Orient Vacation Rentals

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Vacation Rentals in Orient

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1225)
"Nice historic place"
The price is CA $409
CA $494 total
includes taxes & fees
Sep 1 - Sep 2
Montauk Manor

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (268)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is CA $463
CA $604 total
includes taxes & fees
Aug 20 - Aug 21
The Surf Club

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (400)
"great place to stay"
The price is CA $305
CA $363 total
includes taxes & fees
Sep 4 - Sep 5
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (290)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is CA $298
CA $370 total
includes taxes & fees
Sep 3 - Sep 4
Windward Shores Ocean Resort

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (233)
"Great location, great views. Walls are a little thin."
The price is CA $463
CA $589 total
includes taxes & fees
Aug 14 - Aug 15
Cliffside Resort Condominiums

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (227)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is CA $341
CA $435 total
includes taxes & fees
Sep 3 - Sep 4
Driftwood Resort

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (12)
"Great place! Great communication with property owner!"
The price is CA $516
CA $914 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

5.4 out of 10, (3)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is CA $120
CA $166 total
includes taxes & fees
Aug 7 - Aug 8
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming apartment in fabulous Westerly with AC, WiFi

9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
The price is CA $275
CA $592 total
includes taxes & fees
Sep 1 - Sep 2
Charming apartment in fabulous Westerly with AC, WiFi

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

Charming houseboat in pleasant New London with AC, WiFi

10.0 out of 10, Exceptional, (6)
The price is CA $207
CA $446 total
includes taxes & fees
Aug 7 - Aug 8
Charming houseboat in pleasant New London with AC, WiFi

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is CA $275
CA $534 total
includes taxes & fees
Sep 2 - Sep 3
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences

Walk to town, Bike to beach, Private pool oasis !

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is CA $120
CA $166 total
includes taxes & fees
Aug 7 - Aug 8
Regency Inn and Suites - Non Smoking King

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is CA $130
CA $299 total
includes taxes & fees
Aug 27 - Aug 28
The Stern at Soundview · Beach+Ocean+Sunrise

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is CA $196
CA $716 total
includes taxes & fees
Aug 7 - Aug 8
Thames River Retreat · CT College+Casinos+USCGA

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (159)
"Great location. Very nice property. Made the weekend stay a success "
The price is CA $172
CA $357 total
includes taxes & fees
Aug 7 - Aug 8
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (68)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT
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 Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Orient?

Yes, we offer vacation rentals near popular attractions in Orient, or you can choose a more secluded option if you're looking for relaxation. Orient is known for its waterfront and golf courses. Make sure you have time to check out the parks and bars during your trip.

What's the top vacation rental that Orient has to offer?

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access: This vacation home rental outside of Orient is equipped with an indoor pool, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Orient?

With 24 Expedia vacation rentals, you're sure to find just the right place for your Orient stay.

What can I see and do in Orient?

Orient Point County Park and Truman's Beach are a couple of scenic spots to enjoy the outdoors, whereas Oysterponds Historical Society is one of the cultural attractions. While here, Orient Beach State Park and Island's End Golf & Country Club are other places worth a visit.

What are vacation rentals like in Orient?

Vacation rentals are private accommodations you can stay in for several days or longer in Orient. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family gatherings.