Pleasant Pond Vacation Rentals

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Vacation Rentals in Pleasant Pond

Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Property grounds
Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
10.0 out of 10, Exceptional, (66)
"Not only was the space perfect, but the owners made it that much better. Across the street there is a creek that is so fun to play in. They have an outdoor cooking area that protects you from weather but is so much fun to cook on. The screen room is for games and the humming birds are so silly to watch. There is a fire pit outside and an abundance of nature. The outdoor shower is relaxing too. The beds are so comfy and you have everything you need inside that place. We will be coming back here,...
The price is $100
$164 total
includes taxes & fees
Jul 8 - Jul 9
Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Updated retreat minutes from Sugarloaf
Fridge, microwave, stovetop, coffee/tea maker
Updated retreat minutes from Sugarloaf
9.0 out of 10, Wonderful, (4)
"It was an enjoyable stay, only ten minutes away from sugar loaf. The apartment was clean and very comfortable."
Updated retreat minutes from Sugarloaf
Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access
Smart TV
Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access
9.4 out of 10, Exceptional, (6)
"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
Remote, off-grid island cabin in The Forks.
Property grounds
Remote, off-grid island cabin in The Forks.
10.0 out of 10, Exceptional, (1)
"This Caribou Island cabin was perfect for an end of summer getaway for my kids (13 and 11) and me. The highlight for us was the location--nestled in the trees right on the lake, but completely private. I can't say enough about how beautiful the property is. The bedrock protrudes through a thin cover of soil and is covered with a variety of lichen and moss that is absolutely gorgeous. Wintergreen covers much of the property too, which we used to make delicious tea to warm us after fishing in the...
Remote, off-grid island cabin in The Forks.
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!
Property grounds
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!
10.0 out of 10, Exceptional, (96)
"Found the cabin on the second try, it’s hidden in plain sight, right off the road. Hosts provided welcoming touches like a personal sign and flowers. It’s a basic setup much like camping and we brought some basic kitchen stuff and lighting devices, which helped. The stream was full and flowing fast and loud, but subsided over time. One night it rained and the tin roof was like a drum, making sleep tough, wished I had brought a tent for that situation. The site is level and spacious. Firewood,...
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!
Condo - Carrabassett Valley - Sugarloaf
Free WiFi, bed sheets
Condo - Carrabassett Valley - Sugarloaf
9.8 out of 10, Exceptional, (20)
"Zack is an amazing host! He did not raise his prices for the eclipse! So decent! The place was absolutely perfect! We could not have asked for anything better! We hope to stay at his condo again and give it our highest recommendation!"
Condo - Carrabassett Valley - Sugarloaf
Charming renovated Bank building direct access for ATV/ snowmobiles
Outdoor dining
Charming renovated Bank building direct access for ATV/ snowmobiles
9.0 out of 10, Wonderful, (13)
"Nice open living area. Terrific appliances. Lots of water pressure in shower. Cool safe in the basement. On a main roadway, noisy at night for light sleepers. Surrounding area outside could be spruced up a bit. Grill needed gas. Overall, enjoyed our stay very much."
Charming renovated Bank building direct access for ATV/ snowmobiles
Cozy cabin with fireplace - walk to town pool and Maine Trails & Huts
Fridge, microwave, oven, stovetop
Cozy cabin with fireplace - walk to town pool and Maine Trails & Huts
9.0 out of 10, Wonderful, (2)
Cozy cabin with fireplace - walk to town pool and Maine Trails & Huts
Cottage on the Kennebec
Property grounds
Cottage on the Kennebec
10.0 out of 10, Exceptional, (57)
"Great property to relax by the fire pit or kayak down the river. Property Hosts were very cordial and accommodating. How hard working they are! Very clean and cozy. No complaints whatsoever! Hope to return again. The Smith's - Minnesota"
Cottage on the Kennebec
Kennebec Riverside Cabins
Standard Cabin, 2 Bedrooms, River View | Individually furnished, bed sheets
Kennebec Riverside Cabins
4.5 star property
7.4 out of 10, Good, (3)
"The cabins were located right on the river with amazing view peaceful and quiet. What a great place to stay too get away from all the hustle and bustle 0f big city’s. "
The price is $281
$306 total
includes taxes & fees
Jun 17 - Jun 18
Kennebec Riverside Cabins
Outdoor paradise in The Forks, Maine! Direct ITS access
Exterior
Outdoor paradise in The Forks, Maine! Direct ITS access
10.0 out of 10, Exceptional, (2)
"Direct access to snowmobile trails, awesome house and place to stay. Had a great weekend! Hoping to own a place just like this up there someday."
Outdoor paradise in The Forks, Maine! Direct ITS access
Cozy, dog-friendly cabin with woodstove - steps to trails, minutes to Sugarloaf
Property grounds
Cozy, dog-friendly cabin with woodstove - steps to trails, minutes to Sugarloaf
10.0 out of 10, Exceptional, (4)
"This was a very nice stay in a cute cabin near Sugarloaf. We were 6 minutes from the main access road, very convenient. Great kitchen and other amenities. Thanks for renting it to us, we will try and book it again next ski season."
Cozy, dog-friendly cabin with woodstove - steps to trails, minutes to Sugarloaf
Off-Grid Cabin, 25 Acres, Firepit, Trails, Dogs Ok
1 bedroom, internet, bed sheets
Off-Grid Cabin, 25 Acres, Firepit, Trails, Dogs Ok
10.0 out of 10, Exceptional, (3)
"Excellent off grid cabin. Very quiet almost remote feel within 10 mins of Bingham. Property was awesome. Running stream, firepit. The cabin itself is practically new, and being off grid amd cloudy we did need the generator a bit, but it is sheltered by another building and when you have it running you do not hear it AT ALL! Perfect setup for an off grid situation. Highy recommend and will definitely be back!!"
Off-Grid Cabin, 25 Acres, Firepit, Trails, Dogs Ok
Fox Quarry Lodge (Direct ATV and Snowmobile Trail Access!)
Fridge, microwave, oven, stovetop
Fox Quarry Lodge (Direct ATV and Snowmobile Trail Access!)
Fox Quarry Lodge (Direct ATV and Snowmobile Trail Access!)
Moose Alley (Direct ATV and Snowmobile Trail Access!)
Fridge, microwave, stovetop, coffee/tea maker
Moose Alley (Direct ATV and Snowmobile Trail Access!)
Moose Alley (Direct ATV and Snowmobile Trail Access!)
Studio Riverside in Kennebec
Studio Riverside in Kennebec
10.0 out of 10, Exceptional, (35)
"Cozy spot that had everything we needed. Highly recommend!!. Thank you Mike and Kim for prov I deding such a beautiful space for us"
Studio Riverside in Kennebec
Moosehead State of Mind (Direct ATV/Snowmobile Access)
Fridge, microwave, oven, stovetop
Moosehead State of Mind (Direct ATV/Snowmobile Access)
Moosehead State of Mind (Direct ATV/Snowmobile Access)
Heaven on the River (Direct ATV/Snowmobile Trail Access!)
Property grounds
Heaven on the River (Direct ATV/Snowmobile Trail Access!)
8.0 out of 10, Very Good, (3)
"Great place right on the trail"
Heaven on the River (Direct ATV/Snowmobile Trail Access!)
Caddis Ridge Camp - West Forks
Private kitchen
Caddis Ridge Camp - West Forks
Caddis Ridge Camp - West Forks
Modern Home in Carrabassett Valley
Fridge, microwave, oven, stovetop
Modern Home in Carrabassett Valley
Modern Home in Carrabassett Valley
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See all available properties in Pleasant Pond
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.

Other types of properties in Pleasant Pond you may be interested in

Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Property grounds
Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
10.0 out of 10, Exceptional, (66)
"Not only was the space perfect, but the owners made it that much better. Across the street there is a creek that is so fun to play in. They have an outdoor cooking area that protects you from weather but is so much fun to cook on. The screen room is for games and the humming birds are so silly to watch. There is a fire pit outside and an abundance of nature. The outdoor shower is relaxing too. The beds are so comfy and you have everything you need inside that place. We will be coming back here,...
The price is $100
$164 total
includes taxes & fees
Jul 8 - Jul 9
Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Inn By The River
Exterior
Inn By The River
2.5 star property
9.4 out of 10, Exceptional, (74)
"It was very comfortable!"
The price is $161
$175 total
includes taxes & fees
Jun 16 - Jun 17
Inn By The River
Well accommodated lakeside lodge with ITS trail access near West Forks, Maine.
Terrace/patio
Well accommodated lakeside lodge with ITS trail access near West Forks, Maine.
10.0 out of 10, Exceptional, (1)
"This place was like a lottery dream home if you love the outdoors. Huge and spacious in every aspect - bedrooms, shared space, bathrooms, MASSIVE deck looking right out at the Kennebeck River, and lots of land to walk around the shore line. It is very much a hunting themed lodge but we were there for rafting, which is about 3 minutes away. Everything was modern and updated and the owner was responsive to all questions. We are planning another trip we were so happy with it."
Well accommodated lakeside lodge with ITS trail access near West Forks, Maine.
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.

Everything you need to know about Pleasant Pond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Pond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Pond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasant Pond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasant Pond rentals

At Expedia, we put the best Pleasant Pond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasant Pond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Pond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Pond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Pleasant Pond?

Yes, we offer vacation rentals close to well known attractions in Pleasant Pond, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Pleasant Pond?

Charming renovated Bank building direct access for ATV/ snowmobiles: Visitors like this Pleasant Pond vacation home rental. It is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Pleasant Pond?

While you're exploring the area, Appalachian Trail and Moxie Falls are a couple of picturesque spots to get outside and enjoy nature. Moxie Pond and Big Indian Pond are a couple of places you'll find in the larger area.

What are vacation rentals like in Pleasant Pond?

Vacation rentals are private properties you can reserve for a couple days or more in Pleasant Pond. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.

Recent reviews of Pleasant Pond properties
Expedia verified reviews

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

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

5/5 Excellent
The very best stay
"Not only was the space perfect, but the owners made it that much better. Across the street there is a creek that is so fun to play in. They have an outdoor cooking area that protects you from weather but is so much fun to cook on. The screen room is for games and the humming birds are so silly to watch. There is a fire pit outside and an abundance of nature. The outdoor shower is relaxing too. The beds are so comfy and you have everything you need inside that place. We will be coming back here, again. & again and again. This place was exactly what I needed to clear my headspace. I’m so glad I did. My kiddos loved it also. They have sheep and chickens. They have wilderness for days and everyone had an absolute blast! Thank you so so much!"
A verified traveler stayed at Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Posted 2 weeks ago
Quiet rural cabin in Maine near Bigelow Preserve, Flagstaff Lake and Sugarloaf