Long Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Long Island

Outdoor dining
Camp Forever cottage

Vacation Home in Harpswell

9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
$333 nightly
The price is $363
Dec 31 - Jan 1, 2026
Total with taxes and fees
Camp Forever cottage
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Condo in Willard Beach

10.0 out of 10, Exceptional, (61)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
$283 nightly
The price is $308
Dec 9 - Dec 10
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
$337 nightly
The price is $367
Dec 29 - Dec 30
Total with taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Interior
Bright & Sunny West End Apartment with Private Parking.

Apartment in West End

10.0 out of 10, Exceptional, (46)
"Clean, great location and perfect for what we needed "
United States
Leah C.
$233 nightly
The price is $254
Dec 4 - Dec 5
Total with taxes and fees
Bright & Sunny West End Apartment with Private Parking.
Exterior
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Apartment in Brunswick

10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
$110 nightly
The price is $120
Dec 4 - Dec 5
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Fridge, microwave, oven, stovetop
Luxury on Back Cove - Three Gables

Apartment in Rosemont

10.0 out of 10, Exceptional, (9)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
$380 nightly
The price is $414
Dec 4 - Dec 5
Total with taxes and fees
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port

Condo in East Bayside

9.2 out of 10, Wonderful, (74)
"Location was great. Parking was easy."
United States
Bruce G.
$387 nightly
The price is $422
Dec 7 - Dec 8
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Interior
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (127)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
$149 nightly
The price is $162
Dec 4 - Dec 5
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
Interior
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

9.8 out of 10, Exceptional, (122)
"I loved staying in the vacation rental! There was a lot of space, a nice waterfront view, and it was convenient to get in/out of town. "
United States
Jade G.
$281 nightly
The price is $306
Dec 4 - Dec 5
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior detail
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Cottage in Old Orchard Beach

8.0 out of 10, Very Good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
$198 nightly
The price is $216
Dec 4 - Dec 5
Total with taxes and fees
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Outdoor dining
Skyline 138: Charming West End Mansard Penthouse

Apartment in Parkside

9.2 out of 10, Wonderful, (22)
"Nice easy process, clean place, cute decor, easy to walk and uber to hot spots we wanted to see"
United States
Faith E.
$308 nightly
The price is $336
Dec 9 - Dec 10
Total with taxes and fees
Skyline 138: Charming West End Mansard Penthouse
Microwave, oven, coffee/tea maker, cookware/dishes/utensils
Walk to Old Port ♦ West End Condo ♦ Parking

Condo in West End

9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveler
$240 nightly
The price is $262
Dec 4 - Dec 5
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
TV
Mere Point Sunrise Views at Eastern Shore!

Vacation Home in Brunswick

9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
Mere Point Sunrise Views at Eastern Shore!
Dining
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town

Apartment in East Bayside

9.8 out of 10, Exceptional, (161)
"Loved the apartment - clean, great location, easy to find, spacious and comfortable! This will be my go-to place to stay next time I’m in Portland."
United States
Mara
$714 nightly
The price is $778
Dec 4 - Dec 5
Total with taxes and fees
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
Smart TV, books
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Apartment in Brunswick

9.8 out of 10, Exceptional, (28)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
$322 nightly
The price is $351
Dec 8 - Dec 9
Total with taxes and fees
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Condo in Old Orchard Beach

9.8 out of 10, Exceptional, (227)
"The view off the deck was breathtaking "
United States
Raymond
$310 nightly
The price is $338
Dec 4 - Dec 5
Total with taxes and fees
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Aparthotel in Old Orchard Beach

10.0 out of 10, Exceptional, (33)
"Great location and great host. "
United States
Dwight P.
$408 nightly
The price is $445
Dec 4 - Dec 5
Total with taxes and fees
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Vacation Home in Munjoy Hill

10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$338 nightly
The price is $368
Dec 7 - Dec 8
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
3 bedrooms, WiFi
Fantastic Waterfront Views

Vacation Home in West Point

9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
$291 nightly
The price is $308
Dec 26 - Dec 27
Total with taxes and fees
Fantastic Waterfront Views
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
$154 nightly
The price is $156
Dec 4 - Dec 5
Total with taxes and fees
In-town no frills 2 bedroom apt
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"room fabulous - we love this place. BUT -- we booked through Expedia for $157 and hotel charged us $257 -- what's up?"
barbara 1-night trip
Posted 6 hours ago
Portland Harbor Hotel

Find out more about Long Island

Everything you need to know about Long Island 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 Long Island 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 Long Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. 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 Long Island 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 $140 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 Long Island rentals

At Expedia, we put the best Long Island 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 Long Island 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 Long Island 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 Long Island. 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

Are there vacation rentals in Long Island?

Yes, we have vacation rentals close to popular local attractions in Long Island, or you can choose a more remote option if you're looking for relaxation. Long Island is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best vacation home rentals that Long Island has to offer?

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!: Visitors like this Long Island vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Long Island?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Long Island stay.

What’s there to see and do in Long Island?

While exploring the area, visit family-friendly sights like Maine Narrow Gauge Railroad Company and Museum, or get outside and enjoy nature at Sand Beach. In the larger area, you’ll find Fifth Maine Museum and Spring Point Ledge Lighthouse.

What’s a vacation rental in Long Island like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Long Island. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.