
Vacation rentals in Long Island
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Top-rated vacation rentals in Long Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island vacation rentals
Other great vacation rentals in Long Island

Twin Heart Treetop
It was our first time using Airbnb and we couldn't have been luckier to find TwinHeart TreeTop hosted by Buck and Marie. It is a very clean,quiet and comfortable place. Marie and Buck are fantastic hosts,so nice and very accommodating. The area around Small Point is magical with so many things to see and do. The private beach is spectacular,we even saw some gray seals feeding. We'd love to be able to return. Thanks again to Buck and Marie for allowing us to stay in their special place.

Whole house on a great island in Casco Bay!
We love Long Island and the view from Nona’s View was phenomenal! The house was clean and tidy and had everything we needed! Bridget was extremely responsive and we would go back for another visit in a heartbeat.

Sunny Spot with Private Parking
Great stay! Neighborhood was quiet with private parking. Convenient location, was only a 8 min drive to downtown Portland and easy drive to the state parks and beaches. Home was clean and host was responsive!

7BR Coastal Inn / Short Walk to Beach / Sleeps 14
Emmalie's rental on Long Island was perfect for our needs for LOTS of extra space for friends and family. Emmalie was very friendly, flexible and communicative and the Inn looks just like the pictures with a well appointed and functional kitchen, tons of space, a beautiful porch and dining area and an easily walkable location to both the ferry landing and the beach. We rented Emmalie's space in the off season and it was easy to keep warm and was well setup for our guests. We also have a house on Long Island and always admire the beautiful building that Emmalie owns and rents here and its proximity to the beach, tennis court and bakehouse so it was great to finally see it in action. If you need a large space for your rental, in season or out, this was a great find with a great host. Thank you!

Ocean Views, work friendly
Tom's place was recommended by a third party and we are glad we took their advice. It was everything that was advertised. Easy access from South Portland to all the scenic surroundings, downtown and a wide selection of dining choices. We stayed for two nights and it was a peaceful, relaxing stay. Our trip was in October when the weather was starting to change, did I mention the vibrant colors of the trees, which was a nice change from the heat in Oklahoma.

Crescent Beach Gardens
The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!

Breathtaking Bay Views!
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

Old Port Loft - 301
The loft was just as it was pictured - even better! It was perfect for 2 couples with 2 king bedrooms and 2 baths. The water view from dining room was lovely - we spent hours playing games at the table and just enjoying the view and loft. Jennifer is an excellent host and responds quickly to any questions. I highly recommend #301!
Quick stats about vacation rentals in Long Island
Total rentals
70 properties
Nightly prices starting at
R1,436 ZAR before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
How much does it cost to stay in cottage rentals in Long Island?
Experience the best of Long Island with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Long Island?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Long Island?
Long Island has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Long Island?
Yes! Work meets play with ease at over 20 vacation rentals in Long Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Long Island have wifi?
Absolutely! We offer over 30 house rentals with wifi in Long Island. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Long Island?
Make yourself at home in Long Island by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Cliff Island, and over 1,030 vacation rentals in Peaks Island.
Do house rentals in Long Island have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Long Island. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Long Island?
Four-legged friends are welcome in Long Island. Choose from more than 20 vacation rentals for guests traveling with pets.
Destinations to explore
- China Vacation rentals
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- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
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- Rentals with outdoor seating Long Island
- Cottage rentals Long Island
- Pet-friendly rentals Long Island
- Kid-friendly rentals Long Island
- Family-friendly rentals Long Island
- Rentals with a patio Long Island
- Rentals with a washer and dryer Long Island
- Rentals with beach access Long Island
- House rentals Long Island
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
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- Holiday Apartments Australia
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Ogunquit Playhouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Parsons Beach