A coastal town with autumn foliage, a marina, and a bridge in the background.

Eastport Vacation Rentals

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Our top choices for Eastport vacation rentals

1. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $187
CA $312 total
includes taxes & fees
Aug 19 - Aug 20
South Shore Studio in Mastic

2. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $200
CA $439 total
includes taxes & fees
Aug 19 - Aug 20
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

3. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is CA $416
CA $812 total
includes taxes & fees
Sep 7 - Sep 8
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

4. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $236
CA $787 total
includes taxes & fees
Aug 19 - Aug 20
Seabreeze #3 Cozy Cottage steps to the beach

5. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $243
CA $369 total
includes taxes & fees
Aug 19 - Aug 20
Cozy king suite with kitchen and dining area.

6. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is CA $156
CA $473 total
includes taxes & fees
Aug 19 - Aug 20
Spacious one Bedroom Apt with private entrance

7. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is CA $218
CA $585 total
includes taxes & fees
Sep 15 - Sep 16
Peaceful 3BR Garden Cottage Long Island Escape

8. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.0 out of 10, Good, (33 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $219
CA $465 total
includes taxes & fees
Aug 19 - Aug 20
Walk to Beach 2BR Near Dining & Shopping

9. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (26 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is CA $393
CA $782 total
includes taxes & fees
Aug 30 - Aug 31
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

10. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $434
CA $1,108 total
includes taxes & fees
Sep 1 - Sep 2
3 Story Beach Waterview, 3 KING bed, golf putting green!

11. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $529
CA $941 total
includes taxes & fees
Sep 17 - Sep 18
Modern Vacation home. Close to The Hamptons

12. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is CA $383
CA $2,614 total
includes taxes & fees
Aug 20 - Aug 21
Villa Luz Family Home w/ heated pool & jacuzzi

13. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (11 reviews)
"Great stay! "
United States
Emily S.
The price is CA $593
CA $1,018 total
includes taxes & fees
Aug 19 - Aug 20
Tranquil Stay

14. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $273
CA $626 total
includes taxes & fees
Aug 25 - Aug 26
The Royal Suite - Ronkonkoma

15. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.8 out of 10, Good, (7 reviews)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is CA $743
CA $1,242 total
includes taxes & fees
Aug 20 - Aug 21
Cozy beach hose minutes from Hamptons

16. 6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
The price is CA $707
CA $1,025 total
includes taxes & fees
Sep 14 - Sep 15
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

17. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (5 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is CA $2,658
CA $4,267 total
includes taxes & fees
Aug 20 - Aug 21
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

18. Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveller
The price is CA $988
CA $1,789 total
includes taxes & fees
Sep 2 - Sep 3
Hamptons Tiana Bay Oasis

19. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is CA $326
CA $515 total
includes taxes & fees
Aug 24 - Aug 25
Private 1 bedroom apt in a quiet neighborhood, close to all!

20. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
Black Swan Beachfront Home with Jacuzzi year round
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Eastport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Eastport?

Yes, we give you a choice of vacation rentals near well known points of interest in Eastport, or you can go with a more remote option if you'd like a relaxing place to 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 vacation home rentals in Eastport?

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms: This Eastport vacation home rental is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Eastport?

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

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. Cupsoque Beach and Westhampton Beach Performing Arts Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Eastport like?

Vacation rentals are privately owned properties you can book for short or long periods in Eastport. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.