![](https://a0.muscache.com/im/pictures/d6ce61b5-87e5-4f45-b54d-42f2f7ef9a55.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, 3 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/hosting/Hosting-53259066/original/bd4b8a5f-47d5-41c1-8ca2-b558dec233e5.jpeg?im_w=720)
Home in Cheshire
4.94 out of 5 average rating, 53 reviewsBerkshire County modern home + pool
![](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
![](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/hosting/Hosting-654237794577824151/original/a7dd5f20-2b5e-47f1-9591-f211b30ab275.jpeg?im_w=720)
Home in Pittsfield
5 out of 5 average rating, 44 reviewsPalatial, central Berkshire, large family home
Weekly house rentals
![](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/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTY1NDQ4NjU%3D/original/6f208bef-6566-4c5a-9b0f-ea1a26e03f82.jpeg?im_w=720)
Home in Lenox
4.93 out of 5 average rating, 216 reviewsHeart of Lenox Walk to Town Cozy Cottage!
![](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, 112 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, 118 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
![](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, 202 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/466ff970-05a5-415c-ae40-1c6921333851.jpg?im_w=720)
Home in Egremont
4.97 out of 5 average rating, 114 reviewsA sunny, quiet chalet beautifully decorated.
![](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, 99 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/miso/Hosting-710786429811200670/original/2e8ada22-accf-4e4e-81d2-1b0ca808ff52.png?im_w=720)
Home in Great Barrington
5 out of 5 average rating, 35 reviewsThe Yellow Victorian With Chefs Kitchen
![](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, 20 reviewsBeautiful And Private Home Centrally Located
![](https://a0.muscache.com/im/pictures/miso/Hosting-817530712393462202/original/8c9a62c9-0ff6-43c3-b51a-6c30fc96990a.jpeg?im_w=720)
Home in Cheshire
5 out of 5 average rating, 25 reviewsThe Berkshires Hummingbird House
![](https://a0.muscache.com/im/pictures/miso/Hosting-713620515627192097/original/a15e8a2c-2810-48c6-975f-c13d73646ac4.jpeg?im_w=720)
Home in Becket
5 out of 5 average rating, 22 reviewsSecluded lakeside charmer
![](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
![](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
Destinations to explore
- Guesthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Lighthouse rentals United States
- Townhouse rentals United States
- Townhouse rentals New York
- Guesthouse rentals New York
- Treehouse rentals New York
- Tiny house rentals New York
- House rentals New York
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Townhouse rentals Massachusetts
- House rentals Massachusetts
- Lakehouse rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Townhouse rentals Massachusetts
- House rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with breakfast Berkshire County
- Rentals with beach access Berkshire County
- Boutique hotel rentals Berkshire County
- Rentals with a patio Berkshire County
- Fitness-friendly rentals Berkshire County
- Kid-friendly rentals Berkshire County
- Rentals with pools Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with a fireplace Berkshire County
- Rentals with lake access Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Pet-friendly rentals Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Apartment rentals Berkshire County
- Private suite rentals Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Chalet rentals Berkshire County
- Rentals with a sauna Berkshire County
- Rentals with a fire pit Berkshire County
- Waterfront rentals Berkshire County
- Rentals with a kayak Berkshire County
- Beachfront rentals Berkshire County
- Guesthouse rentals Berkshire County
- Cottage rentals Berkshire County
- Monthly Rentals Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Farmstay rentals Berkshire County
- Hotel rentals Berkshire County
- Bed and breakfasts Berkshire County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes