Vacation rentals in Pleasant Pond

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Top-rated vacation rentals in Pleasant Pond

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Guest favorite

Apartment in Greenville

4.92 out of 5 average rating, 168 reviews

Evergreen - Apartment in Downtown Greenville

2nd Floor Apartment in Downtown Greenville with direct ATV and snowmobile access. Hiking, skiing, fishing, hunting all within a short drive. If you are a boater, there is a boat ramp one street over. When you aren't out exploring the north woods take a walk into town for breakfast, lunch, dinner and shopping! Located in the east cove, this apartment puts you in the middle of all the action! Especially during Fly-In and 4th of July celebrations, don't worry about parking since you're a walk away!

May 31 – Jun 7

G$30,128 GYD per night

Guest favorite

Cabin in New Portland

4.94 out of 5 average rating, 118 reviews

Cozy two-bedroom cabin on Lemon Stream

Relax at this unique, conveniently situated 2 bedroom cabin located on Route 27 between Farmington (15 miles) and Kingfield (7 miles). For winter skiing and summer activities as well, Sugarloaf is just 30 minutes away. The cabin is just off the main road to minimize weather issues. Lemon Stream runs through the property and you can go fishing and explore the 3 acre woodland. Nicely furnished with new appliances, a new hot tub, and all the amenities, this little cabin is the perfect getaway!

Jan 29 – Feb 5

G$37,218 GYD per night

Guest favorite

Apartment in Kingfield

4.97 out of 5 average rating, 286 reviews

On The River 2

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Mar 8 – 15

G$22,618 GYD per night

Guest favorite

Cabin in Moscow

4.91 out of 5 average rating, 133 reviews

Cozy Cabin Steps from Wyman Lake

Small camp located on Wyman Lake in Moscow, Maine. Perfect for a couple, can fit 3 people okay, 4 people will be very cozy! Perfect spot for Winter activities! Walk steps to the lake and enjoy ice fishing or hit the local trails for snowmobiling, hiking, snowshoeing and skiing. We have WiFi but because of our location it is very slow and spotty. We are located right off of RT 201, There are two other cabins on our property so this is not a secluded camp deep in the woods.

Oct 15 – 22

G$33,558 GYD per night

Guest favorite

Apartment in Caratunk, Maine, US

4.99 out of 5 average rating, 104 reviews

Caratunk Waterfront Studio

Beautiful Riverside Studio/above garage apartment, private, remote, semi-secluded. Located on the Kennebec river. A roomy studio feet from the river's edge. We have snowmobile trail access, and we're located next to the Appalachian Trail. We are surrounded by woods and bordered by a crystal clear stream. If you're into the outdoors this is the place for you. Hiking, biking, fishing, snowmobiling, cross country skiing, snowshoeing, whitewater rafting right outside your door.

Jul 13 – 20

G$33,707 GYD per night

Guest favorite

Home in West Forks

4.98 out of 5 average rating, 100 reviews

River House in West Forks trail access ITS 86 & 87

The River House is located in downtown West Forks near Berry's Store. Plenty of room for snowmobile trailer parking and a huge backyard right on the Dead River. Intersection of ITS 86 and 87 across the street, easy trail access. Six restaurants within five miles, also accessible by trails. All new bedding, mattresses, appliances, and furniture. Summertime- Close to whitewater rafting, hiking trails, & fishing. Big backyard great for lawn games, fire pit for nightly campfires.

Mar 12 – 19

G$125,379 GYD per night

Guest favorite

Cabin in Greenville

4.95 out of 5 average rating, 106 reviews

Maine Northwoods Log Cabin (Lambertson)

The Lambertson cabin is a rustic log cabin on the north shore of Wilson Pond. It’s a family cabin, so we appreciate your efforts to treat it as your own. It does not have electricity but has gas lights, refrigerator, stove, and hot water heater. Inside the cabin you will find a small leather-covered spiral notebook, which explains with pictures how light the gas lights, etc. Everything should be up and running when you get there, so you'll just have to light the lights.

Jun 11 – 18

G$27,871 GYD per night

Guest favorite

Cabin in Moose River

4.85 out of 5 average rating, 145 reviews

Moose River Camp

The cabin has one bedroom with a king size bed, large living area with the most lovely fireplace, small well equipped kitchen and bathroom. It sleeps 3-4 comfortably. There is a queen sized pull out sofa. The cabin is in Moose River, next to Jackman, the area one of the best places to snowmobile in the country. Trails are accessible right from the cabin. The perfect place for snowmobiling, ATV, fishing, hunting, relaxing and hibernating. Perfect sportsman cabin.

Aug 28 – Sep 4

G$20,602 GYD per night

Guest favorite

Cabin in Freedom, Maine, US

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, and swim, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Dec 14 – 21

G$17,161 GYD per night

Guest favorite

Cabin in Bingham

4.98 out of 5 average rating, 50 reviews

EcoCabin, for 2-4, 90 mi view

Overlooking the hardwood forests of Upper Kennebec Valley, views to 90 miles, is Eagles Perch. This modern rendition of the classic Maine cabin leverages a magnificent setting: an optimal experience for the discerning outdoor enthusiast! View from bed, observatory, porch, campfire area. Off-grid Solar on 105 acres. Walking trails (and Moose) on property & ATV trails right up the rd. Secluded & quiet. Stunning night skies, near zero light pollution.

Jan 2 – 9

G$27,487 GYD per night

Guest favorite

Cottage in Sebec

5.0 out of 5 average rating, 110 reviews

Cozy All-Season Cottage on Sebec Lake in Maine

My little red Lake Cottage is located on pristine Sebec Lake in Piscataquis County in the middle of Maine. Small and cozy with combined kitchen + dining room , 2 bedrooms, sitting room, bathroom and deck overlooking the lake. Enjoy the beautiful sunsets and lake wildlife - and it is only about 15 minutes from Dover-Foxcroft with various shops and quaint eateries. I am only 30 minutes away and will be available if you have any questions!

Feb 27 – Mar 6

G$27,348 GYD per night

Guest favorite

Cabin in Phillips

4.93 out of 5 average rating, 163 reviews

Stream-side mountain retreat

This attractively renovated camp in the High Peaks region of western Maine is the perfect place to get away and unplug. Surrounded by conservation land, the camp is airy and bright, with views opening onto woods and stream, and is well screened. Solar panels provide water and electricity. There's limited satellite internet service for emailing and texting, and sometimes phone through wifi, depending on your service provider.

Dec 28 – Jan 4

G$38,089 GYD per night