Title: Pittsfield Vacation Rentals from $358: 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)

![](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 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6053891&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pittsfield vacation rentals

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/6636bd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/d3ba341c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/1a7ae973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/9da55179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Angel Mist Retreat Garage Apartment

[](https://www.expedia.com/Pittsfield-Hotels-Welcome-To-Angel-Mist-Retreat.h89759088.Hotel-Information)

Pittsfield

10/10

Exceptional

(14 reviews)

"Great stay. Very comfortable, roomy, clean and good overall value."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rob K.

$283 nightly

$309 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Welcome-To-Angel-Mist-Retreat.h89759088.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/0abd7285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/e4daea6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/2b3fa485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/5e0a34d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Home- New, Comfortable, Centrally located

[](https://www.expedia.com/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information)

Pittsfield

10/10

Exceptional

(1 review)

"Great host great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

thomas v.

$254 nightly

$276 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/4c561747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/8898af95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/a76eaf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/4c40e8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Superb 2-bedroom Home with AC in Detroit

[](https://www.expedia.com/Detroit-Hotels-Superb-2-Bedroom-Home-With-AC-In-Detroit.h124444128.Hotel-Information)

Detroit

$164 nightly

$179 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Detroit-Hotels-Superb-2-Bedroom-Home-With-AC-In-Detroit.h124444128.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/f312599a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/b67f120e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/0e7387ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/38840bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cabin Skowhegan

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

Skowhegan

9.8/10

Exceptional

(52 reviews)

"Very quiet and relaxing - just what we wanted."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary D.

$193 nightly

$210 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/515b6a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/576b2944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/effc1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/76608187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cabin in the birches right on the atv trail!

[](https://www.expedia.com/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.Hotel-Information)

Fairfield

9.2/10

Wonderful

(7 reviews)

"Very neat cabin. Spacious all utilities and a fire pit"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa O.

$158 nightly

$172 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/a00de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/2d52a61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/5408df77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/b1aad0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sister A-Frame in Woods B

[](https://www.expedia.com/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information)

Oakland

10/10

Exceptional

(9 reviews)

"Great stay. Would stay here again if in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda M.

$210 nightly

$228 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/5e14a5ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/2871f62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/9db45a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/ace8d184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ON THE GO!

[](https://www.expedia.com/Hartland-Hotels-ON-THE-GO.h96963504.Hotel-Information)

Hartland

10/10

Exceptional

(2 reviews)

"It was a clean and quiet room. The property was also clean and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah F.

$150 nightly

$164 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Hartland-Hotels-ON-THE-GO.h96963504.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/ea4831c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/43a37948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/de936a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/682fc57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The heart of the Belgrade Lakes 

[](https://www.expedia.com/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information)

Oakland

9.0/10

Wonderful

(9 reviews)

"Host was very accommodating "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen

$176 nightly

$191 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70600000/70598700/70598626/617e3a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70600000/70598700/70598626/23e0f31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/71000000/70600000/70598700/70598626/da35ae81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70600000/70598700/70598626/720246c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blake's Cabin 

[](https://www.expedia.com/Hartland-Hotels-Blakes-Cabin.h70598626.Hotel-Information)

Hartland

9.6/10

Exceptional

(25 reviews)

"Clean rooms and beautiful property and lake views. Host was always quick to answer questions. Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carmen B.

$312 nightly

$340 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Hartland-Hotels-Blakes-Cabin.h70598626.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/4c3bafc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/14681d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/2dd0dee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/d59c99fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information)

Madison

9.2/10

Wonderful

(5 reviews)

"Excellent service and perfect for our stay. Would book again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

$142 nightly

$154 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/17014025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/72956d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/223140d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/577bfe71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private cabin, 30 acres, 40 min to Sugarloaf. Can snowmobile, ATV and hike paths

[](https://www.expedia.com/Madison-Hotels-Gorgeous-Cabin-On-20-Acres.h81916204.Hotel-Information)

Madison

10/10

Exceptional

(42 reviews)

"Everything was amazing"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Antwan B.

$343 nightly

$374 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Gorgeous-Cabin-On-20-Acres.h81916204.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/1d81fc0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/24687d8e_edited_120b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/3d43d563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/02a26a70_edited_16e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Discover Oakland charm near Colby College 10 min

[](https://www.expedia.com/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information)

Oakland

10/10

Exceptional

(6 reviews)

"Very clean and comfy. A pleasure to stay there. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vicki W.

$236 nightly

$257 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/0abe9bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/196b58dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/ca7c4bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/e92ffd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Forest Cabin with Wall of Windows

[](https://www.expedia.com/Brooks-Hotels-Wall-Of-Windows-Super-Clean-Solar-Powered.h121957135.Hotel-Information)

Jackson

10/10

Exceptional

(1 review)

"The space was warm and clean and had everything we needed. The hosts were incredibly friendly and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ally L.

$212 nightly

$231 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Brooks-Hotels-Wall-Of-Windows-Super-Clean-Solar-Powered.h121957135.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109290000/109285700/109285623/bfe592ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109290000/109285700/109285623/efcd4ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109290000/109285700/109285623/3b3ac15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109290000/109285700/109285623/da5520fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Escape | Steps to the Sand

[](https://www.expedia.com/Burnham-Hotels-The-Escape-Steps-To-The-Sand.h109285623.Hotel-Information)

Burnham

$375 nightly

$409 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Burnham-Hotels-The-Escape-Steps-To-The-Sand.h109285623.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/b51d7b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/f7212acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy getaway: farmhouse with wood stove & jacuzzi tub

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

Oakland

10/10

Exceptional

(10 reviews)

"It was that was said to be The host was very nice and helpful . I enjoyed my stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea C.

$337 nightly

$358 total

Feb 28 - Mar 1

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/7d964cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/222611f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/317266d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/e33a9b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious modern living in a quite neighborhood

[](https://www.expedia.com/Madison-Hotels-Spacious-Modern-Living-In-A-Quite-Neighborhood.h88914690.Hotel-Information)

Madison

$142 nightly

$154 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Madison-Hotels-Spacious-Modern-Living-In-A-Quite-Neighborhood.h88914690.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/cde4979d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/4470ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/9fa0568e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/7a0496bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maine Lake House with an Amazing Sand Beach!

[](https://www.expedia.com/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information)

Burnham

8.8/10

Excellent

(6 reviews)

"Great stay, property was a great fit for a few day stay to visit family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy M.

$473 nightly

$516 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/3d3dadc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/e06aada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/5a1b3917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/332eea24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Water's Edge | Peaceful Lakeside Cabin

[](https://www.expedia.com/Hartland-Hotels-The-Waters-EdgePeaceful-Lakeside-Cabin.h111284879.Hotel-Information)

Hartland

10/10

Exceptional

(2 reviews)

"We had a great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michaela W.

$397 nightly

$433 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Hartland-Hotels-The-Waters-EdgePeaceful-Lakeside-Cabin.h111284879.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/1cde160c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/b6737602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/f3992758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/da46180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Minutes to Colby 

[](https://www.expedia.com/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information)

Waterville

8.8/10

Excellent

(22 reviews)

"Easy check in and spacious apartment. Excellent location- within minutes of Colby and downtown restaurants. Super comfy living room to relax in after a full day of Parents Weekend:"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jodie M.

$175 nightly

$191 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/07480620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/966437ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/d65eda33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/637ba451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salt water hot tub, king size beds, dog friendly, ice fishing

[](https://www.expedia.com/Canaan-Hotels-Salt-Water-Hot-Tub.h113961345.Hotel-Information)

Canaan

10/10

Exceptional

(4 reviews)

"We had such a wonderful time here! It was so cozy during the snowstorm and had everything we needed and more. We enjoyed the hot tub and snowmobiling on the lake was awesome. The host was quick at responding and so helpful! We will definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley G.

$351 nightly

$383 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Canaan-Hotels-Salt-Water-Hot-Tub.h113961345.Hotel-Information)

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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## 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=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&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=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&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=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&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=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Condos

[](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=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

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## Top Pittsfield Hotel Reviews

![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg)

### Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent

"Stay here every year. Always nice, clean rooms, awesome staff. Basic but nice gym. Good breakfast. Convenient food options nearby, and close to Quarry Road and college. Wish they’d stop whoever smokes in the stairwells. "

[](https://expedia.com/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.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

"Everything was clean and comfortable. Great bed love the fireplace. Staff was great!"

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

"Great. Breakfast off the menu included in price. Great staff, great restaurant, and excellent room"

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

![Log cabin, King bed!!! Private beach!!](https://images.trvl-media.com/lodging/56000000/55370000/55363100/55363081/7c7074af_y.jpg)

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

10/10 Excellent

"Beautiful home"

[](https://expedia.com/Canaan-Hotels-Log-Cabin.h55363081.Hotel-Information)

![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)

![Cabin in scenic woods with hiking trails, firepit, horseback riding nearby](https://images.trvl-media.com/lodging/32000000/31190000/31189900/31189874/0def602e_y.jpg)

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

10/10 Excellent

"The host was extremely helpful. Cabin was very cozy. Had an excellent time with some much needed peace and quite."

[](https://expedia.com/Exeter-Hotels-Cabin-In-Scenic-Woods-With-Hiking-Trails.h31189874.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)

## 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 $358 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.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [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?

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### How many vacation rentals will I find in Pittsfield?

### What can I see and do in Pittsfield?

### What are vacation rentals like in Pittsfield?

### Expedia's Latest Trends

Hotels

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- [Hotel Rooms in Rockland](https://expedia.com/Rockland-Hotels.d3004.Travel-Guide-Hotels)

Flights

- [Flights to BGR](https://expedia.com/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights)
- [Flights to PWM](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights to AUG](https://expedia.com/Cheap-Flights-To-Bar-Harbor.d561.Travel-Guide-Flights)

Cars

- [Car rentals in Bangor](https://expedia.com/Car-Rentals-In-Bangor.d6050918.Car-Rental-Guide)
- [Car rentals in Portland](https://expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)

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