Pittsfield Vacation Rentals

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Nov 10 - Nov 11
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Nov 21 - Nov 23

Vacation Rentals in Pittsfield

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Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

Pittsfield
The price is ￥22,092
￥50,060 total
includes taxes & fees
Nov 12 - Nov 13
Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi
Fridge, microwave, oven, stovetop
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

Pittsfield
10.0 out of 10, Exceptional, (14)
"This was a very nice and clean place."
United States
Wilfredo S.
The price is ￥21,540
￥47,393 total
includes taxes & fees
Nov 12 - Nov 13
Angel Mist Retreat Garage Apartment
Microwave, oven, stovetop, dishwasher
Charming In-Town New Build – Comfortable, Convenient, Efficient

Charming In-Town New Build – Comfortable, Convenient, Efficient

2.0 star property
Pittsfield
The price is ￥14,728
￥31,940 total
includes taxes & fees
Nov 17 - Nov 18
Charming In-Town New Build – Comfortable, Convenient, Efficient
Property grounds
Pine Tree Trail Lodge

Pine Tree Trail Lodge

2.0 star property
Pittsfield
The price is ￥23,013
￥43,051 total
includes taxes & fees
Nov 15 - Nov 16
Pine Tree Trail Lodge
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Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi

Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi

Pittsfield
The price is ￥22,092
￥50,060 total
includes taxes & fees
Nov 12 - Nov 13
Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi
Smart TV
RiverBend Loft | Modern Stay Near ATV & Snowmobile Trails

RiverBend Loft | Modern Stay Near ATV & Snowmobile Trails

Pittsfield
The price is ￥22,092
￥50,060 total
includes taxes & fees
Nov 12 - Nov 13
RiverBend Loft | Modern Stay Near ATV & Snowmobile Trails
Fridge, microwave, oven, stovetop
My Valhalla Farm

My Valhalla Farm

3.5 star property
Oakland
The price is ￥34,520
￥52,969 total
includes taxes & fees
Nov 15 - Nov 16
My Valhalla Farm
Exterior
Charming Guest House on Farm - Pets Welcome

Charming Guest House on Farm - Pets Welcome

Oakland
10.0 out of 10, Exceptional, (7)
"The farmhouse was clean and charming. The kitchen was well-stocked. Kathleen was an excellent communicator. She went out of her way to make sure we were comfortable— including making a bonfire for smores! We loved getting to be with her sweet kitties and amazing donkeys, mule, and horse."
United States
amy C.
The price is ￥26,925
￥40,935 total
includes taxes & fees
Nov 12 - Nov 13
Charming Guest House on Farm - Pets Welcome
Terrace/patio
The Cabin Skowhegan

The Cabin Skowhegan

Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is ￥15,342
￥32,275 total
includes taxes & fees
Nov 16 - Nov 17
The Cabin Skowhegan
Living area
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

Oakland
9.0 out of 10, Wonderful, (9)
"your attention to details and the care you've put into the space - it really stood out to us!!! 5 stars it is not enough. "
United States
Anna D.
The price is ￥12,350
￥29,349 total
includes taxes & fees
Nov 16 - Nov 17
The heart of the Belgrade Lakes
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (7)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ￥18,502
￥35,050 total
includes taxes & fees
Nov 12 - Nov 13
Sister A-Frame in Woods B
1 bedroom, WiFi, bed sheets
ON THE GO!

ON THE GO!

Hartland
10.0 out of 10, Exceptional, (1)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
The price is ￥13,808
￥25,084 total
includes taxes & fees
Nov 12 - Nov 13
ON THE GO!
Fridge, microwave, oven, stovetop
The Beach Bum | Modern Cabin on the Sand

The Beach Bum | Modern Cabin on the Sand

Burnham
10.0 out of 10, Exceptional, (2)
"It was great. Just what we were looking for. Very quiet and peaceful."
United States
Kaye S.
The price is ￥25,437
￥61,377 total
includes taxes & fees
Nov 12 - Nov 13
The Beach Bum | Modern Cabin on the Sand
Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"I would highly recommend this beautiful rental to anyone. Brand new, super clean , all necessities ( down to complimentary shampoo/ conditioner)A lot of bang for your buck! Host was absolutely amazing to work with . "
United States
Mary G.
The price is ￥15,189
￥41,306 total
includes taxes & fees
Dec 1 - Dec 2
Discover Oakland charm near Colby College 10 min
Exterior
Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

2.0 star property
Sangerville
The price is ￥9,696
￥31,305 total
includes taxes & fees
Nov 16 - Nov 17
Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville
Exterior detail
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

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

Madison
9.0 out of 10, Wonderful, (4)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is ￥18,219
￥23,204 total
includes taxes & fees
Nov 12 - Nov 13
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Fridge, microwave, oven, stovetop
Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed

Madison
10.0 out of 10, Exceptional, (40)
"Nice place to stay"
United States
Nicolena A.
The price is ￥22,246
￥56,189 total
includes taxes & fees
Nov 20 - Nov 21
Lovely private cabin on 30 acres with walking trails & fire pit. 1 pet allowed
On the beach
The Getaway- A Cozy Lakeside Cabin

The Getaway- A Cozy Lakeside Cabin

Burnham
10.0 out of 10, Exceptional, (6)
"The cabin setting is incredible, Full Southerly view of Unity Pond with a sand beach, lawn, picnic tables and chairs. The cabin has been redone and looks to be recent with great AC, internet, comfy beds and appliances. Was quiet and clean with all modern amenities other than a dishwasher. We will rent again and again and again! Full five stars and a great host who communicates well."
United States
Robert N.
The price is ￥25,437
￥66,227 total
includes taxes & fees
Nov 12 - Nov 13
The Getaway- A Cozy Lakeside Cabin
Interior
Ice fishing, king size beds, dog friendly

Ice fishing, king size beds, dog friendly

Canaan
10.0 out of 10, Exceptional, (3)
"This is the PERFECT place to truly disconnect and relax! The house is clean, spacious, and has everything you need! Being steps away from the lake was very convenient and having the kayaks available for use was awesome. Being able to wake up to a sunrise, and hang in the porch watching the sunset was amazing. "
United States
Brianna P.
The price is ￥16,556
￥49,317 total
includes taxes & fees
Nov 16 - Nov 17
Ice fishing, king size beds, dog friendly
Outdoor dining
Minutes to Colby

Minutes to Colby

Waterville
8.8 out of 10, Excellent, (22)
"This was such a wonderful option. Location, clean, and adorable. "
United States
Laurie L.
The price is ￥16,876
￥29,265 total
includes taxes & fees
Nov 13 - Nov 14
Minutes to Colby
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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Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent
"Easy to check in and out, room was clean and comfortable."
Melissa 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Waterville - North by IHG

Find out more about Pittsfield

Search for holiday rentals in Pittsfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pittsfield!

Frequently asked questions

Can I find vacation rentals in Pittsfield?

Yes, we have vacation rentals near popular points of interest in Pittsfield, or you can select a more remote option if you're looking for relaxation. 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's the top vacation rental in Pittsfield?

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion : This vacation home rental outside of Pittsfield is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Pittsfield?

Expedia has 3 vacation 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 larger area.

What are vacation rentals like in Pittsfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Pittsfield. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.