Search Guest Houses in Eastern Massachusetts

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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
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2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Browse Select Eastern Massachusetts Guest Houses

Property entrance
Copley House

Copley House

3.0 star property
Back Bay
9.0 out of 10, Wonderful, (1923)
"Fantastic place to stay and visit Boston."
United States
Poorvajan
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
Oasis Guest House
Premium bedding, down duvets, 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
The price is 7.553.527 ₫
9.116.978 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
The price is 2.214.492 ₫
14.252.629 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
Mercury Hotel Provincetown
Traditional Room, 2 Single 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
The price is 3.928.087 ₫
6.448.996 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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, (265)
"Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home."
United States
David
The price is 4.175.432 ₫
4.663.958 ₫ total
includes taxes & fees
30 Dec - 31 Dec
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)
"Wonderful weekend stay. Great location in the center of town and very convenient to getting out and exploring. Comfortable room with a perfect waterfront view. "
United States
Robert
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
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
The price is 3.304.602 ₫
3.691.084 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Coolidge Corner Guest House
Room | 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
The price is 2.879.367 ₫
3.216.286 ₫ total
includes taxes & fees
10 Dec - 11 Dec
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)
"Is very quiet and very clean "
Mexico
ALEJANDRO
The price is 2.504.485 ₫
2.866.383 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
The price is 2.879.367 ₫
3.216.286 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
The price is 4.929.881 ₫
5.642.209 ₫ total
includes taxes & fees
12 Dec - 13 Dec
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
The price is 5.925.612 ₫
6.781.882 ₫ total
includes taxes & fees
11 Dec - 12 Dec
The Bradford
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
The price is 1.318.150 ₫
3.121.339 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
The price is 1.660.869 ₫
4.307.675 ₫ total
includes taxes & fees
9 Dec - 10 Dec
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
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, (367)
"Staff was hospitable; clean and comfortable "
United States
Pamela
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Yes, check in was actually fun and easy. Love this place when we come in for Bruins games."
Richard 1-night trip
Posted 20 hours ago
Harborside Inn Of Boston

Find out more about Eastern Massachusetts

Eastern Massachusetts Guest Houses information

Number of reviews
8,064
Accommodation
18 Guest Houses
Lowest Price
2.866.383 ₫
Highest Price
14.252.629 ₫