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Compare 36 Vacation Homes in Pittsfield with updated reviews, rates, and availability.

Classy AF Home Steps from Colby and Trails

10.0 out of 10, Exceptional, (39)
"Lovely house. Only thing was just one bathroom bit otherwise recommend. "
Classy AF Home Steps from Colby and Trails

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (17)
"Very clean, cute lake house. Owner responsive, everything you need for a rental home. Lake and lake toys were so great! We really enjoyed our stay. Thank you!!! "
Lake Front with Amazing Sunsets on McGrath Pond

Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

10.0 out of 10, Exceptional, (5)
"Clean, private, modern, reasonable "
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

Charming 2-bedroom house with AC, WiFi in enchanting Skowhegan

2.0 star property
10.0 out of 10, Exceptional, (1)
"Property owner was very helpful. Great place to stay. "
The price is SAR 620
SAR 1,048 total
includes taxes & fees
16 Dec - 17 Dec
Charming 2-bedroom house with AC, WiFi in enchanting Skowhegan

Waterfront Lakehouse

9.8 out of 10, Exceptional, (51)
"This camp is fabulous! Happy to come back whenever we can!"
Waterfront Lakehouse

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

10.0 out of 10, Exceptional, (26)
"As described. Beautiful location. Clean and well stocked. Very cozy, comfortable and exactly what we were hoping for. Great host, thank you!"
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

The Maine Lake House with an Amazing Sand Beach!

8.8 out of 10, Excellent, (6)
"The house was nice, newer updates and a step up from the typical lake rentals in Maine. The main floor has a nice kitchen, living room, dining, master bedroom and full bath. Wish the upstairs had more than a loveseat for gathering and watching tv. The downstairs is big, has a bedroom, living area, and half bath. The, property was nice except the construction in front of the house that we weren't told about till the day we arrived. It was understandable that it needed to be done but wish we were...
The Maine Lake House with an Amazing Sand Beach!

Quiet setting 1 minute drive to China lake boat launch and ATV trail

10.0 out of 10, Exceptional, (32)
"Enjoyed the large kitchen and living room. Has a small dog that enjoyed the fenced front yard"
Quiet setting 1 minute drive to China lake boat launch and ATV trail

Peaceful, Spacious Lodge with Golf & Sunset Views

10.0 out of 10, Exceptional, (13)
"This July we had a family reunion in Newport with 66 people attending. My large-ish family wanted to stay together and the accommodations in the lodge at Fogg Brook Resort could not have been more perfect. The space was large enough for 10 of us to be together without being on top of each other and the deck space added even more room for us to enjoy. We've recommended Fogg Brook's VRBO space to everyone at our event and will definitely stay there again!"
Peaceful, Spacious Lodge with Golf & Sunset Views

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (35)
"Charming interior design, modern conveniences and super clean!"
Cozy House in the heart of Waterville Maine.

the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

9.0 out of 10, Wonderful, (12)
"My brother and I were traveling for our Uncle's funeral. We were thrilled to find the Perkins House was available. The house reminded us of our grandparents house in Harrison, ME. It brought us back in time to days of our childhood. I definitely want to return with my family to enjoy the Lakewood Theatre and the lake."
the Corner cottage: Overlooking Hayden Brook, Steps to Lakewood Summer Theater

Cozy Midcoast Vacation Rental Near Waterville!

9.4 out of 10, Exceptional, (8)
"Nice comfortable home to stay in."
Cozy Midcoast Vacation Rental Near Waterville!

Directly across the street from China Lake and boat launch

Directly across the street from China Lake and boat launch

The Modern Maine Retreat

10.0 out of 10, Exceptional, (1)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat

Lakeside Cabin Retreat: Waterfront, Near Colby College, Waterville & Augusta

10.0 out of 10, Exceptional, (5)
"Such a comfortable stay! We felt very welcomed and the check in / check out process was easy. Great communication from the owners and the home came as advertised with thoughtful extras in case anyone forgot some basics needs. Beautiful views of the lake from the dock and easily accommodated 5 guys on a golf adventure to Belgrade Lakes Golf Club. It was quick drive to the course which is our favorite public course in Maine. Thanks for a great experience. Would definitely stay here...
Lakeside Cabin Retreat: Waterfront, Near Colby College, Waterville & Augusta

Sugarmaple Lakehouse; Cozy 2.6 Acre Lakefront Retreat

10.0 out of 10, Exceptional, (23)
"We came up for our daughter’s wedding and needed a spot to relax and reenergize between setting up, decorating, rehearsing and the big day. SugarMaple provided just that. We had my son and his girl and his best friend and his girlfriend with us and the accommodations were stellar. The view was beautiful! Thank you!! -DMB "
Sugarmaple Lakehouse; Cozy 2.6 Acre Lakefront Retreat

Waterville Home Rental w/ Private Yard + Deck!

9.0 out of 10, Wonderful, (2)
"The home worked great for my family of 10. Very clean"
Waterville Home Rental w/ Private Yard + Deck!

Springvale Farm: Freedom Home with Hiking Trail!

10.0 out of 10, Exceptional, (3)
"It was truly the best place we’ve ever stayed in! Hubby and I loved all the woodwork throughout the house. The kitchen was fabulous! The bathroom was fun- a heated seat in the master bath! And the bedroom was extremely comfortable. Can’t wait to come back!"
Springvale Farm: Freedom Home with Hiking Trail!

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

9.6 out of 10, Exceptional, (64)
"There for project in the area .. accommodations were all as advertised .. old school camp feel with all the modern amenities .. well appointed with a local flair .. would recommend to all …"
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Winnecook Lake House

Winnecook Lake House
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 Pittsfield

The Cabin Skowhegan

9.8 out of 10, Exceptional, (36)
"Larry hosted us for a week with our dogs while we were on a house-hunting expedition. Larry was a perfect host; very attentive but allowed us our space. The Cabin is very cozy and while there is no kitchen sink, the property details disclose this so we were prepared. It was a wonderful stay!"
The price is SAR 376
SAR 700 total
includes taxes & fees
30 Nov - 1 Dec
The Cabin Skowhegan

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

9.8 out of 10, Exceptional, (110)
"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

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby

9.8 out of 10, Exceptional, (117)
"It was an absolutely beautiful cabin hard to get to so the directions should be changed because it takes through the back side in order to get into the location and then you end up having to turn around because you end up in a corn field in the middle of the night and that's a little rugged no TVs in any of the rooms. Other than that our stay was amazing. Very clean everything equipped inside. You just had to get your own food and stuff. Other than that we enjoyed our stay and hope to be back"
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
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.