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Top cities with Guest Houses to explore in Massachusetts

Featured Guest Houses in Massachusetts

$443
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4.0 out of 5.0 67 Bradford St, Provincetown, MA
5/5
(1 Reviews)
This smoke-free guesthouse's full-service spa and nightclub are among the highlights. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. There's a poolside bar on site, and a bar/lounge and laundry facilities are also provided.
 
$450
The Lightkeepers Inn

The Lightkeepers Inn

3.0 out of 5.0 25 Simpson's Lane, Edgartown, MA
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-out are also on offer.
 
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Dyer's Beach House

Dyer's Beach House

4.0 out of 5.0 173 Commercial Street, Provincetown, MA
5/5
(1 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
 
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The Chestnut House

The Chestnut House

3.0 out of 5.0 3 Chestnut Street, Nantucket, MA
5/5
(2 Reviews)
Free WiFi in public areas, a garden, and a library are available at this guesthouse. Luggage storage is also provided.
 
$119
Oasis Guest House

Oasis Guest House

2.5 out of 5.0 22 Edgerly Road, Boston, MA
4.4/5
(12 Reviews)
This guesthouse features self parking and free WiFi in public areas. A terrace, express check-out, and luggage storage are also on offer.
 
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Anchor Inn Beach House

Anchor Inn Beach House

3.5 out of 5.0 175 Commercial Street, Provincetown, MA
4.4/5
(5 Reviews)
This guesthouse features a coffee shop, concierge services, and self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
 
$110
Blue Anchor Guesthouse

Blue Anchor Guesthouse

2.5 out of 5.0 7 Lincoln Street, Plymouth, MA
4.2/5
(8 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A garden, a picnic area, and luggage storage are also on offer.
 
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Crew's Quarters - Only All Male Guesthouse

Crew's Quarters - Only All Male Guesthouse

2.0 out of 5.0 198 Commercial St, Provincetown, MA
4/5
(1 Reviews)
This guesthouse features free WiFi in public areas, a fireplace in the lobby, and concierge services.
 
$221
Copley House

Copley House

3.0 out of 5.0 239 W Newton St, Boston, MA
3.7/5
(15 Reviews)
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. A computer station and luggage storage are also provided.
 
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Yankee Suites Extended Stay

Yankee Suites Extended Stay

4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
3.3/5
(3 Reviews)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
 
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The Seagrove Suites & Guest Rooms

The Seagrove Suites & Guest Rooms

3.0 out of 5.0 25 Seaview Rd, Eastham, MA
A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and express check-in are also on offer.
 
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Chatham Guest Rooms

Chatham Guest Rooms

3.5 out of 5.0 1409 Main Steet (Route 28), Chatham, MA
This guesthouse features free self parking and a terrace. A garden is also provided.
 
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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.