A lighthouse on a rocky outcrop with a boat in the water.

Orient Vacation Rentals

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Our top choices for Orient vacation rentals

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is CA $487
CA $556 total
includes taxes & fees
Jul 29 - Jul 30
North Fork Resort

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (263 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is CA $451
CA $577 total
includes taxes & fees
Jul 23 - Jul 24
Cliffside Resort Condominiums

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (46 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $220
CA $392 total
includes taxes & fees
Jul 1 - Jul 2
1-bedroom cottage with Grove Beach 🏖️ access.

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,359 reviews)
"Had a wonderful stay"
United States
Meghan
The price is CA $665
CA $787 total
includes taxes & fees
Jul 13 - Jul 14
Montauk Manor

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (318 reviews)
"Nice homey room"
United States
Andrew
The price is CA $608
CA $733 total
includes taxes & fees
Jul 8 - Jul 9
Windward Shores Ocean Resort

Ocean Shire Coastal Retreat and Beach Pass

Ocean Shire Coastal Retreat and Beach Pass
Westerly
10.0 out of 10, Exceptional, (4 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
Ocean Shire Coastal Retreat and Beach Pass

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
Adorable Cottage, 5 min walk to water & town

The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
10.0 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $447
CA $714 total
includes taxes & fees
Jul 1 - Jul 2
The gardners Cottage 1 mile from long Island Sound - pet friendly

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

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (200 reviews)
"We had a wonderful stay at the cottage! It was so cozy and peaceful, exactly what we were looking for. Mini splits kept our rooms toasty on the cold night, and we had everything we needed. Our host was super communicative and helpful. Would definitely stay here again!"
United States
Anonymous traveller
The price is CA $623
CA $989 total
includes taxes & fees
Jul 16 - Jul 17
Lakeside cottage ON the water with beautiful views up the lake!

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (13 reviews)
"An absolutely adorable and cozy cottage steps from a lovely beach. The location is great, beds were so comfortable and everything was clean and well designed. Would definitely stay here again"
United States
Maria M.
The price is CA $510
CA $933 total
includes taxes & fees
Jul 8 - Jul 9
Beach Cottage, private beach and pass

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (242 reviews)
"Very close to beach"
United States
Rabia
The price is CA $571
CA $699 total
includes taxes & fees
Jul 1 - Jul 2
Driftwood Resort

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (10 reviews)
"great place to stay"
United States
christopher
The price is CA $267
CA $566 total
includes taxes & fees
Jul 7 - Jul 8
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (23 reviews)
"The room and location were perfect. We will definitely book again. "
United States
Peter H.
The price is CA $866
CA $1,119 total
includes taxes & fees
Jul 8 - Jul 9
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely phenomenal experience 10/10 would book again."
United States
Jimmy D.
The price is CA $262
CA $335 total
includes taxes & fees
Jul 13 - Jul 14
Escape to the Thames: Quaint Groton Retreat

The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (9 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is CA $173
CA $227 total
includes taxes & fees
Jul 2 - Jul 3
The Tiny Cottage & Mini Farm

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 $214
CA $412 total
includes taxes & fees
Jul 1 - Jul 2
The Stern at Soundview · Beach+Ocean+Sunrise

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (132 reviews)
"Loved the woods next to it. The stained glass were very cool"
United States
Kate R.
The price is CA $447
CA $946 total
includes taxes & fees
Jul 1 - Jul 2
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is CA $312
CA $652 total
includes taxes & fees
Jul 8 - Jul 9
Charming 2-bedroom house with WiFi, AC in lovely Waterford

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

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (230 reviews)
"wonderful place to stay. the pond is beautiful. plenty to do nearby "
United States
Mike
The price is CA $623
CA $971 total
includes taxes & fees
Jul 28 - Jul 29
Lakeside cottage overhanging the water, beautiful window views across the lake

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (64 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is CA $575
CA $1,082 total
includes taxes & fees
Jul 2 - Jul 3
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
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

Find out more about Orient

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. 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 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?

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village: This vacation home rental outside of Orient is located near the beach and has a private yard, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Orient?

With 15 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 Little Bay 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.