House vacation rentals in Highland Lake

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Top-rated house rentals in Highland Lake

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

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Superhost

A welcoming cabin is situated down a gravel driveway surrounded by tall trees. Warm light spills from the windows, creating a cozy ambiance as dusk settles. A lantern beside the pathway adds a gentle glow, inviting guests toward the entrance.

Home in Conway

4.83 out of 5 average rating, 114 reviews

A Large Vacation Home with hot tub, game room +

My place is close to family-friendly activities, skiing, snowboarding, golf, shopping, hiking, restaurants, night life, shoe shoeing, ice skating, sleigh rides, tubing, Saco River tubing/canoeing, Echo Lake, Gondloa rides to summit, mini golf much more. You’ll love my place because of the quiet neighborhood, comfy beds, the kitchen, the hot tub and fireplaces and the space for large reunions and gatherings . My place is good for couples, business travelers, families (with kids), and big groups.

Guest favorite

The welcoming living area includes a wooden dining table adorned with a vibrant flower arrangement. A cozy seating area features a patterned armchair and a large window allowing natural light. Exposed wooden beams enhance the warm character of the space.

Home in Falmouth

4.89 out of 5 average rating, 247 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Guest favorite

A two-story home is set against a backdrop of lush greenery. The structure features a covered porch with large windows, and a well-maintained lawn leads up to the entrance. A driveway is visible, along with a garage at the base of the house.

Home in Gilford

4.93 out of 5 average rating, 109 reviews

5-Stars!! Cozy Home near the lake

Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Lyon's Den Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

Guest favorite

A screened-in porch features comfortable seating, including rocking chairs, and a coffee table. Views of the peaceful lake and lush greenery are visible through large windows. Natural light enhances the relaxing atmosphere, inviting moments of leisure while enjoying the scenic surroundings.

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Guest favorite

Four colorful Adirondack chairs are arranged in a row on a grassy area overlooking the lake. The vibrant orange and turquoise chairs provide a comfortable seating option, while the calm lake and distant trees are visible against a clear blue sky.

Home in Buxton

4.88 out of 5 average rating, 126 reviews

Charming 4 bedroom lake front, with private beach

Will not consider less than weekly rentals for July and August and the last week in June.The house sits 80 ft off the lake. It has over 150 ft of lake shore and own private beach. We supply several kayaks paddle boards canoes and tubes . You will be required to sign a waiver to use them and you Must wear lifejackets .The home is located down a private gravel road .We are only 20 miles from the city of Portland, Old Orchard beach, Lake Sebago. Come explore and relax. 2 hours from Boston

Superhost

A scenic view features a charming building with a green roof adjacent to a white steepled church. Fall foliage showcases vibrant orange, yellow, and red leaves surrounding the structures, creating a picturesque backdrop against a clear sky.

Home in Meredith

4.85 out of 5 average rating, 148 reviews

Walk to Downtown Meredith | Private Pool & Hot Tub

The ultimate in relaxation and comfort! When it's time to explore, you'll love being minutes away from the town center. Stroll along the streets lined with shops, restaurants, and cafes, or head to the nearby lake for swimming, fishing, or boating. In the evening, relax by the pool or hottub. Fall asleep to the sounds of nature and wake up feeling refreshed, ready to embark on another day of adventure. With its unbeatable location and amenities our place is perfect for your next getaway!

Guest favorite

The exterior of a spacious mountain townhome is captured, featuring a warm wood façade and large windows that allow natural light inside. A deck extends from the front, overlooking a snowy landscape, with tall trees framing the serene setting.

Home in Carroll

4.94 out of 5 average rating, 161 reviews

Cozy Townhouse: Bretton Woods Mt. Washington Place

In the Mount Washington Resort (Bretton Woods) and near Cannon Mountain. Inviting four-season end-unit town home with warm ambiance, all the comforts you need, and great views. A mountain vacation getaway at a great value. Modern kitchen, comfortable dining and living room with fireplace. Four bedrooms, three floors, each with private bathroom (three full, one with shower). Large entertainment / recreation room for the family, outside deck with seating to enjoy the wildlife and a grill.

Superhost

A staircase with wooden railings leads to the upper level, surrounded by light-colored walls. A cozy seating area is visible on the left, featuring a sectional sofa. Soft natural light streams through the nearby window, enhancing the warm ambiance of the space.

Home in Conway

4.84 out of 5 average rating, 351 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as we try to rent the entire house 1st. We book this listing as a 1 bedroom ONLY. Directly in the village! yet tucked away, private YARD, HOT TUB, fireplace, new furniture, cozy beds and & linens. WALK to restaurants, Saco River, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc.

Top guest favorite

A wooden deck leads down to a sandy beach, surrounded by lush greenery. Several blue Adirondack chairs are positioned for relaxation, with steps providing access to the beach area. The lake house is visible in the background, framed by tall trees and a clear sky.

Home in Harrison

5 out of 5 average rating, 6 reviews

2BR Lake House on Private Beach w/hot tub & sauna

Romantic getaway or peaceful family vacation, this lake house is right on a private beach, and perfect all year round!The beach is literally your back yard! Experience beautiful views while enjoying a cozy outdoor fire. Relax and take amazing sunset pics in the covered hot tub, or unwind indoor w/the sauna and fire place. Cook up a delicious meal in the fully stacked kitchen. Centrally located near hiking trails, and 45min from North Conway outlets. Book now and make memories! ✨

Guest favorite

A wooden deck is depicted, featuring a hot tub gently steaming in the cool evening air. Comfortable seating includes a red cushioned chair and a metal table. The surrounding trees add a serene natural backdrop, while warm light glows from a window nearby.

Home in Conway

4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Guest favorite

The living room showcases a spacious layout with a warm-toned leather sofa and a circular coffee table. A stone fireplace serves as a focal point, complemented by plants and cozy seating arrangements. Natural light filters through windows, enhancing the inviting ambiance.

Home in Wolfeboro

4.98 out of 5 average rating, 54 reviews

Relaxing hidden gem in Wolfeboro

Located within just 7 minutes from Lake Winnipesaukee, Wolfeboro Center, Allen Albee Beach, and Lake Wentworth, Beach Pond Acres is your perfect year round vacation resting place. Indulge in the abundance of activities in the nation’s oldest summer resort, including fishing, water sports, and relaxing lake beaches and Gunstock Ski Resort. Enjoy the privacy of an open, cozy, and light filled home, sitting on five acres of abundant wildlife and vivid greenery.

Top guest favorite

A charming mountaintop home is set against a backdrop of snow-covered trees, featuring a spacious deck that extends from the front. Steps lead up to the entrance, with a clear path marked in the freshly fallen snow.

Home in Madison

4.97 out of 5 average rating, 147 reviews

Beautiful Getaway Chalet - Mountain Views!

Private mountaintop home! My home is located in the beautiful community of Eidelweiss with private beaches, swimming, and a playground. Located minutes from North Conway and close to all Mount Washington Valley ski areas, activities, and tax-free shopping. Just a two-hour drive from Boston and you're ready to experience crystal clear rivers, pristine lakes, covered bridges, majestic mountains, picturesque hiking, and numerous local attractions and parks.

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What guests are saying

Charming, Victorian-Era house, Ocean Views

4.96 out of 5 average rating, 25 reviews11 months ago

As a native who has lived away a long time and rented many places in the area over the years, I can confidently say that this place is the best we’ve ever rented in Maine. And Sheri is wonderful to work with. We so hope to one day be able to visit and rent it again.

Home in Harpswell

What guests are saying

Relaxing Mountaintop Escape | Incredible Views!

4.91 out of 5 average rating, 22 reviews6 months ago

Thank you Jeremiah and Lisseth, we had a great stay! Everything was clean, organized, and had everything we needed for a wonderful time. Main st's of NH Conway were 15-20minutes away, dunkins 15minutes, mostly everything was close enough. The view from the balcony and bedroom were amazing. I will be staying here again for sure. Thank you!

Home in Bartlett

What guests are saying

Summer Vacation Rental with 3 beds/2 bath

4.84 out of 5 average rating, 55 reviews7 months ago

This place is within walking distance to the beach, miniature golf, restaurants, an amusement park and a place that will steam lobsters for you. We went to the lobster place twice to bring these large beauties home. 1 bathroom was upstair with the bedrooms, and 1 downstairs. There is a picnic table for outdoor dining. Our family of 4 adults and 2 children had a great vacation with weather in the 70s and being from Texas where the temperature was 100+, it was heaven.

Home in Old Orchard Beach

What guests are saying

The Sommet-Magical Views- Main house+Guest cottage

4.98 out of 5 average rating, 54 reviews2 months ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

Home in Jackson

What guests are saying

Woods Lane Golf and Beach Vacation

4.98 out of 5 average rating, 89 reviews7 months ago

Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!

Home in Old Orchard Beach

What guests are saying

Chart House: Charming three-bedroom Cape.

4.94 out of 5 average rating, 31 reviews3 months ago

We adored this Air BnB--it was in the perfect location, had absolutely everything you could have dreamed of needing, was super comfy and cozy and even decorated for the holidays during our visit in late December--I can't say enough good things about it! My kids loved the numerous games and puzzles available, and we loved the incredibly well-stocked kitchen :) We will for sure try to stay here again when we return to Portland!

Home in Falmouth

What guests are saying

Amazing Location & Cozy Lake House Meredith/WINN.

4.87 out of 5 average rating, 78 reviews7 months ago

Super cute home with all the basic necessities. Awesome location, about 10 minutes to town and a gorgeous view of the lake. We stayed off season and came for a wedding so couldn’t enjoy the water but they had great options for water use if you’re going during a better time of year! Clean up at the end of the stay was easy enough and everything was labeled around the house so easy to get the house comfortable for you. This home has everything you need without all the frills so if you are looking for that, this wouldn’t be a great fit! Definitely enjoyed ourselves and all agreed we would stay there again in the future. Thanks again!

Home in Meredith

What guests are saying

Feb/April school breaks available. 8 bedrooms

4.83 out of 5 average rating, 60 reviews3 months ago

This was our 4th year staying at Sandy Cove to celebrate Christmas with our entire family. There are plenty of bedrooms and bathrooms to accommodate overnight stays. We love the 2 dining room tables and refrigerators. We had a small issue with a clog in the kitchen sink. I reached out to Mike and he sent someone over to fix it within a few hours. We hope to stay again next year!

Home in Old Orchard Beach

What guests are saying

Family Friendly Chalet with Serene Mountain Views

4.98 out of 5 average rating, 94 reviews1 month ago

We had an amazing stay! The location was absolutely beautiful, and the house was spotless and well-stocked with everything we needed. The host was fantastic, providing great recommendations that made our trip even better. We’d definitely stay here again — highly recommend!

Home in Bartlett

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