House holiday rentals in Long Island

Find and book unique houses on Airbnb

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Popular amenities for Long Island house rentals

House rentals with a pool

Guest favourite
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Guest favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 41 reviews

Upscale OOB Beach House | Seasonal Heated Pool

BonnieRating, 5 stars1 week ago
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!
Guest favourite
Home in Biddeford
4.97 out of 5 average rating, 32 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Morgon-AshliRating, 5 stars1 week ago
Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!
Guest favourite
Home in North Deering
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars3 weeks ago
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!
Guest favourite
Home in Deering Center
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!
Superhost
Home in Arundel
5 out of 5 average rating, 3 reviews

Spectacular 3 Bed Resort Cottage

RebeccaRating, 5 stars10 months ago
Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!
Superhost
Home in Goose Rocks Beach
4.96 out of 5 average rating, 26 reviews

Lovely Beach house in GRB - Heated pool!

SophieRating, 5 stars2 weeks ago
Great stay with our family of 6! Lots of space for everyone!

Weekly house rentals

Top Guest favourite
Home in Biddeford
5 out of 5 average rating, 5 reviews

Bluebell Cottage Beach Vacation

KeithRating, 5 stars1 week ago
Would definitely stay here again. Was really a first class space that made our family feel very relaxed.
Top Guest favourite
Home in Falmouth
5 out of 5 average rating, 28 reviews

Charming Coastal Home

AbigailRating, 5 stars1 day ago
Kelsey was a great host, super responsive and allowed us to check in earlier due travel changes. The home was well-stocked with everything we needed for a ten-day stay and very clean upon arrival. Location is great; central to both small town and urban charm. Would definitely stay again!
Superhost
Home in Cape Elizabeth
4.95 out of 5 average rating, 21 reviews

Modern Cottage with Peeks of Ocean Views

AnnRating, 5 stars69 months ago
What a fantastic place! Great amenities for a luxurious stay at the house, all the tools you may need if you wanted to cook at home, and so conveniently located to Old Port if you want some great food and drinks in the city. We stayed for 3 nights with another couple. We spent time in Old port visiting restaurants and a few breweries/distilleries and ended the nights by the firepit in the back yard. Took a nice walk. We also made a nice dinner after grabbing some great produce at the Protland Farmaers market. Wish we had more time!
Guest favourite
Home in North Deering
4.83 out of 5 average rating, 53 reviews

Cute Craftsman Bungalow home w/ fenced in yard

NicoleRating, 5 stars2 weeks ago
Kevin's place worked really well for my two dogs and myself. There is a fenced in back yard. I liked the setup of the primary bedroom with the attached full bath and laundry. Comfortable bed! Very quiet neighborhood and very convenient to access other areas of Portland. I really appreciated the back deck setup. I need to find the comfy chair they have out back for my own home! Clean and usable kitchen. Nice stack of Maine materials and recommendations for local items to check out. Overall, a very pleasant stay, thank you!
Top Guest favourite
Home in Peaks Island
4.96 out of 5 average rating, 56 reviews

Cheerful, Sunny, 3 Bedroom Island Home

Alex and CarissaRating, 5 stars2 weeks ago
We had a great stay at Capt Gene's! He was very helpful before our trip with giving ferry instructions which made our first day less stressful and more enjoyable! I would definitely recommend anyone to stay at Capt Gene's!
Superhost
Home in Falmouth Foreside
4.89 out of 5 average rating, 9 reviews

Oceanfront Home in Falmouth

JosephRating, 5 stars20 months ago
Beautiful, well-appointed home. All the little things add up to a stress-free experience. Fully stocked with towels, cooking supplies, even q-tips if you forget your own! By far the cleanest, most comfortable AirBNB I've stayed in. Photos don't do justice to the view from inside and from the patio. Incredibly quiet at night and the feeling of seclusion helped recharge my batteries. Super clear directions and entry instructions. Nothing beats dinner or wine by the firepit overlooking the bay except for the sunrise over the water. Would 100% stay again.
Superhost
Home in Cape Elizabeth
4.94 out of 5 average rating, 49 reviews

Ocean Views, Private Beach, Close to Portland, ME

KellyRating, 5 stars5 months ago
Cape Elizebeth is very beautiful even in the early winter! I got to see the sunshine, snow and rain all in a cozy home! I highly recommend This home! It is stocked with everything you would need, even puzzles, of which I am a fan!
Top Guest favourite
Home in Higgins Beach
5 out of 5 average rating, 95 reviews

Higgins Beach *New* Beach Home & Private Offices

KerriRating, 5 stars1 month ago
This was our fourth stay at Ralda's house. It is easily one of my favorite places to stay. The house is pristine and comfortable, and the proximity to Higgins Beach can't be beat. We're already looking forward to our next stay!

Private house rentals

Top Guest favourite
Home in Freeport
5 out of 5 average rating, 47 reviews

Waterfront Cottage in Freeport

BrianRating, 5 stars2 weeks ago
Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!
Guest favourite
Home in East End
4.94 out of 5 average rating, 71 reviews

Entire Home. Fenced in Backyard and Parking!

JustinRating, 5 stars1 week ago
Had an absolutely stellar stay in this beautiful home. Perfect for our small family of 3 and super comfortable. Fantastic location as it’s walkable to tom the great restaurants and shops in the immediate area, and about 20 minute nice stroll to downtown Portland. Would highly recommend this place and hope to visit again in the future.
Guest favourite
Home in North Deering
4.89 out of 5 average rating, 73 reviews

New Luxury Seaside w/ 8 Person Hot Tub + Firepit

JessicaRating, 5 stars2 weeks ago
We loved our stay in Portland. The house was beautiful and lay out was great. Our group enjoyed the spacious kitchen and open floor plan. The location to downtown Portland was awesome with just about a 10 minute drive to get to Old Town! Check in was a really easy process and the host was very attentive and thorough! 10/10 would recommend.
Top Guest favourite
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars6 days ago
Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!
Top Guest favourite
Home in Cumberland
4.98 out of 5 average rating, 56 reviews

Water views, privacy, decks, minutes to Portland

JamaRating, 5 stars5 days ago
What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)
Guest favourite
Home in Oakdale
4.94 out of 5 average rating, 89 reviews

comfy cozy house with yard and central location

JennaRating, 5 stars1 week ago
Angela‘s place was very clean had a lot of cute little things around that made me laugh. We flew in very late at night when everything was closed and we’re thankful to see that she had water in the fridge and coffee for the morning since nothing was open for us to stop. Very close to downtown Portland.
Top Guest favourite
Home in South Berwick
5 out of 5 average rating, 61 reviews

Romantic Mirror cabin in the woods

EvelynRating, 5 stars1 week ago
This was the best experience we’ve ever had with Airbnb. From start to finish, Christian’s communication was excellent. I honestly wish everyone were as communicative and proactive as he is. This place truly left a mark on us. Our experience was so amazing that we genuinely want to recommend it to everyone. It was impeccable full of thoughtful details. We reconnected deeply. Everything was just perfect. I didn’t want to leave. The details won me over, and the intentionality behind this place is something truly special. I’m genuinely in love with this place. 💛
Top Guest favourite
Home in Rosemont
5 out of 5 average rating, 54 reviews

Central Portland Retreat - Charming Group Stay

EmilyRating, 5 stars6 days ago
Ned was extremely accommodating and super quick at responding. We had a perfect weekend in a stunning home!

Quick stats about house rentals in Long Island

  • Total rentals

    30 properties

  • Nightly prices starting at

    $170 AUD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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