Long Island Vacation Rentals

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Check prices for these dates

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Aug 9 - Aug 10
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Aug 10 - Aug 11
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Long Island

The Weldon Hotel
Relax in a spacious living area with a sofa, dining table, and flat-screen TV.

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is ￥51,709
￥67,384 total
includes taxes & fees
Aug 24 - Aug 25
The Weldon Hotel
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Enjoy a scenic ocean view from the comfort of your room, with a deck perfect for relaxation or dining.

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (213)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
The price is ￥55,403
￥86,477 total
includes taxes & fees
Sep 1 - Sep 2
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
68 East Grand Ave
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a marble countertop, and a sink.

68 East Grand Ave

3.0 star property
8.0 out of 10, Very Good, (7)
"Great location. "
68 East Grand Ave
Bright and airy condo with beachfront access and walkable entertainment nearby
Fridge, microwave, oven, stovetop

Bright and airy condo with beachfront access and walkable entertainment nearby

8.0 out of 10, Very Good, (1)
"Not a bad spot. Just don't expect too much in the way of frills and be prepared to be flexible with sleeping/parking arrangements."
Bright and airy condo with beachfront access and walkable entertainment nearby
New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach
Interior

New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach

10.0 out of 10, Exceptional, (1)
"A beautiful home, very clean, and a perfect location for us. Short walking distance to everything we wanted to do. "
New 2-bedroom cabin with WiFi, AC in delightful Old Orchard Beach
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Relax in a serene beachside setting with an outdoor seating area featuring a round table and comfortable chairs.

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (62)
"Beautiful location even in the offseason, gorgeous house with plenty of room for guests. Very close to Portland for a nice dinner and some drinks. We also went and played some golf at summit in OOB and had a blast. Outdoor grill was perfect and overall we had a great time! Excellent host excellent location and perfect for what we needed. Would recommend highly."
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Fridge, microwave, oven, stovetop

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.0 out of 10, Wonderful, (6)
The price is ￥36,566
￥45,655 total
includes taxes & fees
Aug 12 - Aug 13
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
350 Yards to the beach. Pet friendly!
Guests can enjoy a lively beach scene with a pier, lighthouse, and beachside buildings.

350 Yards to the beach. Pet friendly!

8.2 out of 10, Very Good, (31)
"Clean, easy access to everything! Fantastic stay will come again! Thank you!"
The price is ￥28,809
￥49,921 total
includes taxes & fees
Aug 10 - Aug 11
350 Yards to the beach. Pet friendly!
Gorgeous ocean-front home with stunning beach views
Guests can enjoy a leisurely day on the beach with access to sun loungers and umbrellas.

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (115)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Little Miss Cottages
Relax in a serene outdoor space with Adirondack chairs, a picnic table, and a fire pit.

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (86)
"Cute and tidy cottage, easy walk to beautiful beach."
Little Miss Cottages
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Smart TV

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
4-bedroom vacation home steps to Old Orchard Beach Pier
Stroll along the pier, taking in the serene views of the ocean and surrounding landscape.

4-bedroom vacation home steps to Old Orchard Beach Pier

10.0 out of 10, Exceptional, (12)
"Mitchells home was PERFECT.Always quick to communicate and very accommodating. If you are looking for a great place to stay I cant say enough good things. Well stocked he has thought of everything people need when away. He even has games to play which was a nice surprise. You wont regret staying bere! Thanks again so much Mitchell!!!"
4-bedroom vacation home steps to Old Orchard Beach Pier
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
Enjoy the ocean view from this spacious balcony with a table and two chairs.

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

10.0 out of 10, Exceptional, (15)
"Stunning property and great location! "
The price is ￥58,041
￥101,224 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location
2 bedroom cottage
Cozy living space with a kitchenette, sofa, dining table, and bench.

2 bedroom cottage

9.2 out of 10, Wonderful, (5)
"quiet, clean, short walk to beach"
2 bedroom cottage
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Enjoy a game of volleyball on this expansive beach with a clear view of the ocean.

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."
The price is ￥36,787
￥64,253 total
includes taxes & fees
Sep 1 - Sep 2
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Kitchen area with microwave, toaster, refrigerator, and sink.

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (50)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is ￥40,555
￥61,598 total
includes taxes & fees
Aug 20 - Aug 21
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Enjoy the ocean view from this deck with a comfortable seating area featuring wicker furniture and a small table.

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (36)
"The view is beautiful and has everything you need "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Beach House ∆ Prime Location ∆ Steps to the Ocean
Cozy attic bedroom with a large bed, nightstands, and a window above.

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (44)
"The house is in a wonderful location with great views of the ocean from several rooms. The listing photos really do tell the story of this beautiful home. The beach is just a few steps away from the property. Attention to detail was obviously put in to ensure a wonderful guest experience. The home is very clean, there are practical amenities throughout (4 smart TV’s), and our host was super communicative and accommodating. Portland & Saco being a short drive away is just icing on the cake. Can’t...
The price is ￥62,023
￥123,022 total
includes taxes & fees
Aug 31 - Sep 1
Beach House ∆ Prime Location ∆ Steps to the Ocean
Relaxing Stay | Pool & Park
Enjoy a refreshing swim in the pool surrounded by a spacious deck.

Relaxing Stay | Pool & Park

The price is ￥16,251
￥25,219 total
includes taxes & fees
Aug 17 - Aug 18
Relaxing Stay | Pool & Park
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 Long Island Hotel Reviews

Clarion Hotel Portland

Clarion Hotel Portland

10/10 Excellent
"Convenient location to the venue we we attending. "
Elizabeth 1-night trip
Posted 9 hours ago
Clarion Hotel Portland

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?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: Visitors like this Long Island vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Bayside Bowl, or get outside and enjoy nature at Sand Beach. In the larger area, you’ll find East End Beach and Bug Light.

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.