Title: Pittsfield Vacation Rentals from $276: Search Short-Term Rentals | Expedia.com

[Pittsfield Travel Guide](https://expedia.com/Pittsfield.dx6053891)[Hotels in Pittsfield](https://expedia.com/Pittsfield-Hotels.d6053891.Travel-Guide-Hotels)[Flights to Pittsfield](https://expedia.com/Cheap-Flights-To-Pittsfield.d6053891.Travel-Guide-Flights)[Car Rentals in Pittsfield](https://expedia.com/Car-Rentals-In-Pittsfield.d6053891.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.com/Pittsfield.d6053891.Destination-Travel-Guides)

![Farm](https://images.trvl-media.com/place/6053891/1dbadbe0-84b7-4851-af74-a077f5919903.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APARTMENT)

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## Top Pittsfield Hotel Reviews

![Large Secluded Cabin on the Lake - Now booking 2+ night stays](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565695/58eac4b5_y.jpg)

### Large Secluded Cabin on the Lake - Now booking 2+ night stays

10/10 Excellent

"Host was very helpful and accomadation to make our trip that much easier. The house is beautiful and has so many cute children amenities. We had great luck I've fishing and had such beautiful weather. Thank you again! "

[](https://expedia.com/Smithfield-Hotels-Large-Secluded-Cabin-On-The-Lake-Now-Booking-2-Night-Stays.h83565695.Hotel-Information)

![Charming Guest House on Farm - Pets Welcome](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0_y.jpg)

### Charming Guest House on Farm - Pets Welcome

10/10 Excellent

"Cozy and inviting! Kathleen was very responsive and made us feel very welcome. She was kind enough to let us meet her sweet animals. The jacuzzi tub was an added bonus— the water got nice and hot like I like and the red light made me feel like I was at a spa. Would definitely book again!"

[](https://expedia.com/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information)

![The Cabin Skowhegan](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/4eb6a4b2_y.jpg)

### The Cabin Skowhegan

10/10 Excellent

"Beautifully furnished cozy cabin and great hospitality from Larry and Lisa! Nice and toasty when we arrived and every detail was expertly crafted for a pleasant stay. Thank you so much for hosting our weekend in Skowhegan."

[](https://expedia.com/Skowhegan-Hotels-Free-Private-Parking.h76995336.Hotel-Information)

![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg)

### The Skowhegan By Kasa

10/10 Excellent

"Great place. "

[](https://expedia.com/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information)

![Hampton Inn Waterville](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg)

### Hampton Inn Waterville

10/10 Excellent

"Very good staff was great , breakfast needs to be better at these hotels in general. "

[](https://expedia.com/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information)

![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg)

### Fireside Inn & Suites Waterville

10/10 Excellent

"Room was very cozy, and staff was pleasant. Loved having governor’s next door. Definitely recommend others to stay."

[](https://expedia.com/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information)

![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg)

### Lockwood Hotel

10/10 Excellent

"Wonderful setting, terrific staff, and the best accommodations around"

[](https://expedia.com/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information)

![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg)

### Best Western Plus Waterville Grand Hotel

10/10 Excellent

"Was excellent and pool was heated was wonderful "

[](https://expedia.com/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information)

![The Towne Motel](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/82b2c35d_y.jpg)

### The Towne Motel

10/10 Excellent

"The room was very clean, very comfortable bed, and staff great,"

[](https://expedia.com/Skowhegan-Hotels-The-Towne-Motel.h5490125.Hotel-Information)

## Find out more about Pittsfield

**Everything you need to know about Pittsfield vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Pittsfield vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $276 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Pittsfield rentals**

At Expedia, we put the best Pittsfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Cabin Rentals in Pittsfield ](https://expedia.com/Pittsfield-Cabins.d6053891-aaCabins.Travel-Guide-Accommodation)
- [Vacation Homes in Pittsfield ](https://expedia.com/Pittsfield-Private-Vacation-Homes.d6053891-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Pittsfield ](https://expedia.com/Pittsfield-Cottages.d6053891-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Pittsfield ](https://expedia.com/Pittsfield-Apartments.d6053891-aaApartments.Travel-Guide-Accommodation)
- [Motels in Pittsfield ](https://expedia.com/Pittsfield-Motels.d6053891-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Pittsfield ](https://expedia.com/Pittsfield-Resorts.d6053891-aaResorts.Travel-Guide-Accommodation)
- [B&B in Pittsfield ](https://expedia.com/Pittsfield-Bed-And-Breakfast.d6053891-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Pittsfield ](https://expedia.com/Pittsfield-Chalets.d6053891-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Pittsfield ](https://expedia.com/Pittsfield-Lodges.d6053891-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Pittsfield ](https://expedia.com/Pittsfield-Agritourism.d6053891-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Pittsfield ](https://expedia.com/Pittsfield-Guest-Houses.d6053891-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Pittsfield ](https://expedia.com/Pittsfield-Condos.d6053891-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Pittsfield?

### What's the top vacation rental in Pittsfield?

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### What are vacation rentals like in Pittsfield?

### Expedia's Latest Trends

Hotels

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