Northwest Harbor Holiday Rentals, East Hampton: Private House Rentals

A garden with a statue, lush greenery, and a group of people walking.

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Go beyond your typical stay in Northwest Harbor

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Our top choices for Northwest Harbor hotels

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

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

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

A hotel lobby with a sofa, chairs, tables, and a large window.

1. Sag Harbor Inn

Sag Harbor

Loretta

฿10,708

฿12,234 total

includes taxes & fees

4 Oct - 5 Oct

A house with a sloped roof, large windows, and a pathway leading to the entrance.

A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.

A wooden gate leading to a pathway surrounded by lush greenery and trees.

A dining area with a chandelier, a large table, chairs, and a vase with flowers.

2. Mill House Inn

Pantigo Road Historic District

Ronald

฿28,919

฿41,795 total

includes taxes & fees

14 Sept - 15 Sept

A beach with waves gently lapping onto the shore.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

3. The Roundtree, Amagansett

Amagansett North

Ryan

฿22,946

฿27,526 total

includes taxes & fees

4 Oct - 5 Oct

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

A room with a large bay window, a chandelier, and wall sconces.

A beach with pebbles and sand, a sunset, and a calm sea.

4. The Sagaponack

Wainscott

Jane

฿8,389

฿11,237 total

includes taxes & fees

12 Oct - 13 Oct

A beach chair with a striped cushion and a bag with a floral design.

A person riding a bicycle with a basket on a road.

A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.

A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.

5. The Hedges Inn

East Hampton

Lauren

฿14,843

฿18,908 total

includes taxes & fees

13 Sept - 14 Sept

An outdoor dining area with trees and tables under string lights.

A garden pathway leading to a white picket fence and a building with an American flag.

A restaurant with wooden beams, tables with white tablecloths, and a bar area.

A white house with a sign reading "The 1770 House Restaurant & Inn."

6. The 1770 House Restaurant & Inn

East Hampton

Lisa

฿16,153

฿22,082 total

includes taxes & fees

21 Sept - 22 Sept

A beach with a lifeguard tower, sandy dunes, and the ocean.

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.

7. The Huntting Inn

Egypt Lane Historic District

Josie

฿14,718

฿17,145 total

includes taxes & fees

4 Oct - 5 Oct

8. East Hampton House Resort

East Hampton North

Suzette

฿8,174

฿10,238 total

includes taxes & fees

13 Sept - 14 Sept

Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.

A hotel room with two beds, a kitchenette, a refrigerator, and a wall-mounted shelf with bottles.

A well-maintained garden with a wooden cabin, a small tree, and a paved pathway.

A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.

9. Wainscott Woods Retreat

Wainscott

Ivan

฿14,907

฿18,190 total

includes taxes & fees

13 Sept - 14 Sept

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A living room with a fireplace, two sofas, a coffee table, and a chair.

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

10. Journey East Hampton

East Hampton North

NAKUL

฿9,130

฿11,475 total

includes taxes & fees

12 Oct - 13 Oct

A deck with outdoor seating, overlooking a body of water with a sunset view.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.

A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.

A restaurant with green booths, wooden chairs, and round tables.

11. The Pridwin Hotel

Shelter Island Heights

Anna

฿16,793

฿21,105 total

includes taxes & fees

13 Sept - 14 Sept

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

A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

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

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

12. Faraway Sag Harbor

Sag Harbor

Joseph

฿15,319

฿19,252 total

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a front porch, columns, and a well-lit entrance.

A modern kitchen with a central island, bar stools, pendant lighting, and a view into the dining area.

A bathroom with two white robes hanging on a wooden rack, a window with a white blind, and a wooden towel rack with towels.

A white house with a red door, surrounded by a well-maintained garden with hedges and a stone pathway.

13. The Maidstone

East Hampton

Steven

฿9,039

฿10,844 total

includes taxes & fees

13 Oct - 14 Oct

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

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

14. Zey Hotel

Greenport

Renee

฿5,577

฿6,372 total

includes taxes & fees

14 Sept - 15 Sept

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A large, white, two-story building with a covered porch and a bicycle parked in front.

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

A bar area with shelves stocked with various bottles and glasses.

15. Topping Rose House

Bridgehampton

Adam

฿32,571

฿37,328 total

includes taxes & fees

13 Sept - 14 Sept

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A residential area with houses, a wooden deck, and a garden with pink flowers.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

A large, modern house with a swimming pool, surrounded by lush greenery and trees.

16. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

฿22,630

฿25,855 total

includes taxes & fees

6 Oct - 7 Oct

A brick house with a covered porch, a chimney, and a well-maintained lawn.

A small brick house with a chimney, surrounded by a well-maintained lawn and trees.

A modern kitchen with a marble countertop, a coffee maker, and a fruit tray.

A spacious living room with a staircase, a fireplace, and a coffee table with books and flowers.

17. The Reform Club

Amagansett North

Cathleen

฿55,772

฿68,817 total

includes taxes & fees

11 Oct - 12 Oct

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

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

A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.

18. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Carolyn

฿2,697

฿3,101 total

includes taxes & fees

16 Sept - 17 Sept

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A spacious interior with a wooden staircase, a blue sofa, and a white chair.

A spacious lobby with a large seating area, a staircase, and a view of the upper floor.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

19. EHP Resort & Marina

East Hampton

theresa

฿10,573

฿13,288 total

includes taxes & fees

13 Sept - 14 Sept

A modern house with a deck, outdoor seating, and a fire pit.

A tented accommodation with a bed, television, and a small table with a chair.

A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

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

20. North Fork Resort

Greenport

Lisa

฿10,619

฿12,132 total

includes taxes & fees

22 Sept - 23 Sept

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Stay near popular Northwest Harbor attractions

LongHouse Reserve

9.4/10 (13 reviews)

Walk among many acres of lush gardens in East Hampton and discover a stunning array of sculptures and art installations.

See properties

Cedar Point County Park

Explore the great outdoors at Cedar Point County Park, a lovely green space in Northwest Harbor. Wander the beautiful beaches in this family-friendly area.

See properties

Sag Harbor State Golf Course

Enjoy a round of golf in Northwest Harbor at Sag Harbor State Golf Course. While you're in the area, stroll along the beautiful beaches.

See properties

Learn more about Northwest Harbor

Quaint Northwest Harbor awaits: its island views, aquarium, beaches and more!

See all hotels in Northwest Harbor

A garden with red flowers, a tree, and a red bench.

Top Northwest Harbor Hotel Reviews

Ocean Resort Inn

10/10 Excellent

"I love how its very close to the beach and grocery stores."

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Deverian actualizar las tv’s"

The Atlantic Hotel

8/10 Good

"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Everything went smoother than I thought it would. The staff couldn’t have been kinder, helpful, or more knowledgeable. The spa treatments and massages were off the charts! We’re looking forward to our next stay and many more to come!"

Ocean Surf Resort

10/10 Excellent

"Staff friendly. Room clean and comfortable"

Offshore Montauk

10/10 Excellent

"Everything"

Zey Hotel

10/10 Excellent

"Such an amazing hotel to stay for the weekend"

Montauk Manor

10/10 Excellent

"Excellent service, beautiful property, accommodating staff."

Beachcomber Resort at Montauk

10/10 Excellent

"Across the street from the beach…a great stay and easy walk into town! Will be back."