Search Guest Houses in Eastern Massachusetts

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Guest Houses in Eastern Massachusetts

Property entrance
Copley House

Copley House

3.0 star property
Back Bay
9.0 out of 10, Wonderful, (1926)
"Fantastic place to stay and visit Boston."
United States
Poorvajan
$104 nightly
The price is $119
Dec 10 - Dec 11
Total with taxes and fees
Copley House
Exterior
Oasis Guest House

Oasis Guest House

2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1390)
"Lovely stay! "
United States
Hilary
$121 nightly
The price is $139
Dec 15 - Dec 16
Total with taxes and fees
Oasis Guest House
Premium bedding, down comforters, minibar, individually decorated
Clarendon Square

Clarendon Square

4.0 star property
South End
9.2 out of 10, Wonderful, (249)
"In a word: charming"
United States
David
Clarendon Square
Exterior
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3.0 star property
East Wareham
10.0 out of 10, Exceptional, (9)
"thanks u for very nice place and clean i really loved i will cominng back soon"
United States
Mail
$484 nightly
The price is $541
Dec 10 - Dec 11
Total with taxes and fees
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Superior Room | Premium bedding, individually decorated, individually furnished
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3.0 star property
Provincetown
9.0 out of 10, Wonderful, (473)
"Quaint little hotel with great service. Right in the middle of everything with friendly staff. "
United States
Harry
$92 nightly
The price is $108
Jan 7 - Jan 8, 2026
Total with taxes and fees
Mercury Hotel Provincetown
Traditional Room, 2 Twin Beds, Non Smoking, Shared Bathroom | Memory foam beds, individually decorated, individually furnished, desk
Nantucket Guest House

Nantucket Guest House

3.0 star property
Nantucket
9.8 out of 10, Exceptional, (43)
"Nice clean place to stay on a wonderful island! "
United States
Robin
$219 nightly
The price is $245
Dec 10 - Dec 11
Total with taxes and fees
Nantucket Guest House
Property grounds
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)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
$152 nightly
The price is $170
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Inn on the Horse Farm
Exterior
Anchor Inn Beach House

Anchor Inn Beach House

3.5 star property
Provincetown
9.2 out of 10, Wonderful, (445)
"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
$206 nightly
The price is $236
Dec 29 - Dec 30
Total with taxes and fees
Anchor Inn Beach House
Terrace/patio
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4.0 star property
Provincetown
9.6 out of 10, Exceptional, (446)
"Beautiful accommodations in the heart of everything. "
United States
Maryann
$264 nightly
The price is $302
Dec 13 - Dec 14
Total with taxes and fees
Brass Key Guesthouse - Adults Only
Exterior detail
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
$125 nightly
The price is $140
Jan 1 - Jan 2, 2026
Total with taxes and fees
Coolidge Corner Guest House
Double Room with One Double Bed @ 1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets
Beacon Inn 1750

Beacon Inn 1750

3.0 star property
Brookline
7.4 out of 10, Good, (758)
"A little older but great location and very nice staff. "
Canada
Marc
$104 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
Beacon Inn 1750
Standard Double Room, 1 Double Bed, Shared Bathroom | Private kitchen | Fridge, microwave, oven, stovetop
Tranquil House in Cambridge

Tranquil House in Cambridge

3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (159)
"yes, nice and quiet kitchen was nice. "
United States
Sean
$95 nightly
The price is $109
Dec 10 - Dec 11
Total with taxes and fees
Tranquil House in Cambridge
King Room @ 1087 Beacon St. | Desk, iron/ironing board, free WiFi, alarm clocks
Beacon Inn 1087

Beacon Inn 1087

2.5 star property
Longwood
8.0 out of 10, Very Good, (779)
"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
$104 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
Beacon Inn 1087
Men's 1 double bed, Shared Bathroom | Individually decorated, individually furnished, free WiFi, bed sheets
Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men

2.0 star property
Provincetown
9.4 out of 10, Exceptional, (69)
"We are planing to go back again."
United States
Steve
$187 nightly
The price is $214
Dec 12 - Dec 13
Total with taxes and fees
Crew's Quarters Boarding House Caters to Men
Exterior
The Bradford

The Bradford

2.5 star property
Provincetown
9.4 out of 10, Exceptional, (219)
"Location was great. Just one block from to all shops, restaurants etc in Provincetown, without the noise."
United States
Phyllis
$250 nightly
The price is $286
Dec 11 - Dec 12
Total with taxes and fees
The Bradford
Beach
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

Dennis
10.0 out of 10, Exceptional, (13)
"Thoroughly enjoyed our stay. The house is spacious, yet warm and cozy. Very clean and convenient to the beach and town. Tanya is terrific, would definitely stay here again!"
United States
Laura R.
$340 nightly
The price is $389
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Fridge, microwave, oven, dishwasher
184 Heath St

184 Heath St

2.0 star property
Jamaica Plain
3.4 out of 10, (40)
"👍"
United States
Musa
$103 nightly
The price is $118
Dec 10 - Dec 11
Total with taxes and fees
184 Heath St
Front of property
ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE

2.0 star property
Jamaica Plain
2.8 out of 10, (27)
"Thanks I liked my stay"
United States
Kristina
$149 nightly
The price is $171
Dec 10 - Dec 11
Total with taxes and fees
ESJACPE GUEST HOUSE
Exterior
The Hamilton Hoppin House

The Hamilton Hoppin House

2.0 star property
Middletown
9.0 out of 10, Wonderful, (231)
"The Inn was beautiful. We thoroughly enjoyed our stay.."
United States
Dotty
$85 nightly
The price is $96
Dec 10 - Dec 11
Total with taxes and fees
The Hamilton Hoppin House
54-inch flat-screen TV with cable channels, TV, Netflix
The Sailmaker's House

The Sailmaker's House

3.5 star property
Downtown
9.6 out of 10, Exceptional, (368)
"beautiful and historic architecture! "
United States
RICHARD PHILLIPS
$140 nightly
The price is $152
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Sailmaker's 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 Eastern Massachusetts Hotel Reviews

The Arcadian Hotel

The Arcadian Hotel

10/10 Excellent
"Great location"
Susan 1-night trip
Posted 12 hours ago
The Arcadian Hotel

Find out more about Eastern Massachusetts

Eastern Massachusetts Guest Houses information

Number of reviews
8,086
Accommodation
23 Guest Houses
Lowest Price
$96
Highest Price
$541

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