Vacation rentals in Sugarloaf

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

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

Breathtaking Mtn Views|Hot Tub|Theater|Pub|Castle

Stonewood Chalet is a stone castle-chalet in Conway, NH, with fieldstone walls and Gothic arched stained glass windows framing spectacular Mt. Washington views from an expansive panoramic deck. Private covered hot tub, movie room with bar, fireplace, & fast WiFi. Perfect for romantic getaways, ski trips, celebrations, or family vacations. Here, storybook mountain charm meets modern comfort. Enjoy peaceful mountain seclusion with easy & quick access to skiing, hiking, shopping, & dining.

Breathtaking Cabin & Views

Be the hero of the family for booking this breathtaking cabin with views to match. This gorgeous log home was recently featured on HGTV's Log Cabin Living and now you can spend a week or weekend and enjoy it too! Perfect for families (the top bunks are only meant for children, which allows a maximum of 6 adults). The Great Room with custom stone fireplace is the pinnacle of this incredible home that will leave you gasping as you enter every room. A true gem for an unforgettable experience.

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Cedar Hideaway: Walk to Pond, 15m N. Conway

Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

The Fish Bowl-Waterfront Tiny House

Escape to a one-of-a-kind lakefront tiny house on a 5-acre peninsula on beautiful Sokokis Lake. This waterfront getaway offers lake views, direct shoreline access and a dome skylight in Maine. * 5 acre peninsula on Sokokis Lake * Shared dock & swim raft & dockside seating * Kayaks & canoes * Fire pit * BBQ grill * Full bathroom * Kitchen * Eating area * Sleeping loft w/memory foam queen mattress * U-shaped couch folds into large bed * A/C * Free parking

Mountain Treehouse Guesthouse

Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Hot Tub Retreat w/ River Access | 2 King Suites

Private river access, a hot tub under the stars, and two king suites on opposite ends—this is the perfect setup for couples, friends, or a weekend escape. Located in the heart of NH’s lakes and mountains, you’re minutes from hiking, kayaking, skiing, and more—while still having your own peaceful retreat to come back to. 💡 Bonus: Ask about our private riverfront campsites with RV hookups—perfect for larger groups or friends traveling together.

Red Shed Cottage at Pickett Hill Farm

Red Shed Cottage is a renovated carriage house situated on the property of Pickett Hill Farm, an 1830's complex. The cottage is ideally situated to capture the essence of the rural countryside of the Lakes Region of Western Maine. Pickett Hill Farm offers splendid views of open fields, Pleasant Mountain and the surrounding forests, attracting naturalists, painters and photographers, as well as those who seek a restful vacation.