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Orient Point Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Orient Point vacation rentals

Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (286 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
$762 nightly
The price is $870
Jul 2 - Jul 3
Total with taxes and fees
The Surf Club
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (431 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
$384 nightly
The price is $438
Jul 14 - Jul 15
Total with taxes and fees
Montauk Oceanside Suites
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
$1,120 nightly
The price is $1,280
Jul 20 - Jul 21
Total with taxes and fees
Offshore Spa & Residences
Interior

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

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (47 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
$562 nightly
The price is $642
Jul 1 - Jul 2
Total with taxes and fees
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,360 reviews)
"Had a wonderful stay"
United States
Meghan
$439 nightly
The price is $502
Jul 1 - Jul 2
Total with taxes and fees
Montauk Manor
Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (242 reviews)
"Very close to beach"
United States
Rabia
$508 nightly
The price is $580
Jul 16 - Jul 17
Total with taxes and fees
Driftwood Resort
Individually decorated, individually furnished, iron/ironing board

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
$500 nightly
The price is $571
Jul 1 - Jul 2
Total with taxes and fees
Windward Shores Ocean Resort
Exterior

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
$1,267 nightly
The price is $1,438
Jul 31 - Aug 1
Total with taxes and fees
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Interior

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.
$697 nightly
The price is $789
Jul 8 - Jul 9
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
3 bedrooms, iron/ironing board, internet, bed sheets

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
West Mystic
10.0 out of 10, Exceptional, (11 reviews)
"Great home and location, and Mystic is a gem"
United States
Clifford D.
$792 nightly
The price is $897
Jul 1 - Jul 2
Total with taxes and fees
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
Exterior

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
10.0 out of 10, Exceptional, (93 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
$663 nightly
The price is $837
Jul 6 - Jul 7
Total with taxes and fees
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Exterior

Unit 823: Studio | 2nd Floor-Ocean View | Osprey

Unit 823: Studio | 2nd Floor-Ocean View | Osprey
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"Loved having coffe on the deck enjoying the views. The location was perfect for us. Hope to be back!"
United States
Dianna L.
$844 nightly
The price is $958
Jul 19 - Jul 20
Total with taxes and fees
Unit 823: Studio | 2nd Floor-Ocean View | Osprey
Exterior

Unit 811: Studio | 1st Floor-Garden View | Osprey

Unit 811: Studio | 1st Floor-Garden View | Osprey
Napeague
10.0 out of 10, Exceptional, (1 review)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
$778 nightly
The price is $884
Jul 19 - Jul 20
Total with taxes and fees
Unit 811: Studio | 1st Floor-Garden View | Osprey
Exterior

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"We love everything about this place. This was our 2nd time staying here and plan on coming back. The kitchen was redone and is beautiful. The location is perfect. It's close to the restaurants and shops in Montauk and Amagansett. The back deck is so roomy and comfortable. Sitting out there, listening to the ocean is heaven. We highly recommend this. "
United States
DiAnn E.
$1,028 nightly
The price is $1,168
Jul 2 - Jul 3
Total with taxes and fees
Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Exterior

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
$1,201 nightly
The price is $1,364
Jul 19 - Jul 20
Total with taxes and fees
Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Exterior

Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
$1,358 nightly
The price is $1,542
Jul 2 - Jul 3
Total with taxes and fees
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Smart TV, fireplace, video games, DVD player

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.
$584 nightly
The price is $661
Jul 1 - Jul 2
Total with taxes and fees
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Exterior detail

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time at this cottage! It was extremely clean and very welcoming! It had everything we needed for an impromptu night away! The hostess was very responsive and accommodating. We would definitely stay here again! "
United States
Terri D.
$492 nightly
The price is $557
Jul 6 - Jul 7
Total with taxes and fees
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
1 bedroom, iron/ironing board, internet, bed sheets

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5 reviews)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Anonymous traveler
$754 nightly
The price is $853
Jul 6 - Jul 7
Total with taxes and fees
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Interior

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (7 reviews)
"We loved the place. Will definitely stay there again! "
United States
Kristen C.
$754 nightly
The price is $853
Jul 16 - Jul 17
Total with taxes and fees
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
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

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

10/10 Excellent
"Clean, comfy, close to CGA. Free breakfast would have been nice"
Jennifer 2-night trip
Posted 9 hours ago
Holiday Inn New London - Mystic Area by IHG

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 $273 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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : You might want to consider this vacation home rental near Orient Point, which is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in Orient Point?

With 8 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 The Hamptons Beaches 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.