Orient Vacation Rentals from $166: Search Short-Term Rentals

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Our top choices for Orient vacation rentals

1. Cliffside Resort Condominiums

Greenport

William

$301 nightly

Nov 29 - Nov 30

Total with taxes and fees

A spacious hallway with high ceilings, arched columns, and chandeliers.

2. Montauk Manor

Montauk

barbara

$156 nightly

Nov 30 - Dec 1

Total with taxes and fees

A beach with people relaxing on chairs and sunbathing.

3. Harbor Heights

Pipes Cove

Steven R.

$194 nightly

Nov 15 - Nov 16

Total with taxes and fees

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

4. The SandPiper

Pipes Cove

Manuela C.

$203 nightly

Nov 30 - Dec 1

Total with taxes and fees

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

5. Aqua Vista

Pipes Cove

Carey D.

$210 nightly

Nov 18 - Nov 19

Total with taxes and fees

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

6. North Fork Resort

Greenport

Altynai

$314 nightly

Nov 17 - Nov 18

Total with taxes and fees

7. Windward Shores Ocean Resort

Napeague

Banessa

$170 nightly

Nov 15 - Nov 16

Total with taxes and fees

A beach with people relaxing, a pier extending into the water, and a clear sky.

8. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

$305 nightly

Nov 15 - Nov 16

Total with taxes and fees

An outdoor dining area with hanging lights, palm trees, and a bar.

9. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

$252 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden pathway leading to a beach with scattered rocks and greenery.

10. Beach Block Hideaway

Pipes Cove

Teresa C.

$375 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel reception area with a receptionist, a guest, and a child.

11. Cozy 2 Full Beds|Free Parking & Wifi

Niantic

Anonymous traveler

$80 nightly

Nov 15 - Nov 16

Total with taxes and fees

A beach with waves, a clear sky, and a sandy shore.

12. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

$205 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

13. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

Marcy C.

$222 nightly

Nov 19 - Nov 20

Total with taxes and fees

A hallway with a light blue door and a white door, both with simple panel designs.

14. Gray Comfort Room

New London

JACQUELINE FELICIANO

$96 nightly

Nov 16 - Nov 17

Total with taxes and fees

15. Montauk Oceanside Suites

Downtown Montauk

Mitchell

$146 nightly

Nov 29 - Nov 30

Total with taxes and fees

A hotel reception area with a counter, a digital tablet, and a poster on the wall.

16. Cozy 2 Full Beds | Smoking Wifi

Niantic

Anonymous traveler

$80 nightly

Nov 15 - Nov 16

Total with taxes and fees

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

17. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

$429 nightly

Nov 15 - Nov 16

Total with taxes and fees

A patio with a wooden table and chairs, a door with a number, and a mailbox.

18. Charming Accommodations in the Hamptons

Sag Harbor

$434 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with a marble island, pendant lights, and a patterned backsplash.

19. Renovated Townhouse walk to all

Greenport

Liz H.

$444 nightly

Nov 19 - Nov 20

Total with taxes and fees

A living room with a fireplace, a grey armchair, and a large window.

20. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford

Elaine A.

$386 nightly

Nov 30 - Dec 1

Total with taxes and fees

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Top Orient Hotel Reviews

Water's Edge Resort & Spa

10/10 Excellent

"It was a lovely property and close to stores and places to eat."

Offshore Montauk

10/10 Excellent

"Great stay at Offshore Hotel in Montauk. The king bed and pillows were most comfy! Edwardo got us beach chairs and we grabbed a bottle of wine to watch a perfect sunset, oceanside in November! Very close to restaurants and shopping. The sauna and red light therapy rooms in the wellness center a were a nice touch. Great spot for a 2 night getaway."

Hilton Mystic

10/10 Excellent

"You wa t bang for your buck? Hilton Mystic is the place! We got a room for $120 (off season, midweek holiday) and we lucked out! Ample parking, super clean facility, across the street from the aquarium and village, superb employees (EVERYONE was extremely cordial), modern decor, nice swimming pool area, very clean gym and an exterior outdoor area with fires to enjoy a drink or breakfast! Upon check-in there was a scavenger hunt for our son to participate in. Upon completion he was able to pick an item from the toy chest! We travel a lot and I have never seen a hotel do this! Kudos to you Hilton Mystic! You left quite the impression on us."

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 $166 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.

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Things to do in Hamptons

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 Ocean Front 2 Story Home, Steps Away From The Water: This vacation home rental outside of Orient is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 books in this rental home to help you unwind.

How many vacation rentals are there in Orient?

With 17 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.

Room 1

Check prices for these dates

Our top choices for Orient vacation rentals

1. Cliffside Resort Condominiums

2. Montauk Manor

3. Harbor Heights

4. The SandPiper

5. Aqua Vista

6. North Fork Resort

7. Windward Shores Ocean Resort

8. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

9. American Beech in Greenport - Petite King Room 7

10. Beach Block Hideaway

11. Cozy 2 Full Beds|Free Parking & Wifi

12. The Stern at Soundview · Beach+Ocean+Sunrise

13. 1-bedroom cottage with Grove Beach 🏖️ access.

14. Gray Comfort Room

15. Montauk Oceanside Suites

16. Cozy 2 Full Beds | Smoking Wifi

17. Steps to the beach | Seabreeze Cottage #3

18. Charming Accommodations in the Hamptons

19. Renovated Townhouse walk to all

20. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Find vacation rentals that suit your style

Top Orient Hotel Reviews

Water's Edge Resort & Spa

Offshore Montauk

Spark by Hilton Mystic Groton

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Hilton Mystic

Hyatt Place Uncasville - Casino Area

Montauk Blue Hotel

The Atlantic Hotel

Mystic Marriott Hotel and Spa

Find out more about Orient

Explore a world of travel with Expedia

Frequently asked questions

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