Guest Houses in Massachusetts

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Our top choices for Massachusetts guest houses

Property entrance
Copley House

Copley House

Copley House
3.0 star property
Back Bay
9.0 out of 10, Wonderful, (1936)
"Fantastic place to stay and visit Boston."
United States
Poorvajan
Copley House
Exterior
Oasis Guest House

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1397)
"Lovely stay "
United States
Amelia
The price is ₩150,484
₩172,990 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Oasis Guest House
Terrace/patio
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (449)
"Great hotel"
United States
Roland
Brass Key Guesthouse - Adults Only
Superior Room | Premium bedding, individually decorated, individually furnished
Mercury Hotel Provincetown

Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.0 out of 10, Wonderful, (476)
"Always a great stay"
United States
Maureen
Mercury Hotel Provincetown
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ₩139,091
₩155,368 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Central Downtown Inn & Suites
Double Room with One Double Bed @ 1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets
Beacon Inn 1750

Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (759)
"A little older but great location and very nice staff. "
Canada
Marc
The price is ₩153,666
₩171,644 total
includes taxes & fees
Dec 28 - Dec 29
Beacon Inn 1750
King Room @ 1087 Beacon St. | Desk, iron/ironing board, free WiFi, alarm clocks
Beacon Inn 1087

Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very Good, (780)
"Staff was the best, led me directly to where to park and upgraded me to another room available. The room was extremely spacious with a nice tv and fireplace. The property appears to be a former home divided and has a very homely feel. Stayed one night to attend an event nearby, and was able to leave my car to take public transit to and from the event. "
United States
Kyle
The price is ₩153,666
₩171,644 total
includes taxes & fees
Dec 28 - Dec 29
Beacon Inn 1087
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (125)
"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "
United States
Allison
The price is ₩99,879
₩184,070 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blooming Inn
Exterior detail
Coolidge Corner Guest House

Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner South Side
8.2 out of 10, Very Good, (625)
"Very pleasant, comfortable stay. "
United States
Valerie
The price is ₩185,479
₩207,171 total
includes taxes & fees
Dec 25 - Dec 26
Coolidge Corner Guest House
Exterior
Anchor Inn Beach House

Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (446)
"We very much enjoyed our stay at the anchor Inn. Our room was clean with a nice Jacuzzi tub and balcony in addition to a fireplace. It was a very good value for the price we paid and we will be returning again soon."
United States
Matthew
Anchor Inn Beach House
Lobby
The Rugosa Guest House

The Rugosa Guest House

The Rugosa Guest House
3.0 star property
Eastham
8.8 out of 10, Excellent, (124)
"Perfect get away! "
United States
tanya v
The Rugosa Guest House
Fridge, microwave, oven, dishwasher
184 Heath St

184 Heath St

184 Heath St
2.0 star property
Jamaica Plain
3.4 out of 10, (41)
"👍"
United States
Musa
The price is ₩73,985
₩175,194 total
includes taxes & fees
Dec 25 - Dec 26
184 Heath St
Seasonal outdoor pool, pool umbrellas, sun loungers
Winstead Inn

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (126)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
United States
Anonymous traveler
Winstead Inn
Property grounds
The Inn on the Horse Farm

The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very Good, (266)
"This was a beautiful place! Great for relaxation, convenient to amenities. "
United States
Melanie
The price is ₩149,171
₩166,623 total
includes taxes & fees
Jan 20 - Jan 21, 2026
The Inn on the Horse Farm
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi
The Revival House

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (25)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is ₩222,072
₩248,041 total
includes taxes & fees
Dec 29 - Dec 30
The Revival House
Exterior
The Lightkeepers Inn

The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (210)
"Great hotel"
United States
Benjamin
The Lightkeepers Inn
Standard Double Room, 1 Double Bed, Shared Bathroom | Private kitchen | Fridge, microwave, oven, stovetop
Tranquil House in Cambridge

Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (162)
"yes, nice and quiet kitchen was nice. "
United States
Sean
The price is ₩140,571
₩160,883 total
includes taxes & fees
Dec 25 - Dec 26
Tranquil House in Cambridge
Comfort Double Room, Shared Bathroom | Individually decorated, individually furnished, desk, laptop workspace
Davis Square Inn

Davis Square Inn

Davis Square Inn
3.0 star property
Ball Square
9.6 out of 10, Exceptional, (66)
"We loved staying here. It was perfect for our needs."
United States
Jeremy
Davis Square Inn
Outdoor wedding area
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites
3.5 star property
Dennis Port
9.2 out of 10, Wonderful, (185)
"Really nice family-owned hotel. Not fancy, but everything was clean and in good repair, and the location (right on the beach on Nantucket Sound) was perfect! "
United States
Erika
By the Sea Guests Bed & Breakfast & Suites
Hallway
The Chestnut House

The Chestnut House

The Chestnut House
3.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (200)
"Nice place for a family vacation on the island"
United States
Bin
The Chestnut House
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.
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Top Massachusetts Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"I didn’t get a chance to have breakfast "
Barbara 1-night trip
Posted 1 day ago
Encore Boston Harbor

Find out more about Massachusetts

Massachusetts Guest Houses information

Number of reviews
8,443
Accommodation
55 Guest Houses
Lowest Price
₩155,368
Highest Price
₩248,041