Title: Pittsfield Vacation Rentals from CA $567: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&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.ca/Hotel-Search?regionId=553248635975875351&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.ca/Hotel-Search?regionId=553248635975875351&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.ca/Hotel-Search?regionId=553248635975875351&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)

## Our top choices for Pittsfield vacation rentals

![Dining](https://images.trvl-media.com/lodging/110000000/109910000/109904300/109904274/a5d606f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109910000/109904300/109904274/fea68a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109910000/109904300/109904274/91faa477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109910000/109904300/109904274/419c013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA

[](https://www.expedia.ca/Poland-Hill-Hideaway.h109904274.Hotel-Information)

Tionesta

10/10

Exceptional

(17 reviews)

"The cabin was clean and beautiful "

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

Lisa

CA $177

CA $281 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Poland-Hill-Hideaway.h109904274.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/675ed11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/4fc1bc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/618f9c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/2a37e1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail

[](https://www.expedia.ca/Warren-Hotels-Quaint-2-Bedroom-Apartment-5-Minute-Walk-To-Down-Town-Close-To-Local-Bike-Trail.h74124512.Hotel-Information)

Warren

10/10

Exceptional

(22 reviews)

"Great place to stay, it is always my go to spot when staying in Warren. Everything is clean and comfortable and feels like home."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Colleen L.

CA $129

CA $272 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Warren-Hotels-Quaint-2-Bedroom-Apartment-5-Minute-Walk-To-Down-Town-Close-To-Local-Bike-Trail.h74124512.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/90844d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/3003a703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/fa5d7b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/99ea3ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River view getaway

[](https://www.expedia.ca/Warren-Hotels-River-View-Getaway.h78425800.Hotel-Information)

Warren

9.8/10

Exceptional

(47 reviews)

"It was a great place to stay!"

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

Lindsey F.

CA $197

CA $368 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Warren-Hotels-River-View-Getaway.h78425800.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/103000000/102350000/102349700/102349603/37508bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102350000/102349700/102349603/31db3c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102349700/102349603/443a830d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102349700/102349603/3220ef76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Allegheny River House

[](https://www.expedia.ca/Tidioute-Hotels-Allegheny-River-House.h102349603.Hotel-Information)

Tidioute

9.2/10

Wonderful

(10 reviews)

"Wonderful view, pet friendly area, peaceful setting. Host communication was excellent in correcting some check in difficulties."

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

Cindy I.

CA $92

CA $222 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Tidioute-Hotels-Allegheny-River-House.h102349603.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444513/2ba6c080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444513/fdb29026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444513/61ea3dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444513/7d0665ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### {LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill

[](https://www.expedia.ca/Tionesta-Hotels-LUXE-Lil-Tio-Downtown-Retreat-Walk-To-River-Firepit-Grill.h108444513.Hotel-Information)

Tionesta

10/10

Exceptional

(14 reviews)

"Cute little place with all the amenities!"

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

Heather V.

CA $102

CA $256 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Tionesta-Hotels-LUXE-Lil-Tio-Downtown-Retreat-Walk-To-River-Firepit-Grill.h108444513.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119510000/119505600/119505565/dd2bc77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119510000/119505600/119505565/15f80328.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/120000000/119510000/119505600/119505565/12520d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119510000/119505600/119505565/f536fcdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment in peaceful Warren with AC

[](https://www.expedia.ca/Warren-Hotels-Charming-2-Bedroom-Apartment-In-Peaceful-Warren-With-AC.h119505565.Hotel-Information)

Warren

9.8/10

Exceptional

(11 reviews)

"The rooms were spacious, the loft was very clean the host even had a good basket for us. "

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

Brian F.

CA $116

CA $158 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Warren-Hotels-Charming-2-Bedroom-Apartment-In-Peaceful-Warren-With-AC.h119505565.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/97aa0d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/01074875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/2928f149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/82c140d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eagle's Peak Cottage

[](https://www.expedia.ca/West-Hickory-Hotels-Eagles-Peak-Cottage.h111747321.Hotel-Information)

Pleasantville

9.0/10

Wonderful

(23 reviews)

"Everything was great - including communication with the owner. Would absolutely recommend this place to anyone wanting to getaway!! "

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

Connie H.

CA $74

CA $217 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/West-Hickory-Hotels-Eagles-Peak-Cottage.h111747321.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100537300/100537236/ea6dcdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100540000/100537300/100537236/4f256389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100537300/100537236/1ee4a634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100540000/100537300/100537236/944cf1cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 2 bedroom apartment 

[](https://www.expedia.ca/Warren-Hotels-Spacious-2-Bedroom-Apartment.h100537236.Hotel-Information)

Warren

8.6/10

Excellent

(4 reviews)

"Cherry was an excellent host and responded promptly. The apartment was very clean, well decorated, and comfortable. It had everything we needed. The beds were very comfortable and we slept well. It was in a quiet and safe neighborhood with free parking on the street. We stayed a week to visit with family and friends. We would definitely book here again!"

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

Teresa B.

CA $114

CA $254 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Warren-Hotels-Spacious-2-Bedroom-Apartment.h100537236.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/bdb2c3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/341dc50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/58de2e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/3d184d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Firefly Suite

[](https://www.expedia.ca/Warren-Hotels-Firefly-Suite.h103698205.Hotel-Information)

Warren

9.8/10

Exceptional

(13 reviews)

"Clean, cozy, convenient to restaurants and shopping. "

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

Diane F.

CA $157

CA $203 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Warren-Hotels-Firefly-Suite.h103698205.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/6875acc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/04003474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/26a16173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/83d1c6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleeps 5 Fully Equipped Apartment Near Golf Courses

[](https://www.expedia.ca/Corry-Hotels-Sleeps-5-Fully-Equipped-Apartment-Near-Ski-Resprt.h63743020.Hotel-Information)

Corry

9.4/10

Exceptional

(26 reviews)

"Lovely sunny place. Loved your high ceilings, front window, lace curtains, comfortable seating. Very accommodating. Thank you! "

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

Leonard M.

CA $121

CA $226 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Corry-Hotels-Sleeps-5-Fully-Equipped-Apartment-Near-Ski-Resprt.h63743020.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114410000/114406700/114406622/ea27a7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114410000/114406700/114406622/4d2028c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114410000/114406700/114406622/ed037b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/115000000/114410000/114406700/114406622/1f0843b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Refined Retreat

[](https://www.expedia.ca/Celoron-Hotels-The-Refined-Retreat.h114406622.Hotel-Information)

Celoron

10/10

Exceptional

(14 reviews)

" wonderful place to stay "

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

Christopher R.

CA $149

CA $411 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Celoron-Hotels-The-Refined-Retreat.h114406622.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95110000/95101600/95101503/102cd12b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/96000000/95110000/95101600/95101503/b24735ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/96000000/95110000/95101600/95101503/1f4d4efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95110000/95101600/95101503/8ac66c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stowaway Suites on the Avenue: Mt Laurel Suite

[](https://www.expedia.ca/Warren-Hotels-Stowaway-Suites-On-The-Avenue-Mt-Laurel-Suite.h95101503.Hotel-Information)

Warren

9.0/10

Wonderful

(12 reviews)

"This place was great! Very clean and convenient. We will absolutely stay again! Parking was a little confusing because the photos are before the pictured fence had grown in with vines but I figured it out. Great stay!"

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

CodyAnne C.

CA $157

CA $203 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Warren-Hotels-Stowaway-Suites-On-The-Avenue-Mt-Laurel-Suite.h95101503.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/w905h683x60y0-c70a95e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/47f202dc_edited_b83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/w905h683x59y0-0d6c00ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/w906h683x59y0-5c7e086f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Allegheny Suite

[](https://www.expedia.ca/Warren-Hotels-Allegheny-Suite.h78322888.Hotel-Information)

Warren

9.8/10

Exceptional

(29 reviews)

"Very comfortable. Would stay here again."

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

Katherine R.

CA $157

CA $203 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Warren-Hotels-Allegheny-Suite.h78322888.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125100000/125097800/125097771/abc6a21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125100000/125097800/125097771/73776947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125100000/125097800/125097771/bab856d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125100000/125097800/125097771/0fe87769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely King Ensuite bungalow

[](https://www.expedia.ca/Clarendon-Hotels-Lovely-King-Ensuite-Bungalow.h125097771.Hotel-Information)

Clarendon

CA $93

CA $191 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Clarendon-Hotels-Lovely-King-Ensuite-Bungalow.h125097771.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119110000/119100300/119100227/8a5fae3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119110000/119100300/119100227/96a3a5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119110000/119100300/119100227/80d83480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119110000/119100300/119100227/33f9d0a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

[](https://www.expedia.ca/Mayville-Hotels-20-Park-Walk-To-Everything-CHQ-Pets-OK-Free-Bikes.h119100227.Hotel-Information)

Chautauqua

10/10

Exceptional

(5 reviews)

"It was a very clean house with spacious areas including a full apartment upstairs. It was one of the better places we have ever stayed at as far as accommodations go. Highly recommended! Thank you."

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

Bill T.

CA $255

CA $592 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Mayville-Hotels-20-Park-Walk-To-Everything-CHQ-Pets-OK-Free-Bikes.h119100227.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/0d62ce2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/17583221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/6bd0fe23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/44b34d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Resort in the Heart of Bemus Village on CHQ Lake

[](https://www.expedia.ca/Jamestown-Hotels-Resort-On-Main-In-The-Heart-Of-Bemus-Point-On-Lake-Chautauqua.h48626943.Hotel-Information)

Bemus Point

10/10

Exceptional

(199 reviews)

"This home was gorgeous. It had everything we needed and check in and check out were a breeze!! Thank you, Rick and Debra, for a wonderful stay!!"

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

Valerie H.

CA $294

CA $685 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Jamestown-Hotels-Resort-On-Main-In-The-Heart-Of-Bemus-Point-On-Lake-Chautauqua.h48626943.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/99000000/98950000/98946700/98946639/771c8a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98950000/98946700/98946639/ea61f358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/99000000/98950000/98946700/98946639/9192935a.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/99000000/98950000/98946700/98946639/5405e597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak

[](https://www.expedia.ca/Clymer-Hotels-Sun-And-Snow-Escape-SkiGolf-Condo-In-Peekn-Peak.h98946639.Hotel-Information)

Clymer

9.8/10

Exceptional

(11 reviews)

"My family had a wonderful time staying at this condo. It was conveniently close to Peek’n Peak ski resort."

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

Nathaniel B.

CA $266

CA $525 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Clymer-Hotels-Sun-And-Snow-Escape-SkiGolf-Condo-In-Peekn-Peak.h98946639.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/120000000/119220000/119218400/119218325/37493539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119220000/119218400/119218325/bf949755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119220000/119218400/119218325/3699de7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119220000/119218400/119218325/a37cfeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes

[](https://www.expedia.ca/Warren-Hotels-Charming-3-Bedroom-Vacation-Retreat-Near-Historical-Downtown-Nature-Escapes.h119218325.Hotel-Information)

Warren

CA $123

CA $497 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Warren-Hotels-Charming-3-Bedroom-Vacation-Retreat-Near-Historical-Downtown-Nature-Escapes.h119218325.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/307e53a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/261c9c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/5552340f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/d061362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

[](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information)

Clymer

9.8/10

Exceptional

(82 reviews)

"Great place to stay!"

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

Colin S.

CA $270

CA $567 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.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=2026-03-03&endDate=2026-03-04&regionId=553248635975875351&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Apartments

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Cabins

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Condos

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Cottages

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Private vacation homes

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America&regionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET)

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## Top Pittsfield Hotel Reviews

![DoubleTree by Hilton Jamestown](https://images.trvl-media.com/lodging/1000000/20000/11500/11426/8fd588ff_y.jpg)

### DoubleTree by Hilton Jamestown

10/10 Excellent

"Good experience "

[](https://expedia.ca/Jamestown-Hotels-DoubleTree-By-Hilton-Jamestown.h11426.Hotel-Information)

![Quality Inn & Suites Warren](https://images.trvl-media.com/lodging/10000000/9700000/9699900/9699897/eeaa9d62_y.jpg)

### Quality Inn & Suites Warren

10/10 Excellent

"Staff was great!"

[](https://expedia.ca/Warren-Hotels-Quality-Inn-Suites.h9699897.Hotel-Information)

![Holiday Inn Express & Suites Jamestown by IHG](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/bbe23dc2_y.jpg)

### Holiday Inn Express & Suites Jamestown by IHG

10/10 Excellent

"Very nice young woman at the counter, helpful and friendly. And the room was clean. The floor of the shower needs some help, it isnt the fault of the cleaner, I tried scrubbing it and it doesn't come off. KRC7 might work or bleach. I was disappointed the pool was closed."

[](https://expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information)

![Peek'n Peak Resort Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787_y.jpg)

### Peek'n Peak Resort Trademark Collection by Wyndham

10/10 Excellent

"All was good ...very relaxing and fun."

[](https://expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Jamestown](https://images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg)

### La Quinta Inn & Suites by Wyndham Jamestown

10/10 Excellent

"Great experience!"

[](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information)

![8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/11fb19fb_y.jpg)

### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit

10/10 Excellent

"This was our second stay in this property. Randy offers great communication with his guests and the location is hard to beat! Had a great time here, thanks!"

[](https://expedia.ca/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.Hotel-Information)

![Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake](https://images.trvl-media.com/lodging/34000000/33500000/33492100/33492082/w846h566x1y1-060b6e6a_y.jpg)

### Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake

10/10 Excellent

"The cabin was meticulously built in the most beautiful setting. "

[](https://expedia.ca/Mayville-Hotels-Chalet-On-250-Acres.h33492082.Hotel-Information)

![Chautauqua Harbor Hotel - Jamestown](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg)

### Chautauqua Harbor Hotel - Jamestown

10/10 Excellent

"Easy check-in and beautiful room. We did not expect the beautiful view that came with the room!! 5 Stars!!"

[](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information)

![Peek' n Peak, Camelot  Loft Condo,  Clymer, NY, 250 Yards to Chair 8, Sleeps 14](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/0861e277_y.jpg)

### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

10/10 Excellent

"We had a great stay! Perfect condo for a weekend getaway. "

[](https://expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.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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- [Vacation Homes in Pittsfield ](https://expedia.ca/Pittsfield-Private-Vacation-Homes.d553248635975875351-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Pittsfield ](https://expedia.ca/Pittsfield-Cottages.d553248635975875351-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Pittsfield ](https://expedia.ca/Pittsfield-Condos.d553248635975875351-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Pittsfield ](https://expedia.ca/Pittsfield-Apartments.d553248635975875351-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Pittsfield ](https://expedia.ca/Pittsfield-Cabins.d553248635975875351-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Pittsfield ](https://expedia.ca/Pittsfield-Agritourism.d553248635975875351-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Pittsfield ](https://expedia.ca/Pittsfield-Bed-And-Breakfast.d553248635975875351-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Pittsfield ](https://expedia.ca/Pittsfield-Chalets.d553248635975875351-aaChalets.Travel-Guide-Accommodation)
- [Motels in Pittsfield ](https://expedia.ca/Pittsfield-Motels.d553248635975875351-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Pittsfield ](https://expedia.ca/Pittsfield-Resort-Hotels.d553248635975875351-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

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