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Compare 93 Cottages in Greenwood with updated reviews, rates, and availability.

Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

9.6 out of 10, Exceptional, (12)
"Bright and sunny, just as advertised. The kitchen could use a few more supplies but overall a good spot. We would book again. "
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

Hartford Cottage w/ Private Beach on Bear Pond!

8.4 out of 10, Very Good, (27)
"Adequate. Pretty pond."
Hartford Cottage w/ Private Beach on Bear Pond!

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)

10.0 out of 10, Exceptional, (17)
"We really enjoyed our stay. Close to Bethel and Sunday River skiing. The house was very comfortable. Good heat, hot water. Well stocked kirchen and bathroom.Fenced yard for our dogs was great. We had snow when we were there and the plow came and took care of it.. We were very happy with everything!"
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)

Water Front Cape Style Cottage

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable. Even though it was just my husband and I staying there we had some folks drop in the celebrate my fathers 90th birthday and it was very accommodating. Very well stocked kitchen and the bed we slept in was very comfortable. Would love to be able to stay there in the summer but it is completely booked and I can understand why. Camps are far enough apart that you feel that you have privacy. Water was crystal clear. Have absolutely no complaints. Thank you Russ for...
Water Front Cape Style Cottage

Charming Lovell Cabin - 7 Mi to Kezar Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin is charming in a quintessential Maine setting. Thank you for your hospitality! "
Charming Lovell Cabin - 7 Mi to Kezar Lake!

Winter on North Pond! Ski Sunday River/Mt Abram

9.8 out of 10, Exceptional, (10)
"The property was accommodating and comfortable with a homey vibe… we had a great time "
Winter on North Pond! Ski Sunday River/Mt Abram

Newly renovated 4-bedroom cottage, directly on Highland Lake

2.0 star property
Newly renovated 4-bedroom cottage, directly on Highland Lake

Cozy Thompson Lake Cabin w/ Boat Dock & Launch

3.0 star property
10.0 out of 10, Exceptional, (1)
"We loved this property My grandson didn’t want to leave kayaks fishing ABoys dream!!!"
Cozy Thompson Lake Cabin w/ Boat Dock & Launch

Lakeside cottage with boats, grill, firepit, pet and Kid Friendly

9.6 out of 10, Exceptional, (20)
"This dog friendly 2BR cottage is right on crystal clear Tripp Lake, with a large screened in porch/family room. It is small but very well appointed and maintained. The weekend we were there it was very quiet, and we had the beach to ourselves. Enjoyed kayaking, hiking nearby, and hearing the loons daily. Owners and manager were very thoughtful and responsive. Highly recommend!"
Lakeside cottage with boats, grill, firepit, pet and Kid Friendly

Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard

10.0 out of 10, Exceptional, (39)
"Beautiful property on the lake. Well stocked and clean. We had a great stay!"
Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard

Kezar Lake Waterfront Cottage + Guest House Boats Sandy Beach Dock AC Dog OK

10.0 out of 10, Exceptional, (38)
"Everything was wonderful about our stay. One of the best rentals we have had over the years, and Janet has thought of everything, and the house is so very clean. The location cannot be beat with the waterfront, the dock and the swimming raft and loved having the boats available to us. Kitchen is well stocked and strong wifi (for those of us who had to do a little work while away). We didn't get a chance to watch the movies she has stocked, but there were a bunch of our favorites. Thank you for...
Kezar Lake Waterfront Cottage + Guest House Boats Sandy Beach Dock AC Dog OK

Private Island w/ 2 Cottages on Kezar Lake!

10.0 out of 10, Exceptional, (5)
"We spent a week on Sheep Island in July 2024. We loved it. The accommodations were beautiful, the kitchen well enough equipped, the beds comfortable, the lake clean and the view amazing. We had 2.5 days of rain so were glad for the games and puzzles available. I think it would have been nice to have a clothesline for the swimming towels to dry. The chairs in the main area were about the only thing we would change. With the amount of rain, we were stuck inside but not very comfortably. ...
Private Island w/ 2 Cottages on Kezar Lake!

Lakefront cabin with spectacular sunsets included

9.8 out of 10, Exceptional, (10)
"We have been renting on Long Lake for many years and were so happy that we found this cottage for our family this year. The cottage was better than advertised. All of the accommodations you could possibly need. The location on the lake is also amazing! We spent endless hours on the great dock and using the swim raft. The sunsets across the lake were also incredible! We hope to return again next year!"
Lakefront cabin with spectacular sunsets included

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

10.0 out of 10, Exceptional, (55)
"What an amazing spot!! Cute cabin. Everything in place. Great care taker. Such a great weekend"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on

Cozy lake house with private beach

9.0 out of 10, Wonderful, (8)
"We had a great time boating and enjoying this lakeside home. The house was clean inside, and spacious as pictured. We also loved visiting Screw Auger Falls and Moose Caves…just a short drive away. I suggest that there be more kitchen towels available as well as washcloths in the bathrooms. The outside of the home could’ve used some cleanup as well. "
Cozy lake house with private beach

Sweet waterfront cottage, stunning sunsets, private, sleeps 4-8

10.0 out of 10, Exceptional, (16)
"Everything was so easy for checking in! The house was very well stocked with anything you would need. There were even extras just in case you forgot something like a tooth brush shampoo etc... Everything was neat and tidy when we arrived! The fishing on the pond was great! Caught plenty of bass and pickerel! Plenty of hiking to do nearby! And the best part was we were able to bring our two pups with us! They had a blast on the pond! The hosts were very friendly and easy to communicate...
Sweet waterfront cottage, stunning sunsets, private, sleeps 4-8

SLEEPS 15 WITH A PRIVATE SANDY BEACH ON LONG LAKE.

SLEEPS 15 WITH A PRIVATE SANDY BEACH ON LONG LAKE.

Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!

9.2 out of 10, Wonderful, (65)
"Beautiful place on the lake. Very relaxing and good fishing. House is nice but could use some updating but fine for a vacation. I would go back again. "
Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!

Charming cottage just 12' from the water's edge with gorgeous sunrise views!

9.0 out of 10, Wonderful, (2)
"Spent a lovely week in Bridgton. House was just what we were looking for. Simple and quaint. Plenty of good restaurants close by and enough to do. Would definitely pick this place again. "
Charming cottage just 12' from the water's edge with gorgeous sunrise views!

The Wee White Cottage on Tripp Lake in Poland, Maine.

9.8 out of 10, Exceptional, (69)
"the cottage was lovely. open air plan.. surprisingly quiet but we were there during the week. well off the beaten track so we were very happy with it"
The Wee White Cottage on Tripp Lake in Poland, 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.
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Other property types in Greenwood

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

10.0 out of 10, Exceptional, (46)
"This is our second time at this property and it's just stunning. "
The price is SAR 3,376
SAR 5,720 total
includes taxes & fees
20 Apr - 21 Apr
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space

Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi

9.8 out of 10, Exceptional, (57)
"Overall a good experience. A true ski in and ski out. Shower water pressures was good, need to update the flat ware and chill wearalways a bonus!"
Sunday River Ski In Ski Out Locke Mountain condo with Pool Jacuzzi

Whispering Waters Farmhouse/Barn

Whispering Waters Farmhouse/Barn
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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