Title: Holiday Rentals The Berkshires from £92: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [The Berkshires Travel Guide](https://expedia.co.uk/The-Berkshires.dx6047665)[Hotels in The Berkshires](https://expedia.co.uk/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[Flights to The Berkshires](https://expedia.co.uk/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[The Berkshires Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-The-Berkshires.d6047665.Car-Hire-Guide)[The Berkshires Holidays](https://expedia.co.uk/The-Berkshires.d6047665.Holidays-City-Breaks) ![The Berkshires featuring flowers](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Photo courtesy of Berkshire Visitors Bureau ![](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Check prices for these dates In two weeks [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&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 two months [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Berkshires 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) Williamstown 8.8/10 Excellent (2,221 reviews) "I great place to stay!!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maricel £92 includes taxes & fees 1 Feb - 2 Feb [](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) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/71df138f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/7f42759d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/3f592f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) Hancock 8.2/10 Very good (989 reviews) "nice and clean, good customer service, but the room is smell. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Huang £177 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.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) ![Lobby](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/9ec4188c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90190000/90182200/90182167/27b1a758.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) ### Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information) Hancock 10/10 Exceptional (9 reviews) "Room was perfect location for skiing. Able to see slopes and a few of the chairlifts from room. Beds were super comfortable. Parking was close by and in private area which helped avoid parking in huge resort parking lot. Owner was very responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles £201 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Must-See-Cabin-Suite-Jiminy-Sleeps-4-Mountainview-Ski-OnOff-Country-Inn-Redone.h90182167.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/da03c730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/a110f773.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69790000/69787500/69787457/80ab6b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn [](https://www.expedia.co.uk/Hancock-Hotels-SKI-ONOFF-1BR-SUITE-1ST-FLR-SLEEPS-4-JIMINY-PEAK.h69787457.Hotel-Information) Hancock 10/10 Exceptional (23 reviews) "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. £201 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Hancock-Hotels-SKI-ONOFF-1BR-SUITE-1ST-FLR-SLEEPS-4-JIMINY-PEAK.h69787457.Hotel-Information) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/5d47d317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/9c369939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/c3b6bbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73730000/73729000/73728934/c3d91b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Rustic Apt in 18th c Berkshire Farmhouse [](https://www.expedia.co.uk/Lanesborough-Hotels-Cozy-Rustic-Apt-In-18th-C-Berkshire-Farmhouse.h73728934.Hotel-Information) Lanesborough 9.6/10 Exceptional (67 reviews) "What a quaint and comfy place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori A. [](https://www.expedia.co.uk/Lanesborough-Hotels-Cozy-Rustic-Apt-In-18th-C-Berkshire-Farmhouse.h73728934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/d4b659d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/5d6310f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/c5ae2be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101424500/101424483/w1168h800x32y0-91cbcd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor [](https://www.expedia.co.uk/Hancock-Hotels-Deluxe-Mountain-Fox-Suite-Jiminy-Peak-Ski-On-Off-Fully-Redone-Decor.h101424483.Hotel-Information) Hancock 10/10 Exceptional (1 review) "The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio S. £203 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Deluxe-Mountain-Fox-Suite-Jiminy-Peak-Ski-On-Off-Fully-Redone-Decor.h101424483.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/110dcfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/da7bcfa0_edited_f66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/795ea67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83130000/83121200/83121139/6000dad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn [](https://www.expedia.co.uk/Hancock-Hotels-Gorgeous-Zen-Must-See-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h83121139.Hotel-Information) Hancock 9.4/10 Exceptional (16 reviews) "Nice Place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom C. £203 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Gorgeous-Zen-Must-See-Suite-At-Jiminy-Country-Inn-Sleeps-4-Ski-OnOff-At-Mtn.h83121139.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](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/a965b40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/1e2d02da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/65ba1b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) Williamstown 9.4/10 Exceptional (8 reviews) "Healthy food too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GEORGINA £155 includes taxes & fees 4 Feb - 5 Feb [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/53935e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/c3b9e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/7239287a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/751785ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown | Waterfront | Walk to Shops [](https://www.expedia.co.uk/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information) Williamstown 10/10 Exceptional (7 reviews) "Perfect setup for anyone visiting Williamstown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. £212 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/f020a98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/32848e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/4c69da5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/d0b6023a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Studio In Town, By the Water [](https://www.expedia.co.uk/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information) Williamstown 10/10 Exceptional (10 reviews) "Great location, we really enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lydia J. £197 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/74627ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/c5241605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bdr Apt In Town, By the Water [](https://www.expedia.co.uk/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) Williamstown 9.6/10 Exceptional (11 reviews) "Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian L. £208 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) ![Gift shop](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/2e9623f1.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/a21be151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90790000/90786800/90786767/w1280h960x0y6-ac51750e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated [](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) Hancock 10/10 Exceptional (3 reviews) "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. £203 includes taxes & fees 3 Feb - 4 Feb [](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) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.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) ![Fitness facility](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h804x0y7-b7678d93.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) ### UNIQUE - 1BR Country Condo @ Jiminy Peak [](https://www.expedia.co.uk/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) Hancock 10/10 Exceptional (14 reviews) "lovely place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy P. £299 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/w4000h2662x0y5-f1ed56ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/7d4bb1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.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) ### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information) Hinsdale 9.8/10 Exceptional (35 reviews) "Amazing, peaceful, immaculately clean property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cec C. £316 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.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) ![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.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) ![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) ### Home in Great Barrington [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) Great Barrington 9.8/10 Exceptional (26 reviews) "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. £210 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/6c6cf45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/972c3b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/e012bbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Mountain Log Cabin [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) Florida 10/10 Exceptional (4 reviews) "Place was super clean. Beds were comfortable. Location was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tristan e. £247 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.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) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/54590b16.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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/079bb1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house in beautiful Berkshires, close to amenities! [](https://www.expedia.co.uk/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information) Pittsfield £243 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/3e2af0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/45a94106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/c1de7213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) Hancock 7.2/10 Good (11 reviews) "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. £250 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67640000/67635500/67635438/cb4793bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67640000/67635500/67635438/11a36f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67640000/67635500/67635438/184c6f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67640000/67635500/67635438/d4f0c0c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con [](https://www.expedia.co.uk/Hancock-Hotels-Spacious-3BR-3BA-Ski-OnOff-Jiminy-Mountain-Resort.h67635438.Hotel-Information) Hancock 9.8/10 Exceptional (72 reviews) "Howie was a great host, very responsive and accommodating. If we find ourselves in the area in the future , will def try to stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jon e. £440 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Spacious-3BR-3BA-Ski-OnOff-Jiminy-Mountain-Resort.h67635438.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/ec2d4d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/5f67b57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/0789534a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124020000/124014400/124014382/cbafac8b_edited_20ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor [](https://www.expedia.co.uk/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.Hotel-Information) Hancock 10/10 Exceptional (1 review) "The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey R. £203 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Hancock-Hotels-Mountain-Getaway-Suite-Ski-OnOff-Jiminy-Peak-Fully-Redone-Decor.h124014382.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=2026-02-14&endDate=2026-02-15®ionId=6047665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CABIN) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=COTTAGE) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=VACATION_HOME) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=APART_HOTEL) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=VILLA) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CHALET) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CONDO) ![](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%2FThe-Berkshires-Holiday-Rentals.d6047665.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Holiday-Rentals.d6047665.Travel-Guide-HolidayRentals) ## Top The Berkshires Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Everything was above and beyond. The room, the staff everything xoxo" [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. " [](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.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 "Comfy cozy " [](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 "Great staff, beautiful hotel. Would definitely recommend " [](https://expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Everything was great, the staff, the room, and the amenities. We will be coming back. " [](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "This was a perfect place to stay. Reasonably priced, very clean, and the young lady who worked the front desk in the evening was super friendly. We will definitely book here again. " [](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Clean room, kind and attentive staff" [](https://expedia.co.uk/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Prospect Berkshires](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg) ### Prospect Berkshires 10/10 Excellent "Excellent local stay - would recommend to all" [](https://expedia.co.uk/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Beautiful unique property! Very clean room and very friendly staff" [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ## Find out more about The Berkshires **Everything you need to know about** **The Berkshires** **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 The Berkshires 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 The Berkshires holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **The Berkshires holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in The Berkshires. 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 The Berkshires 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 The Berkshires holiday rentals we have selected for you start as low as £92 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on The Berkshires rentals** At Expedia, we put the best The Berkshires 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 The Berkshires 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 The Berkshires 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 The Berkshires. 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 - Recommended Holiday Rental Destinations - Trending destinations on Expedia.co.uk - All accommodation types in The Berkshires - [Stamford Holiday Rentals ](https://expedia.co.uk/Stamford-Holiday-Rentals.d6489.Travel-Guide-HolidayRentals) - [Dorset Holiday Rentals ](https://expedia.co.uk/Dorset-Holiday-Rentals.d184046.Travel-Guide-HolidayRentals) - [Lake George Holiday Rentals ](https://expedia.co.uk/Lake-George-Holiday-Rentals.d6055969.Travel-Guide-HolidayRentals) - [Providence Holiday Rentals ](https://expedia.co.uk/Providence-Holiday-Rentals.d180015.Travel-Guide-HolidayRentals) - [New York Holiday Rentals ](https://expedia.co.uk/New-York-Holiday-Rentals.d178293.Travel-Guide-HolidayRentals) - [Boston Holiday Rentals ](https://expedia.co.uk/Boston-Holiday-Rentals.d178239.Travel-Guide-HolidayRentals) - 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