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Pleasant Ridge Vacation Rentals

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Browse Select Pleasant Ridge Vacation Homes

Our top choices for Pleasant Ridge vacation homes

Welcome Outdoor Enthusiasts! Atv and snowmobile access

10.0 out of 10, Exceptional, (17)
"Easy to extend the stay if you want"
Welcome Outdoor Enthusiasts! Atv and snowmobile access

Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! Now w-Wifi!

2.0 star property
9.6 out of 10, Exceptional, (17)
"Great place for a little get-a-way. Nice private location. No WIFI available so that made it a little inconvenient but overall a nice place to stay. "
Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! Now w-Wifi!

Sugarloaf West Mountain Summit Lodge

9.2 out of 10, Wonderful, (47)
"This was the second time I've stayed at Jill's with my family and we had a great time! Plenty of space for our group!"
The price is CA $1,058
CA $1,768 total
includes taxes & fees
Aug 25 - Aug 26
Sugarloaf West Mountain Summit Lodge

Charming renovated Bank building direct access for ATV/ snowmobiles

9.0 out of 10, Wonderful, (14)
"Great place for an old bank. Only down side was no electrical outlets in the bathroom or toilet closet. Very convenient location for our needs"
The price is CA $124
CA $234 total
includes taxes & fees
Aug 26 - Aug 27
Charming renovated Bank building direct access for ATV/ snowmobiles

Carrabassett River Retreat

10.0 out of 10, Exceptional, (3)
"This place is stunning- great location very lucky to have stayed here"
Carrabassett River Retreat

Caddis Ridge Camp - West Forks

9.2 out of 10, Wonderful, (5)
"Great location for hunting "
Caddis Ridge Camp - West Forks

Spacious 4-bedroom house w/Hot Tub near Sugarloaf with WiFi, bonus room and more

10.0 out of 10, Exceptional, (4)
"House was great for a group of people. Great set up for skiers. Location great, just a short drive to the mountains. "
Spacious 4-bedroom house w/Hot Tub near Sugarloaf with WiFi, bonus room and more

Luxury Ski In/Out Town Home w/Mtn Views & Hot tub!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great condo, didn't disappoint. A little early in the season so no ski in /out, but the hot tub was amazing"
Luxury Ski In/Out Town Home w/Mtn Views & Hot tub!

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

9.6 out of 10, Exceptional, (69)
"We had an awesome experience and vacation. Quiet, peaceful, beautiful scenery. The house was so unique with so much charm. We had beautiful weather. The water was clear and warm. Our boxer and frenchie had a blast running around and swimming. My family feels truly blessed this house was shared with us to enjoy:). Thank you!!!!"
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

10-acre Cabin Escape

10.0 out of 10, Exceptional, (3)
"Great house, great host, great property manager. No complaints, will definitely book again when we are in the area "
10-acre Cabin Escape

Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access

9.0 out of 10, Wonderful, (7)
"Our family had a great stay. The home is clean, cared for and comfortable. Great proximity to Sugarloaf. We would book again. Prep communication ahead of time. Not a fault of the owners, just a result of the service in the Sugarloaf area. We enjoyed going off the grid for a few days! Thanks so much for a wonderful stay!"
Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access

Large on mountain home with sauna, easy slope access

10.0 out of 10, Exceptional, (2)
"Great property! Lots of room to spread out for families. Short walk to the trails, lifts and base lodge. High end finishes in the kitchen and spacious wet area entry for all the gear with heater to dry everything for the next day. Wood stove was wonderful and warms the second floor bedrooms perfectly. No need for the electric heat. Will definitely be returning to this property for another, hopefully much longer stay!"
Large on mountain home with sauna, easy slope access

Sugarloaf Area/ Spectacular Upscale Log Home

9.6 out of 10, Exceptional, (51)
"Frank was a great host! Beautiful location "
Sugarloaf Area/ Spectacular Upscale Log Home

Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome

2.0 star property
10.0 out of 10, Exceptional, (9)
"Clean and peaceful, perfect stay for after our wedding."
Cozy Country Home - Sportsman & Outdoor Enthusiasts Welcome

Expansive Getaway with Mountain Views, Hot Tub, Home Theater & Game Room

9.0 out of 10, Wonderful, (16)
"Great place for a ski trip with friends."
Expansive Getaway with Mountain Views, Hot Tub, Home Theater & Game Room

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

10.0 out of 10, Exceptional, (2)
"The property was very clean & in a quiet area. Very comfortable & inviting."
The price is CA $200
CA $249 total
includes taxes & fees
Sep 23 - Sep 24
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Pet-Friendly Home in a Quiet Neighborhood Near Sugarloaf Mountain

10.0 out of 10, Exceptional, (56)
"Fantastic experience!"
Pet-Friendly Home in a Quiet Neighborhood Near Sugarloaf Mountain

Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH

10.0 out of 10, Exceptional, (31)
"Home was warm, cozy and very welcoming. Hosts were friendly and very accommodating. Can’t wait to visit again! Highly recommend!"
Peaceful, Cozy Getaway - Near Skiing, fishing, snowmobiling, ATV, UMF, FMH

Overlook House w/ Panoramic Views - Sleeps 8, Rafting, Hiking, ATV Trails Access

Overlook House w/ Panoramic Views - Sleeps 8, Rafting, Hiking, ATV Trails Access

Carrabassett Wheelhouse ~ Mountain Bike Inspired River-front Home

10.0 out of 10, Exceptional, (28)
"Very nice place right on the river. The kitchen and bathroom had everything we needed, the bedroom spaces were more than ideal, outdoor space was amazing and the stereo+CD collection an A+. Our family had a really good stay, will definitely come back!"
Carrabassett Wheelhouse ~ Mountain Bike Inspired River-front Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Ridge Hotel Reviews