Pittsfield Holiday Rentals

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Pittsfield

Family, Friends and Fun for all
Fridge, microwave, oven, stovetop

Family, Friends and Fun for all

2.0 star property
9.6 out of 10, Exceptional, (7)
"The property was very nice. Lots of rooms, fun environment, prompt communication. Worked great for our group."
The price is HK$1,055
HK$3,022 total
includes taxes & fees
7 Sept - 8 Sept
Family, Friends and Fun for all
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Fridge, microwave, oven, stovetop

Large Secluded Cabin on the Lake - NOW SLEEPS 10

10.0 out of 10, Exceptional, (58)
"Canin was well stocked, easy to access. Perfect for what we needed. "
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Property grounds

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

10.0 out of 10, Exceptional, (126)
"We had a family gathering in the area and this was perfect for our family of 4. "
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Exterior

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.4 out of 10, Exceptional, (60)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Charming cabin in the birches right on the atv trail!
Smart TV

Charming cabin in the birches right on the atv trail!

2.0 star property
9.0 out of 10, Wonderful, (6)
"I felt very comfortable. It's a very nice cabin, it has all the amenities, and it's perfect for sharing as a couple or as a family. I had a great time."
The price is HK$1,055
HK$1,558 total
includes taxes & fees
27 Aug - 28 Aug
Charming cabin in the birches right on the atv trail!
Central Maine Waterfront
Property grounds

Central Maine Waterfront

9.8 out of 10, Exceptional, (7)
"This property was full off character with barn wood lined walls and cute fixtures. John was incredibly hospitable and made us feel like family. "
Central Maine Waterfront
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Interior

Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

10.0 out of 10, Exceptional, (14)
"Great stay, the place is wonderful and the host is fantastic looking forward to staying again in the future "
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (3)
"Great stay. Would stay here again if in the area."
The price is HK$942
HK$1,793 total
includes taxes & fees
28 Aug - 29 Aug
Sister A-Frame in Woods B
Lakefront cabin on North Pond with private beach
Fridge, microwave, oven, stovetop

Lakefront cabin on North Pond with private beach

9.4 out of 10, Exceptional, (6)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
Lakefront cabin on North Pond with private beach
3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more
Living area

3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more

10.0 out of 10, Exceptional, (1)
"Family of five stayed for 5 nights to recharge before school started. We all rested well & enjoyed dawn and dusk fishing."
3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more
The Modern Maine Retreat
Dining

The Modern Maine Retreat

8.8 out of 10, Excellent, (11)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
Blake's Cabin
Exterior

Blake's Cabin

9.6 out of 10, Exceptional, (20)
"Nice place!"
The price is HK$1,367
HK$2,623 total
includes taxes & fees
21 Sept - 22 Sept
Blake's Cabin
Waterfront Lakehouse
Smart TV, fireplace, books, stereo

Waterfront Lakehouse

9.8 out of 10, Exceptional, (56)
"Wonderful place to stay! Our family loves coming here."
Waterfront Lakehouse
Farmhouse Oasis | Washer/Dryer | Fireplace
Outdoor dining

Farmhouse Oasis | Washer/Dryer | Fireplace

10.0 out of 10, Exceptional, (3)
"The space wad very nice, clean and as advertised. The early check-in was a nice touch"
Farmhouse Oasis | Washer/Dryer | Fireplace
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Terrace/patio

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

9.8 out of 10, Exceptional, (160)
"Debbie was an absolutely wonderful host! Her cabin was incredibly clean, quiet and beautiful! Highly recommend!! We will definitely be booking her property again! "
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Week discount. RV on 265 ac parcel with 15 Mile Stream running thru the property
Outdoor dining

Week discount. RV on 265 ac parcel with 15 Mile Stream running thru the property

9.6 out of 10, Exceptional, (4)
"Very quiet with so much wildlife and things to do, the host is awesome and very responsive to your needs."
Week discount. RV on 265 ac parcel with 15 Mile Stream running thru the property
Lakefront Cabin on beautiful Unity Pond in Burnham, Maine
Interior

Lakefront Cabin on beautiful Unity Pond in Burnham, Maine

9.0 out of 10, Wonderful, (6)
"We had a fabulous time. The cove on the lake was so quiet and beautiful. We love bird watching and saw so many wonderful species on and off the water. The cabin is charming and the host incredibly lovely! Would recommend to anyone!"
Lakefront Cabin on beautiful Unity Pond in Burnham, Maine
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
On the beach, sun-loungers

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.8 out of 10, Exceptional, (31)
"Beautiful property and very nice host"
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
Cozy House in the heart of Waterville Maine.
Smart TV

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (43)
"Loved the cozy home! We would stay there again in a heartbeat. The only thing that we would have been nice is if there was a tv in the main bedroom, but that’s just a personal preference. "
Cozy House in the heart of Waterville Maine.
Log cabin, King bed!!! Private beach!!
Smart TV, fireplace, DVD player, table football

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

9.8 out of 10, Exceptional, (30)
"Its a great place to relax and slow down."
Log cabin, King bed!!! Private beach!!
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

Find out more about Pittsfield

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:

  • View our selection of featured holiday rentals in Pittsfield
  • Use the map to find apartments and other holiday homes in the Pittsfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pittsfield while they last

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 is located in the mountains, and has a patio, a garden and a BBQ to put you at ease 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.