Stay If You Dare - Vacation Rentals in Housatonic River Walk

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $1,186

         

10.0 (55 Reviews)

House

Premiere Berkshire Country Estate w/Private Pool & Tennis Court - 5 mins to GB!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $1,504

         

|

New

House

Spacious Berkshires Retreat about 3 Mi to Skiing!

• Parking
• Wheelchair Accessible
• Child Friendly

• Massachusetts
• Great Barrington

View Availability

From US $335

         

|

10.0 (88 Reviews)

Bed & Breakfast

Granville House

• Air Conditioner
• Parking
• Balcony/Terrace

• Massachusetts
• Housatonic

View Availability

From US $1,329

         

10.0 (55 Reviews)

House

Stunning Renovated Victorian

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $225

         

|

9.9 (137 Reviews)

Bed & Breakfast

Granville House

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Housatonic

View Availability

From US $151

         

9.4 (758 Reviews)

Hotel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Great Barrington

View Availability

From US $1,128

         

10.0 (53 Reviews)

House

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $450

         

|

9.8 (5 Reviews)

House

Downtown Great Barrington Enjoy Mountain Views

• Air Conditioner
• Parking
• View

• Massachusetts
• Great Barrington

View Availability

From US $144

         

9.4 (36 Reviews)

Hotel

East Rock Inn

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Great Barrington

View Availability

From US $466

         

10.0 (51 Reviews)

House

Minutes from downtown Great Barrington, Convenient location

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $572

         

10.0 (43 Reviews)

House

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $434

         

10.0 (30 Reviews)

House

An In-Town Beauty with Late Checkout

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $838

         

10.0 (28 Reviews)

House

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $559

         

10.0 (25 Reviews)

House

Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $549

         

10.0 (25 Reviews)

House

Modern Victorian Walk to Main Street

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $177

         

10.0 (9 Reviews)

House

Renovated Private Guest House by Evergreen Home

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $1,355

         

10.0 (5 Reviews)

House

Berkshires Estate w/Heated Pool by Evergreen Home

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Great Barrington

View Availability

From US $800

         

10.0 (5 Reviews)

House

Idyllic Retreat; Hot Tub/Sauna by Evergreen Home

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $314

         

10.0 (4 Reviews)

House

Tranquil 2-bedroom house with woodland and pasture views in Great Barrington

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $486

         

10.0 (3 Reviews)

House

Outdoor Sauna, Hot tub, Fire Pit, Dogs Welcome!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Glendale

View Availability

From US $1,328

         

10.0 (2 Reviews)

House

Berkshires Best/Large Deck with Hotub, Basement with Game room & Fitness room

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $591

         

10.0 (2 Reviews)

House

Sunsets On Blue Hill, Newly Renovated Farmhouse

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Great Barrington

View Availability

From US $585

         

10.0 (1 Review)

House

Cozy. Clean. Free bagel shop. 3 Fireplaces.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Great Barrington

View Availability

From US $827

         

9.8 (57 Reviews)

House

Gem of the Berkshires. Mountain View. Short walk to lake & downtown.

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Great Barrington

View Availability

★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Housatonic River Walk.