Highland Lake Rentals
- From $425 per night (USD)
VRBO
Paddleboard, kayak, dive off the dock, sit by the fire
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Right on Highland Lake beautiful spot, sandy beach, great house but close to town. This house was built in 1930 as a h ...
From $425 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Peaceful Lakefront Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Four-season waterfront cottage with three bedrooms, two bathrooms, and a screened-in porch overlooking quiet Highland La ...
From $241 per night (USD)VRBO
- From $865 per night (USD)
VRBO
Beautiful Lakefront 6 bedroom home in Bridgton Maine on Highland Lake!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
Beautiful Lakefront home in Bridgton Maine on Highland Lake! Gorgeous 6 Bedroom home that has been stunningly renovated ...
From $865 per night (USD)VRBO
- Click For Pricing
VRBO
Lakefront Log Cabin!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly purchased lakefront log cabin with 300 + ft of private lakefront and 4 acres of wooded land. Located at the end of ...
Click For PricingVRBO
- From $1937 per night (USD)
VRBO
Beach, 10 bedrooms, 20 lovely acres, large gathering spaces, fun activities
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 18
Quality time with loved ones is precious. Make the most of it at Nawandyn Estate where everyone can relax in the bucoli ...
From $1937 per night (USD)VRBO
- From $1290 per night (USD)
VRBO
Spacious historic home on 20 acres with beach, boathouse activity center & piano
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This home was built for New York Metropolitan Opera superstar Olivia Fremstad in 1915-16 and named "Nawandyn." In 1926, ...
From $1290 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in our charming 2 bedroom 'Maine Camp' lakefront cottage, which sits on 1 and 1/2 heavily wooded and secluded acre ...
From $250 per night (USD)VRBO
- From $2921 per night (USD)
VRBO
40-acre Luxury Beach Front Estate-Ideal for Reunions & Retreats
- Bedrooms:
- 10
- Bathrooms:
- 15
- Sleeps:
- 34
This spectacular, 40-acre estate is located on clear, warm Highland Lake in Bridgton, Maine, halfway between the Atlanti ...
From $2921 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Beautiful, spacious lake home w\/mooring & swim raft. Walk to shops & restaurants
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
29 Larrabees Run is a handsome, spacious, two-story lakeside home situated on the sparkling shores of Highland Lake in t ...
From $1200 per night (USD)VRBO
- From $636 per night (USD)
VRBO
Private Lake Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great veiws of Mount Washington and Shawnee Peak! Quiet lake front home with 3 floors, 3 bedrooms, 2 bathrooms, den, la ...
From $636 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Happiness and Comfort can be found in this 2 bedroom cottage directly on Highland Lake and close to NEW Pleasant Mountai ...
From $300 per night (USD)VRBO
- From $725 per night (USD)
Expedia
Highland Dream: Summer Paradise! 5BR\/2BA W Sandy Beach, Stay and Play. 4 Seasons
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
If you’re looking for the perfect private getaway you found it here. Highland Dream is a 5 bedroom waterfront home featu ...
From $725 per night (USD)Expedia
- From $299 per night (USD)
VRBO
\"The Nest\" 2-Bedroom Flat in downtown Bridgton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this tastefully appointed serviced apartment located close to everything in the heart of Bridgton's beautiful down ...
From $299 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Lake\/Mountain View-Highland Lake Waterfront 3 Bedroom Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy our lakefront three bedroom cottage with expansive sand beach and spectacular view down Highland Lake tow ...
From $375 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Highland Lake - Eastern shore - Mt. Views and Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Highland Lake House boasts a beautiful view down Highland Lake with the White Mountains in the distance. Perched on the ...
From $326 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Lakefront haven near Shawnee-central location-25 mi. to N.Conway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in a quiet neighborhood, this home on Highland Lake is perfect for families or a friendly gathering, boasting 3 ...
From $261 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Adorable cottage set among tall pines with sandy beach only .5 mile from town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original 1950's 2 BR, 1 bath seasonal cottage (offering heat and A/C this year), with gleaming wood floors, knotty pine ...
From $225 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Stunning newly renovated custom Ward Log home set back on 3 acres. Brand new furnishings, private hot tub, new kitchen ...
From $474 per night (USD)Expedia
- From $653 per night (USD)
VRBO
Home is perfect for large groups and families with lake access and close to town
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located in the village of Bridgton, Trees offers an unparalleled combination of comfort, space, privacy and convenience ...
From $653 per night (USD)VRBO
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Expedia
Homey escape near lake & pond with deck, grill, woodstove & fast WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Memory Lane Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For PricingExpedia
- Click For Pricing
Expedia
2-Bedroom Family Home w\/Free WiFi\/Washer\/Dryer\/Firepit - Next to Highland Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Buck's Hideout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $800 per night (USD)
VRBO
The Christmas Tree Inn
- Bedrooms:
- 12
- Bathrooms:
- 12
- Sleeps:
- 30
Rustic Maine lakefront lodge built in 1938 in Bridgton, ME. Great for family reunions and large get togethers. Once a ...
From $800 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Shorefront on Highland Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
OCCUPANCY LIMIT 7-10 - OCCASIONAL DAY GUESTS - - HIGHLAND LAKE BEACHFRONT. This is a very comfortable and well equipped ...
From $423 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cute Bridgton Bungalow walk to town location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Two Bedroom bungalow with full kitchen and living room. Bathroom with claw foot bathtub for a great soak or a shower. Lo ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious & quiet near golf, lakes, skiing & hiking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Your gateway to Maine adventures! Direct access to mountain biking, hiking and x-country ski trails right out the back d ...
Click For PricingVRBO
- From $464 per night (USD)
VRBO
Skiing, Shopping, Hiking, Snowmobiling -- on the water, cozy house
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in a private association, our home on Highland Lake is perfect for families or a friendly gathering. 3-4 BD / 2 ...
From $464 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Charming waterfront home with beautiful views across Highland Lake!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your own slice of paradise on Highland Lake in Bridgton! This charming lakefront home features 2 cozy bedroom ...
From $429 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Serene pet-friendly camp on the edge of Highland Lake with sunrise views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break from the hustle and bustle and escape to this serene retreat on the edge of Highland Lake in Bridgton. This ...
From $200 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Family-Friendly Bridgton Home, Steps to Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lounge on a covered deck or read a book in a hammock when you retreat to this peaceful 3-bedroom, 1.5-bathroom vacation ...
From $201 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Cozy camp directly on the lake with stunning views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Camp Pleasant is an idyllic Maine cottage. Sleeps up to six. Wake up to views of the lake! Available Spring, Summer and ...
From $321 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Limited availability August-September 2024
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please be aware, our response rate appears low because we do not use the immediate booking process from VRBO. Your email ...
From $500 per night (USD)VRBO
- From $275 per night (USD)
Expedia
\"The Hideaway\" Luxury Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Stay in the middle of the action in Bridgton's newest luxury suite "The Hideaway" . This beautifully ap ...
From $275 per night (USD)Expedia
- From $289 per night (USD)
VRBO
\"The Sea Breeze\" Luxury Suite
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space Stay in the middle of the action in Bridgton's newest luxury suite "The Sea Breeze" . This beautifully ...
From $289 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Find your Happy Place, Highland Lake, Bridgton. Dock, fire pit, lakeside deck!\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful lake front cottage with plenty of space for your family or friends to enjoy the peace and tranquillity of High ...
From $450 per night (USD)VRBO
- From $1173 per night (USD)
VRBO
Sandy beach,1st floor bedrooms, A\/C, gorgeous10-acre setting, famous architect
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This home, which we refer to as the “Guest House,” was designed in 1940 by Caleb Hornbostel, who was a leader in the use ...
From $1173 per night (USD)VRBO
- From $250 per night (USD)
VRBO
New home with access to Highland Lake!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come visit Bridgton this summer! Enjoy swimming, kayaking, paddle boarding, walking/hiking trails, shopping and restaura ...
From $250 per night (USD)VRBO
- From $686 per night (USD)
VRBO
At Waters Edge
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Absolutely charming cottage on Highland Lake w/ a camp feel but nicely appointed. Very close to town( walking distance) ...
From $686 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Fowler Farmhouse | Walk Downtown | Beach | Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the 1860's Fowler Farmhouse in Bridgton, Maine! This spacious 4-bedroom, 2-bath retreat sleeps 12 and boasts ...
From $466 per night (USD)VRBO
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Expedia
Log Cabin on Highland Lake with Beach! 5 Min Walk to Main Street! Dog friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Whether you're looking for a winter getaway, spring hiking, long summer days on the lake, or gorgeous fall foliage, you' ...
Click For PricingExpedia
- From $715 per night (USD)
Expedia
Spacious 6 bedroom home just 25' from the edge of Highland Lake!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
** NOW ON SPECIAL ** Situated just 25 feet from the water's edge on Highland Lake, this recently updated 6-bedroom home ...
From $715 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Spacious loft 10 min to Pleasant Mt walk downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Come visit Bridgton this winter! Less then 10 min from Pleasant MT makes it easy for a great day of ski ...
From $200 per night (USD)VRBO
- From $173 per night (USD)
Expedia
DOWNTOWN BRIDGTON, SHORT WALK TO HIGHLAND LAKE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk downtown and to the lake from this modernized farmhouse Beautifully decorated historic farmhouse with walkable acc ...
From $173 per night (USD)Expedia