Title: Holiday Rentals Berkshire County from £92: 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) ![The Berkshires featuring snow as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71827-The-Berkshires.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) ## Top Holiday Rentals in Berkshire County ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.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) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown 8.8/10 Excellent (2134) "We came here because it was off season, great price, and it had an indoor pool. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica £92 includes taxes & fees 16 Nov - 17 Nov [](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 (985) "We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip £126 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.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 | 2 bedrooms](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/fd380371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | 2 bedrooms](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.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/bc7f49dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires Williamstown 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 £160 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f5477a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow Lenox 8.6/10 Excellent (133) "Perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) krystle [](https://www.expedia.co.uk/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/c57b8d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/59edf6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, eco-friendly cleaning products](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/780d89c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Riverfront Home in Great Barrington Great Barrington 9.0/10 Wonderful (4) "Close to a great bakery and near to a farm market and shopping mall. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristine C. £231 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.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) ![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/d7946d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa306e51.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) "We booked this house as the venue for our wedding, and it was absolutely perfect! Every room was gorgeous, with elegant décor and plenty of space for our guests. Even the bathrooms were stunning, making every part of the home feel special. The kitchen had everything we needed to host our 50-person wedding, from all the utensils to the appliances, making meal prep and serving a breeze. The communication with the hosts was amazing—Daniel was quick to respond, incredibly helpful, and made sure... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carrie S. [](https://www.expedia.co.uk/Lenox-Hotels-The-Kemble-Built-By-A-US-Secretary-Of-State-In-Lenox.h76003386.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/f26456ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/bc016b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peace and quiet on the lake Sherwood Forest 9.6/10 Exceptional (228) "Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anika J. [](https://www.expedia.co.uk/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.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) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hancock Village Inn Near Jiminy Peak Hancock 10/10 Exceptional (15) "Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim O. £863 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/63595554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/35eff0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/7d7a19ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/62b3ce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country Stockbridge 10/10 Exceptional (133) "Clean house, well appointed, great location, responsive owner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara m. [](https://www.expedia.co.uk/West-Stockbridge-Hotels-Location-Location-Berkshire-Glamour.h33932760.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) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/4ebdefe3.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 (28) "We had a wonderful time with family and friends. The location was great and it was helpful for everyone to have their own bathroom. Kitchen was well stocked and toys for kids was a bonus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin B. [](https://www.expedia.co.uk/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.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) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/e175fcb2.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) ![Interior](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/960bf7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amore Estate - beautiful room with many places to explore and relax in. Lenox 9.2/10 Wonderful (32) "Beautiful property with tons of space and fantastic for a group of friends or family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg S. [](https://www.expedia.co.uk/Lenox-Hotels-October-Mountain-Escape.h91593496.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock 9.0/10 Wonderful (7) "Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry C. £570 includes taxes & fees 21 Nov - 22 Nov [](https://www.expedia.co.uk/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.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) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/89102e9c.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) ![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) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield 9.8/10 Exceptional (149) "You'll do some walking and stair climbing but otherwise was just what we needed and wanted! Owner was very accommodating when we had to bring the grandpup unexpectedly. Definitely recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy Cameron L. [](https://www.expedia.co.uk/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/2e6a29c9.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34341700/34341645/889170d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox Hancock 9.8/10 Exceptional (70) "Nice house; good location near Jimney Peak and Mt. Greylock. Enjoyed my stay very much." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ted S. [](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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/46c8a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/f9623fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/7d583158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/1e626f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Farmhouse Totally Restored Sheffield 9.8/10 Exceptional (93) "Enjoyed the property, location and charming house that was well stocked with everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon S. [](https://www.expedia.co.uk/Sheffield-Hotels-Antique-Farmhouse-Totally-Restored.h27129515.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/5858308d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/6616eba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/c910a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/fa499ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Greylock Cabin Florida 10/10 Exceptional (4) "We really enjoyed our stay at Greylock Cabin! It is clean, well maintained, and was very prepared for our arrival. Extra towels, bedding, and basic cookware were helpful for a comfortable getaway. It was easy to access the cabin and park. The host was very communicative and easy to reach throughout our stay. The outdoor space had a great view and was perfect to grill and unwind by the fire." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert G. £337 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/w1024h683x0y1-30c5b99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/e427035e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis 8.6/10 Excellent (9) "The house’s position on the water, being further out than all other surrounding homes, makes for beautiful views of the lake and all it activities. The sunrises are beautiful. Unfortunately when you don’t have proper running water and a toilet that flushes without having to put water in the tank almost every time, the experience is less than ideal. The host warned us of the toilet about 15 min before we arrived and never had the kitchen sink fixed in the 5 days we stayed. That was rather... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen W. [](https://www.expedia.co.uk/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/c212bf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/0bd314dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/05ea63ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/85bd5591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! New Marlborough 9.6/10 Exceptional (17) "House was adorable! Very clean and updated, perfect size for a family. Great location in the heart of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. [](https://www.expedia.co.uk/Great-Barrington-Hotels-Pine-View-Cottage.h94905364.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) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f0c8191e.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) ### Florida Mountain Log Cabin Florida 10/10 Exceptional (4) "We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate R. £263 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59810000/59800300/59800223/fe4b0238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59810000/59800300/59800223/1d38cd07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59810000/59800300/59800223/d6e5b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59810000/59800300/59800223/740c53dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Front Home in Heart of the Berkshires Near Jiminy Peak Pittsfield 10/10 Exceptional (62) "We stayed at this house for a long weekend. It was beautiful. The views are spectacular. The house is well stocked. And we thoroughly enjoyed our stay and can’t wait to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha R. [](https://www.expedia.co.uk/Pittsfield-Hotels-Lake-Front-Home-In-Heart-Of-The-Berkshires-Near-Jiminy-Peak.h59800223.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=2025-11-29&endDate=2025-11-30®ionId=553248635083901436&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Find holiday rentals that suit your style 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=COTTAGE) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=APARTMENT) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=APART_HOTEL) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=VACATION_HOME) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=CABIN) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=CONDO) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=CHALET) 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=2026-02-13&d1=2026-02-13&endDate=2026-02-16&d2=2026-02-16&lodging=VILLA) ![](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 ### Hampton Inn & Suites Berkshires-Lenox 10/10 Excellent "Clean, pleasant staff and good breakfast. " [](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ### The Williams Inn 10/10 Excellent "Did not eat breakfast" [](https://expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ### Berkshires Untold 10/10 Excellent "Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere." [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ### Vacation Village in the Berkshires 10/10 Excellent "Good " [](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Early check in." [](https://expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ### Hotel On North 10/10 Excellent "Excellent staff and room. " [](https://expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned." [](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Staff…great Room…great We enjoy it here and stay annually " [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "The staff was amazing, so kind and accommodating. The room was clean, the beds were very comfortable. Nice breakfast options. We were in town for a concert at Mahaiwe and we didn’t use our car once we checked in… a great home base for the weekend. Will definitely be back. " [](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.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 £92 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)