Vacation rentals in Highland Lake

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Top-rated vacation rentals in Highland Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 157 reviews

Barn 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

$120 per night
Guest favorite

Treehouse in Norway

4.95 out of 5 average rating, 125 reviews

Crooked 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

$559 per night
Guest favorite

Home in Bridgton

4.91 out of 5 average rating, 272 reviews

Lake 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

$120 per night

Popular amenities for Highland Lake vacation rentals

Other great vacation rentals in Highland Lake

Guest favorite

Treehouse in Woodstock

4.99 out of 5 average rating, 142 reviews

Treehouse With Hot Tub Close to Sunday River!

Feb 24 – Mar 3

$357 per night
Superhost

Home in Waterford

4.83 out of 5 average rating, 217 reviews

McWain pond house (private lake & hot tub)

Feb 21 – 28

$134 per night
Guest favorite

Cabin in Bridgton

4.95 out of 5 average rating, 62 reviews

Cozy cabin on Highland lake

Mar 8 – 15

$185 per night
Guest favorite

Place to stay in Bridgton

4.9 out of 5 average rating, 80 reviews

ShackHilton-New single room, privacy, deck, patio

May 7 – 14

$49 per night
Guest favorite

Apartment in Bridgton

4.98 out of 5 average rating, 63 reviews

“The Loft” at Boho Ridge

Sep 12 – 19

$178 per night
Guest favorite

Home in Bridgton

5.0 out of 5 average rating, 29 reviews

Loving Moose Lodge- Cozy Rustic Private Retreat

Aug 9 – 16

$275 per night
Guest favorite

Guesthouse in Bridgton

5.0 out of 5 average rating, 10 reviews

Lakeside private guest house.

Oct 23 – 30

$170 per night
Guest favorite

Home in Bridgton

5.0 out of 5 average rating, 13 reviews

Waterfront on Highland Lake! Beautiful views!

Feb 27 – Mar 6

$340 per night
Guest favorite

Cabin in Bridgton

4.94 out of 5 average rating, 95 reviews

Private cabin w/ hot tub, ski, snowboard & lake!

Aug 28 – Sep 4

$699 per night
Guest favorite

Home in Bridgton

4.95 out of 5 average rating, 92 reviews

Beautiful Views, Bridgton Maine

Jan 19 – 26

$375 per night
Guest favorite

Guesthouse in Bridgton

4.92 out of 5 average rating, 71 reviews

Cozy apartment on private road close to everything

Apr 13 – 20

$136 per night
Guest favorite

Cottage in Denmark

4.92 out of 5 average rating, 73 reviews

Triangle House

May 4 – 11

$126 per night

Destinations to explore

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