Title: Holiday Rentals Berkshire County from £94: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Berkshire County Travel Guide](https://expedia.co.uk/Berkshire-County.dx553248635083901436)[Berkshire County Hotels](https://expedia.co.uk/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations)[Berkshire County Car Hire](https://expedia.co.uk/Destinations-In-Berkshire-County.d553248635083901436.Car-Hire-Destinations)[Berkshire County Holidays](https://expedia.co.uk/Berkshire-County.d553248635083901436.Holidays-City-Breaks) ![Pittsfield which includes a city](https://images.trvl-media.com/place/9478/5d9f4527-2b11-4f19-a1cd-36a7128d1304.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Berkshire County - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Berkshire County Accommodation: Most Popular Cities to Stay ![Great Barrington](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Great Barrington [](https://expedia.co.uk/Great-Barrington-Holiday-Rentals.d110336.Travel-Guide-HolidayRentals) ![](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stockbridge [](https://expedia.co.uk/Stockbridge-Holiday-Rentals.d162575.Travel-Guide-HolidayRentals) ## Our top choices for Berkshire County holiday rentals ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Williamstown [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) 8.8/10 Excellent (2194) "I great place to stay!!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maricel £94 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/9c53d20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) 8.2/10 Very good (987) "nice and clean, good customer service, but the room is smell. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Huang £176 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/caf5dd09.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/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Great Barrington [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) 9.8/10 Exceptional (26) "Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron M. £195 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/70501210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/805904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/739b3363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/w515h679x0y4-9a7cc624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information) 10/10 Exceptional (8) "We had a wonderful 3 day weekend! Perfect location for families." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric B. £229 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/ecdea449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/162d61f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/4bbc4f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Sherwood Forest [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) 10/10 Exceptional (5) "We loved it! Lots of local hiking trails and a wonderful relaxing place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon K. £283 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/w1276h853x4y0-c61fbb4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/94c93760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/e78a64be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/6932c0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lanesborough [](https://www.expedia.co.uk/Lanesborough-Hotels-Charming-Apt-In-18th-C-Berkshire-Farmhouse.h87818778.Hotel-Information) 9.4/10 Exceptional (40) "It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy £156 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/Lanesborough-Hotels-Charming-Apt-In-18th-C-Berkshire-Farmhouse.h87818778.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1080h783x0y5-9ee375ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/c54967a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h806x0y5-6945b1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) 10/10 Exceptional (14) "Clean, comfortable place with nice amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike H. £293 includes taxes & fees 8 Jan - 9 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/af01e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/347359ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/c04d3199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Sherwood Forest [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) 9.6/10 Exceptional (10) "Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. £296 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/9c846f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/2a4ba750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/w1008h683x16y0-72a8567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/9abb62fb_edited_7b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-SKI-ONOFF-1BR-SUITE-1ST-FLR-SLEEPS-4-JIMINY-PEAK.h69787457.Hotel-Information) 10/10 Exceptional (23) "This property is spacious, clean and well- appointed. I would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda M. [](https://www.expedia.co.uk/Hancock-Hotels-SKI-ONOFF-1BR-SUITE-1ST-FLR-SLEEPS-4-JIMINY-PEAK.h69787457.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/14ecae77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f0c8191e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Florida [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) 10/10 Exceptional (4) "Place was super clean. Beds were comfortable. Location was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tristan e. £276 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) ![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/a0875211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/4ee3217b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/185f4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/edf0cab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Adams [](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) 9.6/10 Exceptional (13) "Adams is a beautiful town and looks and feels like the appalachian trail! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) judy r. £184 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/949e9107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/63833f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/78da5d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76713300/76713290/643b3865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information) 9.6/10 Exceptional (30) "Great and clean property! Very easy to access and good parking too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd A. £298 includes taxes & fees 25 Jan - 26 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-Chic-2BR-Suite-On-Jiminy-Mtn-Sleeps-8-Gorgeous.h76713290.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/ec8e2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/edecce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/137726e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Hinsdale [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) 9.8/10 Exceptional (35) "Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey E. £338 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Sheffield [](https://www.expedia.co.uk/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information) 10/10 Exceptional (9) "Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) deborah d. £525 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/250d56fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/0ac89dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/639a239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/99000000/98520000/98512800/98512708/69ce761a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information) 10/10 Exceptional (5) "It was great experience and we loved the ammenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie C. £229 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Pirate-Suite-Ski-OnOff-Jiminy-Mtn-View-Fully-Redone-Decor.h98512708.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/b5482417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/w1333h900x16y0-4045c8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/3663d99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78540000/78537700/78537603/9e312028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information) 9.8/10 Exceptional (18) "We enjoyed our stay in this adorable Disney Themed condo. The attention to detail in the theming was fantastic and the condo was perfect for our February Vacation ski trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison V. [](https://www.expedia.co.uk/Hancock-Hotels-Disney-Magic-At-Jiminy-Must-See-Gorgeous-Sleeps-4.h78537603.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/7e1d3e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/d1c43c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/a111c8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) 7.4/10 Good (9) "Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PK N. £254 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/b31564d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/a21be151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/f74a2d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1333h900x16y0-bf275b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information) 10/10 Exceptional (3) "We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen B. £229 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Jurassic-Dino-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h90786767.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/fd380371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camping in Williamstown [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) 10/10 Exceptional (7) "Perfect place for a relaxing getaway! We loved everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cammie £167 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/266e4752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/1b985d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/912ebb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/0b131f87_edited_aacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) 9.0/10 Wonderful (2) "very nice and roomy! really enjoyed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shack M. £228 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.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.co.uk/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15®ionId=553248635083901436&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=CABIN) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=VILLA) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-30&d1=2026-03-30&endDate=2026-04-02&d2=2026-04-02&lodging=CHALET) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Berkshire-County.d553248635083901436.Holiday-Rental-Destinations)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Berkshire-County.d553248635083901436.Holiday-Rental-Destinations) ## Top Berkshire County Hotel Reviews ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Great hospitality and beautiful design. Our family had a great time!" [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Very clean. Nice staff" [](https://expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "We had a great stay! Karaoke in the bar was a blast!! Great little condo!!" [](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg) ### Courtyard by Marriott Lenox Berkshires 10/10 Excellent "Clean room, friendly staff" [](https://expedia.co.uk/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here. " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "Clean room. Plenty of parking. Friendly staff." [](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.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 "The bed was very comfortable. The staff was helpful and courteous" [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Staff is incredibly helpful and friendly " [](https://expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.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 "Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!" [](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information) ## Find out more about Berkshire County **Everything you need to know about** **Berkshire County** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Berkshire County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Berkshire County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. **Berkshire County holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Berkshire County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Berkshire County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Berkshire County holiday rentals we have selected for you start as low as £94 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Berkshire County rentals** At Expedia, we put the best Berkshire County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Berkshire County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Berkshire County holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Berkshire County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Popular Berkshire County Cities - [Great Barrington Holiday Rentals ](https://expedia.co.uk/Great-Barrington-Holiday-Rentals.d110336.Travel-Guide-HolidayRentals) - [Stockbridge Holiday Rentals ](https://expedia.co.uk/Stockbridge-Holiday-Rentals.d162575.Travel-Guide-HolidayRentals) - [Lee Holiday Rentals ](https://expedia.co.uk/Lee-Holiday-Rentals.d8572.Travel-Guide-HolidayRentals) - [Housatonic Holiday Rentals ](https://expedia.co.uk/Housatonic-Holiday-Rentals.d3000441135.Travel-Guide-HolidayRentals) - [Sheffield Holiday Rentals ](https://expedia.co.uk/Sheffield-Holiday-Rentals.d157238.Travel-Guide-HolidayRentals) - [Becket Holiday Rentals ](https://expedia.co.uk/Becket-Holiday-Rentals.d6005395.Travel-Guide-HolidayRentals) - [Monterey Holiday Rentals ](https://expedia.co.uk/Monterey-Holiday-Rentals.d6005411.Travel-Guide-HolidayRentals) - [Richmond Holiday Rentals ](https://expedia.co.uk/Richmond-Holiday-Rentals.d151138.Travel-Guide-HolidayRentals) - [Florida Holiday Rentals ](https://expedia.co.uk/Florida-Holiday-Rentals.d553248634999031091.Travel-Guide-HolidayRentals) - [Peru Holiday Rentals ](https://expedia.co.uk/Peru-Holiday-Rentals.d553248634999167831.Travel-Guide-HolidayRentals)