Orient Point Vacation Rentals

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Browse Select Orient Point Vacation Homes

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

10.0 out of 10, Exceptional, (3)
"Beautiful place with fabulous views. We rented for a family funeral. Had more than enough space to host a get together for family (about 25 people). Hosts were flexible about giving us an extra hour to get packed up. "
Groton Home < 1 Mi to Beach on Long Island Sound!

Enjoy Autumn with us.

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 "
Enjoy Autumn with us.

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

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.

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!

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

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

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

10.0 out of 10, Exceptional, (18)
"My friends and I stayed at this house for a few days around New Year's. The house is very spacious, and the grounds are lovely. We had a group of 5 and had lots of room to congregate and disappear if we needed alone time. The hot tub was exactly what some of us needed, while the kitchen provided others with much comfort. The one bummer was when we arrived; it looked like someone had just had a party outside so that first made for a bit of cleanup. That little bump shouldn't stop you from...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

10.0 out of 10, Exceptional, (22)
"This house that we stayed at was amazing. Room for everyone, plenty of entertainment, and the neighborhood was quiet. Mary was also very responsive & available for any questions we had. Will definitely stay here again! 5"
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

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!

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+

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

10.0 out of 10, Exceptional, (47)
"We thoroughly enjoyed staying here, short walk to town, beautiful scenery, quiet and clean. "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Newly Built 3 Story Home with Beach Parking Pass

9.6 out of 10, Exceptional, (35)
"House was great and spacious, plenty of room and house is laid out nicely with living space on the third story and beds mostly on the second story. Boat was extremely responsive and helpful during the stay. The Location was great, the outdoor deck was nice to spend some time outside and relax after golf. Would definitely come back again. Thank you! "
Newly Built 3 Story Home with Beach Parking Pass

Spectacular home with an amazing river view

9.6 out of 10, Exceptional, (72)
"Had a weekend getaway with a group of friends. The house was amazing, the pictures don't do justice. Host was great with communication. Would definitely book again in the future."
Spectacular home with an amazing river view

Walk to the beach at Black Point, Niantic, Ct.

9.8 out of 10, Exceptional, (87)
"We had an amazing stay. This was the perfect weekend trip for us with our pups to celebrate our husky's 10th birthday(he has terminal cancer and we werent sure we would be celebrating this milestone with him). House was very clean and welcoming. Beach is just a short walk (or drive in the cold). The kids loved the ping pong table and being able to walk down to the beach. Host was easy to get ahold of if needed. Would definitely stay again."
Walk to the beach at Black Point, Niantic, Ct.

Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College

9.6 out of 10, Exceptional, (44)
"We loved being next door to Ocean Beach."
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College

Classic, Beautiful Farm House & Location!!!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful classic farmhouse with all the modern amenities including high speed internet, great kitchen and brand new heating/AC so you can enjoy all the comforts of a 5 Star Resort. Conveniently located within walking distance to the Palm, Movie Theatre and the bus stop to NYC. Beverly Leopold was a very conscientious and hospitable host. Highly recommend!"
Classic, Beautiful Farm House & Location!!!

The beach is waiting.

10.0 out of 10, Exceptional, (25)
"Susan's place was perfect for my family to visit the neighborhood where I grew up! It was clean, comfortable and had everything we needed. It's also a few steps from the beach and the amenities GNB has to offer."
The beach is waiting.

Waterford Manitock Spring Water Residence with handicap accessible home

10.0 out of 10, Exceptional, (4)
"I recently had the pleasure of staying at the Manitock Spring Water Residence in Waterford, Connecticut, and it was a delightful experience. The home is thoughtfully designed with handicap accessibility, ensuring comfort for all guests. Its location is ideal, with Lawrence + Memorial Hospital, Flanders Plaza Shopping Center, Hempstead Houses and Mystic all within a short drive. The open-concept design of the dining room and kitchen creates an airy and inviting atmosphere. The host was attentive...
Waterford Manitock Spring Water Residence with handicap accessible home
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 Point

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1103)
"The King size bed was very nice to sleep on for my back "
The price is CA $189
CA $243 total
includes taxes & fees
Feb 3 - Feb 4
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (359)
"Perfect for a short stay. Very warm, clean and comfortable. Very close to shops and beach. Check in and check out was super easy. Only critique would be that the walls were thin and you could very easily hear the conversation of the guests in the room next door. "
The price is CA $162
CA $199 total
includes taxes & fees
Feb 27 - Feb 28
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (268)
"Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!"
The price is CA $190
CA $248 total
includes taxes & fees
Feb 2 - Feb 3
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.