Search Guest Houses in Eastern Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 22 - May 24
In two weeks
May 29 - May 31
In one month
Jun 12 - Jun 14
In two months
Jul 10 - Jul 12

Our top choices for Eastern Massachusetts guest houses

Property entrance

Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,103 reviews)
"Super clean, check in directions were easy to follow, awesome location, loved our stay!"
United States
Allison
The price is ₩243,335
₩279,714 total
includes taxes & fees
May 25 - May 26
Copley House
Exterior

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,430 reviews)
"Friendly staff, very clean, easy to walk to Fenway."
United States
Jennifer
The price is ₩206,506
₩237,379 total
includes taxes & fees
May 25 - May 26
Oasis Guest House
Desk, laptop workspace, free WiFi, bed sheets

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (273 reviews)
"Relatively clean room, nice staff"
United States
Libo
The price is ₩177,518
₩280,217 total
includes taxes & fees
May 19 - May 20
Bay Village Suites
Premium bedding, down comforters, minibar, individually decorated

Clarendon Square

Clarendon Square
4.0 star property
South End
9.2 out of 10, Wonderful, (253 reviews)
"Beautiful brownstone in a great area. Stephen was very accommodating and offered advice on nearby dining. Truly one our favorite stays. "
United States
Blake
The price is ₩476,381
₩574,988 total
includes taxes & fees
May 31 - Jun 1
Clarendon Square
The Crab House Experience | Beach/ocean view

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 reviews)
"thanks u for very nice place and clean i really loved i will cominng back soon"
United States
Mail
The price is ₩104,349
₩769,537 total
includes taxes & fees
May 18 - May 19
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Lobby

Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (503 reviews)
"The hotel was lovely, conveniently located and very easy in and out. "
United States
Gayle
The price is ₩248,596
₩312,970 total
includes taxes & fees
May 19 - May 20
Mercury Hotel Provincetown
Breakfast meal

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 reviews)
"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
The price is ₩293,449
₩377,669 total
includes taxes & fees
May 25 - May 26
By the Sea Guests Bed & Breakfast & Suites
Exterior

Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (47 reviews)
"Excellent environment, I highly recommend"
United States
Luidy
The price is ₩230,509
₩372,570 total
includes taxes & fees
May 13 - May 14
Nantucket Guest House
Terrace/patio

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (457 reviews)
"Best place in Ptown!"
United States
Paul
The price is ₩349,737
₩400,274 total
includes taxes & fees
May 20 - May 21
Brass Key Guesthouse - Adults Only
Exterior

Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (196 reviews)
"Nice place to stay "
United States
Kevin
The price is ₩130,071
₩148,866 total
includes taxes & fees
May 14 - May 15
Sea Breeze Inn
Free daily self-serve breakfast

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (128 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
The price is ₩353,270
₩404,318 total
includes taxes & fees
May 14 - May 15
Winstead Inn
King Deluxe - Washington Suite | Premium bedding, pillowtop beds, free WiFi, bed sheets

Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"Everything in this hotel is excellent! The bedding is very comfortable. Stuff is great! The place is so cozy and quiet, with very nice decor that gives a relaxed feel. Amazing atmosphere, if you like privacy and quiet. Everything you need is within walking distance. Highly recommend. "
United States
Svetlana
The price is ₩337,079
₩385,786 total
includes taxes & fees
May 24 - May 25
Cambridge Common House
Cabin Room | Egyptian cotton sheets, premium bedding, individually decorated

The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (221 reviews)
"The Bradford was perfect for my first time in Provincetown. The cabin was comfy, a really big shower, and a very very comfortable bed. The location was ideal and close to everything. Would come stay here again. Thank you! "
United States
Frankie
The price is ₩213,213
₩244,021 total
includes taxes & fees
May 13 - May 14
The Bradford
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, (271 reviews)
"This was a beautiful place! Great for relaxation, convenient to amenities. "
United States
Melanie
The price is ₩287,816
₩321,491 total
includes taxes & fees
May 19 - May 20
The Inn on the Horse Farm
Exterior

Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (766 reviews)
"Great location and staff :)"
United States
Kerryn
The price is ₩189,713
₩211,913 total
includes taxes & fees
May 19 - May 20
Beacon Inn 1750
Superior Room, 2 Bedrooms, Non Smoking, Connecting Rooms | Desk, laptop workspace, blackout drapes, soundproofing

Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (166 reviews)
"Great host and accommodating "
United States
Indu
The price is ₩232,570
₩266,175 total
includes taxes & fees
May 13 - May 14
Tranquil House in Cambridge
Property entrance

Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very Good, (636 reviews)
"I loved staying here Melissa the housekeeper was super nice, friendly very helpful when she had the whole house very clean always willing to help. The house felt very comfortable and very home feeling love the furniture the vintage feel/vibe. Close enough to the Red Sox Stadium definitely will be back and stay here again. The breakfast was amazing. They always had milk orange juice, granola bars, bagels everything was always clean and on point thank you so much for letting me stay there. I will...
United States
Irlanda
The price is ₩233,616
₩260,945 total
includes taxes & fees
May 19 - May 20
Coolidge Corner Guest House
Reception

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, (72 reviews)
"The staff was very kind and helpful. Fun location!"
United States
Paul
The price is ₩297,409
₩340,391 total
includes taxes & fees
May 25 - May 26
Crew's Quarters Boarding House Caters to Men
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, (815 reviews)
"What a cool and unique place to stay!! Stayed overnight while attending a concert @ MGM Fenway. Great location, lots of eateries, shopping and coffee nearby. Staff is so friendly and helpful with check in, parking and check out. Definitely would stay again. "
United States
Gabrielle
The price is ₩191,075
₩213,434 total
includes taxes & fees
May 19 - May 20
Beacon Inn 1087
Exterior

Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (451 reviews)
"Staff was friendly, helpful and made our stay pleasant experience."
United States
Gerard
The price is ₩443,531
₩507,635 total
includes taxes & fees
May 13 - May 14
Anchor Inn Beach 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.
View all properties
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

Arcadian Hotel

Arcadian Hotel

10/10 Excellent
"Conveniently located The green Line (D) stops right at the front door The hotel is only .9 mi to the longwood medical area and a pleasant easy walk Trader Joes and many wonderful restaurants and shops are within walking distance I always stay here (Two and three times and year and always feel at home) Continental breakfast is just that - a little something for everyone"
Lynda Dalton 2-night trip
Posted 2 hours ago
Arcadian Hotel

Find out more about Eastern Massachusetts

Eastern Massachusetts Guest Houses information

Number of reviews
8,644
Accommodation
23 Guest Houses
Lowest Price
₩148,866
Highest Price
₩769,537