Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day

Eastport Vacation Rentals

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Our top choices for Eastport vacation rentals

JC Entire Apartment remodeled, close to Airport and Ferry

JC Entire Apartment remodeled, close to Airport and Ferry
Coram
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
JC Entire Apartment remodeled, close to Airport and Ferry

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (4 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $189
CA $315 total
includes taxes & fees
Jul 5 - Jul 6
South Shore Studio in Mastic

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 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 $157
CA $480 total
includes taxes & fees
Jun 22 - Jun 23
Spacious one Bedroom Apt with private entrance

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, (25 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 $375
CA $761 total
includes taxes & fees
Jun 22 - Jun 23
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (212 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is CA $875
CA $1,498 total
includes taxes & fees
Jun 17 - Jun 18
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

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 $245
CA $376 total
includes taxes & fees
Jun 22 - Jun 23
Cozy king suite with kitchen and dining area.

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, (26 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 $330
CA $523 total
includes taxes & fees
Jul 5 - Jul 6
Private 1 bedroom apt in a quiet neighborhood, close to all!

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
Charming Rocky Point Home ~ 1 Mi to Beach!

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (30 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $220
CA $466 total
includes taxes & fees
Jun 23 - Jun 24
Walk to Beach 2BR Near Dining & Shopping

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, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $410
CA $1,082 total
includes taxes & fees
Jun 23 - Jun 24
3 Story Beach Waterview, 3 KING bed, golf putting green!

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $213
CA $547 total
includes taxes & fees
Jun 21 - Jun 22
The Royal Suite - Ronkonkoma

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (21 reviews)
"Great host & location. Would stay again"
United States
Chris H.
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

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 $155
CA $686 total
includes taxes & fees
Jun 22 - Jun 23
Seabreeze #3 Cozy Cottage steps to the beach

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
The price is CA $524
CA $958 total
includes taxes & fees
Jun 28 - Jun 29
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
Rocky Point
7.4 out of 10, Good, (3 reviews)
"The house had everything we needed. I was laid out very well. It was comfortable. The outdoor space was nice."
United States
Carol
Charming Rocky Point Home ~ 1 Mi to Beach!

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is CA $465
CA $851 total
includes taxes & fees
Jun 16 - Jun 17
Tranquil Stay

Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.0 out of 10, Wonderful, (4 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is CA $358
CA $647 total
includes taxes & fees
Jun 17 - Jun 18
Private Apartment on River Ave. close to main st

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (4 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $567
CA $737 total
includes taxes & fees
Jun 16 - Jun 17
Peaceful private 2-bedroom house in Bayport. Amazing location!

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.0 out of 10, Wonderful, (4 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is CA $490
CA $821 total
includes taxes & fees
Jun 22 - Jun 23
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
Hampton Bays Townhouse - Pool, Beach Access
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 an 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 10 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. Westhampton Beach Performing Arts Center and Smith Point County Park 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.