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Compare 73 Cottages in Greenwood with updated reviews, rates, and availability.

The Wee White Cottage on Tripp Lake in Poland, Maine.
Living area
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.
Hartford Cottage w/ Private Beach on Bear Pond!
Hartford Vacation Rental | 1BR | 1BA | 576 Sq Ft | 2 Steps to Enter
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!
Panoramic Water and Mountains Views with Nature appearing daily. Relax on
Panoramic Water and Mountains Views with Nature appearing daily. Relax on
10.0 out of 10, Exceptional, (54)
"The views from every room are incredible. We kayaked in the pond and went for a hike about 30 mins away. There are plenty of board games and all the supplies for s'mores (including firewood)!"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on
Family-friendly Bridgton Home, Steps to Lake!
Exterior
Family-friendly Bridgton Home, Steps to Lake!
3.0 star property
Family-friendly Bridgton Home, Steps to Lake!
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
Outdoor dining
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
10.0 out of 10, Exceptional, (14)
"Perfect place to stay near Bethel. Beautiful interior and a great yard to hang out in as well. Plenty of places to sleep. Very close to town for a bite if you don’t want to cook. Would definitely return. "
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
Cozy Thompson Lake Cabin w/ Boat Dock & Launch
Living area
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
Pet-Friendly Cozy A-Frame Retreat on Norway Lake
Pet-Friendly Cozy A-Frame Retreat on Norway Lake
8.8 out of 10, Excellent, (3)
"The house was exactly what we wanted/needed. It was great to be on the lake and have access to use the stand up paddle board and the kayaks. We were close to lots of hiking options, breweries and farm stands. It was a perfect spot to relax. "
Pet-Friendly Cozy A-Frame Retreat on Norway Lake
Newly renovated 4-bedroom cottage, directly on Highland Lake
Outdoor dining
Newly renovated 4-bedroom cottage, directly on Highland Lake
2.0 star property
Newly renovated 4-bedroom cottage, directly on Highland Lake
Lakeside cottage with boats, grill, firepit, pet and Kid Friendly
Use the canoe or the paddleboat (provided) for exploring or fishing!
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
Cozy lake house with private beach
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
Private Island w/ 2 Cottages on Kezar Lake!
Lovell Vacation Rental | 4BR | 2BA | Single Story | Stairs Required
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
Beach
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
Bright beautiful clean 3br/2ba Lake House by Norway hiking, skiing & restaurants
Exterior detail
Bright beautiful clean 3br/2ba Lake House by Norway hiking, skiing & restaurants
10.0 out of 10, Exceptional, (6)
"My wife and I enjoyed a week here and we couldn’t be happier. The camp is well equipped, clean and comfortable. If you’re looking for a lake camp near Norway, I highly recommend this wonderful property"
Bright beautiful clean 3br/2ba Lake House by Norway hiking, skiing & restaurants
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D
9.4 out of 10, Exceptional, (9)
"Overall cute house and it’s great it’s dog friendly. I expected dog hairs etc but found human hairs in bathroom and dirty towel hanging. Husband found floss stick on ground too. They offered to come clean it for us which was really nice, and we didn’t feel we needed. Bed and couches really comfy. Shower loud noise. Great they have laundry. Overall good stay but very much like a rustic cabin and probably needs a different cleaner"
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D
Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!
Exterior
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!
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!
Sunset of White mountains from lakefront
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!
10.0 out of 10, Exceptional, (11)
"This was our second year spending a week at Nick's place and we had a great time. The weather was a bit chilly early in the week, but we enjoyed fishing in the lake and taking out our SUP. North Conway was close by and we enjoyed taking our son to play mini golf and an arcade. Nick's place is close to downtown Bridgton where there are many restaurants and shops. We had great sushi from Elevation Sushi, but enjoyed using the grill many nights. The lake is beautiful - with crystal clear warm...
Cozy Cottage near Shawnee Peak on Highland Lake close to downtown BRIDGTON!!
Sweet waterfront cottage, stunning sunsets, private, sleeps 4-8
Property grounds
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
40min from Portland- Sandy Ridge Family Cottage
Exterior
40min from Portland- Sandy Ridge Family Cottage
10.0 out of 10, Exceptional, (6)
"Our family had the best time during a short weekend stay. The home has everything you could think of, and is a perfect place for families. The grounds are stunning. The kids loved exploring all the marked trails with toys to use along the paths. The walk to water is marked and the water itself is clear and clean!"
40min from Portland- Sandy Ridge Family Cottage
Water Front Cape Style Cottage
Exterior
Water Front Cape Style Cottage
9.2 out of 10, Wonderful, (17)
"What a great place! Bring your own linnens! Nice quiet pond. Beautiful walking trail just down the road and no nonsense. Clean and comfortable. Everything you need for a comfortable stay upta camp!"
Water Front Cape Style Cottage
Kezar Lake Waterfront Cottage + Guesthouse, Dock, Boats, Sandy Beach, Sunny Yard
Main cottage with large wrap around porch.
Kezar Lake Waterfront Cottage + Guesthouse, Dock, Boats, Sandy Beach, Sunny Yard
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 + Guesthouse, Dock, Boats, Sandy Beach, Sunny Yard
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

Lovely home on Crystal Lake with private dock, lake views, deck, & grill
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
9.2 out of 10, Wonderful, (26)
"This is an ideal location for a fun getaway for any season. Plenty of room for a large/extended family. While there is a road between the house and lake it didn’t detract from the experience at all. Pro tip, in cooler seasons turn on the ceiling fans to push the warmer air down. Otherwise the main room will feel cold. The dock is slightly off level and a couple doors don’t latch completely but those are just signs of a well loved camp."
Lovely home on Crystal Lake with private dock, lake views, deck, & grill
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Artist's Cabin in the summer
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
10.0 out of 10, Exceptional, (310)
"In town for a wedding which was 5 minute drive away. The Artist’s Cabin was perfect for the 6 of us, with room for many more. Would return in a heartbeat. Thank you! "
The Artist's Cabin at Powder Ridge Overlooking Sunday River SKI PARKING PASS
Lakefront home with lovely lake views - one mile from the casino
Lakefront home with lovely lake views - one mile from the casino
9.8 out of 10, Exceptional, (40)
"Beautiful spot. Meticulous home. We are already talking about going back. "
Lakefront home with lovely lake views - one mile from the casino
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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