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Eastport Holiday Rentals

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Holiday Rentals in Eastport

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.2 out of 10, Wonderful, (14)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is AU$513
includes taxes & fees
25 Aug - 26 Aug
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (93)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is AU$1,203
includes taxes & fees
16 Sept - 17 Sept
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (133)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
The price is AU$1,115
includes taxes & fees
20 Aug - 21 Aug
Southampton cozy cottage by the beach

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is AU$261
includes taxes & fees
1 Sept - 2 Sept
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

9.4 out of 10, Exceptional, (71)
"Wonderful time in a wonderful property. Megan the property owner was so very helpful."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hamptons Retreat

Hamptons Retreat

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is AU$1,421
includes taxes & fees
20 Aug - 21 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Summer getaway

9.4 out of 10, Exceptional, (11)
"Beautiful home with a beautiful pool"
Summer getaway

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (18)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is AU$484
includes taxes & fees
24 Aug - 25 Aug
Walk to Beach 2BR Near Dining & Shopping

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (185)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
The price is AU$1,460
includes taxes & fees
1 Sept - 2 Sept
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Stunning Bayfront Views

9.8 out of 10, Exceptional, (36)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
Stunning Bayfront Views

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (83)
"Stayed here for a family reunion. Joe has created something special. Highly recommend."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (40)
"Really enjoyed our stay here and had a wonderful time exploring the area."
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (28)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (36)
"Convenient location, very clean, updated home. The online pictures are accurate, the finished basement is actually more spacious than the photos show. We enjoyed our time here, and would definitely stay again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Check in was a breeze and the house was fully stocked with toiletries, towels, blankets, etc! Backyard was beautiful. We spent so much time in the pool and enjoyed our stay very much!"
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
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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Top Eastport Hotel Reviews

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 on the waterfront, 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.