Vacation rentals in Highland Lake
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Highland Lake
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest suite in Bridgton
4.98 out of 5 average rating, 157 reviewsBarn on Pleasant-walk to town
Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring
May 16 – 23
Treehouse in Norway
4.95 out of 5 average rating, 125 reviewsCrooked Reflections, Riverside Retreat - Hot Tub
The rushing water will flow right by your bedroom overlooking the most pristine, undeveloped river in Maine. This is a countryside oasis with no one in sight. Complete privacy in the hot tub overlooking the Crooked River. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the front door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy at-home yoga or massage in the yoga shed overlooking the river. Professionally Designed Countryside cabin.
Oct 21 – 28
Home in Bridgton
4.91 out of 5 average rating, 272 reviewsLake Region Comfort, Close to Everything!
Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 2 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.
Apr 16 – 23
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland Lake vacation rentals
Other great vacation rentals in Highland Lake
Treehouse in Woodstock
4.99 out of 5 average rating, 142 reviewsTreehouse With Hot Tub Close to Sunday River!
Feb 24 – Mar 3
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
Feb 21 – 28
Cabin in Bridgton
4.95 out of 5 average rating, 62 reviewsCozy cabin on Highland lake
Mar 8 – 15
Place to stay in Bridgton
4.9 out of 5 average rating, 80 reviewsShackHilton-New single room, privacy, deck, patio
May 7 – 14
Apartment in Bridgton
4.98 out of 5 average rating, 63 reviews“The Loft” at Boho Ridge
Sep 12 – 19
Home in Bridgton
5.0 out of 5 average rating, 29 reviewsLoving Moose Lodge- Cozy Rustic Private Retreat
Aug 9 – 16
Guesthouse in Bridgton
5.0 out of 5 average rating, 10 reviewsLakeside private guest house.
Oct 23 – 30
Home in Bridgton
5.0 out of 5 average rating, 13 reviewsWaterfront on Highland Lake! Beautiful views!
Feb 27 – Mar 6
Cabin in Bridgton
4.94 out of 5 average rating, 95 reviewsPrivate cabin w/ hot tub, ski, snowboard & lake!
Aug 28 – Sep 4
Home in Bridgton
4.95 out of 5 average rating, 92 reviewsBeautiful Views, Bridgton Maine
Jan 19 – 26
Guesthouse in Bridgton
4.92 out of 5 average rating, 71 reviewsCozy apartment on private road close to everything
Apr 13 – 20
Cottage in Denmark
4.92 out of 5 average rating, 73 reviewsTriangle House
May 4 – 11
Destinations to explore
- Portland Vacation rentals
- Old Orchard Beach Vacation rentals
- Stowe Vacation rentals
- Lake Winnipesaukee Vacation rentals
- Ogunquit Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes