
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.

Privacy, River, Pond, A frame Hot Tub, EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
4.9 out of 5 average rating, 364 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!
4.94 out of 5 average rating, 244 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.
5.0 out of 5 average rating, 245 reviews
2nd Floor - Modern Downtown Norway 2BR/ 1 BA Apt
Enjoy the bright, modern relaxed feel to this 2 BR(both Queen Beds), and 1 full BA on the 2nd floor of a 2 floor Townhouse. There is a stairwell to the apartment. Walk 3 doors down to the local coffee shop (Cafe Nomad), and steps from downtown shops and great dinning options like 290 Main St. and Dolce Amici ( Modern authentic Italian and gelato! ) You are also less than a 5min drive from Lake Pennesseewassee , a 10 minute drive from Norway Country Club and 40 minutes to Bethel.
4.84 out of 5 average rating, 437 reviews
Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.
4.92 out of 5 average rating, 146 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
5.0 out of 5 average rating, 16 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.
4.98 out of 5 average rating, 103 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!
5.0 out of 5 average rating, 152 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.
4.99 out of 5 average rating, 70 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.
4.98 out of 5 average rating, 324 reviews
Peaceful 3br lakefront w floating picnic table
This adorable camp is located directly on Norway Lake, with 100 feet feet of water frontage. Whether you prefer wading into the water or jumping off the dock into deep water, this is the place for you. Spend your vacation relaxing in the hammock, drinking coffee on the 3 season porch, fishing, kayaking, playing yard games, watching the sunset from the floating picnic table at the dock, and cozying up around the Solo Stove campfire.
4.9 out of 5 average rating, 21 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.
4.99 out of 5 average rating, 116 reviewsPopular amenities for Pennesseewassee lake holiday rentals
Other great holiday rentals in Pennesseewassee lake

Woodland Cabin Retreat on Private Pond in Norway
5.0 out of 5 average rating, 15 reviews
Water's Edge in Norway, Maine
4.94 out of 5 average rating, 53 reviews
Norway Chalet – Lake & Ski + Hot Tub & Game Room
4.98 out of 5 average rating, 85 reviews
The Hitching Post
4.94 out of 5 average rating, 67 reviews
Long Lake-Lake Front | 1.6 Acre Peninsula
5.0 out of 5 average rating, 12 reviews
Downtown Norway, Maine
4.9 out of 5 average rating, 99 reviews
Downtown Norway Loft Apartment
4.9 out of 5 average rating, 68 reviews
Crystal Lake Chalet | Hot Tub, Sauna, Lake Access
4.99 out of 5 average rating, 79 reviewsDestinations to explore
- Sebago Lake
- Story Land
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- East End Beach
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Attitash Mountain Resort
- Diana's Baths
- Echo Lake State Park
- Crawford Notch State Park
- Funtown Splashtown USA
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Wildcat Mountain





