, and we found ourselves mesmerized by the sunsets over the water each evening. It was...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Sweet Mystic Retreat
Exterior

Sweet Mystic Retreat

10.0 out of 10, Exceptional, (239)
"The hosts were extremely helpful and responsive to all my questions and requests.My family enjoyed our holiday vacation in the house. The location of the house was great.My only complaint is that there was a lot of black (cat?) hair in the living area. We had small crawling children and the hair was a concern."
Sweet Mystic Retreat
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
Deck view of pool and lounge area.

Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

10.0 out of 10, Exceptional, (5)
"Our stay at Carters home was nothing short of perfect! Every day we walked to the beach, explored the charming town, grabbed coffee at Hampton Coffee, and enjoyed incredible restaurants nearby. Coming back to such a beautiful and comfortable house felt like a dream. We loved starting our mornings on the patio and cooling off in the pool and eating outside on the big table surrounded by lush flowers—absolute bliss! Highly recommend!""
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
Brand new home minutes to casino
Kitchen

Brand new home minutes to casino

10.0 out of 10, Exceptional, (16)
"This was the perfect location and the home is as clean as they come and perfectly appointed. "
The price is AED 639
AED 1,363 total
includes taxes & fees
25 Feb - 26 Feb
Brand new home minutes to casino
Beautiful Private 4 BR, Heated Pool. Close to Everything.
New Teak Lounge Chairs, Decking and Pool Liner

Beautiful Private 4 BR, Heated Pool. Close to Everything.

9.6 out of 10, Exceptional, (42)
"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"
Beautiful Private 4 BR, Heated Pool. Close to Everything.
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
Street View (front of house)

Historic home in downtown Mystic-1 block from green, river, shops & restaurants

10.0 out of 10, Exceptional, (106)
"We had a great time staying at the Charles Mallory house. Our whole family of 10 from 3-70 really enjoyed everything the house and area had to offer. The owners were above excellent and ready with lots of local information, history, and info about their beautifully restored and loved home. "
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
Eagles Nest at Mystic Manor
Exterior

Eagles Nest at Mystic Manor

10.0 out of 10, Exceptional, (102)
"We had a fantastic experience at the Eagles Nest ! The focus of our stay was golf & 35+ years of friendship and the Eagles Nest set up perfectly for our group of 7. First of all the home and property were immaculate upon arrival, nothing out of place, everything clean & glowing, and not a crumb to be found. The ample space allowed us to easily gather in open kitchen & Living Room areas and everyone had their own bedroom. Kitchen is loaded up with anything you could need / use to do any meal. We...
Eagles Nest at Mystic Manor
Cozy Westbrook Vacation Rental - Walk to Beach!
Westbrook Vacation Rental | 3BR | 1.5BA | 1 Step to Enter | 1,350 Sq Ft

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (11)
"Stayed at this house for a weekend after Christmas. It was great! Perfect location and easy to get everywhere! Would love to stay again."
Cozy Westbrook Vacation Rental - Walk to Beach!
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Exterior

Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome

10.0 out of 10, Exceptional, (155)
"We really enjoyed our stay at the cottage and already are planning to return. The cottage was well equipped with kitchen, bathroom and actual cable tv - super important as we traveled over prime football season. We were very comfortable, the area was quiet and very conveniently located near the holiday lights and the waterfront. "
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome
Village Fringe Available May 24th - October 31st. Family/Pet Friendly
Pool

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

10.0 out of 10, Exceptional, (21)
"Very nice home and location, lovely and helpful owner!"
Village Fringe Available May 24th - October 31st. Family/Pet Friendly
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Outdoor dining

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

10.0 out of 10, Exceptional, (13)
"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
20x40' pool has two shallow ends and stadium steps on both sides

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

9.8 out of 10, Exceptional, (98)
"Had a great experience at this property!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Sprawling pool with outdoor kitchen

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (18)
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Living room with big sectional

Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

10.0 out of 10, Exceptional, (23)
"I wanted to surprise my husband with a weekend get-away for him and five of his buds. The house perfectly fit those needs. Plenty of beds and space. Room for them to break out the Board Games hang and Mary was a wonderful partner in answering my questions and dealing with the "surprise" aspect of the weekend. It also turns out that the location was perfect with plenty of town for them to see if they felt like getting out of the house. 2 hours from NJ and Boston made it a nice mid-point for my...
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>
Charming Historic House in Downtown Mystic
Exterior

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (129)
"Old historic home built in 1770 with modern appliances. Absolutely charming home and neighborhood. Highly recommend. Very enjoyable stay"
The price is AED 555
AED 1,192 total
includes taxes & fees
24 Feb - 25 Feb
Charming Historic House in Downtown Mystic
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Pool

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Newly renovated interior and exterior

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

10.0 out of 10, Exceptional, (34)
"The property is super clean and cozy. Chris was a really good host and was available and responsive to any questions.. The location is excellent being within walking distance of downtown and the seaport museum. We really enjoyed our stay and hope to visit again.the seaport museum. "
The price is AED 716
AED 1,673 total
includes taxes & fees
24 Feb - 25 Feb
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+
Exterior

Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

10.0 out of 10, Exceptional, (10)
"This may very well be the nicest house we have ever stayed in! It was spacious, clean and well stocked. It was so nice not to have to bring our own linens! We were pleasantly surprised with a hot tub. Thank you for a great stay!"
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+
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.
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Other property types in Orient

Montauk Manor
Exterior

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1116)
"We loved the manor, it had great amenities and an excellent experience. highly recommend! "
The price is AED 481
AED 621 total
includes taxes & fees
24 Feb - 25 Feb
Montauk Manor
Montauk Oceanside Suites
Front of property

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (362)
"I didn’t realize the property was mobile check-in and that all communication would be automated in the winter season. if you guys had that more clear on the Expedia it would be awesome. Otherwise the stay was great, clean room, no hassle to get in, right by the beach. "
The price is AED 412
AED 507 total
includes taxes & fees
27 Feb - 28 Feb
Montauk Oceanside Suites
Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (273)
"Everything Was Great The Only Issues Were The Fridge Was Not Getting Cold And The Bed Was Not Comfortable But Property was Great "
The price is AED 484
AED 632 total
includes taxes & fees
20 Mar - 21 Mar
Windward Shores Ocean Resort
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.