![](https://a0.muscache.com/im/pictures/1ff6d909-5ba6-42f3-9d2c-fa2327780936.jpg)
House vacation rentals in Berkshire County
Find and book unique houses on Airbnb
Top-rated house rentals in Berkshire County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County house rentals
House rentals with a pool
![](https://a0.muscache.com/im/pictures/40071198/9a97c8dc_original.jpg?im_w=720)
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1111490872001543469/original/6e435f2d-386a-4ed6-a68e-aa71f2a76aa9.jpeg?im_w=720)
Home in Lanesborough
5 out of 5 average rating, 4 reviewsMountain Blossom Retreat by Evergreen Home
![](https://a0.muscache.com/im/pictures/ae79bbbe-c7cc-4191-9216-f8e76fc5de50.jpg?im_w=720)
Home in Great Barrington
4.97 out of 5 average rating, 36 reviewsBerkshire Country Estate! Pool & Tennis Court -GB
![](https://a0.muscache.com/im/pictures/miso/Hosting-46951015/original/2fa782be-4403-452b-86e5-32ea05b9a119.jpeg?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 55 reviewsStunning luxury home with pool
![](https://a0.muscache.com/im/pictures/e4875c5b-1c5c-4054-87c7-bf94acdba713.jpg?im_w=720)
Home in Pittsfield
4.96 out of 5 average rating, 56 reviewsBerkshire Getaway Ranch 3 acres + saltwater pool
![](https://a0.muscache.com/im/pictures/hosting/Hosting-53259066/original/bd4b8a5f-47d5-41c1-8ca2-b558dec233e5.jpeg?im_w=720)
Home in Cheshire
4.94 out of 5 average rating, 54 reviewsBerkshire County modern home + pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50482138/original/b50b02b5-42d8-41f3-aa12-e74dd0fbcd20.jpeg?im_w=720)
Home in Sheffield
4.94 out of 5 average rating, 17 reviewsPrivate Berkshire County Retreat
![](https://a0.muscache.com/im/pictures/1094edf9-6837-4cba-8586-2482932b40a2.jpg?im_w=720)
Home in New Lebanon
4.98 out of 5 average rating, 50 reviewsBerkshire Mountain retreat gorgeous views and pool
Weekly house rentals
![](https://a0.muscache.com/im/pictures/1cef5f2e-c367-4cf1-86c8-71cd648b7e56.jpg?im_w=720)
Home in Sheffield
4.93 out of 5 average rating, 113 reviewsA Private Peninsula Retreat In The Berkshires!
![](https://a0.muscache.com/im/pictures/a365dc76-7da3-40a8-a458-7ed9a522690b.jpg?im_w=720)
Home in Monterey
4.93 out of 5 average rating, 119 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
![](https://a0.muscache.com/im/pictures/f4b9059b-441c-4396-8fce-37e975531736.jpg?im_w=720)
Home in Egremont
4.96 out of 5 average rating, 106 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
![](https://a0.muscache.com/im/pictures/c54f05e7-834b-4f93-b1e2-5697e1b1205f.jpg?im_w=720)
Home in Sheffield
4.9 out of 5 average rating, 107 reviewsWow! Best BERKSHIRE SnowHome #1 Private SuperClean
![](https://a0.muscache.com/im/pictures/miso/Hosting-78385/original/8f9862ec-5e43-4f54-bbc9-66499026583d.jpeg?im_w=720)
Home in Cheshire
4.85 out of 5 average rating, 203 reviews19th c. Barn in The Berkshires
![](https://a0.muscache.com/im/pictures/576d685b-5173-48da-b0a2-0243bd1d38a3.jpg?im_w=720)
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
![](https://a0.muscache.com/im/pictures/e1bed708-1720-4cdf-a935-ac427fb7596c.jpg?im_w=720)
Home in Dalton
4.92 out of 5 average rating, 173 reviewsBrooksong, the perfect Berkshires getaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-50079744/original/13f30a1c-b7c2-4f72-8ed9-46735e66657e.jpeg?im_w=720)
Home in Stockbridge
4.94 out of 5 average rating, 100 reviewsBright Stockbridge country home, near everything!
Private house rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-1013944117005773407/original/50955dd9-c8f3-4133-b872-65d52d845243.jpeg?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 8 reviewsWalt's Townhouse - Berkshire living at its best
![](https://a0.muscache.com/im/pictures/miso/Hosting-54246331/original/0f4d46e5-ccd5-494b-bc65-79d5305e54e6.png?im_w=720)
Home in Great Barrington
4.97 out of 5 average rating, 39 reviewsWaterfront Modern Lake Mansfield Retreat
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-833312885146250628/original/5e35c89f-765c-4cd3-92fc-5ad0cb834c16.jpeg?im_w=720)
Home in Great Barrington
4.98 out of 5 average rating, 41 reviewsSunsets On Blue Hill, Newly Renovated Farmhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-756413729683661541/original/b2968886-de41-44ea-8943-76a58dfe78b1.jpeg?im_w=720)
Home in West Stockbridge
5 out of 5 average rating, 21 reviewsBeautiful And Private Home Centrally Located
![](https://a0.muscache.com/im/pictures/miso/Hosting-710786429811200670/original/2e8ada22-accf-4e4e-81d2-1b0ca808ff52.png?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 37 reviewsThe Yellow Victorian With Chefs Kitchen
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-577470321728240340/original/8166f466-39ab-4317-953c-4151c0f4030e.jpeg?im_w=720)
Home in Great Barrington
4.97 out of 5 average rating, 36 reviewsRenovated Downtown Great Barrington House
![](https://a0.muscache.com/im/pictures/63903065-abce-4f87-8fc1-f999ddf68dec.jpg?im_w=720)
Home in Pittsfield
4.96 out of 5 average rating, 50 reviewsLake/Mountain View Getaway
![](https://a0.muscache.com/im/pictures/miso/Hosting-657327948806594729/original/cd0396df-0817-4292-8c28-aa3d1064ef6a.jpeg?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 75 reviewsGranite Ledge, Modern home in a unique setting
Destinations to explore
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- Tiny house rentals New York
- Treehouse rentals New York
- Townhouse rentals New York
- House rentals New York
- Guesthouse rentals New York
- Lakehouse rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- House rentals Massachusetts
- Townhouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Lakehouse rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- House rentals Massachusetts
- Townhouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Rentals with a patio Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Monthly Rentals Berkshire County
- Rentals with lake access Berkshire County
- Rentals with pools Berkshire County
- Rentals with beach access Berkshire County
- Apartment rentals Berkshire County
- Fitness-friendly rentals Berkshire County
- Pet-friendly rentals Berkshire County
- Kid-friendly rentals Berkshire County
- Rentals with a fire pit Berkshire County
- Cottage rentals Berkshire County
- Rentals with a fireplace Berkshire County
- Boutique hotel rentals Berkshire County
- Rentals with breakfast Berkshire County
- Rentals with a kayak Berkshire County
- Bed and breakfasts Berkshire County
- Chalet rentals Berkshire County
- Hotel rentals Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Waterfront rentals Berkshire County
- Private suite rentals Berkshire County
- Beachfront rentals Berkshire County
- Guesthouse rentals Berkshire County
- Rentals with an EV charger Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Farmstay rentals Berkshire County
- Rentals with a sauna Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom