
Long Island vacation rentals
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Top-rated vacation rentals in Long Island
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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

Cape Elizabeth Garden Apartment - Two Bedroom
We stayed at David and Kate’s with our two young kids as a Thanksgiving getaway and had a wonderful time. It’s located perfectly about 10-15 south of Portland in beautiful cape Elizabeth. Close to great restaurants, state parks and lots of other great spots to explore. Their place was cozy, clean, private and just what we needed. They even took the time to send us something in the mail that we left behind. Definitely would stay here again if we return to the area. Thanks David and Kate!

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
Loved this place it had a lot of character. It was close to the bridge to walk to and get a beautiful sight of the city. The host was really helpful and responded in a promptly manner.

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 Paradise Sunrise/Sunset Peaks Portland
This cozy yet spacious cottage by the sea was so well appointed and peaceful. We went with another couple and both of our rooms faced the sea so we all got to hear the waves when we retreated to our rooms at night. Lisa was easy to communicate with and very helpful! If we ever get back to Peaks Island….we would definitely stay here!! Thank you Lisa!

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!

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C
We had an amazing stay at this cabin in Georgetown. Communication with Sarah was excellent as she was friendly, responsive, and made check in and check out super easy. The place was easy to find yet felt completely private and peaceful, surrounded by beautiful nature. The cabin itself was spotless and cozy with everything we needed. You can tell a lot of care went into the space as it was well stocked, comfortable, and felt like a true retreat. One of our favorite parts was the seating area by the lake where we spent hours just relaxing and taking in the view. The nearby nature trails were stunning and easy to access, and Sarah’s local recommendations made the experience even better. We genuinely wish we had stayed longer and are already looking forward to coming back. It was the perfect escape and we highly recommend it to anyone looking to unwind and enjoy Maine’s natural beauty.

Serene, ocean front cottage.
Michael’s place is a sanctuary filled with local art and whimsical artifacts. Very pleasing space. Lots of outdoor seating areas possible and a stunning view across the path directly to the water. We had coffee on the rocks with the sun sparkling on the waves. Morning birdsong in the quiet of a peaceful setting away from all traffic. There are beautiful area beaches, and Portland is full of great food and fun including amazing farmers markets. We loved it!!!
Quick stats about vacation rentals in Long Island
Total rentals
70 properties
Nightly prices starting at
$80 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
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 1,030 vacation rentals in Peaks Island, and over 100 vacation rentals in Cliff Island.
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.
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.
How much does it cost to stay in house rentals in Long Island?
Experience the best of Long Island with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cottage rentals in Long Island?
Long Island has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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.
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.
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Palace Playland
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