Orient Point Vacation Rentals

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Our top choices for Orient Point vacation rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1275)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
$156 nightly
The price is $178
Jan 13 - Jan 14, 2026
Total with taxes and fees
Montauk Manor
2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was neat, well maintained, and very warmly furnished. The host has put some work into the details that make the stay really enjoyable. I would definitely go back. "
United States
Stephen S.
$108 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
Escape to the Thames: Quaint Groton Retreat
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! "
United States
Lylian
$171 nightly
The price is $193
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very Good, (17)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
$177 nightly
The price is $200
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.2 out of 10, Wonderful, (36)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$150 nightly
The price is $170
Jan 5 - Jan 6, 2026
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
10.0 out of 10, Exceptional, (5)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
$356 nightly
The price is $403
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
$108 nightly
The price is $121
Dec 31 - Jan 1, 2026
Total with taxes and fees
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$325 nightly
The price is $367
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
2.0 star property
9.0 out of 10, Wonderful, (4)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
$323 nightly
The price is $365
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Bay Cottage · Rocky Neck Park, Beach & Niantic
9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
$799 nightly
The price is $913
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blackberry: Private home with jacuzzi year-round

Mobile Home in East Lyme

Cozy Lakefront Tiny House
10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
$193 nightly
The price is $218
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Lakefront Tiny House
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$390 nightly
The price is $442
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (3)
"this place was amazing i would come again"
United States
Tatyanna R.
$193 nightly
The price is $218
Jan 6 - Jan 7, 2026
Total with taxes and fees
Lakefront Boho Tiny House
6.6 out of 10, (4)
"Was a great time ."
United States
Linda L.
$198 nightly
The price is $225
Jan 26 - Jan 27, 2026
Total with taxes and fees
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
10.0 out of 10, Exceptional, (14)
"Cottage was perfect. Immaculate, well equipped, beautifully decorated. It had everything we needed! My family and I loved our stay here and will definitely be back."
United States
Nina B.
$270 nightly
The price is $306
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
8.8 out of 10, Excellent, (8)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
$297 nightly
The price is $336
Jan 11 - Jan 12, 2026
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay
2.0 star property
8.0 out of 10, Very Good, (2)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
$171 nightly
The price is $193
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise

Condo in Downtown Montauk

Offshore Residences
4.5 star property
$579 nightly
The price is $662
Jan 1 - Jan 2, 2026
Total with taxes and fees
Offshore Residences
10.0 out of 10, Exceptional, (127)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
$377 nightly
The price is $430
Jan 5 - Jan 6, 2026
Total with taxes and fees
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$452 nightly
The price is $516
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 Point Hotel Reviews

Find out more about Orient Point

Everything you need to know about Orient Point 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 Point 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 Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orient Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orient Point. 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 Point 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 Point rentals

At Expedia, we put the best Orient Point 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 Point 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 Point 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 Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Orient Point?

Yes, there are vacation rentals near top attractions in Orient Point, or you can go with a secluded option if you want a relaxing place to stay. Orient Point is known for its waterfront and parks.

What are some of the best vacation home rentals in Orient Point?

Stunning Hampton Holiday Family Fantasy for your Team : Visitors like this Orient Point vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Orient Point?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Orient Point stay.

What’s there to see and do in Orient Point?

Orient Point County Park and Little Bay are a couple of lovely local spots to get outside and enjoy nature. Orient Beach State Park and Kontokosta Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Orient Point like?

Vacation rentals are private properties you can stay in for short or long periods in Orient Point. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.