A coastal village with houses, a lighthouse, and boats on the water.

Guest Houses in Massachusetts

Compare and save

  • 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
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Top Cities in Massachusetts

A boat on a calm river, a large house with a red roof, and dense greenery in the background.
Guest HousesGuest Houses

Chatham

Chatham

Our top choices for Massachusetts guest houses

Property entrance

1. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,218 reviews)
"Wonderful place in a great location!"
United States
David
The price is CA $233
CA $268 total
includes taxes & fees
Aug 16 - Aug 17
Copley House
Exterior

2. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,479 reviews)
"great location."
United States
Jingjing
The price is CA $214
CA $246 total
includes taxes & fees
Aug 16 - Aug 17
Oasis Guest House
Desk, laptop workspace, WiFi (free), bed sheets

3. Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (329 reviews)
"Nice"
United States
Skye
The price is CA $168
CA $266 total
includes taxes & fees
Aug 11 - Aug 12
Bay Village Suites
Terrace/patio

4. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (506 reviews)
"Great stay, convenient location"
Australia
Nicholas
The price is CA $754
CA $863 total
includes taxes & fees
Aug 31 - Sep 1
Brass Key Guesthouse - Adults Only
BBQ/picnic area

5. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (28 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is CA $185
CA $207 total
includes taxes & fees
Aug 3 - Aug 4
Hideaway Inn Lenox
Petite Queen with private Patio

6. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (25 reviews)
"Fantastic staff, and beautiful spacious rooms."
Canada
Petrina
The price is CA $271
CA $310 total
includes taxes & fees
Aug 11 - Aug 12
Cambridge Common House
Exterior

7. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (382 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is CA $146
CA $163 total
includes taxes & fees
Aug 4 - Aug 5
The Central Downtown Inn & Suites
Exterior

8. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (791 reviews)
"It was a good location to access BC."
United States
Christina
The price is CA $196
CA $219 total
includes taxes & fees
Aug 2 - Aug 3
Beacon Inn 1750
King Room @ 1087 Beacon St.

9. Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very good, (848 reviews)
"Nice place for a single traveler. Great location."
United States
John
The price is CA $210
CA $234 total
includes taxes & fees
Aug 3 - Aug 4
Beacon Inn 1087
Lobby

10. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (533 reviews)
"Very clean and staff were incredibly friendly"
United States
Frank
The price is CA $389
CA $490 total
includes taxes & fees
Aug 31 - Sep 1
Mercury Hotel Provincetown
Breakfast meal

11. By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites
3.5 star property
Dennis Port
9.4 out of 10, Exceptional, (203 reviews)
"Loved every part of the stay"
United States
Trent
By the Sea Guests Bed & Breakfast & Suites
Romantic Room

12. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (83 reviews)
"Great"
United States
John
The price is CA $400
CA $447 total
includes taxes & fees
Aug 5 - Aug 6
Silsbee's by Daniels House
Exterior

13. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (151 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
Winstead Inn
Property entrance

14. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (178 reviews)
"Very nice stay"
Canada
Julian
The price is CA $354
CA $405 total
includes taxes & fees
Sep 1 - Sep 2
Chapter House
Exterior

15. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (56 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is CA $461
CA $624 total
includes taxes & fees
Aug 2 - Aug 3
Nantucket Guest House
Exterior

16. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (207 reviews)
"It’s a great place to stay if you’re not picky. Right next to the beach. Room is clean"
United States
Vincent
The price is CA $154
CA $176 total
includes taxes & fees
Sep 1 - Sep 2
Sea Breeze Inn
Cabin Room

17. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (238 reviews)
"This was our second year in a row staying at the Bradford and I absolutely adored the whole experience. The staff is delightful, the rooms are adorable and thoughtful, the location is perfect, and we will absolutely be staying there again next year!"
United States
Sara
The price is CA $455
CA $521 total
includes taxes & fees
Aug 2 - Aug 3
The Bradford
Fridge, microwave, oven, dishwasher

18. 184 Heath St

184 Heath St
2.0 star property
Jamaica Plain
3.4 out of 10, (61 reviews)
"Shared bath (not mentioned in the description) Room has no towels, pillows. Ghetto place."
United States
Maneesh
The price is CA $117
CA $219 total
includes taxes & fees
Aug 12 - Aug 13
184 Heath St
Property entrance

19. Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (647 reviews)
"The staff was all spectacular and the rooms were so cute and clean. The breakfast was smaller than I imagined but still great. Everything felt safe and cozy. And using the laundry machines was free which was way better than a hotel!!"
United States
Joy
The price is CA $240
CA $268 total
includes taxes & fees
Aug 13 - Aug 14
Coolidge Corner Guest House
Reception

20. 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, (78 reviews)
"The staff was very kind and helpful. Fun location!"
United States
Paul
The price is CA $408
CA $467 total
includes taxes & fees
Aug 12 - Aug 13
Crew's Quarters Boarding House Caters to Men
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 Massachusetts Hotel Reviews

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"Awesome place and great location"
Carlos 2-night trip
Posted 1 hour ago
citizenM Boston Back Bay

Find out more about Massachusetts

Massachusetts Guest Houses information

Number of reviews
5,886
Accommodation
86 Guest Houses
Lowest Price
CA $163
Highest Price
CA $863

Explore a world of travel with Expedia