Orient Holiday Homes from £102: Search Holiday Homes in Orient

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Our top choices for Orient holiday homes

A covered patio with outdoor furniture, a door, and a view of a residential area.

1. The SandPiper

Pipes Cove

Manuela C.

includes taxes & fees

10 Nov - 11 Nov

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

2. Aqua Vista

Pipes Cove

Kerri L.

includes taxes & fees

9 Nov - 10 Nov

A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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

Pipes Cove

Callie E.

includes taxes & fees

8 Nov - 9 Nov

A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

4. Beach Block Hideaway

Pipes Cove

Teresa C.

includes taxes & fees

12 Nov - 13 Nov

A patio area with wicker chairs and a table, surrounded by gravel and plants.

5. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

includes taxes & fees

10 Nov - 11 Nov

A cozy living room with a sofa, a coffee table, and a dining area with chairs.

6. NEW private studio 1.1 miles to beach in East Lyme

East Lyme

includes taxes & fees

9 Nov - 10 Nov

A dining area with a round table, six chairs, and a chandelier.

7. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

includes taxes & fees

8 Nov - 9 Nov

A modern dining area with a wooden table, white chairs, and a chandelier.

8. Northfork Townhouse walk to all

Greenport

Beth R.

includes taxes & fees

11 Nov - 12 Nov

A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a staircase with wooden railings.

9. Renovated Townhouse walk to all

Greenport

Liz H.

includes taxes & fees

10 Nov - 11 Nov

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

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

Waterford

Elaine A.

includes taxes & fees

9 Nov - 10 Nov

A dining area with a glass table, two chairs, and a bottle of champagne. There are framed paintings on the walls and a refrigerator in the background.

11. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

New London

Alicia W.

includes taxes & fees

9 Nov - 10 Nov

A sunlit room with large windows overlooking a beach, featuring a wooden table and chairs, and a small round table with a chair.

12. Beachfront Greenport Villa

Greenport

Kate R.

includes taxes & fees

11 Nov - 12 Nov

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

13. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

includes taxes & fees

16 Nov - 17 Nov

A greenhouse with a checkered floor, a table with a lamp, and a potted plant.

14. American Beech in Greenport - Deluxe King 6

Greenport

Jeffrey

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

15. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Morgan M.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

16. Spacious house in East Hampton with heated pool + WFH

East Hampton

ANGELA S.

includes taxes & fees

1 Dec - 2 Dec

Vaulted living room with statement chandelier and cozy sectional

17. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

includes taxes & fees

6 Nov - 7 Nov

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

18. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Justin

A wooden deck with a round table and chairs overlooking a lake, surrounded by lush greenery.

19. Lakeside Bliss

East Lyme

Brenda M.

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

20. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Katie B.

includes taxes & fees

8 Nov - 9 Nov

View all properties

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 reviews in Orient

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

Zey Hotel

Greenport

10/10 Excellent

George

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

The Shoals Suites and Slips

Southold

10/10 Excellent

Paul

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

Inn at Harbor Hill Marina

Niantic

10/10 Excellent

Claire

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

Cliffside Resort Condominiums

Greenport

10/10 Excellent

Debbie

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

The Bentley Hotel Southampton

Southampton

10/10 Excellent

James

A modern lobby with a wooden ceiling, a large sofa, a coffee table, and a seating area with armchairs.

Best Western Niantic - New London/Mystic Area

Niantic

10/10 Excellent

Joaquim

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

The Captain Stannard

Westbrook Center

10/10 Excellent

Jessica

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

Faraway Sag Harbor

Sag Harbor

10/10 Excellent

Thoroughly enjoyed my stay at Baron's Cove. I stayed late February so the pool was closed, but this was expected. It's a motel style hotel where your door opens to the outside, but given the location of the hotel i felt perfectly safe. The Staff were fantastic, and always helpful. The breakfast was first class too. Sag Harbor is such an iconic place within the Hamptons and this hotel is just as iconic in my eyes. The decor, is photo-worthy. I certainly hope to come back again soon!

Nathan

A modern outdoor deck with lounge chairs and a view of the beach.

Offshore Montauk

Montauk

10/10 Excellent

michaela

Search Holiday Homes in Orient

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Orient holiday homes

1. The SandPiper

2. Aqua Vista

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

4. Beach Block Hideaway

5. American Beech in Greenport - Petite King Room 7

6. NEW private studio 1.1 miles to beach in East Lyme

7. Year round Jacuzzi - Blackberry East Hampton Home

8. Northfork Townhouse walk to all

9. Renovated Townhouse walk to all

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

11. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

12. Beachfront Greenport Villa

13. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

14. American Beech in Greenport - Deluxe King 6

15. Beachside Bliss w/ Game Room, Gym & Golf Green

16. Spacious house in East Hampton with heated pool + WFH

17. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

18. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

19. Lakeside Bliss

20. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Learn more about Orient

Top reviews in Orient

Zey Hotel

10/10 Excellent