Title: Pittsfield Vacation Rentals from CA $222: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d553248635975875351.Travel-Guide-Hotels)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d553248635975875351.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d553248635975875351.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [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 two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&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) In three months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-07-24&endDate=2026-07-26&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 ![Smart TV](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/675ed11a.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) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124512/5b2673ac.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 (23 reviews) "This place was so nice to stay at and very clean. Quiet neighborhood with on street parking that was always close and available. We will definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $132 CA $279 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Warren-Hotels-Quaint-2-Bedroom-Apartment-5-Minute-Walk-To-Down-Town-Close-To-Local-Bike-Trail.h74124512.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/107000000/106998000/106997978/9028fa84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/107000000/106998000/106997978/d0b3b550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/107000000/106998000/106997978/b7fcd0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/107000000/106998000/106997978/439602ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Retreat + Firepit + Near Chautauqua [](https://www.expedia.ca/Ashville-Hotels-Peaceful.h106997978.Hotel-Information) Ashville 10/10 Exceptional (16 reviews) "Beautiful view of the lake. Very nice little house and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joelyn G. CA $144 CA $411 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Ashville-Hotels-Peaceful.h106997978.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) ![Interior](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/26a16173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63750000/63743100/63743020/b7f4dfc2.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) "The location in downtown Corry was the most appealing aspect of the apartment. Having grown up in Corry, the central location brought back so many good memories of our formative years." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandy C. CA $124 CA $231 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Corry-Hotels-Sleeps-5-Fully-Equipped-Apartment-Near-Ski-Resprt.h63743020.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/77000000/76790000/76781300/76781228/w903h683x61y0-ba9f74ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76790000/76781300/76781228/w918h679x48y4-a35c61eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76790000/76781300/76781228/45494bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/77000000/76790000/76781300/76781228/w1010h678x8y5-f8cd463c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 Bedroom Canal Front Cottage With Private Dock [](https://www.expedia.ca/Ashville-Hotels-Cozy-2-Bedroom-Canal-Front-Cottage-With-Private-Dock.h76781228.Hotel-Information) Ashville 9.8/10 Exceptional (48 reviews) "Enjoyed our stay close to all we the areas we were looking to explore" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris L. [](https://www.expedia.ca/Ashville-Hotels-Cozy-2-Bedroom-Canal-Front-Cottage-With-Private-Dock.h76781228.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) ![TV](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/58de2e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103700000/103698300/103698205/b724e31c.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) ### Firefly Suite [](https://www.expedia.ca/Warren-Hotels-Firefly-Suite.h103698205.Hotel-Information) Warren 9.8/10 Exceptional (14 reviews) "Clean, cozy, convenient to restaurants and shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane F. CA $160 CA $208 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Warren-Hotels-Firefly-Suite.h103698205.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 $117 CA $260 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Warren-Hotels-Spacious-2-Bedroom-Apartment.h100537236.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97080000/97078800/97078739/763869e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97080000/97078800/97078739/735b05a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97080000/97078800/97078739/a205f2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97080000/97078800/97078739/3cd6c3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint historic home in the heart of Bemus Point Village- a stroll to the water! [](https://www.expedia.ca/Bemus-Point-Hotels-Quaint-Historic-Home-In-The-Heart-Of-Bemus-Point-Village-A-Stroll-To-The-Water.h97078739.Hotel-Information) Bemus Point 10/10 Exceptional (29 reviews) "The house was located in a great location in Bemis Point. Easy walk to shops, restaurants and the waterfront. Very spacious, clean accommodations. The beds were very comfortable. The porch was a perfect place to hang out on a beautiful fall day. Can't wait for an opportunity to make a return visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James F H. CA $257 CA $645 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Bemus-Point-Hotels-Quaint-Historic-Home-In-The-Heart-Of-Bemus-Point-Village-A-Stroll-To-The-Water.h97078739.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) ![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) ![Marina](https://images.trvl-media.com/lodging/115000000/114410000/114406700/114406622/8551f51e.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 9.6/10 Exceptional (15 reviews) " wonderful place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher R. CA $167 CA $440 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Celoron-Hotels-The-Refined-Retreat.h114406622.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/9fbe2da2.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) "We enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew B. CA $301 CA $701 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Jamestown-Hotels-Resort-On-Main-In-The-Heart-Of-Bemus-Point-On-Lake-Chautauqua.h48626943.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) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/fa5d7b33.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78430000/78425800/78425800/15bc76a6.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 $186 CA $356 total includes taxes & fees Apr 30 - May 1 [](https://www.expedia.ca/Warren-Hotels-River-View-Getaway.h78425800.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) ![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) ![Dining](https://images.trvl-media.com/lodging/96000000/95110000/95101600/95101503/03fc05ef.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) ### 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) "Great place, nice to be in downtown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. CA $160 CA $208 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Warren-Hotels-Stowaway-Suites-On-The-Avenue-Mt-Laurel-Suite.h95101503.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) ![Living area](https://images.trvl-media.com/lodging/120000000/119510000/119505600/119505565/01a4d60f.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) ### 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 9.6/10 Exceptional (15 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 $119 CA $162 total includes taxes & fees Apr 19 - Apr 20 [](https://www.expedia.ca/Warren-Hotels-Charming-2-Bedroom-Apartment-In-Peaceful-Warren-With-AC.h119505565.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) ![Dining](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/w906h683x59y0-5c7e086f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78330000/78322900/78322888/w404h683x310y0-d1502857.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) ### 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 $160 CA $208 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Warren-Hotels-Allegheny-Suite.h78322888.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) ![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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119110000/119100300/119100227/63a56818.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 (6 reviews) "Great property. Tiffany thought of everything. It was all so welcoming and new. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer L. CA $245 CA $584 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Mayville-Hotels-20-Park-Walk-To-Everything-CHQ-Pets-OK-Free-Bikes.h119100227.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) ![Dining](https://images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/4a328a0b.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 (24 reviews) "Was a great couple months during winter. Had what we needed. Was cozy and the wildlife around was great to watch daily. Would book again. On negative temperature nights it got a little chilly but was sufficient. Driveway during snow was tough but all in all very happy with Eagles Peak Cottage!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick CA $75 CA $222 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/West-Hickory-Hotels-Eagles-Peak-Cottage.h111747321.Hotel-Information) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/e21e1c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/11fb19fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/4cf7f77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/78459618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit [](https://www.expedia.ca/Clymer-Hotels-8409-PEEK-N-PEAK-SLOPE-SIDE-SKI-INOUT-GOLF-LIFT-8.h66107872.Hotel-Information) Clymer 9.8/10 Exceptional (91 reviews) "Best location at Peek n’ Peak " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve A. CA $313 CA $761 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Clymer-Hotels-8409-PEEK-N-PEAK-SLOPE-SIDE-SKI-INOUT-GOLF-LIFT-8.h66107872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110690000/110688100/110688006/0620bdb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110690000/110688100/110688006/3d14284d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/111000000/110690000/110688100/110688006/c0add29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110690000/110688100/110688006/2c2113c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake [](https://www.expedia.ca/Bemus-Point-Hotels-Main-St-Bemus-1-Block-From-Lake.h110688006.Hotel-Information) Ellery 10/10 Exceptional (7 reviews) "Beautiful house, decorated nicely, great accommodations with special touches that made the stay so nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna L. CA $290 CA $696 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Bemus-Point-Hotels-Main-St-Bemus-1-Block-From-Lake.h110688006.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) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119220000/119218400/119218325/3699de7f.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) ![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 10/10 Exceptional (1 review) "House was beautiful and well maintained, very welcoming. The host was easy to communicate with and checked in to see if we needed anything or had any issues. Would absolutely book again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill M. CA $132 CA $517 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Warren-Hotels-Charming-3-Bedroom-Vacation-Retreat-Near-Historical-Downtown-Nature-Escapes.h119218325.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/126000000/125970000/125969800/125969765/a694306a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125970000/125969800/125969765/ecf02d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/126000000/125970000/125969800/125969765/2aaca5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/126000000/125970000/125969800/125969765/c101abcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in our immaculate newly remodeled and cozy home in Old Order Amish country [](https://www.expedia.ca/Spartansburg-Hotels-Stay-In-Our-Immaculate-Newly-Remodeled-And-Cozy-Home-In-Old-Order-Amish-Country.h125969765.Hotel-Information) Spartansburg CA $139 CA $223 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Spartansburg-Hotels-Stay-In-Our-Immaculate-Newly-Remodeled-And-Cozy-Home-In-Old-Order-Amish-Country.h125969765.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) ![TV](https://images.trvl-media.com/lodging/103000000/102350000/102349700/102349603/9bc26cd6.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) ![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) ### Allegheny River House [](https://www.expedia.ca/Tidioute-Hotels-Allegheny-River-House.h102349603.Hotel-Information) Tidioute 9.2/10 Wonderful (10 reviews) "Fantastic as always " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew F. CA $105 CA $239 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Tidioute-Hotels-Allegheny-River-House.h102349603.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=2026-04-19&endDate=2026-04-20®ionId=553248635975875351&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+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=APARTMENT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals) ## Top Pittsfield Hotel Reviews ![Peek'n Peak Resort Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/317b9492_y.jpg) ### Peek'n Peak Resort Trademark Collection by Wyndham 10/10 Excellent "Staff: 10 stars! Hidden gem! Hot tub is sick! Will be back." [](https://expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) ![Clarion Pointe Jamestown - Falconer](https://images.trvl-media.com/lodging/1000000/10000/600/559/c50a64eb_y.jpg) ### Clarion Pointe Jamestown - Falconer 2/10 Terrible "First thing, I pulled into the parking lot and the overall look of the premises looks like a shelter, unkept Secondly, the building smells like an animal shelter and an old ashtray. Thirdly, the people that are staying in the hotel are very questionable. Fourth, at this point I’m questioning my family’s safety? The complimentary breakfast was not the greatest, cold boiled eggs, hard bagels, very bruised bananas. The room was ok, clean sheets & towels, I guess that was the only decent thing. The curtains looked as if they were never washed/or cleaned since they were installed. The staff was ok, when asked if the facility was a shelter the gentleman hesitated on responding. Overall, this hotel needs a major overhaul upgrade and get rid of the rehab people if you want to stay in business. Suggestion: just convert into a shelter that helps rehabilitated people if that’s what you want to do. I’m sure most of your customers will agree. If Im paying to stay in a hotel then thats the atmosphere I’m expecting to see. Clarion do better. I will never be returning here!! " [](https://expedia.ca/Jamestown-Hotels-Clarion-Pointe-Jamestown-Falconer.h559.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Jamestown](https://images.trvl-media.com/lodging/1000000/980000/978100/978061/ac33bb91_y.jpg) ### La Quinta Inn & Suites by Wyndham Jamestown 8/10 Good "Breakfast was good. Parking was good. Needs a shower chair in handicap room." [](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information) ![Chautauqua Harbor Hotel - Jamestown](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a6f224e7_y.jpg) ### Chautauqua Harbor Hotel - Jamestown 10/10 Excellent "Perfect location, attentive staff - right near the Lucy statues. Nice history and photos throughout. Very near National Comedy Museum which is a must!!!!" [](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![Holiday Inn Express & Suites Jamestown by IHG](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/27bba71c_y.jpg) ### Holiday Inn Express & Suites Jamestown by IHG 8/10 Good "The breakfast was great. The shower curtains kept sliding down and it was hard to keep the floor dry. " [](https://expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information) ![DoubleTree by Hilton Jamestown](https://images.trvl-media.com/lodging/1000000/20000/11500/11426/11600182_y.jpg) ### DoubleTree by Hilton Jamestown 10/10 Excellent "Clean but worn " [](https://expedia.ca/Jamestown-Hotels-DoubleTree-By-Hilton-Jamestown.h11426.Hotel-Information) ![Days Inn by Wyndham Warren](https://images.trvl-media.com/lodging/1000000/10000/700/628/dc079667_y.jpg) ### Days Inn by Wyndham Warren 2/10 Terrible "There was no bar, even though it was advertised there was a bar and restaurant " [](https://expedia.ca/Warren-Hotels-Days-Inn-By-Wyndham-Warren.h628.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/e21e1c15_y.jpg) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit 10/10 Excellent "Great location " [](https://expedia.ca/Clymer-Hotels-8409-PEEK-N-PEAK-SLOPE-SIDE-SKI-INOUT-GOLF-LIFT-8.h66107872.Hotel-Information) ![Cobblestone Inn & Suites - Corry](https://images.trvl-media.com/lodging/10000000/9020000/9013700/9013700/af5bcbd3_y.jpg) ### Cobblestone Inn & Suites - Corry 6/10 Okay "Clean " [](https://expedia.ca/Corry-Hotels-Cobblestone-Inn-Suites-Corry.h9013700.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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Pittsfield ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [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 ### Can I find vacation rentals in Pittsfield? ### What are some of the best vacation rentals that Pittsfield has to offer? ### What can I see and do in Pittsfield? ### What are vacation rentals like in Pittsfield? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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