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Eastport Holiday Rentals

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Holiday Rentals in Eastport

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
United States
Gina G.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is AU$963
includes taxes & fees
1 Dec - 2 Dec
Modern Vacation home. Close to The Hamptons

Cozy Country Cottage #3

Miller Place
10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
The price is AU$502
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Cottage #3

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Coram
9.4 out of 10, Exceptional, (6)
"Great first time doing Vrbo great experience would do again "
United States
Rodrigo M.
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

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

Westhampton Beach
10.0 out of 10, Exceptional, (194)
"My family and I thoroughly enjoyed our stay! The house is very spacious and the outdoor area/pool are beautiful. Check-in was a breeze and the host was very friendly and responsive to all our questions about the home as well as offering wonderful suggestions for restaurants and beaches in the area. Would definitely recommend for a family vacation!"
United States
livinann
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Walk to Beach 2BR Near Dining & Shopping

Rocky Point
6.6 out of 10, (25)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is AU$361
includes taxes & fees
1 Dec - 2 Dec
Walk to Beach 2BR Near Dining & Shopping

Cozy Country Cottage #2

Miller Place
9.0 out of 10, Wonderful, (15)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
United States
Bridget
The price is AU$522
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Cottage #2

4-bedroom house in awesome Brookhaven with AC

Brookhaven
4-bedroom house in awesome Brookhaven with AC

1856 Trading House close to water

Mount Sinai
9.6 out of 10, Exceptional, (21)
"It was nice to stay at this house that has alot of historic relavance to the area. "
United States
dennis b.
1856 Trading House close to water

1856 Trading House w/ walk to water

Mt Sinai
9.6 out of 10, Exceptional, (52)
"The place was really unique! We liked the charm, it was clean and exactly as pictured and described. Super close to Port Jefferson ms a beautiful area to visit! "
United States
Stephanie S.
1856 Trading House w/ walk to water

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is AU$1,026
includes taxes & fees
1 Dec - 2 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Bayport
10.0 out of 10, Exceptional, (89)
"A special place and love staying here in this lovely home - looking forward to our next stay!"
United States
Roxanne M.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10 Bedroom Hampton House with a regulation size Pickleball court

Hampton Bays
10.0 out of 10, Exceptional, (32)
"Location of this property is impeccable."
United States
Stephen M.
10 Bedroom Hampton House with a regulation size Pickleball court

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

Southampton
9.8 out of 10, Exceptional, (32)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Center Moriches
10.0 out of 10, Exceptional, (109)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Hampton Bays
10.0 out of 10, Exceptional, (1)
"Awesome house, very convenient to the beach and town. Beautiful yard and pool for grilling and hanging. Would love to come back again!"
United States
Brendan O.
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Private One Bedroom Apartment with full kitchen, living room and full bath.

Ridge
9.4 out of 10, Exceptional, (9)
"Tammy was a lovely host. She provided very detailed instructions on how to get to the Vrbo, parking location, and access in advance. Vrbo was just as pictured too! "
United States
Kristyn R.
Private One Bedroom Apartment with full kitchen, living room and full bath.

Peaceful private 2-bedroom house in Bayport.Amazing location!

2.0 star property
Bayport
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is AU$431
includes taxes & fees
2 Dec - 3 Dec
Peaceful private 2-bedroom house in Bayport.Amazing location!

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

Centereach
10.0 out of 10, Exceptional, (44)
"Great experience and stay!"
United States
Annie P.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

A Quiet Place in the Hamptons

East Quogue
9.6 out of 10, Exceptional, (38)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveller
A Quiet Place in the Hamptons
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

Find out more about Eastport

Everything you need to know about Eastport 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 Eastport 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 Eastport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastport. 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 Eastport 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 Eastport holiday rentals we have selected for you start as low as AU$361 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastport rentals

At Expedia, we put the best Eastport 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 Eastport 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 Eastport 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 Eastport. 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 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.