A lake surrounded by autumn-colored trees.

Search Guest Houses in Southeast Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Southeast Massachusetts guest houses

1. 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, (11 reviews)
"It was an amazing relaxing place. Very family friendly"
United States
Karen
The price is CA $463
CA $1,133 total
includes taxes & fees
Sep 20 - Sep 21
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

2. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (214 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 $110
CA $126 total
includes taxes & fees
Sep 16 - Sep 17
Sea Breeze Inn

3. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (541 reviews)
"We enjoyed our stay at the Mercury Hotel. The hotel is wonderfully located just steps from all the shops and restaurants of P Town. Our room was charming, very clean with a soft, comfortable bed. The only issues with the room was the very loud AC units and the very small shower. Overall a very nice stay!"
United States
Laila
The price is CA $291
CA $366 total
includes taxes & fees
Sep 9 - Sep 10
Mercury Hotel Provincetown

4. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (182 reviews)
"We got a room at the Chapter House last minute and it was absolutely perfect for a place to stay after the beach and dinner. The staff was super welcoming and thorough with check in well they gave us a tour. Would definitely stay again!"
United States
JULIE
The price is CA $430
CA $492 total
includes taxes & fees
Sep 17 - Sep 18
Chapter House

5. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (61 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is CA $343
CA $491 total
includes taxes & fees
Sep 15 - Sep 16
Nantucket Guest House

6. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (215 reviews)
"We were I. Town for a regatta and this was the perfect place to stay! Less than 5 min walk to the yacht club and the Chappy ferry. Our room was adorable with machete and seating area, very clean and a comfy bed! We will definitely stay here again."
United States
Suzanne
The price is CA $663
CA $740 total
includes taxes & fees
Sep 13 - Sep 14
The Lightkeepers Inn

7. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (525 reviews)
"We loved the special events at the hotel itself, such as happy hour and the barbecue."
United States
Vivaldo
The price is CA $543
CA $621 total
includes taxes & fees
Sep 16 - Sep 17
Brass Key Guesthouse - Adults Only

8. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (244 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 $379
CA $433 total
includes taxes & fees
Sep 10 - Sep 11
The Bradford

9. Bright & Cozy with Patio, Grill and near the Beach & Golf

Bright & Cozy with Patio, Grill and near the Beach & Golf
Brewster
10.0 out of 10, Exceptional, (12 reviews)
"Lovely cottage. Bright and sunny"
United States
Christine M.
The price is CA $298
CA $558 total
includes taxes & fees
Aug 23 - Aug 24
Bright & Cozy with Patio, Grill and near the Beach & Golf

10. 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, (80 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is CA $296
CA $338 total
includes taxes & fees
Aug 31 - Sep 1
Crew's Quarters Boarding House Caters to Men

11. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (152 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
Winstead Inn

12. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (465 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is CA $713
CA $816 total
includes taxes & fees
Aug 23 - Aug 24
Anchor Inn Beach House

13. 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, (15 reviews)
"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.
The price is CA $1,036
CA $1,386 total
includes taxes & fees
Aug 30 - Aug 31
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

14. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,261 reviews)
"Great property and excellent staff."
United States
Arunesh C
The price is CA $272
CA $313 total
includes taxes & fees
Aug 30 - Aug 31
Copley House

15. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,514 reviews)
"Great location, lovely host."
United States
Megan Elizabeth Rubiner
The price is CA $215
CA $247 total
includes taxes & fees
Aug 26 - Aug 27
Oasis Guest House

16. Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (343 reviews)
"Good price for the convenience of the location. Not glamorous at all. Pictures make it look a little better than what it actually is"
United States
Daniel
The price is CA $135
CA $227 total
includes taxes & fees
Aug 27 - Aug 28
Bay Village Suites

17. The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.2 out of 10, Wonderful, (302 reviews)
"Clean room and great location to New port harbor restaurant Will definitely stay again "
United States
Indira
The price is CA $258
CA $294 total
includes taxes & fees
Sep 21 - Sep 22
The Hamilton Hoppin House

18. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (32 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is CA $335
CA $383 total
includes taxes & fees
Aug 27 - Aug 28
Cambridge Common House

19. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (279 reviews)
"I could not find the hotel, arriving late at night, and when I called the listed number for assistance in finding it, there was no answer...at all. So I slept in my car."
United States
William
The price is CA $244
CA $273 total
includes taxes & fees
Sep 4 - Sep 5
The Inn on the Horse Farm

20. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (89 reviews)
"Great"
United States
John
The price is CA $365
CA $408 total
includes taxes & fees
Aug 30 - Aug 31
Silsbee's by Daniels 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southeast Massachusetts Hotel Reviews

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
Accommodation
Guest Houses
Lowest Price
Highest Price