Orient Vacation Rentals

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Vacation Rentals in Orient

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

10.0 out of 10, Exceptional, (1)
"Very nice house In great shape and outstanding pool area."
1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1069)
"Peaceful cozy place. Our favorite!"
The price is CA $205
CA $261 total
includes taxes & fees
Dec 3 - Dec 4
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (338)
"All very good!"
The price is CA $161
CA $198 total
includes taxes & fees
Dec 20 - Dec 21
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (262)
"Lovely seaside accommodations. Very clean and comfortable. The location is perfect. The room was just a short walk from the beach. Just minutes away from downtown Montauk. Having a full kitchen is great."
The price is CA $177
CA $232 total
includes taxes & fees
Dec 3 - Dec 4
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (250)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The Surf Club

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

8.6 out of 10, Excellent, (20)
"We had a great time and will definitely option for a return stay. The house fit our group of 23 comfortably. We enjoyed family dinners on the large picnic table and a nightly bonfire. Our kids ranging in age from 3 to 21 enjoyed boating, kayaking, paddle boarding, fishing, swimming, biking, and many other things that the house and area had to offer. The cottages were just great.  It gave us just enough privacy when needed. Everything was very clean and setup nicely. Everyone enjoyed the boat...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"Well kept. Everything in good working order. Easy check in/out. Very good communication. Enjoyed our second time here. "
Driftwood Resort

Beautiful Family Home Nestled In The Heart Of Sagaponack

10.0 out of 10, Exceptional, (30)
"Great space and location. We loved the house and enjoyed our stay. "
Beautiful Family Home Nestled In The Heart Of Sagaponack

Unbeatable Downtown Mystic Location

9.8 out of 10, Exceptional, (139)
"Perfect area, few minute walk from the main strip. House is very clean, and very cool staying in such an old and well maintained home. "
The price is CA $152
CA $375 total
includes taxes & fees
Nov 24 - Nov 25
Unbeatable Downtown Mystic Location

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (84)
"The Montauk Manor deserves its landmark designation but it is certainly updated and thoughtfully remodelled. The space is very well laid out and there are lovely vistas from every vantage point. My biggest complaint is the noise. Not necessarily the noise of other guests, but an unexplainable mechanical noise. It was a nuisance mostly just in the quiet of the night and the only détraction to an otherwise delightful stay. "
Montauk Mansion INDOOR + OUTDOOR POOLS

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

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (164)
"We totally enjoyed the cottage. So well equipped with everything! We will definitely book this place again!"
The price is CA $138
CA $361 total
includes taxes & fees
Dec 4 - Dec 5
Lakeside cottage ON the water with beautiful views up the lake!

Cape Cod home in great location! Walk to downtown

9.4 out of 10, Exceptional, (139)
"Dan’s place is cozy and will remind you of your grandparents house. It is a close drive to area attractions. Once we were back from the day’s adventure, we would play games around the kitchen table. Beds are comfortable. The Deck and backyard are nice areas to hang when it’s nice outside. "
Cape Cod home in great location! Walk to downtown

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

9.8 out of 10, Exceptional, (82)
"Great location. Walk across Montauk for fishing. No striped bass but that's hardly the owner's fault. One bluefish so no skunk. Would def stay again."
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Beautiful 2 Bedroom Boho Retreat in Downtown Mystic

10.0 out of 10, Exceptional, (20)
"Very clean. Well equipped kitchen, comfortable bed. Sofa bed couch was uncomfortable. We walked to downtown Mystic. Only half a mile. Vrbo gave us the wrong code for the door lock and I didn't have the email for the host. Fortunately the downstairs guests had the email and we got in."
The price is CA $112
CA $289 total
includes taxes & fees
Dec 3 - Dec 4
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (191)
"Great, cozy place to have a friends getaway! Quiet neighborhood with beautiful views and short distance from the charming town of Mystic!"
The price is CA $124
CA $340 total
includes taxes & fees
Nov 24 - Nov 25
Lakeside cottage overhanging the water, beautiful window views across the lake

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (65)
"The place was clean and cozy. The owners could not have been nicer or more accomodating! Thanks for a great stay!"
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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Other types of properties in Orient you may be interested in

Hyatt Place Uncasville - Casino Area

3.0 star property
9.2 out of 10, Wonderful, (2214)
"Great location. Clean. Quiet. Friendly. "
The price is CA $147
CA $169 total
includes taxes & fees
Dec 3 - Dec 4
Hyatt Place Uncasville - Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 star property
8.8 out of 10, Excellent, (1590)
"Convenient to the casino’s very clean and quiet and parking was good front desk staff was very helpful I would recommend this hotel "
The price is CA $106
CA $122 total
includes taxes & fees
Dec 19 - Dec 20
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Best Western Mystic Hotel

2.5 star property
7.6 out of 10, Good, (76)
"Property seemed updated and clean. Not many other guests so our visit was very quiet. Room was comfortable."
The price is CA $152
CA $175 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Mystic Hotel
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.
Beautiful view of the beach with palm trees

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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?

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!: This vacation home rental outside Orient is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Orient?

With 23 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 Beach State Park and Orient Point County Park are a couple of scenic spots to enjoy the outdoors, whereas Oysterponds Historical Society is one of the cultural attractions. While here, Truman's Beach 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.