Greenport Holiday Rentals from AU$232: Search Short-Term Rentals

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Our top choices for Greenport holiday rentals

1. Cliffside Resort Condominiums

Greenport

Christine

includes taxes & fees

25 Oct - 26 Oct

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

2. North Fork Resort

Greenport

Harold

includes taxes & fees

25 Oct - 26 Oct

A beach with people relaxing on chairs and sunbathing.

3. Harbor Heights

Pipes Cove

Steven R.

includes taxes & fees

5 Oct - 6 Oct

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

4. The SandPiper

Pipes Cove

Julian V.

includes taxes & fees

18 Oct - 19 Oct

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

Kerri L.

includes taxes & fees

7 Oct - 8 Oct

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

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

Pipes Cove

Callie E.

includes taxes & fees

28 Sept - 29 Sept

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

7. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

includes taxes & fees

4 Oct - 5 Oct

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

8. Beach Block Hideaway

Pipes Cove

Teresa C.

includes taxes & fees

4 Oct - 5 Oct

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

Melissa A.

includes taxes & fees

20 Oct - 21 Oct

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

10. Northfork Townhouse walk to all

Greenport

Beth R.

includes taxes & fees

28 Oct - 29 Oct

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

11. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with lounge chairs and a potted plant, overlooking a beach and ocean.

12. Beachfront Greenport Villa

Greenport

Kate R.

includes taxes & fees

20 Oct - 21 Oct

An outdoor seating area with wicker furniture, a fire feature, and glasses of red wine.

13. American Beech in Greenport - Deluxe King 6

Greenport

Jeffrey

includes taxes & fees

4 Oct - 5 Oct

A tent with a wooden frame, two red chairs, and a table.

14. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

East Hampton

Christina V.

includes taxes & fees

1 Oct - 2 Oct

15. Windward Shores Ocean Resort

Napeague

Gaurang J

includes taxes & fees

12 Oct - 13 Oct

A tented accommodation with two beds, a small table, a chair, and a cabinet.

16. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

East Hampton

Brian

includes taxes & fees

1 Oct - 2 Oct

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

17. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

18. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

28 Sept - 29 Sept

A rocky shoreline with a beach and ocean in the background.

19. 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

includes taxes & fees

28 Sept - 29 Sept

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

20. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

includes taxes & fees

1 Oct - 2 Oct

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Top Greenport Hotel Reviews

Saybrook Point Resort & Marina

10/10 Excellent

"Absolutely lovely resort, food and the spa is wonderful!"

Zey Hotel

8/10 Good

"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"

Cliffside Resort Condominiums

10/10 Excellent

"We had a great stay - the condo was just right for a family of four, comfortable and with beautiful views. The private beach was lovely for a short walk. While the walls were a little thin and we could hear noise from the neighbors on the balcony beside our bedroom one night, it’s to be expected in close quarters and everyone was quiet by 11:30. Check in was easy and location was great for many area attractions. We hope to return!"

Find out more about Greenport

Everything you need to know about Greenport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Greenport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Greenport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenport. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenport holiday rentals we have selected for you start as low as AU$232 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenport rentals

At Expedia, we put the best Greenport holiday 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 Greenport 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 Greenport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Greenport?

Yes, there are holiday rentals in Greenport close to Greenport Carousel, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Greenport. Make sure you have time to check out the waterfront and festivals during your trip.

What are some of the best holiday rentals that Greenport has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Greenport is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Greenport?

With 93 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenport stay.

What can I see and do in Greenport?

Enjoy the outdoors at 67 Steps Beach and Norman E. Klipp Marine Park, or simply take in cultural attractions like East End Seaport Maritime Museum and Railroad Museum of Long Island. While here, Greenport Carousel and Kontokosta Winery are other places worth a visit.

What are holiday rentals like in Greenport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenport. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.

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Check prices for these dates

Our top choices for Greenport holiday rentals

1. Cliffside Resort Condominiums

2. North Fork Resort

3. Harbor Heights

4. The SandPiper

5. Aqua Vista

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

7. American Beech in Greenport - Petite King Room 7

8. Beach Block Hideaway

9. Renovated Townhouse walk to all

10. Northfork Townhouse walk to all

11. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

12. Beachfront Greenport Villa

13. American Beech in Greenport - Deluxe King 6

14. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

15. Windward Shores Ocean Resort

16. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

17. 1-bedroom cottage with Grove Beach 🏖️ access.

18. Charming Accommodations in the Hamptons

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

20. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Find holiday rentals that suit your style

Top Greenport Hotel Reviews

Saybrook Point Resort & Marina

Zey Hotel

Sea Crest Resort

Ocean Vista Resort

Cliffside Resort Condominiums

Budget Host East End

Silver Sands Motel & Beach Bungalows

Oyster Estate

American Beech Hotel

Find out more about Greenport

Frequently asked questions

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