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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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Eastport vacation rentals

House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
$539 nightly
The price is $616
Jun 15 - Jun 16
Total with taxes and fees
Charming Rocky Point Home ~ 1 Mi to Beach!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

Hamptons Vacation Rental w/ Seasonal Pool!
3.0 star property
Hampton Bays
$1,219 nightly
The price is $1,393
Jul 5 - Jul 6
Total with taxes and fees
Hamptons Vacation Rental w/ Seasonal Pool!
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

Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG

10/10 Excellent
"Clean, well-maintained property. I was given a free upgrade to a suite, which was great. Only downside was the restaurant. There was a singer who could not sing well and was way too loud. The food tasted good, but I felt stomach sick after eating there."
Dana 1-night trip
Posted 4 hours ago
Holiday Inn Long Island-Islip Arpt East by IHG

Find out more about Eastport

Everything you need to know about Eastport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastport vacation 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 low season months. For more hustle and bustle, you may prefer to visit Eastport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $336 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Eastport rentals

At Expedia, we put the best Eastport vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.