
Holiday rentals in Pennesseewassee lake
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Top-rated holiday rentals in Pennesseewassee lake
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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)
5.0 out of 5 average rating, 213 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, 246 reviews
Glass Wall Waterfront Hot Tub Fireplace Private
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
4.93 out of 5 average rating, 270 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, 247 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.
4.83 out of 5 average rating, 475 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, 150 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
4.99 out of 5 average rating, 198 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, 17 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, 104 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, 330 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.
5.0 out of 5 average rating, 155 reviewsPopular amenities for Pennesseewassee lake holiday rentals
Other great holiday rentals in Pennesseewassee lake

Peaceful 3br lakefront w floating picnic table
4.9 out of 5 average rating, 21 reviews
Norway Chalet
4.99 out of 5 average rating, 72 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, 86 reviews
Modern Getaway - Hot Tub/Fire Pit/Pool table
5.0 out of 5 average rating, 55 reviews
Crystal Lake Chalet | Hot Tub, Sauna, Lake Access
4.99 out of 5 average rating, 79 reviews
Nordic House | Glamping Cabin w Private Hot Tub
4.93 out of 5 average rating, 75 reviews
Mermaid's Chair | Private Beach | Hot Tub
4.95 out of 5 average rating, 19 reviewsDestinations to explore
- Sebago Lake
- Story Land
- Willard Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- East End Beach
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Funtown Splashtown USA
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Wildcat Mountain





