Pleasant Ridge Vacation Rentals

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Our top choices for Pleasant Ridge vacation rentals

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (116 reviews)
"Great hosts, remote spot, fully packed cabin with everything you need and very neat. Thank you "
Canada
Pierre
The price is CA $160
CA $250 total
includes taxes & fees
Apr 16 - Apr 17
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.2 out of 10, Wonderful, (5 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is CA $169
CA $214 total
includes taxes & fees
Apr 3 - Apr 4
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
The price is CA $169
CA $214 total
includes taxes & fees
Apr 3 - Apr 4
Spacious modern living in a quite neighborhood

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
Carrabassett Valley
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful property in great condition located in a quiet, awesome area. Highly recommend! "
United States
Scott M.
The price is CA $624
CA $1,124 total
includes taxes & fees
Apr 6 - Apr 7
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.
Strong
9.4 out of 10, Exceptional, (138 reviews)
"Nice little cottage at a good price, thank you! "
United States
Jacob Z.
The price is CA $148
CA $192 total
includes taxes & fees
Apr 27 - Apr 28
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Sugarloaf West Mountain Summit Lodge

Sugarloaf West Mountain Summit Lodge
Sugarloaf
9.4 out of 10, Exceptional, (55 reviews)
"We had a great stay! Perfect place to spend with family hanging out by the fireplace and skiing. Easy ski in/out or take the snow bus. "
United States
Clare S.
The price is CA $1,061
CA $1,797 total
includes taxes & fees
Apr 8 - Apr 9
Sugarloaf West Mountain Summit Lodge

Cozy mountain retreat near Skiing, Hiking, and Biking!

Cozy mountain retreat near Skiing, Hiking, and Biking!
Kingfield
The price is CA $833
CA $1,037 total
includes taxes & fees
Apr 5 - Apr 6
Cozy mountain retreat near Skiing, Hiking, and Biking!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (10 reviews)
"Great location to stay at for whitewater rafting with the family. Property was as described with plenty of space for everyone to relax after being outdoors all day. "
United States
Audra S.
The price is CA $135
CA $479 total
includes taxes & fees
Apr 6 - Apr 7
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Summit Haus - Golf & Liftside Penthouse!

Summit Haus - Golf & Liftside Penthouse!
Carrabassett Valley
9.4 out of 10, Exceptional, (8 reviews)
"Enjoyed the comfy accommodations. Terrific having the washer/dryer after hiking each day. "
United States
Patricia W.
The price is CA $268
CA $634 total
includes taxes & fees
Apr 30 - May 1
Summit Haus - Golf & Liftside Penthouse!

Steps to Lifts! Upscale Village Condo

Steps to Lifts! Upscale Village Condo
Carrabassett Valley
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location. Great communication and accommodations."
United States
Ruth D.
The price is CA $362
CA $708 total
includes taxes & fees
Apr 29 - Apr 30
Steps to Lifts! Upscale Village Condo

Sugarloaf - Walk to Base, MTB & Golf Minutes Away

Sugarloaf - Walk to Base, MTB & Golf Minutes Away
Carrabassett Valley
10.0 out of 10, Exceptional, (8 reviews)
"Our stay here was wonderful. The condo is very spacious, clean, organized and had everything we needed and then some. Steps to whiffletree made taking the scenic lift ride easy. We were able to just walk to the base lodge and all surrounding restaurants on mountain. Perfect location! Beautiful space. We will definitely be back."
United States
Ashley P.
The price is CA $824
CA $1,458 total
includes taxes & fees
Apr 16 - Apr 17
Sugarloaf - Walk to Base, MTB & Golf Minutes Away
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

Find out more about Pleasant Ridge

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pleasant Ridge. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Pleasant Ridge?

Yes, we have vacation rentals close to well known points of interest in Pleasant Ridge, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Pleasant Ridge has to offer?

Carrabassett River Retreat: This vacation home rental outside of Pleasant Ridge offers a fireplace, a patio, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What can I see and do in Pleasant Ridge?

Kennebec River and Wyman Lake are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Appalachian Trail and Embden Pond.

What are vacation rentals like in Pleasant Ridge?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Pleasant Ridge. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.