
Vacation rentals in Sugarloaf
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Top-rated vacation rentals in Sugarloaf
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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

River Access, hot tub, dogs!
Create lasting memories at this unique, family & dog-friendly home with direct river access to the Saco. Two fireplaces, an indoor hot tub, a patio with a fire pit & a greenhouse chill area provide an adventure around every corner. Charm extends to the beautiful kitchen equipped with high-end appliances, offering a delightful space for culinary creations. The fenced-in yard ensures a safe & enjoyable area for your furry friends to roam freely, completing the perfect home for everyone to enjoy!

StoneWater | New | Private Lakefront + Fire
Escape to our brand-new lakefront oasis, StoneWater in Maine! This modern haven offers a perfect blend of luxury and privacy. Be one of the first to enjoy this newly constructed gem, boasting sleek contemporary design and private lake access. Step outside and take a dip in the pristine waters or simply savor the serenity. In the cooler months, cuddle up by the wood stove and take in the nature views. Ideal for couples seeking a romantic getaway or small families looking for a tranquil retreat.

Year-Round Lake House Private Waterfront
Your brand-new lakefront escape on Stanley Pond—a quiet, cozy, & stylish retreat designed for family fun and effortless downtime. With 180 degrees of lake views, your mornings start with shimmering water and your evenings end with golden sunsets from the outdoor seating area. You’ll find 3 bedrooms and 3 full baths, heat and A/C and a fireplace to make every night feel like a getaway. Lake life: private dock and a private boat launch. Cap the day with at the outdoor fire pit, stars overhead

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Warm Pine A-frame Nestled In The Trees!
A-frame with warm pine is close to North Conway village, White Mountain hiking and skiing & more! Enjoy the deck and brook surrounded by trees, and a nostalgic VHS collection (no cable on TV). Please Note: - This rustic cabin is cute & quaint but is not a luxury stay - This is a tiny A-frame (500 sq ft) in a small neighborhood and is not secluded in the woods (there are neighbors on either side) - The stairs to both bedrooms are VERY steep & narrow (please review pics prior to booking)

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.

White Mountain Mansion -Secluded property, pets OK
Tucked away on five acres of beautiful wooded mountain land, we have our beautiful 5 bedroom, 5 bathroom home. 10 min outside of North Conway! Not only do we have all common amenities, we have some pretty special ones too: a movie theatre room, a gym, surround sound in 3 rooms, an upstairs lounge area equipped with a Billiards, Ping Pong, and a poker table! Not to mention a beautiful wood burning fireplace, and extra sleeping options for guests (that aren’t factored into bedrooms)

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.
Popular amenities for Sugarloaf vacation rentals
Other great vacation rentals in Sugarloaf

Secluded Retreat with Hot Tub in White Mtns

The Fish Bowl-Waterfront Tiny House

Peaceful 4 bedroom lakehouse retreat

A Dome for Two under the Oaks

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Moody Farm Retreat

Little Maine Cabin | Saco River Access

Mountain Chalet w/ Hot Tub, Sauna, Firepit
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