Holiday rentals in Sugarloaf

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Top-rated holiday rentals in Sugarloaf

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

Superhost

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Superhost

Townhouse in Bretton Woods

4.86 out of 5 average rating, 58 reviews

CR11 Top Rated Ski-In/Out with views, AC, Pool/gym

Popular 3-level townhouse in upscale Crawford Ridge development. No need to drive to hit the slopes, and enjoy fireplaces and views of Mt. Washington. 2 living areas, AC, modern amenities, and close to attractions. Open kitchen, dining, and living room with stone fireplace. Primary bedroom with electric fireplace and ensuite bathroom. 2 additional bedrooms and shared bathroom upstairs. Lower level with second living room, 2 bedrooms, and shared bathroom. Central location for outdoor adventures!

Superhost

Home in Intervale

5 out of 5 average rating, 3 reviews

Country home with hot tub, fireplace &pet friendly

25 & older.Must bring Bathing & Hot tub towels This home is in the heart of many major ski resorts and summer attractions. It sleeps 8-10 guests. The lower level is great for adults and kids, themed with real Log cabin bedding. It has a queen bed along with bunk beds. The main floor has a renovated kitchen, cozy living room and a queen size bedroom. The loft features two rooms with a king and a full for overflow quests. Don’t forget the amazing hot tub and firepit to lounge in after a long day.

Superhost

Home in Conway

4.84 out of 5 average rating, 337 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as I prefer to rent the entire house 1st and when we book this 1 bed it blocks the other rental. Directly in the village! yet tucked away, private YARD, HOT TUB, fire place, new furniture, cozy beds and & linens. WALK to restaurants, Saco river, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc

Guest favourite

Home in Windham

4.93 out of 5 average rating, 117 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Guest favourite

Home in Conway

4.91 out of 5 average rating, 89 reviews

Downtown North Conway– 2 min drive to Mt Cranmore!

With ski season here, how would you like to set up base in the heart of North Conway Village? This prime location is minutes from Zeb's General Store, Peaches, Horse Feathers, and the Conway Scenic Railroad, so you'll be close to all the action in the village. Conveniently located off North South Road, 2 minute drive to Cranmore, less than 10 to Attitash or head South for a day of shopping at Settlers Green. Perfect for enjoying everything the White Mountains and North Conway have to offer!

Guest favourite

Home in Carroll

4.93 out of 5 average rating, 153 reviews

Cozy Townhouse: Bretton Woods Mt. Washington Place

In the Mount Washington Resort (Bretton Woods) and near Cannon Mountain. Inviting four-season end-unit town home with warm ambiance, all the comforts you need, and great views. A mountain vacation getaway at a great value. Modern kitchen, comfortable dining and living room with fireplace. Four bedrooms, three floors, each with private bathroom (three full, one with shower). Large entertainment / recreation room for the family, outside deck with seating to enjoy the wildlife and a grill.

Guest favourite

Home in Jackson

4.98 out of 5 average rating, 52 reviews

The Sommet-Magical Views- Main house+Guest cottage

Welcome to The Sommet in Jackson, NH – a mountain getaway lodge - MAIN HOUSE with a GUEST COTTAGE. Picturesque views, local restaurants, and endless recreation await you at this 3-bedroom, 3-bath vacation rental! Located within minutes of Mt Washington, and the multiple ski areas. Mountain biking and hiking locations within minutes’ drive. Saco River provides outdoor recreation like canoeing, kayaking, tubing and rafting. Swimming, fishing could make this a perfect summer getaway.

Guest favourite

Home in Harrison

5 out of 5 average rating, 6 reviews

Lake House on a Private Beach w/hot tub & sauna

Romantic getaway or peaceful family vacation, this lake house is right on a private beach, and perfect all year round!The beach is literally your back yard! Experience beautiful views while enjoying a cozy outdoor fire. Relax and take amazing sunset pics in the covered hot tub, or unwind indoor w/the sauna and fire place. Cook up a delicious meal in the fully stacked kitchen. Centrally located near hiking trails, and 45min from North Conway outlets. Book now and make memories! ✨

Guest favourite

Flat in Northfield

4.96 out of 5 average rating, 75 reviews

The Lady Grand at Northfield

Comfy, Private, First Floor Appartment. Self Check-In, Parking New England vacation rental within walking distance to our scenic historic main street. Centrally located to bike parks, white water park, numerous skiing and hiking options. In an hour's drive, it is possible to be at the shore, in the mountains or one of our great cities! Our guest suite has a private entrance to a mud room and is fully furnished, full kitchen and bath and can sleep up to 6 people.

Superhost

Townhouse in Old Orchard Beach

4.89 out of 5 average rating, 9 reviews

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

Guest favourite

Home in Bethel

5 out of 5 average rating, 57 reviews

Dream Vacation Home - Full Amenities & Hot Tub

The Bingham House in Bethel / Sunday River is the ultimate vacation home to meet all your needs. Sleeps up to 18 people in 6 bedrooms, 6 bathrooms. Full service amenities include: wifi, 10 HD TVs with premium cable (including HBO), 8-person hot tub, fire pit, billiards room, bar w/ wine fridge, game room, elevator, full kitchen & walk-in pantry, gas grill, fireplaces, parking, free shuttle to Sunday River, crib + high chair + booster seat