Greenport West Holiday Rentals, Greenport: Private House Rentals

A coastal landscape with a sandy beach, clear blue water, and a distant lighthouse.

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Our top choices for Greenport West hotels

A lakeside patio with outdoor seating and a view of the water.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

A grassy area with trees and a view of a body of water.

1. Silver Sands Motel & Beach Bungalows

Greenport

Keith

Rp5.012.840

Rp5.727.170 total

includes taxes & fees

1 Nov - 2 Nov

2. Cliffside Resort Condominiums

Greenport

William

Rp3.025.965

Rp5.443.407 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

3. North Fork Resort

Greenport

Harold

Rp4.881.330

Rp5.576.920 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A beach bar with wooden chairs and a small table, overlooking the sea.

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

4. Sound View Greenport

Greenport

Irene

Rp3.432.542

Rp4.432.989 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A swimming pool with a wooden deck, lounge chairs, and a fence.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

5. The Harbor Front Inn

Greenport

Antrii

Rp3.204.100

Rp4.171.909 total

includes taxes & fees

9 Nov - 10 Nov

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

A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

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

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

6. The Menhaden

Greenport

Daniel

Rp6.185.666

Rp7.783.329 total

includes taxes & fees

15 Nov - 16 Nov

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

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A restaurant with a signboard listing its hours of operation.

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

7. Zey Hotel

Greenport

Renee

Rp3.262.275

Rp3.727.150 total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

A dining area with a round table, chairs, a vase, and a painting on the wall.

A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

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

8. Oyster Estate

Greenport

Allison

Rp4.027.500

Rp5.074.516 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

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

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

9. The Shoals Suites and Slips

Southold

Masayo

Rp3.320.827

Rp4.241.620 total

includes taxes & fees

1 Nov - 2 Nov

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

10. American Beech Hotel

Greenport

Mary

Rp4.489.320

Rp5.844.887 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

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

A staircase with wooden balusters and a white wall.

11. The Chequit

The Heights

Patrick

Rp3.205.890

Rp3.662.728 total

includes taxes & fees

1 Nov - 2 Nov

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A sign for 'House on Chase Creek' with a duck illustration.

12. House on Chase Creek

The Heights

Tracey

Rp3.308.994

Rp3.780.480 total

includes taxes & fees

2 Nov - 3 Nov

13. Shelter Island House

Shelter Island Heights

Dorothy

Rp3.602.375

Rp4.115.568 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

14. Sag Harbor Inn

Sag Harbor

Terri

Rp3.920.100

Rp4.478.715 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

15. Faraway Sag Harbor

Sag Harbor

Thomas

Rp6.767.334

Rp8.504.910 total

includes taxes & fees

8 Nov - 9 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 spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

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

16. Water's Edge Resort & Spa

Westbrook Center

Deborah

Rp3.194.253

Rp3.982.164 total

includes taxes & fees

1 Nov - 2 Nov

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.

17. Topping Rose House

Bridgehampton

Adam

Rp11.196.450

Rp12.854.595 total

includes taxes & fees

25 Oct - 26 Oct

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.

18. Saybrook Point Resort & Marina

Old Saybrook Center

Jenny

Rp4.994.937

Rp6.370.783 total

includes taxes & fees

3 Nov - 4 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 dining area with tables and chairs, a clock on the wall, and a counter with food items.

A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.

19. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Amy

Rp1.734.801

Rp1.995.021 total

includes taxes & fees

4 Nov - 5 Nov

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.

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

20. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Celina

Rp1.378.837

Rp1.585.761 total

includes taxes & fees

22 Oct - 23 Oct

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Stay near popular Greenport West attractions

Kontokosta Winery

9.2/10 (48 reviews)

You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.

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East End Seaport Maritime Museum

9.0/10 (9 reviews)

You can spend time studying the exhibits at East End Seaport Maritime Museum in Greenport. Stroll along this family-friendly area's waterfront or simply enjoy its wineries.

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Railroad Museum of Long Island

9.0/10 (7 reviews)

You can spend time exploring the galleries in Railroad Museum of Long Island during your travels in Greenport. Stroll along this family-friendly area's waterfront or simply enjoy its wineries.

See properties

Learn more about Greenport West

Explore attractions like Kontokosta Winery and 67 Steps Beach as you discover things to see and do in Greenport West.

See all hotels in Greenport West

Top Greenport West Hotel Reviews

Zey Hotel

10/10 Excellent

"The staff particularly James were over the top accommodating!!"

Sleep Inn & Suites Niantic North

8/10 Good

"Great location, just off the highway where I-395 merges with I-95 and close to some good restaurants (e.g. Flander’s Fish Market, Coastal Crust - awesome pizza!) on Chesterfield Rd. Clean room and comfortable bed. WiFi worked well. Continental breakfast was definitely appreciated. My only complaint is that the pool was over-chlorinated. We arrived on Saturday afternoon and the chlorine was seriously overpowering to my nasal passages. Thankfully it did seem to dissipate by the next morning. I think that the pool should also be monitored a little bit more closely. Other than that, not a half-bad place to stay."

Shorewood Inn

10/10 Excellent

"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."

Water's Edge Resort & Spa

10/10 Excellent

"Nice place"

Sound View Greenport

10/10 Excellent

"The breakfast could have had a better choice."

The Bentley Hotel Southampton

10/10 Excellent

"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

Quality Inn Old Saybrook - Westbrook

8/10 Good

"Only thing I would say is the TV in the room. Every channel was blurry and you couldn’t really see anything."

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Came here for a sisters trip. We had the best time! The hotel staff was so friendly and genuinely helpful. The onsite restaurant, The Boathouse, was a delicious stop for our first night. The grounds are so pretty. They really did an amazing job renovating the property. The room temperature wasn’t the best as there didn’t seem to have working AC. As much as we loved everything, next time I would request a room other than #12 because it’s sandwiched in between Nookies restaurant and a busy corridor. Small inconvenience for an otherwise perfect weekend."

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"The room was clean and well maintained. The staff was friendly and helpful. It was a great location for the events we had planned. Would definitely return for another stay."

More cheap stays in Greenport West

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Rp1.378.837

Rp1.585.761 total

22 Oct - 23 Oct

includes taxes & fees

Aderi Hotel Niantic

239 Flanders Road Niantic CT

Rp1.527.228

Rp1.756.312 total

1 Nov - 2 Nov

includes taxes & fees

6.4/10 (744 reviews)

Budget Host East End

30 Lake Avenue Riverhead NY

Rp1.593.100

Rp1.820.117 total

21 Oct - 22 Oct

includes taxes & fees

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT

Rp1.673.931

Rp1.925.021 total

15 Nov - 16 Nov

includes taxes & fees

8.4/10 Very good! (1,009 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

Rp1.917.090

Rp2.637.776 total

28 Oct - 29 Oct

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Rp2.434.797

Rp2.781.754 total

6 Nov - 7 Nov

includes taxes & fees

9.6/10 Exceptional! (600 reviews)

Frequently asked questions

What's the best place for a stay in Greenport West?

Based on our traveller data, North Fork Resort is one of the top choices for your stay. This cottage offers free parking and private patios. Other good options for your stay include Silver Sands Motel & Beach Bungalows and Cliffside Resort Condominiums. See all available top hotels, or vacation rentals in Greenport West.

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

Yes, you'll find most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Greenport West.

What's the best dog-friendly place to stay in Greenport West?

Hotel Moraine is a top dog-friendly hotel, and offers a private beach along with LED TVs for its human guests. See more pet-friendly hotel accommodations in Greenport West.

What's the best accommodation option for a beach holiday in Greenport West?

Silver Sands Motel & Beach Bungalows is a top beachfront hotel with 3 restaurants and a full-service spa, and it's located close to Sunset Beach . Hotel Moraine is another good choice for your stay near the beach. See more stays near the beach in Greenport West.

What's the best place to stay if I'm looking to play golf in Greenport West?

Harbor Knoll Bed & Breakfast is a top B&B that has an adjacent golf course and features private pools. You can tee off at Island's End Golf and Country Club during your trip. See more golf hotels in Greenport West.

What are some hotels with pools in Greenport West?

Hotel Moraine is a top hotel with a seasonal outdoor pool, a private beach and free breakfast. View all hotels with pools in Greenport West.

What is the best spa hotel in Greenport West?

Silver Sands Motel & Beach Bungalows is a top spa hotel featuring 3 restaurants and a private beach. Spend an afternoon at The Salt Marsh Wellness Sanctuary where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Greenport West.

What's it like staying in Greenport West?

Visitors will definitely enjoy all that Greenport West has to offer. In Greenport West, there are 66 hotels and other accommodation options to choose from. Find out more about Greenport West.

What should I see while I'm in Greenport West?

Favourite places to visit include Kontokosta Winery, 67 Steps Beach and Safe Harbor Stirling. A couple of additional sights to add to your itinerary are Island's End Golf and Country Club and Norman E. Klipp Marine Park. Take a look at what more there is to see and do in Expedia's Greenport West guide.

What's the weather like in Greenport West?

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 Greenport West is 1452 mm.

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Book Hotels in Greenport West on Expedia.com

Find hotels in Greenport West, NY from Rp1.585.761

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Greenport West

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Greenport West hotels

1. Silver Sands Motel & Beach Bungalows

2. Cliffside Resort Condominiums

3. North Fork Resort

4. Sound View Greenport

5. The Harbor Front Inn

6. The Menhaden

7. Zey Hotel

8. Oyster Estate

9. The Shoals Suites and Slips

10. American Beech Hotel

11. The Chequit

12. House on Chase Creek

13. Shelter Island House

14. Sag Harbor Inn

15. Faraway Sag Harbor

16. Water's Edge Resort & Spa

17. Topping Rose House

18. Saybrook Point Resort & Marina

19. Quality Inn Old Saybrook - Westbrook

20. Pier Blue Inn Old Saybrook - Essex

Stay near popular Greenport West attractions

Kontokosta Winery

East End Seaport Maritime Museum

Railroad Museum of Long Island

Learn more about Greenport West

Top Greenport West Hotel Reviews

Zey Hotel

Sleep Inn & Suites Niantic North

Shorewood Inn

Water's Edge Resort & Spa

Sound View Greenport

The Bentley Hotel Southampton

Quality Inn Old Saybrook - Westbrook

Silver Sands Motel & Beach Bungalows

Pier Blue Inn Old Saybrook - Essex

More cheap stays in Greenport West

Pier Blue Inn Old Saybrook - Essex

Aderi Hotel Niantic

Budget Host East End

Sleep Inn & Suites Niantic North

The Atlantic Hotel

The Bentley Hotel Southampton

Frequently asked questions

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