Title: Pittsfield Vacation Rentals from CA $288: Short-Term Rentals for 2026 | Expedia.ca

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![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

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-05-29&endDate=2026-05-31&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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/9da55179.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)

![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)

### Angel Mist Retreat Garage Apartment

[](https://www.expedia.ca/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.

CA $192

CA $425 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/cb9a5d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/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.

CA $226

CA $407 total

includes taxes & fees

Feb 28 - Mar 1

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

Detroit

CA $132

CA $249 total

includes taxes & fees

Feb 9 - Feb 10

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

![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/ace8d184.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96963600/96963504/e35717ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ON THE GO!

[](https://www.expedia.ca/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.

CA $123

CA $224 total

includes taxes & fees

Feb 10 - Feb 11

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

![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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/2088d126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Fairfield

9.0/10

Wonderful

(6 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.

CA $185

CA $270 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.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/df06a28f.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.ca/Skowhegan-Hotels-Free-Private-Parking.h76995336.Hotel-Information)

Skowhegan

9.8/10

Exceptional

(51 reviews)

"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."

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

Sue

CA $137

CA $288 total

includes taxes & fees

Mar 2 - Mar 3

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

![Property grounds](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/37656f80.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)

![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)

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

[](https://www.expedia.ca/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.

CA $209

CA $511 total

includes taxes & fees

Feb 16 - Feb 17

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

![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)

![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/b1aad0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sister A-Frame in Woods B

[](https://www.expedia.ca/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.

CA $183

CA $335 total

includes taxes & fees

Mar 4 - Mar 5

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

![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)

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

### Blake's Cabin 

[](https://www.expedia.ca/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.

CA $239

CA $464 total

includes taxes & fees

Feb 15 - Feb 16

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

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

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/17a87d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Oakland

10/10

Exceptional

(9 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.

CA $254

CA $485 total

includes taxes & fees

Feb 8 - Feb 9

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

![On the beach](https://images.trvl-media.com/lodging/96000000/95770000/95768400/95768356/0cbbebb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95770000/95768400/95768356/b0d2ae0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95770000/95768400/95768356/d8ac233a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95770000/95768400/95768356/dc34d98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Retreat- A Relaxing Beachside Bungalow

[](https://www.expedia.ca/Burnham-Hotels-The-Retreat-A-Relaxing-Beachside-Bungalow.h95768356.Hotel-Information)

Burnham

10/10

Exceptional

(3 reviews)

"Great cabin and location "

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

John V.

CA $227

CA $558 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Burnham-Hotels-The-Retreat-A-Relaxing-Beachside-Bungalow.h95768356.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/d59c99fb.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)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/27f2044c.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.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information)

Madison

9.0/10

Wonderful

(4 reviews)

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

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

Scott

CA $185

CA $231 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.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/108000000/107170000/107166600/107166584/445432e7.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)

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

### The heart of the Belgrade Lakes 

[](https://www.expedia.ca/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

CA $110

CA $263 total

includes taxes & fees

Feb 16 - Feb 17

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

![Dining](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/332eea24.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)

![Interior](https://images.trvl-media.com/lodging/112000000/111290000/111284900/111284879/d99ef113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Hartland

10/10

Exceptional

(1 review)

"We had a great stay! "

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

Michaela W.

CA $227

CA $594 total

includes taxes & fees

Feb 8 - Feb 9

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

![TV](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/2106c4ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/f5af8f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/b382c1a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118490000/118481900/118481811/68cf4729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

[](https://www.expedia.ca/Oakland-Hotels-NEW-Cozy-Cabin-Located-In-Oakland-Tucked-Away-In-A-Peaceful-Wooded-Scene.h118481811.Hotel-Information)

Oakland

CA $197

CA $405 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Oakland-Hotels-NEW-Cozy-Cabin-Located-In-Oakland-Tucked-Away-In-A-Peaceful-Wooded-Scene.h118481811.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)

![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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/66092648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Forest Cabin with Wall of Windows

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

Jackson

CA $189

CA $318 total

includes taxes & fees

Feb 10 - Feb 11

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/ae168f40.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)

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

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

[](https://www.expedia.ca/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.

CA $272

CA $705 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/c1f2bd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/8b356d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/dc2dee03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/251ea870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

[](https://www.expedia.ca/Sangerville-Hotels-Stylish-Guest-Loft-Cozy-Quiet-Stay-In-Charming-Sangerville.h121274646.Hotel-Information)

Sangerville

8.0/10

Very good

(1 review)

"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"

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

Judith L.

CA $122

CA $238 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Sangerville-Hotels-Stylish-Guest-Loft-Cozy-Quiet-Stay-In-Charming-Sangerville.h121274646.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)

![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/2be335e8.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.ca/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.

CA $122

CA $355 total

includes taxes & fees

Feb 15 - Feb 16

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

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/edd2c5e2.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)

![Shower](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/c7495d1f.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.ca/Madison-Hotels-Spacious-Modern-Living-In-A-Quite-Neighborhood.h88914690.Hotel-Information)

Madison

CA $172

CA $217 total

includes taxes & fees

Feb 8 - Feb 9

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=6053891&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America&regionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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

"The rokm was great and very clean. The staff was awesome. "

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

"Breakfast was excellent. All staff were nice, acknowledged your presence, were very accommodating. Was very thankful. Sone if tge reviews online discouraged me. Was thankful the room I had was clean, staff was great!"

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

"Nice clean room, cozy, friendly staff, fair price, convenient location. "

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

"We had an amazing winter weekend here with friends. The cabin was spacious, cozy, and exactly what we were looking for—secluded, peaceful, and right on the lake. Perfect setup for an ice fishing weekend, but just as great for relaxing by the fire, cooking together, and unplugging from real life for a bit.Everything was clean, well maintained, and thoughtfully stocked. The host was responsive and easy to work with, which made the whole stay seamless. Waking up to the quiet lake and woods was a highlight.If you’re looking for a true Maine getaway with plenty of space for a group and a great balance of comfort and outdoors, this place delivers. We’d absolutely come back."

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

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

### The Towne Motel

10/10 Excellent

"Clean updated room. Friendly staff."

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

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

### Hampton Inn Waterville

10/10 Excellent

"Clean room, great staff!!! Loved coffee in the entry area too, thank you!!"

[](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.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

"Very clean room and the building smelled amazing. It's such a great spot. Highly recommend."

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

![Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/20d8d18f_y.jpg)

### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

10/10 Excellent

"Yes, thank you again Diane"

[](https://expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.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

"Beautiful and scenic. Very cozy. An excellent getaway for the holidays. "

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

## Find out more about Pittsfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pittsfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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

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