House holiday rentals in Highland Lake

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Popular amenities for house rentals in Highland Lake

House rentals with a pool

Top guest favourite
Home in Sebago
5 out of 5 average rating, 19 reviews

Treehouse Farm - Sebago

TheresaRating, 5 stars2 days ago
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.
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 19 reviews

Cozy Knights Hill Home

KellyRating, 5 stars3 months ago
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.
Guest favourite
Home in Mechanic Falls
5 out of 5 average rating, 20 reviews

Lovely home with hot tub and pool

ErnieRating, 5 stars6 days ago
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.
Guest favourite
Home in Bridgton
4.89 out of 5 average rating, 9 reviews

Peaceful Retreat

CarolRating, 5 stars4 months ago
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.
Guest favourite
Home in Bartlett
4.81 out of 5 average rating, 121 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars5 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favourite
Home in Portland
4.95 out of 5 average rating, 129 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

TrishaRating, 5 stars4 days ago
We loved staying here! Everything was clean and well stocked, and Angela was extremely responsive and helpful!
Superhost
Home in Bartlett
4.9 out of 5 average rating, 201 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

HeatherRating, 5 stars2 weeks ago
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 !
Guest favourite
Home in Bridgton
4.91 out of 5 average rating, 53 reviews

3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna

KathleenRating, 5 stars3 months ago
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

Top guest favourite
Home in Bridgton
5 out of 5 average rating, 5 reviews

Wildwood Cabin

KarolinaRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Fryeburg
5 out of 5 average rating, 19 reviews

Fryeburg home away from home

PatRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Harrison
4.97 out of 5 average rating, 38 reviews

Single family, 2 bed home steps from the beach

AbbyRating, 5 stars8 months ago
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!
Guest favourite
Home in Harrison
4.89 out of 5 average rating, 38 reviews

New modern cabin-contemporary design meets nature

AmandaRating, 5 stars4 weeks ago
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!
Top guest favourite
Home in Bridgton
4.96 out of 5 average rating, 50 reviews

Gorgeous Bridgton Cabin | 10 Min Walk to the Lake!

FallonRating, 5 stars4 months ago
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!
Guest favourite
Home in Bridgton
4.95 out of 5 average rating, 19 reviews

5 BR Log Cabin steps away from snowmobile trails

JasonRating, 5 stars3 months ago
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 :)
Top guest favourite
Home in Harrison
4.96 out of 5 average rating, 49 reviews

Waterfront home on Long Lake with amazing sunsets

HaleyRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Bridgton
4.98 out of 5 average rating, 81 reviews

Easy Turns - Mountain Getaway

JeanRating, 5 stars8 months ago
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

Top guest favourite
Home in Denmark
4.99 out of 5 average rating, 97 reviews

Beautiful 4 season mountain retreat

AntoinetteRating, 5 stars1 week ago
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 .
Guest favourite
Home in Bridgton
4.93 out of 5 average rating, 87 reviews

Peaceful Hideaway in the Woods, Everything Nearby

MarceloRating, 5 stars5 months ago
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!
Top guest favourite
Home in Jackson
5 out of 5 average rating, 13 reviews

Swiss Alps Chalet in Jackson | Mountain Views + AC

EricRating, 5 stars4 months ago
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.
Superhost
Home in Intervale
4.89 out of 5 average rating, 36 reviews

As Unique as they come!

KaylaRating, 5 stars1 month ago
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
Superhost
Home in Freedom
4.87 out of 5 average rating, 97 reviews

Cozy camp for swimming, water sports and more!

AliceRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Fryeburg
5 out of 5 average rating, 11 reviews

Dreamland | Luxe Waterfront Villa, Hot tub + Sauna

LuisRating, 5 stars3 months ago
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!
Top guest favourite
Home in Shapleigh
5 out of 5 average rating, 34 reviews

Luxury Lakefront Paradise w/ Private Beach

LeslieRating, 5 stars2 weeks ago
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!!
Top guest favourite
Home in Woodstock
5 out of 5 average rating, 94 reviews

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

KevinRating, 5 stars1 week ago
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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Bridgton
  6. Highland Lake
  7. House rentals