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Orient Point Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Orient Point vacation rentals

Terrace/patio

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is ￥26,681
￥47,996 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (62 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥39,249
￥44,843 total
includes taxes & fees
Oct 7 - Oct 8
North Fork Resort
A spacious hallway with high ceilings, arched columns, and chandeliers.

3. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,411 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is ￥19,889
￥25,813 total
includes taxes & fees
Nov 2 - Nov 3
Montauk Manor
A beach with people relaxing on chairs and sunbathing.

4. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (26 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is ￥14,996
￥40,037 total
includes taxes & fees
Nov 1 - Nov 2
Harbor Heights
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is ￥14,996
￥39,676 total
includes taxes & fees
Nov 2 - Nov 3
The SandPiper
Room

6. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (324 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is ￥18,776
￥25,744 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

7. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (48 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥22,888
￥50,498 total
includes taxes & fees
Oct 7 - Oct 8
Aqua Vista
An outdoor dining area with hanging lights, palm trees, and a bar.

8. 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 ￥31,412
￥48,334 total
includes taxes & fees
Oct 5 - Oct 6
American Beech in Greenport - Petite King Room 7
A tent with a wooden frame, two red chairs, and a table.

9. 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 ￥33,925
￥51,386 total
includes taxes & fees
Oct 8 - Oct 9
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A beach with people relaxing, a pier extending into the water, and a clear sky.

10. 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, (32 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥22,888
￥60,597 total
includes taxes & fees
Nov 1 - Nov 2
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Room

11. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (454 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is ￥18,645
￥23,020 total
includes taxes & fees
Oct 20 - Oct 21
Montauk Oceanside Suites
Room

12. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (252 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is ￥18,514
￥26,295 total
includes taxes & fees
Oct 5 - Oct 6
Driftwood Resort
A tented accommodation with two beds, a small table, a chair, and a cabinet.

13. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is ￥30,516
￥48,932 total
includes taxes & fees
Oct 8 - Oct 9
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
A stone pier leading to a beach with houses in the background.

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

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (61 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.
The price is ￥17,900
￥42,976 total
includes taxes & fees
Oct 14 - Oct 15
Insta-worthy Couples Retreat: Perfect for romantic getaway!
A rocky shoreline with a beach and ocean in the background.

15. The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.8 out of 10, Excellent, (3 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is ￥21,360
￥42,343 total
includes taxes & fees
Oct 5 - Oct 6
The Anchor at Soundview · Beach+Ocean+Sunrise
A dining area with a round table, six chairs, and a chandelier.

16. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ￥13,891
￥203,737 total
includes taxes & fees
Oct 6 - Oct 7
Year round Jacuzzi - Blackberry Home
A wooden pathway leading to a beach with scattered rocks and greenery.

17. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥30,781
￥70,875 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
Living area

18. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (302 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is ￥29,597
￥43,579 total
includes taxes & fees
Nov 2 - Nov 3
The Surf Club
A tented accommodation with a bed, a small table, and a chair.

19. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
The price is ￥30,516
￥46,948 total
includes taxes & fees
Oct 8 - Oct 9
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
A campsite with several tents and a picnic table.

20. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is ￥30,516
￥46,948 total
includes taxes & fees
Oct 8 - Oct 9
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The staff was professional and very accommodating. Especialy Lauren at the front desk. The indoor pole was delightful."
Mary Ann 2-night trip
Posted 6 hours ago
Montauk Blue Hotel

Find out more about Orient Point

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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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : Visitors like this Orient Point vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

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.