Search Guest Houses in Eastern Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Guest Houses in Eastern Massachusetts and around

Copley House
Property entrance

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1757)
"Great stay"
Copley House
Oasis Guest House
Exterior

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1228)
"Lovely guesthouse in Boston. Would stay again. "
The price is €177
includes taxes & fees
14 Aug - 15 Aug
Oasis Guest House
Brass Key Guesthouse - Adults Only
Terrace/patio

Brass Key Guesthouse - Adults Only

4.0 star property
9.6 out of 10, Exceptional, (404)
"The Brass Key is always a delightful stay."
Brass Key Guesthouse - Adults Only
Beacon Inn 1750
Room

Beacon Inn 1750

3.0 star property
7.4 out of 10, Good, (728)
"Everything was lovely but the area parking."
The price is €125
includes taxes & fees
11 Aug - 12 Aug
Beacon Inn 1750
Beacon Inn 1087
King Room @ 1087 Beacon St.

Beacon Inn 1087

2.5 star property
7.8 out of 10, Good, (743)
"We enjoyed our stay. It’s a very cute and unique hotel. If you’re looking for old Boston charm, this is your place. "
The price is €134
includes taxes & fees
13 Aug - 14 Aug
Beacon Inn 1087
Mercury Hotel Provincetown
Deluxe Room

Mercury Hotel Provincetown

3.0 star property
9.0 out of 10, Wonderful, (431)
"Great place to stay. Walkable to everything in P Town "
Mercury Hotel Provincetown
Languedoc Inn & 3 Hussey St Guest House
Exterior

Languedoc Inn & 3 Hussey St Guest House

2.5 star property
8.2 out of 10, Very good, (127)
"Great Vacation!!"
Languedoc Inn & 3 Hussey St Guest House
Anchor Inn Beach House
Exterior

Anchor Inn Beach House

3.5 star property
9.2 out of 10, Wonderful, (406)
"Rooms and view were awesome!"
Anchor Inn Beach House
Coolidge Corner Guest House
Exterior detail

Coolidge Corner Guest House

3.5 star property
8.2 out of 10, Very good, (614)
"Very pleasant, comfortable stay. "
The price is €143
includes taxes & fees
17 Aug - 18 Aug
Coolidge Corner Guest House
Sea Breeze Inn
Exterior

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (177)
"Nice place to stay "
The price is €84
includes taxes & fees
7 Sept - 8 Sept
Sea Breeze Inn
The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (191)
"Great location! "
The Lightkeepers Inn
Crew's Quarters Boarding House Caters to Men
Men's 1 double bed, Shared Bathroom

Crew's Quarters Boarding House Caters to Men

2.0 star property
9.4 out of 10, Exceptional, (64)
"The staff was very kind and helpful. Fun location!"
The price is €265
includes taxes & fees
11 Aug - 12 Aug
Crew's Quarters Boarding House Caters to Men
Whaler's Inn
Traditional Room, 2 Single Beds, Non Smoking, Shared Bathroom

Whaler's Inn

3.0 star property
10.0 out of 10, Exceptional, (30)
"Hosts were very informative and great communication. "
The price is €402
includes taxes & fees
2 Sept - 3 Sept
Whaler's Inn
The Bradford
Exterior

The Bradford

2.5 star property
9.4 out of 10, Exceptional, (187)
"Great location and charming place"
The price is €417
includes taxes & fees
18 Aug - 19 Aug
The Bradford
Davis Square Inn
Comfort Double Room, Shared Bathroom

Davis Square Inn

3.0 star property
9.6 out of 10, Exceptional, (61)
"nice place"
Davis Square Inn
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.4 out of 10, Exceptional, (175)
"The location was awesome. Right on the beach. Room was clean and bathroom was clean good shower and water pressure. Breakfast was delicious and staff super friendly and polite."
The price is €186
includes taxes & fees
1 Sept - 2 Sept
By the Sea Guests Bed & Breakfast & Suites
184 Heath St
Fridge, microwave, oven, dishwasher

184 Heath St

2.0 star property
3.0 out of 10, (22)
"Horrible awful dilapidated beds a wobbly chair dirty room a convenience worst experience ever "
The price is €126
includes taxes & fees
11 Aug - 12 Aug
184 Heath St
Dyer's Beach House
Condo, 3 Bedrooms (Waterfront Condo 3 bedrooms) | Beach/ocean view

Dyer's Beach House

4.0 star property
9.8 out of 10, Exceptional, (66)
"Terrific location and waterfront views!"
Dyer's Beach House
All Seasons Resort
Indoor pool, outdoor pool

All Seasons Resort

9.0 out of 10, Wonderful, (50)
"This was a great experience. The owner has check in very organized and easy to understand. Probably the best place for the money I’ve ever stayed."
The price is €163
includes taxes & fees
1 Sept - 2 Sept
All Seasons Resort
The Inn on the Horse Farm
Property grounds

The Inn on the Horse Farm

3.0 star property
8.0 out of 10, Very good, (255)
"Excellent"
The price is €152
includes taxes & fees
30 Aug - 31 Aug
The Inn on the Horse Farm
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Massachusetts Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Beautiful hotel. Perfect location. Rooms are clean and staff is friendly. Since this was our first time in Boston the staff recommended places to eat and where to go. They did not disappoint. Will stay here next time in Boston. "
Gilberto 5-night trip
Posted 16 hours ago
The Dagny Boston