Title: Pittsfield Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Pittsfield Station Hotels](https://expedia.ca/Pittsfield-Station-Hotels.d6195403.Travel-Guide-Hotels)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Pittsfield Station Vacation Rentals - ![](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 [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6195403&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6195403&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6195403&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6195403&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield Station vacation homes ![Property grounds](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/14f4ab5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/a935d124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/08120fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/18b24d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Pittsfield Home With A View! [](https://www.expedia.ca/Pittsfield-Hotels-Chic-Pittsfield-Home-With-A-View.h89789511.Hotel-Information) Pittsfield 8.2/10 Very good (11) "Great view from the property, lovely house and yard. Coiuldn't have been a better stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lara W. [](https://www.expedia.ca/Pittsfield-Hotels-Chic-Pittsfield-Home-With-A-View.h89789511.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94870000/94860300/94860277/c88cf2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94870000/94860300/94860277/664ee212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, toilet paper](https://images.trvl-media.com/lodging/95000000/94870000/94860300/94860277/aa186713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94870000/94860300/94860277/818576ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located in the Berkshires - Cozy Bungalow in SE Pittsfield! [](https://www.expedia.ca/Pittsfield-Hotels-Centrally-Located-In-The-Berkshires-Cozy-Bungalow-In-SE-Pittsfield.h94860277.Hotel-Information) Pittsfield 10/10 Exceptional (5) "It was a convenient location for visiting Tanglewood and the kitchen is perfect for packing picnics. Lovely neighborhood too!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ellen W. [](https://www.expedia.ca/Pittsfield-Hotels-Centrally-Located-In-The-Berkshires-Cozy-Bungalow-In-SE-Pittsfield.h94860277.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/119970000/119967200/119967174/d82c4692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119970000/119967200/119967174/9f937cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119970000/119967200/119967174/f0fbb3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119970000/119967200/119967174/9e7ecbdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large open floor plan. Private yet close to everything. Lovely meadow views [](https://www.expedia.ca/Pittsfield-Hotels-Large-Open-Floor-Plan-Private-Yet-Close-To-Everything-Lovely-Meadow-Views.h119967174.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Large-Open-Floor-Plan-Private-Yet-Close-To-Everything-Lovely-Meadow-Views.h119967174.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108170000/108163900/108163847/964c1a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108170000/108163900/108163847/b536b19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108170000/108163900/108163847/15093d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108170000/108163900/108163847/97226ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solomon Ely Homestead - Charming Pittsfield Stay [](https://www.expedia.ca/Pittsfield-Hotels-Solomon-Ely-Homestead-Charming-Pittsfield-Stay.h108163847.Hotel-Information) Pittsfield 10/10 Exceptional (1) "Thank you. You have a lovely place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil G. [](https://www.expedia.ca/Pittsfield-Hotels-Solomon-Ely-Homestead-Charming-Pittsfield-Stay.h108163847.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93470000/93460700/93460657/081b155b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93470000/93460700/93460657/16f62094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93470000/93460700/93460657/ac409e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93470000/93460700/93460657/27fb3911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet [](https://www.expedia.ca/Pittsfield-Hotels-Cape-Cod-In-The-Beautiful-Berkshires-Near-Ski-Resort.h93460657.Hotel-Information) Pittsfield 10/10 Exceptional (1) "The warmth and hospitality was amazing! The hosts were gracious and very helpful. This is a great location for summer and winter activities. The house is large, bedrooms sized very nicely. The dining room was a constant gathering for us during our stay, large windows and lots of sun, just off the enclosed porch. Heads-up the kitchen is aged but functional, and the main downstairs bathroom was original-not what we are used to. Overall, a beautiful house with nice touches like new hand... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jewel S. [](https://www.expedia.ca/Pittsfield-Hotels-Cape-Cod-In-The-Beautiful-Berkshires-Near-Ski-Resort.h93460657.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/f9227a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/079bb1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/3bbdf637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/411deb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house in beautiful Berkshires, close to amenities! [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information) Pittsfield CA $417 CA $637 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/47000000/46340000/46332300/46332293/90-9aaf2a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46340000/46332300/46332293/1ea930df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46340000/46332300/46332293/4ff16368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/47000000/46340000/46332300/46332293/90-c00850ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Ski House / Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Vrbo-Property.h46332293.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Vrbo-Property.h46332293.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96920000/96912100/96912024/002bb8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96920000/96912100/96912024/93e6ad1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96920000/96912100/96912024/bd145505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96920000/96912100/96912024/1636da5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cozy 100 yr old New England Berkshires Dutch Colonial. Long term available. [](https://www.expedia.ca/Pittsfield-Hotels-A-Cozy-100-Yr-Old-New-England-Berkshires-Dutch-ColonialLong-Term-Available.h96912024.Hotel-Information) Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-A-Cozy-100-Yr-Old-New-England-Berkshires-Dutch-ColonialLong-Term-Available.h96912024.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=2025-12-30&endDate=2025-12-31®ionId=6195403&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Station-Private-Vacation-Homes.d6195403-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Station-Private-Vacation-Homes.d6195403-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pittsfield Station Hotel Reviews ![Hilton Garden Inn Lenox Pittsfield](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2_y.jpg) ### Hilton Garden Inn Lenox Pittsfield 10/10 Excellent "The room was very clean with comfortable King bed. We really enjoyed the hot tub." [](https://expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Element Lenox Berkshires](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/c0933de7_y.jpg) ### Element Lenox Berkshires 10/10 Excellent "The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. " [](https://expedia.ca/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "This is a wonderful place to stay. The breakfast is delicious. The pool and hot tub are delightful. The staff are like family. " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshire Village Carriage House - Super Private!!](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/afbb4318_y.jpg) ### Berkshire Village Carriage House - Super Private!! 10/10 Excellent "Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! " [](https://expedia.ca/Lanesborough-Hotels-Berkshire-Village-Carriage-House.h25808208.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Lovely little elegant hotel. Beautiful well appointed rooms. Comfortable bed. Reasonably price. Great find. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Nice room" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg) ### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG 10/10 Excellent "Comfortable, quiet, clean, great breakfast " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Great staff especially Katherine " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Spacious rooms. Attentive staff. Free parking behind the hotel." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ## Find out more about Pittsfield Station #### What types of Vacation Homes can I find in Pittsfield Station? When you’re looking for Pittsfield Station Vacation Homes in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Vacation Homes that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Vacation Homes in Pittsfield Station, use our simple search function to help you secure a good deal. If the exact location of Vacation Homes is important to you, try our map facility to view available places in relation to each other and to Pittsfield Station. #### How much do Vacation Homes cost in Pittsfield Station? Prices for Pittsfield Station Vacation Homes can start from as little as \* in 2026\. The cost per night varies depending on several factors, including the amenities on offer at Vacation Homes, the exact location of Vacation Homes and how far they are from Pittsfield Station, as well as how high the demand for accommodation is near Pittsfield Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Pittsfield Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. #### How to find the best deals on Pittsfield Station Vacation Homes? Expedia’s search function can help you find a great deal on Pittsfield Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Pittsfield Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Vacation Homes within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking. #### Why should I choose Expedia to book Pittsfield Station Vacation Homes? One of the many benefits of booking Pittsfield Station Vacation Homes with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Vacation Homes so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Pittsfield Station Vacation Homes. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. #### What is the cancellation policy on booking Pittsfield Station Vacation Homes? It’s often possible to change or cancel bookings at Pittsfield Station Vacation Homes without a fee, but it depends on the rules and restrictions of the various Vacation Homes. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Pittsfield Station arrival dates. It’s best to check the policies of the individual Vacation Homes before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Vacation Homes. You can also view the terms of the different Vacation Homes at any time by checking the details of your booking at Expedia. \*Prices and availability are subject to change. 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