Orient Vacation Rentals

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Vacation Rentals in Orient

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1117)
"We loved the manor, it had great amenities and an excellent experience. highly recommend! "
The price is CA $186
CA $240 total
includes taxes & fees
Feb 25 - Feb 26
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (362)
"I didn’t realize the property was mobile check-in and that all communication would be automated in the winter season. if you guys had that more clear on the Expedia it would be awesome. Otherwise the stay was great, clean room, no hassle to get in, right by the beach. "
The price is CA $160
CA $196 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, (273)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is CA $187
CA $245 total
includes taxes & fees
Mar 20 - Mar 21
Windward Shores Ocean Resort

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (251)
"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

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (66)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team

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

8.6 out of 10, Excellent, (26)
"I recently had the pleasure of spending time at a vacation house in Stonington, Connecticut, and I cannot express enough how fantastic our stay was. This property exceeded all of our expectations and provided our family with a truly memorable experience.From the moment we arrived, we were captivated by the stunning water views. The house is perfectly situated to showcase the beauty of the surrounding landscape, and we found ourselves mesmerized by the sunsets over the water each evening. It was...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

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

9.8 out of 10, Exceptional, (195)
"We stayed here as it was close to our daughters cheer Comp and it happened to be my husbands birthday weekend so we wanted to stay somewhere other than a hotel. We enjoyed the hot tub! The view of the lake, the fire pit, the spacious downstairs to watch tv and play family games! Very easy check in. Would recommend, we’d like to come back when weather is warmer to enjoy the lake "
The price is CA $155
CA $383 total
includes taxes & fees
Feb 25 - Feb 26
Lakeside cottage overhanging the water, beautiful window views across the lake

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

Beautiful 2 Bedroom Boho Retreat in Downtown Mystic

10.0 out of 10, Exceptional, (22)
"We visited to celebrate a birthday. The space was perfect for the 4 of us. The location was great as well, walking distance to downtown. We all enjoyed ourselves and loved the decor and snacks left by the host. They even left a birthday present for our friend! We will definitely be back!"
The price is CA $100
CA $277 total
includes taxes & fees
Feb 27 - Feb 28
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic

Amazing Ocean Front 2 Story Home, Steps Away From The Water

9.8 out of 10, Exceptional, (90)
"The property was perfect for our vacation with amazing views. I was born & raised in Westerly but moved away. My family still lives in the area & my husband’s lives about 1-1/2hrs away. We flew in to spend Xmas w/our family & hosted Xmas day at the house. It was just what we needed. Big open floor plan, beautiful view of the beach & family. Also Cynthia was amazing!! She put up a tree for us, answered any questions we had, took care of emptying the trash/recycling when full & even let us extend...
Amazing Ocean Front 2 Story Home, Steps Away From The Water

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (76)
"Montauk has been our Happy Place for many years. We feel fortunate to have discovered this charming condo. Comfortable-feels like home. Immaculate. Consideration went into the details. Luxurious towels. Fantastic location near beach. And owner is a pleasure, right on top of communication. This place made our visit even Happier. Highly recommend. Thank You! Lynn"
Newly Renovated Montauk Condo with Ocean Views!

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (129)
"This was a 10 out of 10 stay for us. The home was immaculate, stocked with everything you could need to feel at home. Very comfy beds and linens. Fantastic location and great hosts. Would definitely stay at this home again."
The price is CA $215
CA $462 total
includes taxes & fees
Feb 26 - Feb 27
Charming Historic House in Downtown Mystic

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (88)
"Well kept unit. Easy access. Very quiet. Pool and spa area beautiful "
Montauk Mansion INDOOR + OUTDOOR POOLS

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
adorable ranch in beach community

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (214)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is CA $391
CA $823 total
includes taxes & fees
Feb 26 - Feb 27
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

Classic East Hampton 5 BR in Private Beach Community.Pool, HotTub & Pirate Ship

10.0 out of 10, Exceptional, (80)
"The property was exactly as explained and all in our group loved the place. The house was clean and spacious with plenty of space to rekax."
Classic East Hampton 5 BR in Private Beach Community.Pool, HotTub & Pirate Ship

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

9.8 out of 10, Exceptional, (171)
"We came for a couple of days for my son’s birthday and even though it was winter with the lake frozen over, there were still many options to keep us occupied all while staying warm and cozy. Definitely want to make a trip back for the summer!"
The price is CA $141
CA $365 total
includes taxes & fees
Feb 25 - Feb 26
Lakeside cottage ON the water with beautiful views up the lake!

Historical New England coastal holiday home-2 min. from Ocean Beach

10.0 out of 10, Exceptional, (33)
"The host was incredibly kind and accommodating. We particularly enjoyed the beach pass, as we drove ~3 min to the beautiful water in the morning. The amenities were absolutely gorgeous and beyond functional. Plenty of bathrooms, showers, sinks, sitting areas, etc. for our party. We had a wonderful stay!"
Historical New England coastal holiday home-2 min. from Ocean Beach
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

Spark by Hilton Mystic Groton

3.0 star property
8.4 out of 10, Very good, (788)
"What a great find! This hotel has been redone and is super clean! Breakfast was simple but a great selection of bagels and coffee. Good location to Mystic or a great place to stop for the night. We were pleasantly surprised for the price!"
The price is CA $108
CA $124 total
includes taxes & fees
Mar 2 - Mar 3
Spark by Hilton Mystic Groton

Hyatt Place Uncasville - Casino Area

3.0 star property
9.2 out of 10, Wonderful, (2340)
"This is my second time staying here. When checking in the front desk staff was very pleasant and inviting.He had a great attitude. Room was clean beds were comfortable. "
The price is CA $141
CA $162 total
includes taxes & fees
Mar 2 - Mar 3
Hyatt Place Uncasville - Casino Area

Best Western Mystic Hotel

2.5 star property
8.8 out of 10, Excellent, (120)
"When I checked in the staff was very helpful and very welcoming. Everything was clean. Overall great service!"
The price is CA $141
CA $162 total
includes taxes & fees
Feb 25 - Feb 26
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.

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?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This vacation home rental outside of Orient is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Orient?

With 22 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, Island's End Golf & Country Club and Truman's Beach 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.