Holiday houses in Pennesseewassee lake

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Top-rated holiday rentals in Pennesseewassee lake

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

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Top Guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 207 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Guest favourite
A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.
Farm stay in Norway
4.94 out of 5 average rating, 243 reviews

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Top Guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 265 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top Guest favourite
Home in Oxford
5.0 out of 5 average rating, 245 reviews

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Guest favourite
A modern living area features a comfortable seating arrangement with a sofa and accent chairs. A coffee table sits at the center, surrounded by wooden side tables. Warm light is provided by stylish floor lamps, and colorful artwork decorates the walls, enhancing the relaxed ambiance.
Apartment in Norway
4.83 out of 5 average rating, 472 reviews

Downtown Norway 1.5 BR/1 BA Apt

Stay in this bright, airy 1.5-bedroom (two queen beds) first-floor apartment in downtown Norway, Maine. You can walk to our beloved coffee and breakfast spot, Cafe Nomad and as well as local shops on Main St. Enjoy dining at Norway Brewing, 290 Main St., or Dolce Amici ( fine italian and gelato! ) You're also Less than 5 minutes to Lake Pennesseewassee, 10 minutes to Norway Country Club, 20 to Oxford Casino, and 40 minutes to Bethel. This apartment is in the heart of Norway, Maine.

Top Guest favourite
Treehouse in Pownal
4.99 out of 5 average rating, 189 reviews

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Top Guest favourite
A charming treehouse-style home stands elevated among tall trees, showcasing wooden siding and a sloped roof. Multiple decks with wooden railings create inviting outdoor spaces. Soft lighting from wall fixtures adds warmth to the exterior, while glass doors invite natural light.
Home in Norway
5.0 out of 5 average rating, 15 reviews

The Woods Maine | A Luxury Treehouse Experience

The Woods is a quintessential New England-style home in the trees. Private, secluded, and effortlessly livable if you never want to leave. Located 1 hour from Portland, Maine and 3 hours from Boston. The Woods is located in beautiful Norway, Maine, tucked away from the coast in a rustic, woodsy, good-vibes-only kind of place. Soak in the fresh mountain air, pristine lakes, and vibrant, changing seasons from your home among the trees. Social Media: @thewoodsmaine @thewoodsmaineshop

Guest favourite
Home in Norway
4.98 out of 5 average rating, 103 reviews

Open concept 4 bedroom Lakehouse

Experience Stunning Sunsets at This Private Lakefront Retreat Escape to this 4-bedroom lakefront home on Pennesseewassee Lake (Norway Lake). Perched on a scenic hillside, it offers breathtaking water views and year-round relaxation. Ideal for families and groups, this spacious retreat sleeps 12 guests with direct lake access. Enjoy snowmobiling, skiing, and ice fishing in winter, boating, swimming, and fishing in summer, or leaf-peeping in fall—a perfect getaway for any season.

Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5.0 out of 5 average rating, 150 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Guest favourite
A spacious great room features vaulted ceilings with triangular windows allowing natural light to fill the space. A cozy sofa and chairs are arranged near a wood-burning stove, while double glass doors open to a deck with seating and views of the surrounding landscape.
Cabin in Norway
4.99 out of 5 average rating, 70 reviews

The Cloud Cabin

Escape to your Magical Maine Mountain Experience. Whether from the deck, the cozy plum great-room sofa, or the library loft, experience the feeling of living in the clouds, and overlooking the beautiful White Mountains in our ultra-private and remote slice of heaven. Locally hand-built in 2024, the Cloud Cabin represents the thoughtful combination of luxury mountain design, cozy homey comfort, and top-quality everything. 24/7 Remote Concierge Service included.

Top Guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 322 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Top Guest favourite
A spacious bedroom features large windows framed by dark curtains, allowing natural light to fill the room. A plush area rug lies on the hardwood floor, while a comfortable chair and a wooden dresser complement the inviting atmosphere. Bedding is arranged neatly on a sizeable bed.
Apartment in Norway
4.99 out of 5 average rating, 115 reviews

Bright, Cozy Downtown Home

You will feel right at home in this historic house featuring tin ceilings, original hardwood floors, south-facing windows, large shower, large kitchen for entertaining, off-street parking, and a yard to relax in. It's within walking distance of a cafe, craft brewery & pub, natural foods store, bike shop, and a variety of unique, local shops. Within one mile of a public boat launch on Norway Lake and other recreational opportunities.

Popular amenities for Pennesseewassee lake holiday rentals