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Holiday Rentals in Eastport

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Holiday Rentals in Eastport

Dreamy Private Modern Farmhouse with pool and outdoor shower

10.0 out of 10, Exceptional, (5)
"Great property. Close to Westhampton (10 min) Large private yard with nice pool for entertaining. Main house is cottage like with plenty of room for a family. Pool house is more modern and has large living area, full bath, EIK and downstairs king bedroom where a separate family or kids could stay apart from the main house closer to pool area. The location is very close to Town of Westhampton, which has a lot of shops and restaurants. The location also has supermarket, Rite Aid and liquor store...
Dreamy Private Modern Farmhouse with pool and outdoor shower

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a great time at the house – it was spacious, clean, and well-maintained. However, after our stay, we realized we had left a winter coat and a blazer. We immediately contacted the property manager, who confirmed they had found our belongings and promised to send them to us. Despite multiple emails and their initial confirmation, they stopped responding and never sent our items. This was very disappointing, especially given the cost of our stay. We’ve rented other properties before, and...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Stayed here last minute for funeral. The place was clean and had some nice amenities for the kids. I really appreciated that owner sprays for ticks as Im really paranoid about that. Very accommodating and nice host."
The price is €738
includes taxes & fees
5 May - 6 May
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (76)
"Great location. Very peaceful. Great house"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (176)
"We were a large group of friends who all spent the weekend here. We had plenty of space (everyone had their own bed) and tons of bathrooms which makes it great for a large group of adults. We also enjoyed that it was walkable to town and in a very central location to many activities within the area. Mark was extremely responsive and helpful before and during our visit, and we already are looking forward to being able to coming back in the future! "
The price is €560
includes taxes & fees
27 Apr - 28 Apr
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (42)
"It was clean and just what we needed the calling fan didn't work but the AC did so no real deal breaker"
1856 Trading House w/ walk to water

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

8.4 out of 10, Very good, (9)
"If your looking for a place to get away from everyday life and just relax. This is your place. I would definitely come back again."
2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

Beach Apt. Wineries, Shopping, Dining

6.2 out of 10, (12)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is €295
includes taxes & fees
27 Apr - 28 Apr
Beach Apt. Wineries, Shopping, Dining

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (6)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is €1,062
includes taxes & fees
27 Apr - 28 Apr
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Beautiful Private Studio Apartment!

9.6 out of 10, Exceptional, (5)
"we enjoyed our stay."
Beautiful Private Studio Apartment!

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (16)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is €582
includes taxes & fees
6 May - 7 May
3 Story Beach Waterview, 3 KING bed, golf putting green!

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

10.0 out of 10, Exceptional, (16)
"Perfect large home to visit with family of all ages. Ground floor bedrooms for those who have trouble with stairs. Clean. Family friendly (including pool floats and small sized flip flops for kids!). Highly responsive host for issues that arose during stay. Would definitely book again!"
The price is €1,620
includes taxes & fees
24 Apr - 25 Apr
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

9.6 out of 10, Exceptional, (100)
"We absolutely loved the house. The view is incredible and even in April we found it extremely charming. A perfect spot for the weekend getaway we were looking for. "
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

The Dogwood Inn - an eclectic north shore retreat

9.8 out of 10, Exceptional, (6)
"Quiet setting and the owners were very accommodating "
The Dogwood Inn - an eclectic north shore retreat

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We had activities in both Southampton and Westhampton Beach so the location for both was excellent. Laurie called to ask if we needed anything. The space was very clean and perfect for our stay."
Cozy Hampton Bays getaway!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Eastport you may be interested in

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a great time at the house – it was spacious, clean, and well-maintained. However, after our stay, we realized we had left a winter coat and a blazer. We immediately contacted the property manager, who confirmed they had found our belongings and promised to send them to us. Despite multiple emails and their initial confirmation, they stopped responding and never sent our items. This was very disappointing, especially given the cost of our stay. We’ve rented other properties before, and...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1055)
"We have stayed here many times and always had a good experience. The rooms are quiet and overall very clean. Breakfast during our first day was OK but on Easter Sunday, they really did a great job. The breakfast area is a little chaotic, but I think it’s due more to Families setting their children free and letting them do what they want. I was very disappointed to see a gentleman walking around barefoot. I was very surprised that a staff member did not come over and ask him to put shoes on. I do...
The price is €104
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Long Island-Brookhaven

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
6.8 out of 10, (1186)
"Property was clean, staff was friendly. It was convenient for the event. "
The price is €97
includes taxes & fees
5 May - 6 May
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Eastport?

Yes, there are holiday rentals close to the most popular sights in Eastport, or you can select a more secluded option if you're looking for a relaxing stay. Eastport is known for its restaurants and wineries. Make sure you have time to check out the shopping while you're in the area.

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

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms: This highly rated holiday home rental in Eastport is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Eastport?

Choose from 9 Expedia holiday rentals in Eastport for a memorable holiday.

What’s there to see and do in Eastport?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Moriches Bay. Westhampton Beach Performing Arts Center and Smith Point County Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Eastport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eastport. Holiday rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip.