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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 76 Cottages in Greenwood with updated reviews, rates, and availability.

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
SLEEPS 15 WITH A PRIVATE SANDY BEACH ON LONG LAKE.

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!
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!
Water Front Cape Style Cottage
Exterior

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
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
Winter on North Pond! Ski Sunday River/Mt Abram
Property grounds

Winter on North Pond! Ski Sunday River/Mt Abram

9.8 out of 10, Exceptional, (10)
Winter on North Pond! Ski Sunday River/Mt Abram
Charming Lovell Cabin - 7 Mi to Kezar Lake!
Bathroom

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!
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
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
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

9.6 out of 10, Exceptional, (11)
"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
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!
Kezar Lake Waterfront Cottage Guesthouse Priced reduced Private sandy beach dog
Main cottage with large wrap around porch.

Kezar Lake Waterfront Cottage Guesthouse Priced reduced Private sandy beach dog

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 Priced reduced Private sandy beach dog
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)
"We had a wonderful time at this rental. Just as advertised. Lots of attention to detail, well supplied. Very quiet. Loved it!"
Sweet waterfront cottage, stunning sunsets, private, sleeps 4-8
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
A Hiker’s Haven in The White Mountains A cozy cottage with breathtaking view’s
Property grounds

A Hiker’s Haven in The White Mountains A cozy cottage with breathtaking view’s

10.0 out of 10, Exceptional, (3)
"The house and the location were excellent! The kitchen had everything we needed - in fact we only went out to eat once wanted to spend as much time there as possible."
A Hiker’s Haven in The White Mountains A cozy cottage with breathtaking view’s
Charming cottage just 12' from the water's edge with gorgeous sunrise views!

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!
Pet-friendly rustic camp on Keoka Lake, ideal for swimming and fishing!

Pet-friendly rustic camp on Keoka Lake, ideal for swimming and fishing!

9.6 out of 10, Exceptional, (8)
"We had a wonderful time at this quiet lake. Property is nestled into the woods, a perfect Maine camp. Kayaking, fishing, and swimming all day. A great place to return and unwind after exploring on day trip adventures. Gorgeous sunsets! Thanks for letting us enjoy and relax!"
Pet-friendly rustic camp on Keoka Lake, ideal for swimming and fishing!
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
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, (15)
"The place is amazing The host Suz Is terrific Love being close to Town as well as all the beautiful sites around We look forward to getting back up there as soon as we can if you’re looking for a great place to stay you definitely have found the place and my dog Farley absolutely loved having a closed yard to play and safely sincerely, Dan, Irene, and Farley"
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog friendly!)
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
Indoor heated salt water pool year round, doors open to outside in summer

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

10.0 out of 10, Exceptional, (44)
"There is nothing but great things to say about this place. It has everything you could imagine, clean and well located. The host is also very responsive and kind. 11/10 stay. Thank you!"
INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Living Area - 75" smart TV with (2) "L" sectionals and bar to seat 9 people

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.4 out of 10, Exceptional, (9)
"This was a great property for bringing together the 3 generations of the family! Plenty of open area for talking, playing, eating etc. and a great location for making the most of the Maine lakes region. My favorite thing was the very long dining table that could seat all 14 of us for meals as well as facilitate multiple board games at once."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
PRIVATE & PEACEFUL CABIN w/ HOT TUB and MTN VIEWS

PRIVATE & PEACEFUL CABIN w/ HOT TUB and MTN VIEWS

9.6 out of 10, Exceptional, (66)
"Overall we had a great stay at this house. We got to check in early which was great. The fireplace is so cozy and the main room is an awesome place to hangout. If we had one thing that could have been better, the upstairs bedrooms need new mattresses. Ours sunk down in the middle and needed to be replaced. My brother in-law said theirs needed replacing too. Otherwise it was great! "
PRIVATE & PEACEFUL CABIN w/ HOT TUB and MTN VIEWS
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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