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Browse Select Greenwood Cottages

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

9.2 out of 10, Wonderful, (69)
"We had an awesome week with our family very comfy and a great spot on Brettuns pond"
Vintage Rustic Cottage on Brettun’s Pond, boat accessible, PET FRIENDLY!

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

10.0 out of 10, Exceptional, (55)
"My kids loved the beach a short walk away, and the shallow water was crystal clear. Because of the location, there really is a view from every window. Kind of small cabin and lot though"
Panoramic Water and Mountains Views with Nature appearing daily. Relax on

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

10.0 out of 10, Exceptional, (40)
"Beautiful property on the lake. Well stocked and clean. We had a great stay!"
The price is CA $447
CA $768 total
includes taxes & fees
Aug 25 - Aug 26
Quiet Long Lake Cottage in Bridgton with dock for boat. Canoe/Kayaks/PaddleBoard

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

9.2 out of 10, Wonderful, (15)
"Kitchen table big enough for large family"
Two-story dog-friendly cabin with a wood stove, pool, tennis, beach, W/D

Water Front Cape Style Cottage

9.4 out of 10, Exceptional, (19)
"Excellent stay at this property, clean quiet area and the lake is absolutely stunning and clean "
Water Front Cape Style Cottage

Kezar Lake Last Minute Discount! Beautiful Cottage Dock Beach Watercraft AC WIFI

10.0 out of 10, Exceptional, (22)
"We love Clover Cottage! It’s lovely, well appointed and in a great location. The host has thought of everything. This was our second stay and it did not disappoint."
Kezar Lake Last Minute Discount! Beautiful Cottage Dock Beach Watercraft AC WIFI

40min from Portland- Sandy Ridge Family Cottage

10.0 out of 10, Exceptional, (8)
"This cottage stay was everything we'd hoped for and more. The pond and grounds are beautiful. Our two girls (3 and 7) enjoyed the stay as much as we did. The cottage itself is cozy, clean and well maintained. It provided our family of 4 with the perfect amount of space. Our host went above and beyond to make us feel welcome and provided us with information about the local area in advance. I wish we could have stayed for longer. I thoroughly recommend and hope we can return one day!"
40min from Portland- Sandy Ridge Family Cottage

Newly renovated 4-bedroom cottage, directly on Highland Lake

2.0 star property
10.0 out of 10, Exceptional, (2)
"Private, beautiful, everything we wanted for a peaceful family getaway. All the rooms had a spectacular view of the lake, and we looked forward to getting up every single day to enjoy the water. Thank you again!! "
Newly renovated 4-bedroom cottage, directly on Highland Lake

Cozy lake house with private beach

9.0 out of 10, Wonderful, (10)
"Totally enjoyed this comfortable and lovely home on the pond. The porch and view made for very wonderful lounging. Day trips were easy from this destination. Everything that I needed during my stay was right there for it to be a home away from home for me."
Cozy lake house with private beach

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

9.8 out of 10, Exceptional, (70)
"We were looking for a quiet getaway and found the perfect spot. The wee white cottage was cozy and so charming. It provided us the perfect vacation Loved watching the ducks and having our coffee outside every morning."
The Wee White Cottage on Tripp Lake in Poland, Maine.

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

10.0 out of 10, Exceptional, (19)
"This was a great spot for my family and I to relax. Appreciated the fenced in yard."
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit (Dog 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!

SLEEPS 15 WITH A PRIVATE SANDY BEACH ON LONG LAKE.

10.0 out of 10, Exceptional, (1)
"Great rental, you will not be disappointed! The view from the main house was amazing and large enough for all of us to hang out for dinner and play games at the large table overlooking the lake! The bunkhouse is so close, with so many additional sleeping arrangements, that made this rental a perfect option for our family. Loved the beach, hanging on the large dock, floating around and using the swim dock. The location is great, close to town with lots of fun drink and dining options and close to...
SLEEPS 15 WITH A PRIVATE SANDY BEACH ON LONG LAKE.

Inviting Countryside Home: 4 Mi to Long Lake!

3.0 star property
Inviting Countryside Home: 4 Mi to Long Lake!

Lakefront cabin with spectacular sunsets included

10.0 out of 10, Exceptional, (14)
"Quintessential lake cabin with upgraded amenities. Clean lake with beautiful views. We enjoyed the fire pit by the lake each evening and fell asleep to the loons. I didn't want to leave! We hope to rent again."
Lakefront cabin with spectacular sunsets included

Peaceful Highland Lake Home w/ Kayaks, Dock Access

3.0 star property
10.0 out of 10, Exceptional, (2)
"We went to this area for the annual fair and enjoyed staying at this property. We got a good taste of Maine for a few days. The owners were quick to reply if we had questions. The kitchen is well stocked and great for a family visiting. We would stay there again. "
Peaceful Highland Lake Home w/ Kayaks, Dock Access

Kezar Lake Waterfront Cottage Fully Booked. See our Other Listing, # 305700.

10.0 out of 10, Exceptional, (39)
"This property, location and owner were all excellent. Very quiet area, yet reasonably close to shopping and other amenities. Owner was excellent to work with. Highly recommend this property for anyone looking for a quiet getaway."
Kezar Lake Waterfront Cottage Fully Booked. See our Other Listing, # 305700.

Mountain-view Home in Stoneham w/ Hot Yoga Studio!

3.0 star property
Mountain-view Home in Stoneham w/ Hot Yoga Studio!

Charming 1-bedroom cottage in fabulous Bridgton with WiFi, AC, private dock

10.0 out of 10, Exceptional, (1)
"From start to finish, the Violas have been welcoming and have shown us the best in hospitality. We are honored to be the first renters of this brand new property. I think Peggy and Bob are naturals when it comes to being accommodating and providing for their guests' comfort. The setting is serene and just far enough off the beaten path to be secluded, even though amenities are less than ten minutes from the cottage, including a rare drive-in movie theater. If you stay here you will be well taken...
Charming 1-bedroom cottage in fabulous Bridgton with WiFi, AC, private dock
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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Top Greenwood Hotel Reviews