Long Island vacation rentals

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Popular amenities for Long Island vacation rentals

Stay near Long Island's top sights

Peaks Island176 locals recommend
The Dockside Grill21 locals recommend
The Cockeyed Gull Restaurant19 locals recommend
The Inn On Peaks Island17 locals recommend
Hannigan's Island Market15 locals recommend
Peaks Cafe14 locals recommend

Other great vacation rentals in Long Island

Guest favorite
Home in Scarborough
4.93 out of 5 average rating, 58 reviews

Gorgeous 4 BR home with HOT TUB

Elizabeth AnnRating, 5 stars1 week ago
The home was beautiful and matched the photos online. Clean and inviting! Gregory was responsive while booking and during our stay. Very kind and would stay here again for another girls weekend get away!
Guest favorite
Home in Limerick
4.93 out of 5 average rating, 121 reviews

Lakefront Getaway

MarieRating, 5 stars4 days ago
We LOVED our weekend on Arrowhead Lake! Great house for families. We have three teenagers and loved having separate spaces for everyone, as well as places we could all gather together, inside or out! There was something for everyone! Perfectly set up for those who love to cook, fish, kayak, walk or just read a book outside! Nearby we enjoyed the farm stands, our first attempt at disc golf, my son's first catch of a small mouth bass and shopping at the Limerick Grocery Store (very well stocked!). We hope to return again soon!! Elizabeth was a wonderful and attentive host!
Guest favorite
Home in Harpswell
5 out of 5 average rating, 6 reviews

The Hideaway, In Harpswell Maine

NikkiRating, 5 stars6 months ago
We had a great long weekend at The Hideaway! The house was clean and very comfortable for 5 adults. There is a fire pit in the backyard, but plan ahead for firewood as the closest market does not sell it (we found some at Zach's Country Store in Brunswick). It's a great location with beautiful views and great restaurants nearby. We would definitely stay here again!
Top guest favorite
Home in Gray
4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Superhost
Home in Otisfield
4.75 out of 5 average rating, 20 reviews

Log Cabin *15 acres*hunting* snowmobile*skiing

NinaRating, 5 stars3 months ago
great place for a group of friends to get away from the city ! hot tub was spacious, pool table was a great addition to the house, and the large property was awesome for exploring the woods. overall, 10/10 would definitely come back !! only downside, there were only 11 forks for 12 guests !
Top guest favorite
Home in Bath
5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Top guest favorite
Home in Old Orchard Beach
4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation

MarjorieRating, 5 stars7 months ago
Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!
Top guest favorite
Apartment in Old Orchard Beach
5 out of 5 average rating, 50 reviews

Horizon View Hideaway with Deck

ReneeRating, 5 stars6 months ago
The house is beautiful and very comfortable. We had everything we needed. The host was very friendly and responsive. We would definitely stay there again.

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 100 vacation rentals in Cliff Island, and over 1,030 vacation rentals in Peaks 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 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.

  • 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 cottage rentals in Long Island have wifi?

    Absolutely! We offer over 20 cottage 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 Cottage Rentals in Long Island?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Long Island