Holiday houses in Sugarloaf

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

Jo-AnnRating, 5 stars6 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.

4.89 out of 5 average rating, 203 reviews

Condo in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

AshleyRating, 5 stars6 days ago

I had a wonderful stay at this cozy Airbnb. The location was perfect, right in the heart of downtown, so it was super convenient to walk to shops, restaurants, and everything else we wanted to see. We also loved that it was dog friendly, which made our trip even better. The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making check-in a breeze. Highly recommend!

4.83 out of 5 average rating, 114 reviews

Home in Conway

A Large Vacation Home with hot tub, game room +

DeirdreRating, 5 stars2 months ago

Beautiful spacious home for a large group. Beds were very comfortable and we all had a great time in the game room and hot tub. Very convenient location. Note: there are very few kitchen basics- remember to pack trash bags, cleaning products, paper towels, plastic wrap, cooking oil, etc

4.98 out of 5 average rating, 330 reviews

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

WarrenRating, 5 stars2 weeks ago

Hillary's place was a wonderful place to stay for a cozy weekend getaway. It felt very homey with personal touches. We were here during a little snowstorm so we didn't spend any time outside but the yard and private deck were really nice. We had some troubles with the hot water but Hillary was very responsive and helpful! We would definitely stay here again.

4.94 out of 5 average rating, 125 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

Elena MorozovaRating, 5 stars1 week ago

Very nice place . We came off season and still had a great time . View is absolutely beautiful and our favourite restaurant “ Bob’s seafood “ we visited everyday . Host helped with all questions right away . We differently come back here during summer time .

4.98 out of 5 average rating, 54 reviews

Home in Jackson

The Sommet-Magical Views- Main house+Guest cottage

ChrisRating, 5 stars1 month ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

4.98 out of 5 average rating, 87 reviews

Cottage in Hill

The red house

MeganRating, 5 stars1 month ago

Great location close to Ragged Mountain for winter sports. Comfortable home, lots of beds for kids (wish the homes we had stayed in when our kids were little were as well stocked with toys and a fun toddler bed!) Also loved that the pantry was stocked-we unexpectedly got to have fresh baked muffins with breakfast.

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Other great holiday rentals in Sugarloaf

4.93 out of 5 average rating, 57 reviews

Home in Scarborough

Gorgeous 4 BR home with HOT TUB

HeatherRating, 5 stars2 weeks ago

My only complaint which is very minor would be the floors were a bit dirty, perhaps from sand or salt when we arrived. The only other thing would be that the heat was a little finicky and the thermostats were a bit confusing. It was either too hot or too cold. But overall the place was amazing and we all enjoyed our stay!! Thank you very much!!

4.92 out of 5 average rating, 13 reviews

Cabin in Greenwood

All seasons Lake House next to ski areas

GeorgeRating, 5 stars6 months ago

Had a great stay at the cabin. The lake and surrounding mountains are beautiful. Lake was fun to fish off dock and using canoe. Nearby town Bethel has a few nice restaurants and there are a number of easily accessible day hiking spots nearby. The beds are super comfortable as well. Overall a great stay!

4.82 out of 5 average rating, 96 reviews

Home in Tamworth

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

ShaunaRating, 5 stars2 months ago

The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

5 out of 5 average rating, 22 reviews

Apartment in Bartlett

Large Family Apartment

KarenRating, 5 stars1 month ago

Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

4.97 out of 5 average rating, 63 reviews

Home in Gray

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months 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.

4.92 out of 5 average rating, 179 reviews

Cabin in Bartlett

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars3 months 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.

4.85 out of 5 average rating, 105 reviews

Townhouse in Bartlett

Spacious Family Vaca Storyland*Saco*Close to all!

JoanneRating, 5 stars1 month ago

Great place to stay. The basement space for the kids is great, they each had their own bedroom but could hang in the common space. Golden Tee was a HIT! Centrally loacated to multiple ski mountains. Plenty of room to spread out and get comfortable!