Find vacation rentals that suit your style
Our top choices for Pittsfield cottages
1. Dog Friendly, Steps to Lake, Golf, & Theate
Dog Friendly, Steps to Lake, Golf, & TheateMadison
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"The house is really nice convenient local area. We would stay there again when we come into town."
"The house is really nice convenient local area. We would stay there again when we come into town."
Al Q.
$520 nightly
The price is $567
$567 total
Nov 30 - Dec 1
Total with taxes and fees
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.
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.
Learn more about Pittsfield
Outdoor enthusiasts can fish for bass and pickerel at Manson Park along the Sebasticook River. Families enjoy the annual Central Maine Egg Festival with its parade, crafts, and famous giant frying pan breakfast.
Top reviews in Pittsfield
Canaan Motel
Canaan MotelCanaan
10/10 Excellent
Clean, modern room. Courteous and prompt service.
Clean, modern room. Courteous and prompt service.
Anonymous traveler
The Towne Motel
The Towne MotelSkowhegan
10/10 Excellent
very nice with nice and clean amenities, and would love to recommend to my friends
very nice with nice and clean amenities, and would love to recommend to my friends
Benny YP Siahaa
Fireside Inn & Suites Waterville
Fireside Inn & Suites WatervilleWaterville
10/10 Excellent
This is an old school, built in the 1950s hotel. The staff is the heart. They make everything that is special. There’s a great outdoor pool, a fantastic hot tub, beautiful old apple trees, generous continental breakfast. My family was happy staying here.
This is an old school, built in the 1950s hotel. The staff is the heart. They make everything that is special. There’s a great outdoor pool, a fantastic hot tub, beautiful old apple trees, generous continental breakfast. My family was happy staying here.
Anonymous traveler
Hampton Inn Waterville
Hampton Inn WatervilleWaterville
10/10 Excellent
Great location, new and clean hotel. Friendly staff.
Great location, new and clean hotel. Friendly staff.
Rob
Belmont Motel
Belmont MotelSkowhegan
10/10 Excellent
Excellent place!
Excellent place!
Craig
The Skowhegan By Kasa
The Skowhegan By KasaSkowhegan
10/10 Excellent
It felt brand new and it had a cool vibe. I was surprised to find something so nice just an hour outside of Portland. It’s a great place to stay if you’re in the area. I will definitely go back!
PS check in was a breeze!!
It felt brand new and it had a cool vibe. I was surprised to find something so nice just an hour outside of Portland. It’s a great place to stay if you’re in the area. I will definitely go back!
PS check in was a breeze!!
Rebekah
The Elmwood
The ElmwoodWaterville
10/10 Excellent
The check in was really easy. The staff was super friendly. I am truly picky when it comes to cleanliness so trust me when I say I was looking. This place passed my inspection.
The check in was really easy. The staff was super friendly. I am truly picky when it comes to cleanliness so trust me when I say I was looking. This place passed my inspection.
ANGELA
Holiday Inn Express & Suites Waterville - North by IHG
Holiday Inn Express & Suites Waterville - North by IHGWaterville
10/10 Excellent
We stayed here the weekend before and had a couple of small irritants but this stay was all but one irritant free. The previous room had plugs and usbs at both nightstands however this room only had them at one nightstand. It was mainly an irritant because it was on my side and I like to play on my phone before bed and needed to charge it which meant the cord was draped over my better half. So all in all it's a great place to stay. Pool area was nice too with towels and chairs and a handicap...
We stayed here the weekend before and had a couple of small irritants but this stay was all but one irritant free. The previous room had plugs and usbs at both nightstands however this room only had them at one nightstand. It was mainly an irritant because it was on my side and I like to play on my phone before bed and needed to charge it which meant the cord was draped over my better half. So all in all it's a great place to stay. Pool area was nice too with towels and chairs and a handicap...
Tracy
Brewster Inn
Brewster InnDexter
10/10 Excellent
The house was beautiful and had some cool history behind it.
The house was beautiful and had some cool history behind it.
Dylan
Budget Host Airport Inn
Budget Host Airport InnWaterville
10/10 Excellent
Friendly staff clean comfortable room
Friendly staff clean comfortable room
albert
Pressey House Lakeside Bed & Breakfast
Pressey House Lakeside Bed & BreakfastOakland
10/10 Excellent
Very charming place with great breakfast and beautiful lake
Very charming place with great breakfast and beautiful lake
Indra
Frequently Asked Questions
Why book your cottage in Pittsfield with Expedia?
Expedia has some wonderful cottages in Pittsfield, so start packing your bags for an unforgettable vacation on nature's doorstep. If you have a certain budget, select how much you'd like to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with a pool or free WiFi. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap cottages in Pittsfield?
Expedia is here to help you look for cheap cottages in Pittsfield. To book a superb stay in a few quick keystrokes, simply use our convenient filter tool to refine your search by star rating, amenities and budget.
What is there to do in Pittsfield near my cottage?
The most useful travel accessory is a well-thought-out travel plan. JW Parks Golf Course is a great place to start your exploration of Pittsfield.