Orient Vacation Rentals

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Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Orient

Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
United States
DongHo
$188 nightly
The price is $215
Oct 28 - Oct 29
Total with taxes and fees
Driftwood Resort
Property grounds
Lakeside cottage ON the water with beautiful views up the lake!
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (187)
"it was a perfect getaway!!! the lake is amazing the fish follow you it was so relaxing"
United States
stacy t.
$285 nightly
The price is $322
Nov 11 - Nov 12
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Fridge, microwave, oven, stovetop
Super Cute & Cozy Apartment in Downtown Mystic!
Super Cute & Cozy Apartment in Downtown Mystic!
9.6 out of 10, Exceptional, (79)
"Perfect weekend getaway for my girlfriend and me. Walking distance to downtown on a quiet street. Host was very responsive and even left snacks! We would definitely stay again. "
United States
Anders D.
$185 nightly
The price is $210
Oct 28 - Oct 29
Total with taxes and fees
Super Cute & Cozy Apartment in Downtown Mystic!
A heated pool
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
$470 nightly
The price is $526
Oct 31 - Nov 1
Total with taxes and fees
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Fridge, microwave, oven, stovetop
Discover the heart of the Ship Chandler in this charming 2BR apt!
Discover the heart of the Ship Chandler in this charming 2BR apt!
10.0 out of 10, Exceptional, (15)
"My family and I had a great stay in the Chandler's Nook. The decor was pretty spectacular and the apartment was equipped anything you needed. The beds were so comfortable and we especially loved having the playground behind the property. The location was great as well. Just a few minutes drive to all of the attractions of Mystic. "
United States
Wendy V.
$339 nightly
The price is $383
Oct 28 - Oct 29
Total with taxes and fees
Discover the heart of the Ship Chandler in this charming 2BR apt!
Interior
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
9.8 out of 10, Exceptional, (42)
"Barbara did an amazing job with this place. It’s so welcoming and quaint. The bed was super comfortable. It is in a very quiet area and very walkable to everything around. We will definitely be back."
United States
Kathleen
$324 nightly
The price is $366
Nov 2 - Nov 3
Total with taxes and fees
Riverbed, Romantic Waterfront Suite, walk to town<br><br>
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
United States
James S.
$328 nightly
The price is $374
Oct 28 - Oct 29
Total with taxes and fees
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
9.8 out of 10, Exceptional, (156)
"Great Location! Within walking distance to all the sights in Mystic!"
United States
Jamye B.
$270 nightly
The price is $306
Nov 12 - Nov 13
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Beach
Southampton cozy cottage by the beach
Southampton cozy cottage by the beach
10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
United States
Weston B.
$394 nightly
The price is $450
Nov 2 - Nov 3
Total with taxes and fees
Southampton cozy cottage by the beach
Fridge, microwave, oven, stovetop
Cozy quiet gem, private & fenced in backyard
Cozy quiet gem, private & fenced in backyard
9.4 out of 10, Exceptional, (3)
"Perfect stay outside of the hustle and bustle of Manhattan. The house offered just what we needed a refugee from the city. With plenty of comfortable rooms for the six of us."
United States
Shakirah S.
$763 nightly
The price is $872
Oct 29 - Oct 30
Total with taxes and fees
Cozy quiet gem, private & fenced in backyard
Beach nearby
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Insta-worthy Couples Retreat: Perfect for romantic getaway!
9.6 out of 10, Exceptional, (52)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
$207 nightly
The price is $234
Oct 29 - Oct 30
Total with taxes and fees
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Terrace/patio
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
$238 nightly
The price is $272
Oct 28 - Oct 29
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Dining
Waterfront Home with a View
Waterfront Home with a View
9.8 out of 10, Exceptional, (110)
"Great place to stay, close to I95 for easy access to nearby attractions, attentive host. Beautiful property."
United States
Deb S.
$263 nightly
The price is $297
Oct 29 - Oct 30
Total with taxes and fees
Waterfront Home with a View
Beach nearby
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
8.0 out of 10, Very Good, (13)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
$174 nightly
The price is $197
Nov 3 - Nov 4
Total with taxes and fees
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Front of property - evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1258)
"Always excellent, even suring my eleventh stay."
United States
Daryl
$168 nightly
The price is $192
Nov 10 - Nov 11
Total with taxes and fees
Montauk Manor
Sun loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (125)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
United States
Nancy D.
$490 nightly
The price is $554
Oct 28 - Oct 29
Total with taxes and fees
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Beach nearby, sun loungers, beach towels
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
10.0 out of 10, Exceptional, (14)
"Great little apartment just down the road from downtown Westerly!"
United States
Joseph R.
$216 nightly
The price is $245
Oct 28 - Oct 29
Total with taxes and fees
Private Apt 1 mile from Downtown Westerly. Short drive to Mystic & Casinos
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (415)
"We loved it, suite size was great! "
United States
Patrick
$146 nightly
The price is $166
Nov 10 - Nov 11
Total with taxes and fees
Montauk Oceanside Suites
Smart TV, video games, books, stereo
Charming Historic House in Downtown Mystic
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (158)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
United States
Mary
$357 nightly
The price is $403
Oct 28 - Oct 29
Total with taxes and fees
Charming Historic House in Downtown Mystic
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.6 out of 10, Exceptional, (7)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
$147 nightly
The price is $165
Oct 28 - Oct 29
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
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

Hilton Mystic

Hilton Mystic

10/10 Excellent
"Room and bed were comfortable. Easy 8 minute drive to Mystic Seaport restaurants and shops."
Elizabeth 1-night trip
Posted 2 days ago
Hilton Mystic

Find out more about Orient

Everything you need to know about Orient vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orient vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orient vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orient vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orient. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orient in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orient rentals

At Expedia, we put the best Orient vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orient rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orient vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orient. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Orient?

With 20 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.