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Orient Point Vacation Rentals

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Our top choices for Orient Point vacation rentals

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $436
CA $498 total
includes taxes & fees
Sep 15 - Sep 16
North Fork Resort

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (283 reviews)
"Great place!"
United States
Christine
The price is CA $425
CA $610 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums

3. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is CA $271
CA $530 total
includes taxes & fees
Sep 10 - Sep 11
The SandPiper

4. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is CA $240
CA $437 total
includes taxes & fees
Sep 15 - Sep 16
The Stern at Soundview · Beach+Ocean+Sunrise

5. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is CA $298
CA $449 total
includes taxes & fees
Aug 20 - Aug 21
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

6. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (60 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
Insta-worthy Couples Retreat: Perfect for romantic getaway!

7. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is CA $271
CA $530 total
includes taxes & fees
Sep 8 - Sep 9
Aqua Vista

8. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is CA $268
CA $408 total
includes taxes & fees
Aug 18 - Aug 19
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

9. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (22 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is CA $271
CA $525 total
includes taxes & fees
Sep 13 - Sep 14
Harbor Heights

10. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
The price is CA $259
CA $467 total
includes taxes & fees
Aug 17 - Aug 18
Keel at Soundview · Beach+OceanView+Sunrise

11. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is CA $429
CA $621 total
includes taxes & fees
Sep 8 - Sep 9
American Beech in Greenport - Petite King Room 7

12. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $159
CA $308 total
includes taxes & fees
Sep 14 - Sep 15
1-bedroom cottage with Grove Beach 🏖️ access.

13. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is CA $409
CA $758 total
includes taxes & fees
Sep 8 - Sep 9
Beach Block Hideaway

14. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is CA $340
CA $713 total
includes taxes & fees
Sep 7 - Sep 8
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

15. Grey comfort room

Grey comfort room
New London
10.0 out of 10, Exceptional, (1 review)
"Muy bien servicio"
United States
Eduin Vicente
The price is CA $81
CA $161 total
includes taxes & fees
Aug 31 - Sep 1
Grey comfort room

16. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (7 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is CA $254
CA $621 total
includes taxes & fees
Sep 9 - Sep 10
The Bay Cottage · Rocky Neck Park, Beach & Niantic

17. Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
New London
10.0 out of 10, Exceptional, (13 reviews)
"Parking was easy and the room was the right siz."
United States
Vicente B.
The price is CA $150
CA $200 total
includes taxes & fees
Aug 17 - Aug 18
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

18. Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
10.0 out of 10, Exceptional, (1 review)
"For a compact space the host thought of everything that you would need for a very comfortable stay and made accommodations to suit our needs . The room was in a great shoreline location with many things to do a short drive away."
United States
Kathleen van E.
The price is CA $126
CA $284 total
includes taxes & fees
Aug 17 - Aug 18
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

19. Lake House—Unit B

Lake House—Unit B
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay in Niantic! The home was spotless, quiet, and felt so fresh the moment we walked in. (Clean and fresh is a must for me and everything was met!) The location couldn’t have been better; just a short walk to the ocean/boardwalk and close to downtown shops and restaurants. It was the perfect relaxing getaway. Loved our time here and will absolutely be back again!”"
United States
Jennifer C.
The price is CA $264
CA $606 total
includes taxes & fees
Sep 2 - Sep 3
Lake House—Unit B

20. The Rudder at Soundview · Beach+Ocean+Sunrise

The Rudder at Soundview · Beach+Ocean+Sunrise
Old Lyme
The price is CA $236
CA $436 total
includes taxes & fees
Aug 17 - Aug 18
The Rudder at Soundview · Beach+Ocean+Sunrise
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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Top Orient Point Hotel Reviews

Find out more about Orient Point

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orient Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Orient Point?

Yes, there are vacation rentals near top attractions in Orient Point, or you can go with a secluded option if you want a relaxing place to stay. Orient Point is known for its waterfront and parks.

What are some of the best vacation home rentals in Orient Point?

The Hampton Sack a cheerful relaxing beach cottage: Visitors like this Orient Point vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Orient Point?

With 10 Expedia vacation rentals, you're sure 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 Little Bay are a couple of lovely local spots to get outside and enjoy nature. Orient Beach State Park and Kontokosta Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Orient Point like?

Vacation rentals are private properties you can stay in for short or long periods in Orient Point. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.