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Browse Select Pittsfield Cottages

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.4 out of 10, Exceptional, (56)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.8 out of 10, Exceptional, (28)
"Beautiful property and very nice host"
Summer Getaway on North Pond - Hidden Harlow Lane Retreat

Lakefront Getaway with Kayak, Canoe and dock

9.6 out of 10, Exceptional, (4)
"We enjoyed our stay in Harmony. The perfect location for paddling and fishing"
Lakefront Getaway with Kayak, Canoe and dock

Cozy cabin with 200’ of waterfront on Whites Pond

9.6 out of 10, Exceptional, (37)
"Second year that we have stayed here, place is always clean and close to town if you need supplies. "
Cozy cabin with 200’ of waterfront on Whites Pond

Lakefront Cabin on beautiful Unity Pond in Burnham, Maine

9.0 out of 10, Wonderful, (6)
"We had a fabulous time. The cove on the lake was so quiet and beautiful. We love bird watching and saw so many wonderful species on and off the water. The cabin is charming and the host incredibly lovely! Would recommend to anyone!"
Lakefront Cabin on beautiful Unity Pond in Burnham, Maine

Lakefront dog friendly cottage w/ a dock & beautiful sunset views

8.0 out of 10, Very good, (1)
"Lovely lakeside cottage suited our needs nicely!!"
Lakefront dog friendly cottage w/ a dock & beautiful sunset views

10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug

10.0 out of 10, Exceptional, (113)
"We totally loved our stay. We are talking about our next stay. "
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!

Lakefront Maine House ~ 4 Mi to Colby College

3.0 star property
Lakefront Maine House ~ 4 Mi to Colby College

Near Waterville: Cozy Midcoast Vacation Rental!

3.0 star property
Near Waterville: Cozy Midcoast Vacation Rental!

Lavender Haze Cottage in the Woods

9.2 out of 10, Wonderful, (5)
"We stayed here after our wedding in Vassalboro. The perfect getaway for the night "
Lavender Haze Cottage in the Woods

Quaint Oakland Getaway on East Pond Lake!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely little cabin on a lake. No frills just quiet! Bed very comfortable. Hot water in shower. Dishes and accessories all provided. Only additions could be a coffee maker. French press was there but I was looking for a regular drip pot. Some better assortment of games might be nice too. Playing Clue with only 2 people is a little pointless!! 😂😂😂 Country Deli on the corner was great for coffee and sandwiches. Less than a mile up the road. "
Quaint Oakland Getaway on East Pond Lake!

Family-friendly Troy Getaway With Furnished Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great property and the owner was very welcoming and accommodating. Would recommend!!"
Family-friendly Troy Getaway With Furnished Deck!

Charming 3-bedroom cottage in peaceful Solon with WiFi

10.0 out of 10, Exceptional, (3)
"Beautiful area a little off the beaten path. Great for outdoor activities"
Charming 3-bedroom cottage in peaceful Solon with WiFi

Secluded Harmony Cabin w/ Deck, Dock, Boats!

3.0 star property
Secluded Harmony Cabin w/ Deck, Dock, Boats!

The Cabbage on Olive Street, overlooking Hayden Brook

9.0 out of 10, Wonderful, (11)
"Enjoyed my stay. Host was very accommodating ."
The Cabbage on Olive Street, overlooking Hayden Brook

Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region

10.0 out of 10, Exceptional, (33)
"Great spot right on quiet East Pond. Cottage is perfect and had everything and more than we needed. Owner was easy to communicate with and very pleasant. Highly recommended rental. "
Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region

Lakefront cabin on North Pond with private beach

9.4 out of 10, Exceptional, (6)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
Lakefront cabin on North Pond with private beach

Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe

10.0 out of 10, Exceptional, (2)
"We had a wonderful Tim staying at the little cottage"
Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe

REMODELED Cottage on Lovejoy pond in Albion Maine

9.8 out of 10, Exceptional, (39)
"Wonderful peaceful location. Very clean property appointed with so many thoughtful touches. Great spot to get away and relax with family!"
REMODELED Cottage on Lovejoy pond in Albion 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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Top Pittsfield Hotel Reviews