
House holiday rentals in Highland Lake
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Top-rated house rentals in Highland Lake
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House rentals with a pool

Treehouse Farm - Sebago
We stayed for 2 nights in June, and we all wished we could have stayed longer. This house was perfect for 6 adults and 1 toddler as well as our 2 dogs. The house is absolutely beautiful, modern updated and very tastefully decorated. The kitchen and living room were a nice gathering area for us. We found the bedrooms comfortable and very peaceful for a good night sleep. The pool and outside was our favorite. The pool was perfect, clean & warm. We loved that it had a shelf that our toddler granddaughter could sit on and splash around. We didn't get to the fire pit, but that area was very nice as well. We had a great time, and we are hoping to get back again next year. We highly recommend this home and the host who was always easy to communicate with and highly responsive.

Cozy Knights Hill Home
We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.

Lovely home with hot tub and pool
I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

Peaceful Retreat
Aimee’s place was amazing! Absolutely gorgeous inside and out. So much attention to every detail. Aimee was quick to respond with any questions I had. The games provided great entertainment for the kids during a snowy day. I highly recommend. We can’t wait to come back.

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
We loved staying here! Everything was clean and well stocked, and Angela was extremely responsive and helpful!

Fireplaced Mountain King Suite w/Hot Tubs & Pools
Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !

3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna
Bonnie was a great host and her home did not disappoint! This was the most well-stocked Air BnB I’ve even been to; the hot tub and sauna were icing on the cake. Would definitely love to visit again!
Weekly house rentals

Wildwood Cabin
Such a beautiful cabin in a gorgeous area. It was exactly as pictured and described. Nadine was very accommodating and responsive, a great host. We would love to come back again!

Fryeburg home away from home
Rene's place was perfect for us. Neat, clean, convenient and a walkable distance to family we were visiting. Rene was a top-notch host. We will book this place again.

Single family, 2 bed home steps from the beach
We loved staying at Becky's place. It was spacious with everything we needed. The lake and playground space directly behind the Airbnb was such a nice feature!

New modern cabin-contemporary design meets nature
Jeffrey’s place was perfect for our family. The home is peacefully secluded in the woods. It was immaculate and set up with everything we needed, including a welcome bottle of wine and a bag of local coffee! We really appreciated the baby gear too, a pack and play and high chair. We would absolutely love to stay again!

Gorgeous Bridgton Cabin | 10 Min Walk to the Lake!
We had a bachelorette scheduled and our Airbnb host cancelled 3 days prior. Fortunately, Ken and Kathleen's home was available! It ended up being a blessing in disguise. The house was perfect! Ken was so courteous, and kind. always responsive. The kitchen was fully equipped. We really appreciated the home having things as simple as ziplocks to take home food. Little touches like having extra toiletries available if needed made this home superior! It truly felt like a home away from home!

5 BR Log Cabin steps away from snowmobile trails
We had a wonderful stay. The house was perfect and had a great New England cabin vibe. Had all the basics, internet worked well, and was very comfortable even during the cold winter nights. Kate was so responsive to every need that we had and could not have be nicer and easier to work with. Would stay again for sure :)

Waterfront home on Long Lake with amazing sunsets
truly an exceptional stay, a beautiful home BUT one of the best parts was penny herself. so generous and kind and always responsive. THANK YOU PENNY! We will certainly come again and recommend to others.

Easy Turns - Mountain Getaway
Our stay was wonderful! The house was spotlessly clean. Well equipped kitchen, everything you could need. Great playroom with lots to do downstairs. TV games bar etc. We would stay here again without question. Thank you Laura, Jean and Ira
Private house rentals

Beautiful 4 season mountain retreat
We enjoyed our stay. Jill was easy to communicate with and flexible with us. The home felt like home and she has a lot of amenities that they offer for those that stay . It was clean and comfortable .

Peaceful Hideaway in the Woods, Everything Nearby
Perfect weekend. Great cabin, beautiful surroundings, wonderful hosts. Would recommend to anyone looking for peace and rest, but also close to the town, lake, ski mountains, and many other attractions. Looking forward to coming back in the near future!

Swiss Alps Chalet in Jackson | Mountain Views + AC
Excellent home and great hosts that a friendly and super responsive. Home had everything we needed and it was clean and beautiful. Would stay again in the future.

As Unique as they come!
Our stay here was great. it was rainy until the morning we checked out, which was a bummer, but the covered hot tub area was used each night instead. the kitchen was fully stocked with cookware and basic spices. I brought my own coffee for the Keurig but there was complimentary coffee pods, tea, and hot cocoa available as well. lots of games to play, artwork to look at. the dishwasher is very small so you can't fit much in there but luckily we were only 2 people. the only slight negative was the pellet stove being in the bedroom downstairs, only because of how noisy it is when it's running. it made it near impossible to sleep with it on if you're a light sleeper at all. overall, fantastic stay and thank you so much

Cozy camp for swimming, water sports and more!
Jenn's place is gorgeous and perfect for a peaceful, nature escape! Our group had an amazing stay in this cozy cabin- staying by the lake during the day and enjoying all of the board games in the evening. The kitchen was stocked with spices, condiments and cooking supplies which made for a nice surprise as we cooked most of our meals inside. The listing included a paddleboard for use which we couldn't find, but we enjoyed the kayaks regardless and the private beach is very accessible and beautiful. We highly recommend Jenn's place for anyone looking for a relaxing getaway!

Dreamland | Luxe Waterfront Villa, Hot tub + Sauna
We had an absolutely wonderful experience staying at this Airbnb! From the moment we arrived, we could tell that the host had gone above and beyond to make sure everything was perfect. The home was immaculately clean, beautifully decorated, and had all the amenities we could need for a comfortable stay. The beds were incredibly cozy, and we appreciated the thoughtful touches like fresh towels, a fully stocked kitchen. A lovely place to get away with pure peaceful and quiet. Wonderful home, sad we only stayed 2 days. Next time we would like to stay at least 5 to 7 days. The board games and pool table were a nice bonus. The sauna and jacuzzi made the trip extra wonderful. I love that every room had a light dimmer, so you could set the mood and not have bright lights on. Thank you so much for letting us stay at your home. Highly recommend this place to anyone looking for a peaceful and stylish retreat!

Luxury Lakefront Paradise w/ Private Beach
My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake
We had an absolutely amazing time here. We spent a lot of time cooking and sharing meals on the back porch that had a breathtaking view of the mountains and water. The movie theatre was such a fun addition to an already stunning home. I chose this place because of its beautiful scenery and interior so that I could propose to my girlfriend of 7 years. She said yes! I can’t thank Darryl enough for sharing such a beautiful home and fun experience. We would absolutely rent again!
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Attitash Mountain Resort
- Franconia Notch State Park
- Diana's Baths
- Mount Washington Cog Railway
- Fox Ridge Golf Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort