Holiday houses in Highland Lake

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Popular amenities for Highland Lake holiday rentals

Other great holiday rentals in Highland Lake

Top Guest favourite
Cabin in Freeport
5 out of 5 average rating, 52 reviews

The Maine Frame: Cozy Firepit 7 Min to L.L. Bean

DennisRating, 5 stars2 days ago
Private and relaxing, I enjoyed really peaceful. The roster made so easy with all recommendations and resources we needed, me and my spouse loved it was really good experience “ we recommend”
Top Guest favourite
Home in Windham
5 out of 5 average rating, 18 reviews

Stunning, pets ok, private lake-house with dock.

KarenRating, 5 stars10 months ago
My husband and I along with my daughter, son-in-law and our two grandchildren had the pleasure of staying in Maggie's beautiful lakeside cabin. The setting of this beautifully remodeled vacation oasis felt like something out of a hallmark movie. With large picture windows setting a beautiful Maine scene that was just footsteps away. I really cannot say enough about the innate beauty of the cabin and all the property has to offer. Our host really made us feel like we were at home. She was extremely responsive, helpful and knowledgeable with all things Maine. I would 100% recommend this beautiful lakeside cabin! Your family will love this place!
Guest favourite
Campervan/RV in Windham
5 out of 5 average rating, 21 reviews

Tiny House Camper - Trail Access!

AleksandraRating, 5 stars1 week ago
Shelby’s camper was so cute! My friend and I absolutely loved staying in the camper. It was in a private peaceful beautiful location. So grounding! Shelby’s communication was great. I highly recommend staying at Shelby’s adorable place.
Top Guest favourite
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars1 week 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!
Cottage in Windham
4.8 out of 5 average rating, 5 reviews

Water Front Property On Pristine Lake

DianeRating, 5 stars23 months ago
This is a perfect Cottage by the lake vacation. The house was charming, well stocked and comfortable. The water was lovely. We will be back!
Cabin in Windham
4.95 out of 5 average rating, 41 reviews

Cozy Lakefront Cabin Portland - Windham area

JenniferRating, 5 stars11 months ago
We thoroughly enjoyed our stay at the Cozy Cabin. The view of the water and the peaceful surroundings made for a very relaxing experience. Having direct lake access and the use of kayaks and paddle boards was so appreciated. The house was well stocked with everything you could need to get settled in right away. A spacious fire pit with firewood included was an added bonus. There was plenty of space for everyone to spread out. I would highly recommend staying here, as it is less than a half hour drive to Portland, and there are good restaurants and breweries nearby. The cabin and proximity to Portland provided the best of a city vacation and a lake vacation.
Top Guest favourite
Guesthouse in Westbrook
5 out of 5 average rating, 30 reviews

Riverfront guest house w/ patio

GabrielleRating, 5 stars2 weeks ago
Heather was a great host and made check in easy. Very cute place and perfect for two people. Would recommend staying here.
Guest favourite
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Highland Lake