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
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Southeast Massachusetts guest houses

A room with a wooden floor, a white dresser, a bean bag, and a bench.

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 NT$10,624
NT$25,994 total
includes taxes & fees
Sep 13 - Sep 14
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A house with a brick exterior and a covered patio area.

2. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (215 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 NT$2,530
NT$2,895 total
includes taxes & fees
Sep 16 - Sep 17
Sea Breeze Inn
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

3. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (185 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 NT$10,717
NT$12,265 total
includes taxes & fees
Sep 1 - Sep 2
Chapter House
A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

4. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (546 reviews)
"Great access to Commercial Street and bay beaches. Comfortable room and quiet. No complaints."
United States
Chris
The price is NT$6,801
NT$8,562 total
includes taxes & fees
Sep 8 - Sep 9
Mercury Hotel Provincetown
A wooden house with a porch, a Christmas tree, and string lights.

5. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (63 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is NT$4,711
NT$7,735 total
includes taxes & fees
Sep 30 - Oct 1
Nantucket Guest 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.

6. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (154 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is NT$8,695
NT$9,952 total
includes taxes & fees
Sep 1 - Sep 2
Winstead 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, (248 reviews)
"Had a great stay and would book here again!"
United States
Chad
The price is NT$7,865
NT$9,002 total
includes taxes & fees
Sep 14 - Sep 15
The Bradford

8. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (217 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 NT$13,339
NT$14,900 total
includes taxes & fees
Sep 7 - Sep 8
The Lightkeepers Inn
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

9. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (535 reviews)
"We loved the special events at the hotel itself, such as happy hour and the barbecue."
United States
Vivaldo
The price is NT$12,433
NT$14,229 total
includes taxes & fees
Sep 16 - Sep 17
Brass Key Guesthouse - Adults Only
A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

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, (82 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is NT$8,000
NT$9,156 total
includes taxes & fees
Sep 24 - Sep 25
Crew's Quarters Boarding House Caters to Men
A two-story house with a balcony and a porch.

11. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (467 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is NT$16,357
NT$18,721 total
includes taxes & fees
Sep 1 - Sep 2
Anchor Inn Beach House
A row of yellow brick townhouses with a central entrance, large windows, and a tree in the foreground.

12. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,522 reviews)
"Great location, lovely host."
United States
Megan Elizabeth Rubiner
The price is NT$5,549
NT$6,379 total
includes taxes & fees
Sep 7 - Sep 8
Oasis Guest House
A building with a brick facade partially covered in green ivy.

13. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,256 reviews)
"Great property and excellent staff."
United States
Arunesh C
Copley House
A bedroom with a large bed, a fireplace, two windows with blinds, a chandelier, and a side table with a lamp.

14. Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (346 reviews)
"I loved my stay, very clean and close to down town walking distance. Nice and quiet location. Really enjoyed my stay and will definitely come back to stay here."
United States
Angelita
The price is NT$3,102
NT$5,201 total
includes taxes & fees
Sep 1 - Sep 2
Bay Village Suites
A white building with a central entrance and multiple windows.

15. The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.0 out of 10, Wonderful, (306 reviews)
"Lovely character to the property and owner was very responsive."
United States
Fiona
The price is NT$5,916
NT$6,745 total
includes taxes & fees
Sep 20 - Sep 21
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.

16. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (35 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is NT$6,462
NT$7,395 total
includes taxes & fees
Sep 7 - Sep 8
Cambridge Common House
A house with a pond in front, surrounded by autumn-colored trees.

17. 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 NT$6,183
NT$6,906 total
includes taxes & fees
Sep 6 - Sep 7
The Inn on the Horse Farm
A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

18. Ginkgo House on Harvard

Ginkgo House on Harvard
3.0 star property
Central Square
9.8 out of 10, Exceptional, (81 reviews)
"Excellent little hotel"
United States
said
The price is NT$8,759
NT$10,024 total
includes taxes & fees
Sep 6 - Sep 7
Ginkgo House on Harvard
A bedroom with a bed, a desk, and a chair.

19. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (176 reviews)
"Responsive owner, easy to find with maps, easy parking out front- very clean and efficient so so quiet!!"
United States
Lisa
Tranquil House in Cambridge
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Great staff and clean rooms"
Jovan 3-night trip
Posted 1 hour ago
Margaritaville Resort Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
5,018
Accommodation
18 Guest Houses
Lowest Price
NT$2,895
Highest Price
NT$25,994