Orient Holiday Rentals, New York: Private House Rentals

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

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Go beyond your typical stay in Orient

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Our top choices for Orient hotels

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A restaurant with a signboard listing its hours of operation.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

A bar area with stools, a shelf with glasses, and decorative plants.

1. Zey Hotel

Greenport

Renee

Rp2.928.960

Rp3.346.338 total

includes taxes & fees

27 Oct - 28 Oct

The entrance to The Harbor Front Inn with a double door and the address number 209.

A bar area with wooden bar stools and a bookshelf.

A bar area with seating, a fireplace, and large windows.

A reception desk with a sign that reads 'The Harbor Front Inn.' There are potted plants and a lamp on the desk.

2. The Harbor Front Inn

Greenport

Antrii

Rp2.847.600

Rp3.769.680 total

includes taxes & fees

22 Nov - 23 Nov

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

3. The Menhaden

Greenport

Daniel

Rp5.946.512

Rp7.517.122 total

includes taxes & fees

8 Nov - 9 Nov

A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.

A room with a view of a body of water, a table with a radio, a chair with a cushion, and a window with curtains.

4. Silver Sands Motel & Beach Bungalows

Greenport

Gaurav

Rp5.062.400

Rp5.783.792 total

includes taxes & fees

1 Nov - 2 Nov

A cozy interior with a bar area, seating, and a fireplace.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

A poolside area with sun loungers, a pool, and a building with a balcony.

A cozy interior with a wooden bench, a sofa, and a bar area.

5. Oyster Estate

Greenport

Allison

Rp4.068.000

Rp5.125.544 total

includes taxes & fees

27 Oct - 28 Oct

A spacious room with wicker furniture, large windows, and a view of the sea.

A room with a bed, two striped chairs, a small table with a bottle and a book, a window with a view of the sea, and a door leading outside.

A coastal building with large windows, a deck, and a view of the sea at sunset.

A coastal building with a deck extending over the water, featuring large windows and a dining area.

6. Sound View Greenport

Greenport

Christine

Rp3.132.360

Rp4.095.087 total

includes taxes & fees

22 Nov - 23 Nov

A balcony with a view of the ocean, a lawn, and a house in the background.

7. Cliffside Resort Condominiums

Greenport

William

Rp3.055.882

Rp5.497.224 total

includes taxes & fees

12 Nov - 13 Nov

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

A storefront with a sign reading "THE SHOALS".

8. The Shoals Suites and Slips

Southold

Masayo

Rp3.207.211

Rp4.116.238 total

includes taxes & fees

27 Oct - 28 Oct

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

9. Sag Harbor Inn

Sag Harbor

Terri

Rp3.959.520

Rp4.523.752 total

includes taxes & fees

1 Nov - 2 Nov

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

10. Water's Edge Resort & Spa

Westbrook Center

cynthia

Rp3.225.855

Rp4.021.614 total

includes taxes & fees

1 Nov - 2 Nov

A marina with boats docked, a fire pit table, and outdoor seating.

An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

A two-story Victorian-style house with a balcony, a porch, and a small tower.

11. Saybrook Point Resort & Marina

Old Saybrook Center

Jenny

Rp4.863.520

Rp6.225.848 total

includes taxes & fees

18 Nov - 19 Nov

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A staircase with wooden balusters and a white wall.

A large, white building with multiple windows and a prominent tree in the foreground.

12. The Chequit

The Heights

Patrick

Rp3.270.672

Rp3.736.743 total

includes taxes & fees

19 Nov - 20 Nov

An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

A living room with two sofas, a coffee table, a lamp, and a painting on the wall.

A dining area with tables and chairs, a clock on the wall, and a counter with food items.

13. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Amy

Rp1.751.952

Rp2.014.745 total

includes taxes & fees

16 Nov - 17 Nov

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

14. Faraway Sag Harbor

Sag Harbor

Thomas

Rp6.346.080

Rp7.975.404 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, a sofa, a table, and a desk. There are two lamps and a window with curtains.

A spacious living area with a wooden staircase, comfortable seating, and a large potted plant.

An indoor swimming pool with a no diving sign, a tiled wall, and a seating area with chairs.

A hotel room with a bed, bedside tables, a desk with a computer, a window with curtains, and wall-mounted artwork.

15. Sleep Inn & Suites Niantic North

Niantic

Deborah

Rp1.828.792

Rp2.103.110 total

includes taxes & fees

16 Nov - 17 Nov

A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.

A train traveling along a river with autumn foliage in the background.

16. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Kevin

Rp1.477.317

Rp1.698.978 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a stone fireplace, grey sofas, and a coffee table.

A large, two-story house with a wrap-around porch, multiple windows, and a chimney.

A dining room with a wooden table, six chairs, and a large window with curtains.

A bedroom with a large bed, a nightstand, a dresser, and a robe rack.

17. The Captain Stannard

Westbrook Center

Siegfried

Rp4.229.256

Rp4.694.474 total

includes taxes & fees

27 Oct - 28 Oct

A patio area with outdoor seating, a gazebo, and flags.

A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.

A marina with numerous boats docked in a structured layout.

A living room with blue upholstered chairs, a white fireplace, and a view of a gazebo through a large window.

18. Inn at Harbor Hill Marina

Niantic

Margarita

Rp2.912.688

Rp3.349.682 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a desk, a chair, a window with curtains, and a television.

A multi-story hotel with a symmetrical facade, a covered entrance, and an American flag.

A compact hotel room with a kitchenette, a bed with a green bedspread, a sofa, a bedside table, and a window with curtains.

A kitchen with wooden cabinets, a coffee machine, a microwave, and a coffee station. There are tables and chairs for dining.

19. Microtel Inn & Suites by Wyndham Uncasville Casino Area

Montville

Dina

Rp1.521.432

Rp1.749.647 total

includes taxes & fees

29 Oct - 30 Oct

A beach scene with a child playing in the sand, trees in the background, and a rainbow in the sky.

A compact hotel room with a bed, a small kitchenette, a dining area with a table and chairs, and a bathroom.

A compact hotel room with a kitchenette, a dining area with a round table, and a bed with a headboard.

A modern building with large windows and a driveway with parked cars.

20. The Niantic Inn

Niantic

Janet

Rp2.777.088

Rp3.193.652 total

includes taxes & fees

27 Oct - 28 Oct

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Stay near popular Orient attractions

A rocky shoreline with large boulders and a calm sea.

Orient Point County Park

10.0/10 (1 review)

At Long Island's easternmost tip, Orient Point County Park offers panoramic views where the Sound meets Peconic Bay. Hike the trail or photograph the historic Coffee Pot Lighthouse from rocky beaches.

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Orient Beach State Park

8.6/10 (33 reviews)

This rare maritime forest on Long Island's North Fork earned National Natural Landmark status for its unique ecosystem. Explore cedar-lined trails, spot prickly-pear cactus, and enjoy serene views across Gardiner's Bay.

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A beach with a wooden staircase leading to a small house, surrounded by trees and bushes.

Little Bay

This tranquil bay on Long Island's eastern tip offers peaceful waters perfect for kayaking and bird watching. Bring your own watercraft and visit during summer months when the coastal scenery is at its most vibrant.

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Oysterponds Historical Society

Step into a living museum where seven historic buildings showcase over 15,000 artefacts from Long Island's maritime past. Explore the serene campus to appreciate the North Fork's rich heritage.

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Learn more about Orient

Nestled on the North Fork, this charming hamlet offers pristine beaches and vineyards with spectacular Long Island Sound views. Explore the historic Orient Point Lighthouse or catch the ferry to adventure, stopping at farm stands for local oysters along the way.

See all hotels in Orient

An aerial view of a coastal area with a sandy beach, a small settlement, and a clear blue sea.

Top Orient Hotel Reviews

Offshore Montauk

10/10 Excellent

"Great stay"

Regency Inn & Suites New London, Mystic

10/10 Excellent

"Don't expect the Ritz... The owner is amazing and the staff was wonderful. They were super nice and helpful! The breakfast was absolutely delicious! It's beautifully decorated. Love the picnic tables around the parking lot. Its easily accessible, right off the highway. I loved the affordable price. My kid (16) and his friends enjoyed the pool and having Chili's just a walk across the parking lot. We would definitely stay here again! Highly recommend!!"

Hyatt Place Uncasville - Casino Area

8/10 Good

"It was a pleasant stay really enjoyed this hotel I got on the shuttle bus made it so convenient to go to casino this way!!! Had amazing breakfast and was very pleased with stay"

Hilton Mystic

10/10 Excellent

"Very close to the aquarium and downtown Mystic."

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Our stay at the Gurney’s was amazing. We stayed in Oceanfront King room top floor and we had a very nice view of the ocean. We could hear the sound of waves all day from the room which was very relaxing. We could also see the sunrise from our room. Aside from the room, the spa facilities were excellent. For resort guests, bathhouse access is included and we utilized it for both days we were there. Gurney’s also provides free transportation/ride to places in Montauk and we used this service multiple times during our stay. We also interacted with multiple staff members throughout the stay that made our trip memorable. We would definitely return again."

Montauk Blue Hotel

10/10 Excellent

"Great location! On the beach and walking distance to the little downtown area! Would stay there again!"

Zey Hotel

10/10 Excellent

"Had a nice stay. Room was very clean. Amenities were nice. We enjoyed our 40th anniversary."

Montauk Yacht Club

10/10 Excellent

"Excellent hotel, clean and spacious rooms, friendly and attentive staff."

Gold Star Inn & Suites

10/10 Excellent

"It’s our go to spot when we need to stay local. Comfortable, quiet and reasonable rates."

More cheap stays in Orient

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Rp1.477.317

Rp1.698.978 total

15 Nov - 16 Nov

includes taxes & fees

8/10 Very good! (1,002 reviews)

Regency Inn & Suites New London, Mystic

269 North Frontage Road New London CT

Rp1.503.533

Rp1.729.063 total

1 Nov - 2 Nov

includes taxes & fees

6/10 (1,004 reviews)

Microtel Inn & Suites by Wyndham Uncasville Casino Area

1954 Norwich New London Tpke Montville CT

Rp1.521.432

Rp1.749.647 total

29 Oct - 30 Oct

includes taxes & fees

Hilltop Express Inn

580 Poquonnock Road Groton CT

Rp1.627.019

Rp1.871.099 total

27 Oct - 28 Oct

includes taxes & fees

Gold Star Inn & Suites

605 Gold Star Highway Groton CT

Rp1.789.920

Rp2.058.408 total

27 Oct - 28 Oct

includes taxes & fees

7.2/10 Good! (1,048 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

Rp1.936.368

Rp2.664.300 total

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,000 reviews)

Hotels in Orient with star rating

Frequently asked questions

Where is the best place for a stay in Orient?

Located 24.4 mi (39.3 km) from the heart of Orient, Spark by Hilton Mystic Groton is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Regency Inn & Suites New London, Mystic and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Orient.

If I need to cancel my hotel reservation in Orient, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Orient.

What are some accommodation options with pools in Orient?

Spark by Hilton Mystic Groton: Hotel located near Olde Mistick Village. Features daily, a seasonal outdoor pool and free self parking. Regency Inn & Suites New London, Mystic and Best Western Mystic Hotel are a couple of other choices with an on-site pool. View all hotels with pools in Orient.

What's it like to stay in Orient?

Visitors can enjoy all that Orient has to offer, including the waterfront, golf courses and parks. Tourists can also enjoy the city's bars and museums. In Orient, there are 20 hotels and other accommodation options to choose from. Find out more about Orient.

What are the top places to visit in Orient?

Natural beauty is on display at Orient Point County Park, Truman's Beach and Little Bay. A couple of additional sights to add to your itinerary are Orient Beach State Park and Oysterponds Historical Society. Take a look at what more there is to see and do in Expedia's Orient guide.

What's the seasonal weather like in Orient?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Orient is 1452 mm.

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More ways to book

Book Hotels in Orient on Expedia.com

Find hotels in Orient, NY from Rp1.698.978

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Orient

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Orient hotels

1. Zey Hotel

2. The Harbor Front Inn

3. The Menhaden

4. Silver Sands Motel & Beach Bungalows

5. Oyster Estate

6. Sound View Greenport

7. Cliffside Resort Condominiums

8. The Shoals Suites and Slips

9. Sag Harbor Inn

10. Water's Edge Resort & Spa

11. Saybrook Point Resort & Marina

12. The Chequit

13. Quality Inn Old Saybrook - Westbrook

14. Faraway Sag Harbor

15. Sleep Inn & Suites Niantic North

16. Pier Blue Inn Old Saybrook - Essex

17. The Captain Stannard

18. Inn at Harbor Hill Marina

19. Microtel Inn & Suites by Wyndham Uncasville Casino Area

20. The Niantic Inn

Stay near popular Orient attractions

Orient Point County Park

Orient Beach State Park

Little Bay

Oysterponds Historical Society

Learn more about Orient

Top Orient Hotel Reviews

Offshore Montauk

Regency Inn & Suites New London, Mystic

Hyatt Place Uncasville - Casino Area

Hilton Mystic

Gurney's Montauk Resort & Seawater Spa

Montauk Blue Hotel

Zey Hotel

Montauk Yacht Club

Gold Star Inn & Suites

More cheap stays in Orient

Pier Blue Inn Old Saybrook - Essex

Regency Inn & Suites New London, Mystic

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Hilltop Express Inn

Gold Star Inn & Suites

The Atlantic Hotel

Hotels in Orient with star rating

Frequently asked questions

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