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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Southeast Massachusetts guest houses

A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

1. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (568 reviews)
"Amazing location, clean room with AC and private bathroom. The roof and outdoor spaces were perfect to work or relax."
United States
Jacob
The price is Rp1.615.828
Rp2.034.247 total
includes taxes & fees
2 Nov - 3 Nov
Mercury Hotel Provincetown
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

2. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
"Good location, friendly staff. More breakfast/drink options would have been good."
United States
Melissa
The price is Rp3.670.524
Rp4.200.973 total
includes taxes & fees
9 Nov - 10 Nov
Madison Inn
A wooden house with a porch, a Christmas tree, and string lights.

3. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (69 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is Rp2.702.115
Rp4.436.239 total
includes taxes & fees
2 Nov - 3 Nov
Nantucket Guest House
A house with a white door, a mailbox, and a sign reading '270 Ocean Ave.'

4. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (223 reviews)
"The inn was cozy and clean Directions on the phone to get in the room. Of course I was there off season , but great location. Short walk to the beach. Just lovely, and wonderful for a solo traveler."
United States
Ann
The price is Rp1.432.665
Rp1.639.585 total
includes taxes & fees
9 Nov - 10 Nov
Sea Breeze Inn
A neatly made bed with a floral pillow, a bedside table with a lamp, a bottle of champagne, and two glasses.

5. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (578 reviews)
"Delightful, friendly inn."
United States
Stephen
The price is Rp3.143.521
Rp3.597.759 total
includes taxes & fees
2 Nov - 3 Nov
Brass Key Guesthouse - Adults Only
A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

6. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (221 reviews)
"The lightkeepers in was perfect. Would definitely go back"
United States
Penny
The price is Rp4.004.669
Rp4.473.094 total
includes taxes & fees
2 Nov - 3 Nov
The Lightkeepers Inn
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

7. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (265 reviews)
"Great stay and friendly staff"
United States
Matthew
The Bradford
A two-story house with a balcony and a porch.

8. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (474 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is Rp5.856.154
Rp6.702.515 total
includes taxes & fees
29 Oct - 30 Oct
Anchor Inn Beach House
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

9. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (158 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is Rp4.765.950
Rp5.454.607 total
includes taxes & fees
29 Oct - 30 Oct
Winstead Inn
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

10. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (189 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 Rp6.924.154
Rp7.924.731 total
includes taxes & fees
29 Oct - 30 Oct
Chapter House
A white building with a central entrance and multiple windows.

11. The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.2 out of 10, Wonderful, (327 reviews)
"Beautifully decorated house with large comfortable rooms."
United States
Daniel
The price is Rp1.959.214
Rp2.233.504 total
includes taxes & fees
31 Oct - 1 Nov
The Hamilton Hoppin House
A bedroom with a bed, a red chair, a small table with a book, a potted plant, and a staircase leading to an outdoor area.

12. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (56 reviews)
"Beautifully designed rooms, impeccable service, and really great location. Loved Cambridge Common House - I think the best hotel option in Harvard Square at the moment, and a really great addition to the area."
United Kingdom
Omolola
The price is Rp2.888.983
Rp3.306.441 total
includes taxes & fees
23 Nov - 24 Nov
Cambridge Common House
A bedroom with a bed, a desk, and a chair.

13. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (192 reviews)
"Responsive owner, easy to find with maps, easy parking out front- very clean and efficient so so quiet!!"
United States
Lisa
The price is Rp2.142.408
Rp2.451.985 total
includes taxes & fees
15 Nov - 16 Nov
Tranquil House in Cambridge
A grand staircase with wooden railings and a patterned rug leading to a dining area with a table and chairs.

14. Hilltop Inn

Hilltop Inn
3.5 star property
Downtown Newport
9.8 out of 10, Exceptional, (80 reviews)
"Such a great stay! Everything was perfect from the second I got there until I left. The room was so cozy and breakfast was delicious!"
United States
LARA
The price is Rp4.968.990
Rp6.118.024 total
includes taxes & fees
30 Oct - 31 Oct
Hilltop Inn
A house with a pond in front, surrounded by autumn-colored trees.

15. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (286 reviews)
"well maintained, beautiful Tv kept buffering-- that cannot happen no toilet or sink in room"
United States
Steven
The price is Rp3.195.082
Rp3.568.906 total
includes taxes & fees
9 Nov - 10 Nov
The Inn on the Horse Farm
A historic building with a red door, a sign indicating it is a National Register of Historic Places, and a small planter with plants in front.

16. Melville House

Melville House
2.5 star property
Downtown Newport
8.4 out of 10, Very good, (485 reviews)
"Great location"
United States
Nadya
The price is Rp3.068.364
Rp3.532.914 total
includes taxes & fees
29 Oct - 30 Oct
Melville House
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

17. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.6 out of 10, Good, (818 reviews)
"Excellent location, close to great food ,best bagels in Brookline (mamalehs), and superb tacos (bartaco), easy access to T."
United States
Sharon
The price is Rp2.159.334
Rp2.411.955 total
includes taxes & fees
22 Nov - 23 Nov
Beacon Inn 1750
A two-story building with a white exterior, a front porch with a staircase, and flower boxes on the balconies.

18. Hydrangea House

Hydrangea House
3.5 star property
Downtown Newport
9.8 out of 10, Exceptional, (262 reviews)
"Great place . Atmosphere and friendliness were tops …"
United States
John
The price is Rp4.174.972
Rp4.854.657 total
includes taxes & fees
1 Nov - 2 Nov
Hydrangea House
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

19. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (93 reviews)
"Very charming place to stay."
United States
Amy
The price is Rp5.543.025
Rp6.191.559 total
includes taxes & fees
23 Nov - 24 Nov
Silsbee's by Daniels House
A bedroom with a bed, a chair, a fireplace, and a television.

20. Beacon Inn 1087

Beacon Inn 1087
2.5 star property
Longwood
8.0 out of 10, Very good, (884 reviews)
"We had a very relaxed stay! Easy late check in and affordable parking."
United States
Julie
The price is Rp2.161.835
Rp2.414.748 total
includes taxes & fees
23 Nov - 24 Nov
Beacon Inn 1087
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 Southeast Massachusetts Hotel Reviews

Marriott Boston Quincy

Marriott Boston Quincy

10/10 Excellent
"Overall, this was a nice and clean place. I very much like the location. It’s situated high up on a small hill. Where it’s windy and away from traffic."
Karla 1-night trip
Posted 12 hours ago
Marriott Boston Quincy

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
5,422
Accommodation
18 Guest Houses
Lowest Price
Rp1.639.585
Highest Price
Rp7.924.731