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Top Holiday Rentals in Pittsfield

Family, Friends and Fun for all

2.0 star property
The price is £310
includes taxes & fees
29 Jun - 30 Jun
Family, Friends and Fun for all

Glamping in Amish Country

The price is £173
includes taxes & fees
26 Jun - 27 Jun
Glamping in Amish Country

The Maine Lake House with an Amazing Sand Beach!

8.8 out of 10, Excellent, (6)
"Great stay, property was a great fit for a few day stay to visit family."
The price is £598
includes taxes & fees
24 Jul - 25 Jul
The Maine Lake House with an Amazing Sand Beach!

The Beach Bum | Modern Cabin on the Sand

The price is £373
includes taxes & fees
30 Jun - 1 Jul
The Beach Bum | Modern Cabin on the Sand

Discover Oakland charm near Colby College 10 min

2.0 star property
10.0 out of 10, Exceptional, (2)
"New, clean and had everything we needed. "
The price is £193
includes taxes & fees
28 Jun - 29 Jun
Discover Oakland charm near Colby College 10 min

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (2)
"Great stay. Would stay here again if in the area."
The price is £173
includes taxes & fees
30 Jun - 1 Jul
Sister A-Frame in Woods B

Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

The price is £135
includes taxes & fees
26 Jun - 27 Jun
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

The price is £264
includes taxes & fees
2 Jul - 3 Jul
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

10.0 out of 10, Exceptional, (2)
"The property was very clean & in a quiet area. Very comfortable & inviting."
The price is £144
includes taxes & fees
26 Jun - 27 Jun
Charming 1-bedroom building with WiFi, AC in brilliant Madison 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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Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay. Pittsfield is known for its restaurants and shopping. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Pittsfield has to offer?

Family, Friends and Fun for all: This highly rated holiday home rental in Pittsfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Pittsfield?

Expedia has 3 holiday rentals for your stay in Pittsfield.

What can I see and do in Pittsfield?

Explore the area and family-friendly sights such as First Congregational Church, or get out into nature at a spot like Sebasticook Lake. JW Parks Golf Course and Skowhegan State Fairgrounds are a couple of places you'll find in the wider area.

What are holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.