Vacation rentals in Sugarloaf

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Top-rated vacation 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

Jo-AnnRating, 5 stars4 months ago
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.
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

KristenRating, 5 stars3 months ago
Gorgeous location with stunning Mount Washington views! Awesome unit with tons of space for all.
Superhost

Home in Intervale

5 out of 5 average rating, 3 reviews

Country home with hot tub, fireplace &pet friendly

BrianaRating, 5 stars2 weeks ago
Kerri’s place was perfect & even better than our group could’ve expected. Everything was clean & organized for our stay, with clean bedding and blankets (which is rare)! Kerri responded within minutes to any question or concern I had & was clearly very devoted to ensuring a positive stay. Will definitely be back! :)
Superhost

Home in Conway

4.84 out of 5 average rating, 337 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

GarrickRating, 5 stars1 week ago
Excellent location and close to main downtown shops, restaurants, etc… we rented it as a one room rental on off week and worked great for myself, my wife and two dogs.
Guest favorite

Home in Windham

4.93 out of 5 average rating, 117 reviews

Waterfront Gem walkable to Restaurants!

SusanRating, 5 stars1 month ago
Amy’s place is just wonderful! She is a great host, and we felt so comfortable staying. The home was clean and quiet and had all the necessities to stay for a week. We will be back!
Guest favorite

Home in Conway

4.91 out of 5 average rating, 89 reviews

Downtown North Conway– 2 min drive to Mt Cranmore!

KarenRating, 5 stars1 month ago
This house is in a terrific location! We were a ten minute drive to Attitash and could walk to everything in the downtown. The rooms are spacious and the house is well stocked. Lisa is a great communicator and very helpful host. We would stay here again when in North Conway.
Guest favorite

Home in Carroll

4.93 out of 5 average rating, 153 reviews

Cozy Townhouse: Bretton Woods Mt. Washington Place

HoumanRating, 5 stars4 weeks ago
Beautiful place. Very roomy, 5 star. Plenty of space for everyone, nice mountain view. Host was great, very attentive and provided everything necessary for your comfort. We would stay there again.
Guest favorite

Home in Jackson

4.98 out of 5 average rating, 52 reviews

The Sommet-Magical Views- Main house+Guest cottage

DavidRating, 5 stars1 week ago
Great place to stay. Beautiful views of Mt Washington summit and other mountain tops. This property is up high so the views are spectacular. The place is very clean, efficient and roomy. I may have missed it on the listing but the third bedroom is in another building. A very nice unit though we all wanted to stay together in the same house and we did. Open floor plan, fire place, great kitchen, just a really nice, clean and very well located place to stay. Lots to do in Jackson and North Conway!!!
Guest favorite

Home in Harrison

5 out of 5 average rating, 6 reviews

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

JasonRating, 5 stars3 months ago
This is place is a gem. The lake is beautiful and the beach is very private. The house has a nice layout and is both spacious and cozy. This was our second year staying here and we plan to come back again! Dina is very responsive and great to work with.
Guest favorite

Apartment in Northfield

4.96 out of 5 average rating, 75 reviews

The Lady Grand at Northfield

IshwaryaRating, 5 stars3 months ago
It’s a beautiful 2 bedroom apartment.. had lot of local recommendations.. curated very well with many intricate details inside the house.. had all the necessary amenities for a short as well as long stay. It’s located in a beautiful location with access to all major attractions.. it was very comfortable at this place.
Superhost

Townhouse in Old Orchard Beach

4.89 out of 5 average rating, 9 reviews

Unit 3 Getaway - Perfect for Families!

DanielleRating, 5 stars6 months ago
Perfect size for our family of 4. Location to the beach was a short walk across the street. Kitchen was modern and clean. The beds were comfortable. Pillows were available to use but we brought ours from home. Two bathrooms are always a plus with two teenage girls, only request from them was a full length mirror in the 2nd bedroom to check out their outfits. Owner reached out during our stay to check in and see if everything was going well. Very thoughtful. Would highly recommend a stay here.
Guest favorite

Home in Bethel

5 out of 5 average rating, 57 reviews

Dream Vacation Home - Full Amenities & Hot Tub

MaryRating, 5 stars2 weeks ago
It was great to be back at the Bingham house! The home itself is beautiful, historical, family orientated and clean with lots to do! My family and I have enjoyed staying here more than once and would highly recommend to anyone. We had a few maintenance issues that needed taken care of upon arrival but nothing that would deter us from staying again in the future. Thanks Erin!

Popular amenities for Sugarloaf vacation rentals

Other great vacation rentals in Sugarloaf

Guest favorite

Home in Scarborough

4.94 out of 5 average rating, 50 reviews

Gorgeous 4 BR home with HOT TUB

NathanRating, 5 stars3 weeks ago
Great place with lots of room. Everything you would need and not a bunch of clutter and stuff you don’t need. Good space, enjoyed the hot tub, family room, and had the ability to really spread out.
Superhost

Home in Tamworth

4.82 out of 5 average rating, 94 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

MargaretRating, 5 stars1 week ago
We had a wonderful stay in the woods. The house was beautiful and comfortable and Miriam was very helpful and responsive. The hot tub was a highlight! Highly recommend this wonderful home.
Guest favorite

Apartment in Bartlett

5 out of 5 average rating, 19 reviews

Large Family Apartment

JohnRating, 5 stars1 month ago
Kevin was a great host! Super easy to check in!
Guest favorite

Home in Gray

4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars1 month ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Superhost

Cabin in Bartlett

4.92 out of 5 average rating, 179 reviews

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars4 weeks ago
We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.
Superhost

Townhouse in Bartlett

4.84 out of 5 average rating, 103 reviews

Spacious Mountain Getaway-Cranmore,Atitash,Wildcat

LeeRating, 5 stars1 month ago
Couldn't ask for a better host. Julia and Peter were very responsive, friendly, accommodating. Great spot for a family of 8 celebrating their first Thanksgiving away from home. Everything is so close and convenient, markets, restaurants, shopping center, skiing, beautiful scenery within minutes of driving. Will definitely be back and definitely recommend this spot for others to enjoy. Thank you so much for everything Julia/Peter
Superhost

Home in Freedom

4.9 out of 5 average rating, 89 reviews

Our Mountain Retreat – Lake Ossipee Access

CadejiaRating, 5 stars2 months ago
Paula house was very big and spacious. My family loved it and we enjoyed our family time. Thank you and until next time
Guest favorite

Apartment in Old Orchard Beach

5 out of 5 average rating, 50 reviews

Horizon View Hideaway with Deck

ReneeRating, 5 stars3 months ago
The house is beautiful and very comfortable. We had everything we needed. The host was very friendly and responsive. We would definitely stay there again.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Oxford County
  5. Brownfield
  6. Sugarloaf