Title: Holiday Rentals The Berkshires from £80: 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 which includes snow and snowboarding](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71823-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in The Berkshires ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6047665&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in The Berkshires ## 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) ![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) ### Vacation Village in the Berkshires Williamstown 8.6/10 Excellent (2006) "All around loved everything about the place! " £80 includes taxes & fees 21 Sept - 22 Sept [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.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) ### Jiminy Peak Mountain Resort Hancock 8.2/10 Very good (974) "Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!" £131 includes taxes & fees 16 Sept - 17 Sept [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/137f5231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/3f004a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Tent | 2 bedrooms](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/e9560cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Tent | 2 bedrooms](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/b96863a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires Williamstown 10/10 Exceptional (4) "Perfect place for a relaxing getaway! We loved everything! " £81 includes taxes & fees 16 Sept - 17 Sept [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/fea39a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s play area – outdoor](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/b7d1d3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/7401d868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow Lenox 8.6/10 Excellent (129) "We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights" [](https://www.expedia.co.uk/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/f076ba69_edited_5004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock 8.8/10 Excellent (6) "Kind and responsive host." £357 includes taxes & fees 16 Sept - 17 Sept [](https://www.expedia.co.uk/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/5bf808fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/d7946d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/92ba9b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa330ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kemble- Built by a US Secretary of State in Lenox Lenox 10/10 Exceptional (17) "Loved the property. Perfect for our gathering." [](https://www.expedia.co.uk/Lenox-Hotels-The-Kemble-Built-By-A-US-Secretary-Of-State-In-Lenox.h76003386.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c189cee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/34fa691f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hancock Village Inn at Jiminy Peak Hancock 10/10 Exceptional (13) "Amazing Inn. Cozy and everything we needed. " £839 includes taxes & fees 17 Sept - 18 Sept [](https://www.expedia.co.uk/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/02c7301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/960bf7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/a366bf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/e175fcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amore Estate - beautiful room with many places to explore and relax in. Lenox 9.0/10 Wonderful (28) "Beautiful, spacious house in a great location!" [](https://www.expedia.co.uk/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/4f0cf212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/22dc99a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/21d7f1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/71823c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating Sherwood Forest 9.6/10 Exceptional (222) "Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires." [](https://www.expedia.co.uk/Becket-Hotels-Quiet-Comfortable-Cabin-5-Min-Walk-To-Swimming-And-Boating.h19210630.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/61b3f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/w1024h683x0y1-30c5b99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/eb0a776d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis 8.8/10 Excellent (8) "We had a great time. The owner Bill was a great host." [](https://www.expedia.co.uk/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/63cb703a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/85b23873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/7e362400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield 9.8/10 Exceptional (147) "Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! " [](https://www.expedia.co.uk/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/13f82703.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) ![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) ### Guesthouse Cabin vacation rentals in Berkshire County Sheffield 10/10 Exceptional (9) "Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. " £524 includes taxes & fees 16 Sept - 17 Sept [](https://www.expedia.co.uk/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/afd0b229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/2598e461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/0f6c9404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/f26456ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peace and quiet on the lake Sherwood Forest 9.6/10 Exceptional (221) "Comfortable home with amazing view. Enjoyed taking a walk around the lake (1 hour approx). Had an amazing dinner at Dream Away lodge which is 15 minutes away. " [](https://www.expedia.co.uk/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.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) ![Interior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/82468102.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) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 Hancock 8.0/10 Very good (8) "Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn" £248 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/113000000/112910000/112907100/112907040/59936f37_edited_32df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112907100/112907040/94cc6453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112910000/112907100/112907040/c77460d1_edited_b3c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112910000/112907100/112907040/bd5917a8_edited_d7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary Berkshire Home with Views of Taconic Golf Course Williamstown 10/10 Exceptional (7) "We had a wonderful four night stay at this home in Williamstown. Kathy, the owner, was great and easy to reach. The home was thoughtfully and thoroughly appointed, comfortably accommodating our extended family of ten. The grounds were beautifully maintained and the views of the Berkshires were breathtaking. We wouldn’t hesitate to stay again and we would highly recommend this lovely property. " [](https://www.expedia.co.uk/Williamstown-Hotels-Contemporary-Berkshire-Home-With-Views-Of-Taconic-Golf-Course.h112907040.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/6ec376ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/6c9c99bd.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/95000000/95000000/94997100/94997038/642ec8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/95000000/95000000/94997100/94997038/dbc1ebbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Street Penthouse Apartment Adams 9.6/10 Exceptional (11) "Adams is a beautiful town and looks and feels like the appalachian trail! " £178 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Adams-Hotels-Park-Street-Penthouse-Apartment.h94997038.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/40ba9321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/820f3267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/w640h476x0y4-5c1b61d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/889170d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox Hancock 9.8/10 Exceptional (69) "Beautiful location, very spacious, comfortable and clean." [](https://www.expedia.co.uk/Williamstown-Hotels-Huge-Beautiful-House-Fits-2-Families-16-Acres-Low-Rates-2-Min-From-Jiminy-Peak.h34341645.Hotel-Information) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/9e7f1a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/13f97fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/d795e81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! Great Barrington 10/10 Exceptional (27) "Spacious, welcoming, so well stocked, we felt lucky to find the property." [](https://www.expedia.co.uk/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5d30ef99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/a461da2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f1ce2b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/2d1b7442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Mountain Log Cabin! Florida 10/10 Exceptional (4) "Place was super clean. Beds were comfortable. Location was great." £328 includes taxes & fees 16 Sept - 17 Sept [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2800c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/b0c97427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2cd290f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/a4d043dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy comfortable elegance in this secluded grand home located in town Lenox 10/10 Exceptional (73) "Great location for access to both Tanglewood and Lenox center. " [](https://www.expedia.co.uk/Lenox-Hotels-Enjoy-Comfortable-Elegance-In-This-Secluded-Grand-Home-Located-In-Town.h34007913.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=2025-09-29&endDate=2025-09-30®ionId=6047665&adults=2&sort=RECOMMENDED&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.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 ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Lovely clean hotel with great breakfast. " [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Jiminy Peak Mountain Resort](//images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg) ### Jiminy Peak Mountain Resort 10/10 Excellent "Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!" [](https://expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Correction from earlier comment. Found the tissue. Best bed and pillows especially. Highly recommend. I think the staff is very helpful " [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Great stay - lovely property only a 2 minute walk from the Williams campus. Rooms are large, clean, and lots of natural light. Parking is very easy. " [](https://expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 10/10 Excellent "I love that this hotel includes hot and cold breakfast choices. Today, there were scrambled eggs, bacon and French toast. Four types of juice. Also snacks in convenience center, and some frozen entrees on hand!" [](https://expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Room very comfortable and clean; appreciated free wifi, breakfast, coffee, iron and hairdryer. But best of all, the warm welcome that Brian at the Reception Desk gave us and all the information he gave about Great Barrington, excellent recommendations on dining spots and, especially, telling us about the Clark Arts Institute in nearby Williamstown which was the highlight of our trip to The Berkshires. Thank you so much Brian for your wonderful service." [](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Very nice hotel, the suite was very large and the price was not bad. Very safe feel and nice looking area. " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//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 "Staff were friendly, helpful, informative. Offered restaurant suggestion for breakfast. Rooms were spacious and clean. " [](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "All around loved everything about the place! " [](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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 £80 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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[York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Holiday Homes in The Berkshires](https://expedia.co.uk/The-Berkshires-Private-Holiday-Homes.d6047665-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Apartments in The Berkshires](https://expedia.co.uk/The-Berkshires-Apartments.d6047665-aaApartments.Travel-Guide-Accommodation) - [Cottages in The Berkshires](https://expedia.co.uk/The-Berkshires-Cottages.d6047665-aaCottages.Travel-Guide-Accommodation) - [Condo Rentals in The Berkshires](https://expedia.co.uk/The-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) - [Resorts in The Berkshires](https://expedia.co.uk/The-Berkshires-Hotel-Resorts.d6047665-aaHotelResorts.Travel-Guide-Accommodation) - [Cabin Rentals in The Berkshires](https://expedia.co.uk/The-Berkshires-Cabins.d6047665-aaCabins.Travel-Guide-Accommodation) - [Motels in The Berkshires](https://expedia.co.uk/The-Berkshires-Motels.d6047665-aaMotels.Travel-Guide-Accommodation) - [B&B in The Berkshires](https://expedia.co.uk/The-Berkshires-Bed-And-Breakfasts.d6047665-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Farmstay in The Berkshires](https://expedia.co.uk/The-Berkshires-Agritourism.d6047665-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in The Berkshires](https://expedia.co.uk/The-Berkshires-Guest-Houses.d6047665-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in The Berkshires](https://expedia.co.uk/The-Berkshires-Inns.d6047665-aaInns.Travel-Guide-Accommodation) - [Serviced Apartments in The Berkshires](https://expedia.co.uk/The-Berkshires-Apart-Hotels.d6047665-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in The Berkshires](https://expedia.co.uk/The-Berkshires-Chalets.d6047665-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in The Berkshires](https://expedia.co.uk/The-Berkshires-Condominium-Resorts.d6047665-aaCondominiumResorts.Travel-Guide-Accommodation) - [Lodges in The Berkshires](https://expedia.co.uk/The-Berkshires-Lodges.d6047665-aaLodges.Travel-Guide-Accommodation) - [Caravan Parks in The Berkshires](https://expedia.co.uk/The-Berkshires-Caravan-Parks.d6047665-aaCaravanParks.Travel-Guide-Accommodation) - [Castles in The Berkshires](https://expedia.co.uk/The-Berkshires-Castles.d6047665-aaCastles.Travel-Guide-Accommodation) - [Country Houses in The Berkshires](https://expedia.co.uk/The-Berkshires-Country-Houses.d6047665-aaCountryHouses.Travel-Guide-Accommodation) - [Villas in The Berkshires](https://expedia.co.uk/The-Berkshires-Villas.d6047665-aaVillas.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Hotels in Back Bay](https://expedia.co.uk/Back-Bay-Boston-Hotels.0-n800016-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Boston](https://expedia.co.uk/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Cape Cod Accommodation](https://expedia.co.uk/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels) - [Salem Accommodation](https://expedia.co.uk/Salem-Hotels.d6600.Travel-Guide-Hotels) - [Burlington Accommodation](https://expedia.co.uk/Burlington-Hotels.d6306.Travel-Guide-Hotels) - [Martha's Vineyard Accommodation](https://expedia.co.uk/Marthas-Vineyard-Hotels.d6047691.Travel-Guide-Hotels) - [Cambridge Accommodation](https://expedia.co.uk/Cambridge-Hotels.d8093.Travel-Guide-Hotels) Flights - [Flights to ACK](https://expedia.co.uk/Cheap-Flights-To-Marthas-Vineyard.d6047691.Travel-Guide-Flights) - [Flights to ACK](https://expedia.co.uk/Cheap-Flights-To-Nantucket-Island.d6047676.Travel-Guide-Flights) - [Flights to BOS](https://expedia.co.uk/Cheap-Flights-To-Salem.d6600.Travel-Guide-Flights) - [Flights to PVC](https://expedia.co.uk/Cheap-Flights-To-Cape-Cod.d180061.Travel-Guide-Flights) Cars - [Car rental in Downtown Boston](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Boston.d6340396.Car-Hire-Guide) - 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[Salem Holidays](https://expedia.co.uk/Salem.d6600.Holidays-City-Breaks) - [Castle Hill on the Crane Estate](https://expedia.co.uk/Castle-Hill-On-The-Crane-Estate-Ipswich.d553248621532667331.Attraction) Holiday Rentals - [Short Term Rentals Cape Cod](https://expedia.co.uk/Cape-Cod-Holiday-Rentals.d180061.Travel-Guide-HolidayRentals) General - [Visit Downtown Boston](https://expedia.co.uk/Boston-Downtown-Boston.dx6340396) - [Visit Concord](https://expedia.co.uk/Concord.dx6532) - [Visit Cape Cod](https://expedia.co.uk/Cape-Cod.dx180061) - [Visit Nantucket Island](https://expedia.co.uk/Nantucket-Island.dx6047676) - [Visit Martha's Vineyard](https://expedia.co.uk/Marthas-Vineyard.dx6047691) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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