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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 32 Cottages in Pittsfield with updated reviews, rates, and availability.

Summer Getaway on North Pond - Hidden Harlow Lane Retreat
On the beach, sun loungers

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.6 out of 10, Exceptional, (25)
"The view of the lake is beautiful and the loon was perfect, but we did not have drinkable water and for the price of cleaning and using only the Loon it was overpriced for the stay. "
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region
Interior

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

10.0 out of 10, Exceptional, (31)
"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
Springvale Farm: Freedom Home With Hiking Trail!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Miscellaneous

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

9.6 out of 10, Exceptional, (49)
"It was OK."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Lakefront Getaway with Kayak, Canoe and dock
Interior

Lakefront Getaway with Kayak, Canoe and dock

10.0 out of 10, Exceptional, (3)
"Great weekend. Beautiful spot!"
Lakefront Getaway with Kayak, Canoe and dock
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
Lake

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

10.0 out of 10, Exceptional, (111)
"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
Cozy cabin with 200’ of waterfront on Whites Pond
Exterior

Cozy cabin with 200’ of waterfront on Whites Pond

9.6 out of 10, Exceptional, (37)
"We took our teens with friends for an ice fishing getaway. Caught yellow perch, pickerel & even large mouth bass! Perfect set up. Excellent camp with good supplies. Perfect indoor & outdoor fireplaces. Amazing covered porch with screens & wind protection. Great neighborhood. "
Cozy cabin with 200’ of waterfront on Whites Pond
Charming 3-bedroom cottage in peaceful Solon with WiFi
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom cottage in peaceful Solon with WiFi

10.0 out of 10, Exceptional, (1)
"Beautiful area a little off the beaten path. Great for outdoor activities"
Charming 3-bedroom cottage in peaceful Solon with WiFi
Palmyra Cottage w/ Deck on Whites Pond!
Fridge, microwave, stovetop, coffee/tea maker

Palmyra Cottage w/ Deck on Whites Pond!

10.0 out of 10, Exceptional, (4)
"Smaller then expected, but overall we enjoyed it. Was a nice quiet place. We were here for a family reunion in newport,so the location was perfect."
Palmyra Cottage w/ Deck on Whites Pond!
Lakefront Cabin on beautiful Unity Pond in Burnham, Maine
Exterior

Lakefront Cabin on beautiful Unity Pond in Burnham, Maine

9.0 out of 10, Wonderful, (6)
"We had a fantastic time at this property! The cottage was cozy and had everything we needed, even coffee. Vince gave us a tour and let us know everything we needed to know when we arrived. The kayaking was amazing. We got so close to bald eagles it was breathtaking, we were simply awed. We saw eagles, osprey, herons and so much wildlife. Vince and Sandy were absolutely wonderful hosts, so friendly, accessible and helpful. They even took us out on the boat one evening for a tour of the lake and...
Lakefront Cabin on beautiful Unity Pond in Burnham, Maine
The Cabbage on Olive Street, overlooking Hayden Brook
Property grounds

The Cabbage on Olive Street, overlooking Hayden Brook

9.0 out of 10, Wonderful, (11)
"If you, dear reader, and I have anything in common, then you're reading this at 1am after a long work day and you've reached this listing by googling "places to stay in Maine under $100." You're also probably saying to yourself "What a quaint little cabin in the heart of Stephen King country! I wonder if anything Stephen King-related would happen to me if I stayed there?" Dear reader, let me put your fears to rest: book the dang cabin!!! I went here on my first solo vacation and could not have...
The Cabbage on Olive Street, overlooking Hayden Brook
Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe
Sun loungers, beach towels

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
Family-friendly Troy Getaway With Furnished Deck!
Interior

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!
Lavender Haze Cottage in the Woods
Property grounds

Lavender Haze Cottage in the Woods

9.2 out of 10, Wonderful, (5)
"Honestly, we were not expecting much based on the VRBO posting, but we were pleasantly surprised. The space was adorable, and much roomier than we expected. Waking up to baby deer at our front door, this place was a great get-away for a night."
Lavender Haze Cottage in the Woods
REMODELED Cottage on Lovejoy pond in Albion Maine
Shower

REMODELED Cottage on Lovejoy pond in Albion Maine

9.8 out of 10, Exceptional, (39)
"Beautiful view of the water!"
REMODELED Cottage on Lovejoy pond in Albion Maine
Lakefront cabin on North Pond with private beach & dock
Fridge, microwave, oven, stovetop

Lakefront cabin on North Pond with private beach & dock

9.4 out of 10, Exceptional, (6)
"The location was very peaceful. The inside of the cottage was great. Thanks for sharing your place with us. "
Lakefront cabin on North Pond with private beach & dock
Near Waterville: Cozy Midcoast Vacation Rental!
Interior

Near Waterville: Cozy Midcoast Vacation Rental!

3.0 star property
Near Waterville: Cozy Midcoast Vacation Rental!
Lakefront Maine House ~ 4 Mi to Colby College
House (4 Bedrooms) | Interior

Lakefront Maine House ~ 4 Mi to Colby College

3.0 star property
Lakefront Maine House ~ 4 Mi to Colby College
Quaint Oakland Getaway on East Pond Lake!
Terrace/patio

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!
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
Interior

Unique Maine Log Cabin w/ Trout Ponds & Sauna!

3.0 star property
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
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

Family, Friends and Fun for all
Fridge, microwave, oven, stovetop

Family, Friends and Fun for all

2.0 star property
The price is AED 518
AED 1,496 total
includes taxes & fees
21 Apr - 22 Apr
Family, Friends and Fun for all
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Property grounds

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

9.8 out of 10, Exceptional, (119)
"We had a lovely stay -- quite a cozy and well-appointed cabin, in an out-of-the-way spot that let us explore the area and just hunker down and enjoy the solitude, as the mood took us. Our host was very welcoming and considerate. A wonderful spot!"
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
The Cabin Skowhegan
Terrace/patio

The Cabin Skowhegan

9.8 out of 10, Exceptional, (39)
"This is a wonderful, cozy little cabin that is remote enough to be private and peaceful, but close enough to town to be convenient as well. Highly recommended!"
The price is AED 367
AED 681 total
includes taxes & fees
13 Apr - 14 Apr
The Cabin Skowhegan
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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