Holiday houses in Pittsfield

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Popular amenities for Pittsfield holiday rentals

Stay near Pittsfield's top sights

Bud's Shop 'n Save6 locals recommend
Vittles6 locals recommend
PopOnOvers5 locals recommend
J W Parks Golf Course5 locals recommend
Fogg Brook Resort - Golf Course5 locals recommend
Reny's Department Store4 locals recommend

Other great holiday rentals in Pittsfield

Superhost
Home in Carrabassett Valley
5 out of 5 average rating, 4 reviews

The Epic Sugarloaf Family Getaway!

KarenRating, 5 stars2 months ago
This place was very convenient to the mountain with a lift nearby and it was very clean and incredibly spacious. David is very accommodating and helpful. We sorely missed having coffee available in the morning but really that was our fault for not bringing it as it was not advertised that there would be any I just assumed for the price there would be a little coffee. Overall though great stay and very nice place - thank you!
Top Guest favourite
Cottage in Belgrade
5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars5 months ago
This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!
Top Guest favourite
Home in Belgrade
5 out of 5 average rating, 33 reviews

Great Pond Lake House With Western Views

ChristopherRating, 5 stars2 months ago
Awesome stay. Owner was very friendly. House was set up great and was very clean, organized and stocked well with essentials. She even left us some fresh goodies from a local bakery. We will be back for another stay in the future.
Superhost
Home in Hartland
5 out of 5 average rating, 3 reviews

The Great Moose in Stunning Maine Swim, Fish & Ka

KevinRating, 5 stars8 months ago
My kids and I had an amazing time during our Labor Day weekend stay. The neighbors were so friendly and nice. The house was beautiful and had everything we needed. A market nearby for quick things. Beautiful area, access to water was great. We even got to enjoy the Harmony Free Fair and fireworks! Great weekend thank you!
Guest favourite
Cabin in Moscow
4.95 out of 5 average rating, 92 reviews

Cabins/Sporting camps-great location

EricRating, 5 stars6 months ago
This is a gem of a place. Very close to where we wanted to bird hunt. Access to ATV trails (be respectful and drive slow on access/shared roads). All that you need is in this place. We stayed in Cabin #1. As she mentioned just bring a towel and toiletries. We ate out all the time. Breakfast and lunch at Bingham General Store. Dinner at Patrick’s Pub one night, next night at Kennebec River Brewing. We’ll be back for sure.
Top Guest favourite
Home in Ellsworth
4.99 out of 5 average rating, 126 reviews

Green's Landing on Branch Lake

ArekhRating, 5 stars4 days ago
We had a wonderful stay! The property was exactly as described — clean, comfortable, and well-equipped for everything we needed. What really stood out was Tim’s responsiveness; he was incredibly quick to answer any questions and made sure we felt completely taken care of throughout our visit. It made the experience even more seamless and enjoyable. We would definitely stay here again and highly recommend it to others!
Guest favourite
Cabin in Madison
4.93 out of 5 average rating, 43 reviews

Lovely,private cabin w fire pit, bbq on 30 acres

IrinaRating, 5 stars3 months ago
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Guest favourite
Cabin in Belgrade
5 out of 5 average rating, 7 reviews

Great Pond Getaway|Lakefront|Dock|Sunset Views

ElizabethRating, 5 stars7 months ago
Wonderful weekend stay w our adult children. Kitchen had everything we needed to make dinner. Views of the lake were stunning. We all enjoyed a swim and paddle in the kayaks.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Somerset County
  5. Pittsfield