Compare Great Barrington Guest House Rentals

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Featured Guest Houses in Great Barrington

Guests of The Central Downtown Inn & Suites enjoy free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include a terrace and laundry facilities.

Pet friendly

Parking included

$494

per night

May 21 - May 22

9 Academy features free WiFi in public areas, express check-in, and express check-out. You can put free parking to good use if you drive. Other amenities at this luxury guesthouse include laundry facilities and a garden.

Parking included

Free WiFi

The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

$115

per night

May 21 - May 22

At this guesthouse, guests have access to a garden.

Air conditioning

Guests staying at this guesthouse enjoy a water park, a spa tub, and barbecue grills. This family-friendly guesthouse also has a garden.

Hot Tub

Pet friendly

Hudson valley and The Berkshires Cottage

$96

per night

Jun 4 - Jun 5

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Renovated Private Guest House by Evergreen Home

Guests staying at this guesthouse have access to a garden and barbecue grills.

Pet friendly

Free WiFi

Guests staying at 1805 House Bed and Breakfast have access to a terrace, a picnic area, and a garden. You can put free parking to good use if you drive. Multilingual staff is on hand to answer questions.

Breakfast included

Parking included

Guests staying at Jacob's Tanglewood Ranch enjoy free WiFi in public areas, a terrace, and a picnic area. You can take advantage of free parking if you drive. Additional amenities include barbecue grills and a fireplace in the lobby.

Pet friendly

Parking included

At Chestnut Lodge, guests have access to free WiFi in public areas, a spa tub, and a terrace. A stay here includes free parking. This smoke-free guesthouse also has a picnic area.

Hot Tub

Parking included

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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.

Hotel Options in Great Barrington

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

$80

per night

May 21 - May 22

8/10 Very Good! (1,004 reviews)

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA

$66

per night

May 21 - May 22

8.8/10 Excellent! (593 reviews)

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington, MA

$69

per night

May 21 - May 22

7.4/10 Good! (455 reviews)

Great Barrington Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$66
Highest Price	$494
Popular accommodation	The Central Downtown Inn & Suites, 9 Academy , The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, Sweet Dreams Retreat, Hudson valley and The Berkshires Cottage, Renovated Private Guest House by Evergreen Home, 1805 House Bed and Breakfast , Jacob's Tanglewood Ranch, Chestnut Lodge