Compare Western Massachusetts Guest House Rentals

Start date: Check-in selected.
To Date
End date: Check-out

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

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$94 nightly
The price is $105 total per night
$105 total
Jan 25 - Jan 26
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
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$146 nightly
The price is $158 total per night
$158 total
Jan 13 - Jan 14
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
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$188 nightly
The price is $210 total per night
$210 total
Jan 13 - Jan 14
Total with taxes and fees
Guests staying at this guesthouse have access to barbecue grills and a garden.
Free WiFi
Air conditioning
The Revival House

The Revival House

3 out of 5
17 Commercial St Adams MA
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $168 total per night
$168 total
Jan 13 - Jan 14
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
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street Lenox MA
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
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$140 nightly
The price is $156 total per night
$156 total
Jan 13 - Jan 14
Total with taxes and fees
This guesthouse features free WiFi in public areas and a garden.
Free WiFi
Air conditioning
Upscaled Home in a Quiet Neighborhood

Upscaled Home in a Quiet Neighborhood

3 out of 5
89 Appleton St Springfield MA
$424 nightly
The price is $464 total per night
$464 total
Jan 22 - Jan 23
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
Renovated Private Guest House by Evergreen Home

Renovated Private Guest House by Evergreen Home

Great Barrington MA
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Jacob's Tanglewood Ranch

Jacob's Tanglewood Ranch

3 out of 5
560 Stockbridge Rd Lee MA
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 a communal living room and barbecue grills.
Pet friendly
Parking included
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

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $126 nightly
    The price is $141 total per night from Jan 13 to Jan 14
    $141 total
    Jan 13 - Jan 14
    Total with taxes and fees
    8.6/10 Excellent! (2,202 reviews)
    D. Hotel Suites & Spa

    D. Hotel Suites & Spa

    1 Country Club Rd Holyoke MA
    $121 nightly
    The price is $135 total per night from Jan 13 to Jan 14
    $135 total
    Jan 13 - Jan 14
    Total with taxes and fees
    9.2/10 Wonderful! (2,263 reviews)
    MGM Springfield

    MGM Springfield

    One MGM Way Springfield MA
    $145 nightly
    The price is $165 total per night from Jan 13 to Jan 14
    $165 total
    Jan 13 - Jan 14
    Total with taxes and fees
    8.8/10 Excellent! (1,471 reviews)

Western Massachusetts Guest Houses essential information

Accommodation
12 Guest Houses
Lowest Price
$105
Highest Price
$464
Popular accommodation
The Central Downtown Inn & Suites, Blooming Inn, Berkshire Village Carriage House - Super Private!!, The Revival House, The Dewey, In town, newly remodeled studio with private balcony , Upscaled Home in a Quiet Neighborhood, Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch

More to Explore