Compare Western Massachusetts Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Western Massachusetts

$97 nightly

$109 total

Nov 17 - Nov 18

Total with taxes and fees

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

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$151 total

Nov 18 - Nov 19

Total with taxes and fees

At Hideaway Inn Lenox, guests have access to free WiFi in public areas, microwave in a common area, and an arcade/game room. Free parking is available if you drive. Other amenities at this family-friendly guesthouse include a library, a picnic area, and a communal living room.

Pet friendly

Parking included

$126 nightly

$134 total

Nov 16 - Nov 17

Total with taxes and fees

Blooming Inn features free WiFi in public areas, coffee in a common area, and refrigerator in a common area. You can put free offsite parking to good use if you drive.

Free WiFi

Air conditioning

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$154 total

Nov 24 - Nov 25

Total with taxes and fees

The Revival House features free WiFi in public areas and a communal living room. There's free parking if you drive.

Breakfast included

Parking included

In town, newly remodeled studio with private balcony

Free Cancellation

$164 nightly

$183 total

Nov 17 - Nov 18

Total with taxes and fees

This guesthouse features free WiFi in public areas and a garden.

Free WiFi

Air conditioning

Berkshire Village Carriage House - Super Private!!

$180 nightly

$201 total

Nov 15 - Nov 16

Total with taxes and fees

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

Free WiFi

Air conditioning

$459 nightly

$503 total

Nov 15 - Nov 16

Total with taxes and fees

At Upscaled Home in a Quiet Neighborhood, guests have access to free WiFi in public areas and laundry facilities. If you decide to drive, there's free parking.

Parking included

Free WiFi

Hill Ross Guest Suite on Historic Homestead

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

Breakfast included

Air conditioning

At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.

Parking included

Free WiFi

Don't see what you're looking for?

See all available properties in Western Massachusetts

View all properties

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 Western Massachusetts

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$108 nightly

$121 total

Nov 16 - Nov 17

Total with taxes and fees

MGM Springfield

One MGM Way Springfield MA

$147 nightly

$166 total

Nov 22 - Nov 23

Total with taxes and fees

9/10 Wonderful! (1,551 reviews)

Hotel UMass

1 Campus Center Way Amherst MA

$136 nightly

$152 total

Dec 14 - Dec 15

Total with taxes and fees

Western Massachusetts Guest Houses essential information

Accommodation	16 Guest Houses
Lowest Price	$109
Highest Price	$503
Popular accommodation	The Central Downtown Inn & Suites, Hideaway Inn Lenox, Blooming Inn, The Revival House, In town, newly remodeled studio with private balcony , Berkshire Village Carriage House - Super Private!!, Upscaled Home in a Quiet Neighborhood, Hill Ross Guest Suite on Historic Homestead, The Dewey