Pittsfield Holiday Rentals

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Holiday Rentals in Pittsfield

Angel Mist Retreat Garage Apartment

10.0 out of 10, Exceptional, (8)
"Very nice "
The price is AU$495
includes taxes & fees
18 Feb - 19 Feb
Angel Mist Retreat Garage Apartment

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

9.8 out of 10, Exceptional, (118)
"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

9.8 out of 10, Exceptional, (38)
"In an age of "Live Laugh Love" vacation rentals -- every property a generic flip, done up in neutral tones and mass-manufactured message art -- it was so refreshing to enter the Cabin Skowhegan, where everything seemed like a real live person had put it there. The photos of local sites, sometimes captioned. The worn-in but sturdy and inviting furniture, arranged for comfort. The quirky mug collection, clearly someone's pride and joy, hanging around the dining area. Supplies and provisions...
The price is AU$295
includes taxes & fees
8 Mar - 9 Mar
The Cabin Skowhegan

The Modern Maine Retreat

10.0 out of 10, Exceptional, (2)
"Worked out perfectly for our needs. Owner responded immediately to assist us with minor issue. We would, and most likely will, rent this home again. Location was great for our purpose. Plenty of room."
The Modern Maine Retreat

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

Lakefront Oakland Vacation Rental w/ Dock + Views!

8.0 out of 10, Very good, (2)
"I needed a quiet, safe place to stay while I had some business in Belgrade. This was such a sweet little spot, with great cove access, amd the bedroom had a great view of the water. This is a small, simple place that was well-appointed and absolutely spotless- a perfect hideaway!"
Lakefront Oakland Vacation Rental w/ Dock + Views!

Large Secluded Cabin on the Lake - NOW SLEEPS 10

10.0 out of 10, Exceptional, (46)
"Exceptional camp on a secluded pond. The hosts went above and beyond making sure our family had everything we needed for a pleasant stay. Literally everything we could have hoped for in our stay was available on the property. "
Large Secluded Cabin on the Lake - NOW SLEEPS 10

Lakefront Cabin

10.0 out of 10, Exceptional, (20)
"We loved the cottage and it was perfect for our family. "
Lakefront Cabin

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (38)
"A lovely cozy house, well situated close to downtown and easy access to stores. The house was very clean and tidy. Cozy and felt like home, and worked out well for our Thanksgiving break with our college students. Would use againnif dates worked out."
Cozy House in the heart of Waterville Maine.

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

2.0 star property
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

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

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

Log cabin, King bed!!! Private beach!!

9.8 out of 10, Exceptional, (29)
"We were looking for a place to stay, near our Aunt and Uncle, so we could visit them over the weekend. The house was beautiful and we loved the Christmas tree also."
Log cabin, King bed!!! Private beach!!

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

Experience the magic of Misty Shores at North Pond in Smithfield Maine!

Experience the magic of Misty Shores at North Pond in Smithfield Maine!

Minutes to Colby

9.0 out of 10, Wonderful, (7)
"Todo cerca de la propiedad "
The price is AU$393
includes taxes & fees
18 Feb - 19 Feb
Minutes to Colby

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

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

Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

9.8 out of 10, Exceptional, (151)
"We used two side chairs and an end table to have all our meals by the fire! Very relaxing reading in the big chair with a hassock.Beautiful sloping field in front, pristine snow. We had an equipment failure with cross country skis, but moved on to snowshoes for a lovely walk. Did one trail in boots alone, but wished we had gone back out with the snowshoes. Interesting ridge walk. We'd definitely go back at other seasons as well, but it was just what we wanted for February!snowshoes. "
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

9.4 out of 10, Exceptional, (11)
"My wife and I are big fans of Maine Cabin Masters, which brought us to Maine for the lake cabin experience. It was exactly what we were looking for and accurately presented on the VRBO site. It was great, even including the ladder up to the loft for bed each night. Extremely good host and good location. We really enjoyed our stay."
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
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 types of properties in Pittsfield you may be interested in

Angel Mist Retreat Garage Apartment

10.0 out of 10, Exceptional, (8)
"Very nice "
The price is AU$495
includes taxes & fees
18 Feb - 19 Feb
Angel Mist Retreat Garage Apartment

Holiday Inn Express & Suites Waterville - North by IHG

2.5 star property
8.6 out of 10, Excellent, (701)
"The breakfast had a good variety of food. The serving area was clean and had a fun homey atmosphere. Nice place to stay. "
The price is AU$225
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express & Suites Waterville - North by IHG

Best Western Plus Waterville Grand Hotel

3.0 star property
7.4 out of 10, Good, (944)
"Nice staff. Good breakfast."
The price is AU$233
includes taxes & fees
19 Feb - 20 Feb
Best Western Plus Waterville Grand Hotel
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.

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?

Cozy House in the heart of Waterville Maine.: This holiday home rental outside of Pittsfield is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.