Book Guest Houses in Massachusetts

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Top cities with Guest Houses to explore in Massachusetts

Boston

Guest Houses
Boston

Featured Guest Houses in Massachusetts

Copley House

Copley House

3 out of 5
239 W Newton St Boston MA
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Stay at this guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Free WiFi
Air conditioning
Oasis Guest House

Oasis Guest House

2.5 out of 5
22 Edgerly Road Boston MA
Free cancellation
Reserve now, pay when you stay
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Stay at this guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Fenway Park and Copley Square are located nearby.
Free WiFi
Air conditioning
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
67 Bradford St Provincetown MA
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Stay at this guesthouse in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.
Breakfast included
Parking included
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3 out of 5
12 Winthrop St. Provincetown MA
Free cancellation
Reserve now, pay when you stay
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Stay at this guesthouse in Provincetown. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.
Parking included
Free WiFi
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
The price is CA $130 per night
CA $130
CA $145 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located nearby.
Pet-friendly
Parking included
Beacon Inn 1750

Beacon Inn 1750

3 out of 5
1750 Beacon Street Brookline MA
The price is CA $143 per night
CA $143
CA $160 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Popular attractions Fenway Park and Harvard Square are located nearby.
Free WiFi
Air conditioning
Beacon Inn 1087

Beacon Inn 1087

2.5 out of 5
1087 Beacon St Brookline MA
The price is CA $143 per night
CA $143
CA $160 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly guesthouse in Brookline. Enjoy free WiFi, parking (surcharge), and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Free WiFi
Air conditioning
Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
The price is CA $105 per night
CA $105
CA $185 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Stay at this guesthouse in Shelburne Falls. Enjoy free WiFi, daily housekeeping, and snowmobiling on site. Popular attractions Glacial Potholes, Shelburne Falls and Shelburne Falls Bowling Alley are located nearby.
Free WiFi
Air conditioning
Coolidge Corner Guest House

Coolidge Corner Guest House

3.5 out of 5
17-19 Littell Road Brookline MA
The price is CA $173 per night
CA $173
CA $193 total
Dec 24 - Dec 25
includes taxes & fees
Stay at this guesthouse in Brookline. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Fenway Park and Copley Square are located nearby.
Breakfast included
Free WiFi
Anchor Inn Beach House

Anchor Inn Beach House

3.5 out of 5
175 Commercial Street Provincetown MA
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Book a stay at this beach guesthouse in Provincetown. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Art House Theater and Center for Coastal Studies are located nearby.
Breakfast included
Free WiFi
The Rugosa Guest House

The Rugosa Guest House

3 out of 5
4885 US-6 Eastham MA
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Stay at this 3-star guesthouse in Eastham. Enjoy free WiFi, free parking, and a garden. Popular attractions Poit's Lighthouse Mini Golf and Cooks Brook Beach are located nearby.
Pet-friendly
Parking included
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
The price is CA $186 per night
CA $186
CA $290 total
Dec 23 - Dec 24
includes taxes & fees
Stay at this guesthouse in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Jiminy Peak Mountain Resort and Crane Museum of Papermaking are located nearby.
Free WiFi
Air conditioning
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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.

Massachusetts Guest Houses essential information

Accommodation
71 Guest Houses
Lowest Price
CA $145
Highest Price
CA $290
Popular accommodation
Copley House, Oasis Guest House, Brass Key Guesthouse - Adults Only, Mercury Hotel Provincetown, The Central Downtown Inn & Suites, Beacon Inn 1750, Beacon Inn 1087, Blooming Inn, Coolidge Corner Guest House, Anchor Inn Beach House, The Rugosa Guest House, Berkshire Village Carriage House - Super Private!!

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