A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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
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 Eastern Massachusetts guest houses

A building with a brick facade partially covered in green ivy.

1. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,250 reviews)
"Great property and excellent staff."
United States
Arunesh C
The price is ₩309,676
₩355,972 total
includes taxes & fees
Aug 31 - Sep 1
Copley House
A row of yellow brick townhouses with a central entrance, large windows, and a tree in the foreground.

2. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,520 reviews)
"Great location, lovely host."
United States
Megan Elizabeth Rubiner
The price is ₩241,547
₩277,658 total
includes taxes & fees
Sep 7 - Sep 8
Oasis Guest House
A bedroom with a large bed, a fireplace, two windows with blinds, a chandelier, and a side table with a lamp.

3. 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 ₩135,019
₩226,399 total
includes taxes & fees
Aug 31 - Sep 1
Bay Village Suites
A room with a wooden floor, a white dresser, a bean bag, and a bench.

4. 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 ₩462,450
₩1,131,506 total
includes taxes & fees
Sep 13 - Sep 14
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

5. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (545 reviews)
"Great access to Commercial Street and bay beaches. Comfortable room and quiet. No complaints."
United States
Chris
The price is ₩296,050
₩372,713 total
includes taxes & fees
Sep 8 - Sep 9
Mercury Hotel Provincetown
A house with a brick exterior and a covered patio area.

6. 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 ₩110,107
₩126,017 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.

7. 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 ₩466,494
₩533,903 total
includes taxes & fees
Sep 1 - Sep 2
Chapter House
A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

8. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.6 out of 10, Excellent, (47 reviews)
"Easy parking, breakfast in cafe a highlight, helpful staff"
United States
Kare
The price is ₩176,887
₩194,046 total
includes taxes & fees
Sep 7 - Sep 8
The Ipswich Inn
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.

9. 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 ₩286,637
₩328,057 total
includes taxes & fees
Sep 7 - Sep 8
Cambridge Common House
A wooden house with a porch, a Christmas tree, and string lights.

10. 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 ₩255,999
₩393,568 total
includes taxes & fees
Sep 20 - Sep 21
Nantucket Guest House
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

11. Madison Inn

Madison Inn
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (81 reviews)
"The inn was so cute. Everything was clean and the staff was friendly and helpful. Can’t wait to stay again."
United States
MELANIE
Madison Inn
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

12. 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 ₩275,268
₩315,044 total
includes taxes & fees
Sep 3 - Sep 4
Winstead Inn
A house with a pond in front, surrounded by autumn-colored trees.

13. 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 ₩269,119
₩300,606 total
includes taxes & fees
Sep 5 - Sep 6
The Inn on the Horse Farm
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

14. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (533 reviews)
"We loved the special events at the hotel itself, such as happy hour and the barbecue."
United States
Vivaldo
The price is ₩593,835
₩679,644 total
includes taxes & fees
Sep 15 - Sep 16
Brass Key Guesthouse - Adults Only
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

15. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
8.8 out of 10, Excellent, (30 reviews)
"Clean, quiet, perfect accommodations!"
United States
Emily
The price is ₩283,980
₩335,497 total
includes taxes & fees
Sep 8 - Sep 9
Cutwater Inn & Suites
A bedroom with a bed, a desk, and a chair.

16. 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
The price is ₩217,462
₩248,885 total
includes taxes & fees
Aug 31 - Sep 1
Tranquil House in Cambridge
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

17. 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 ₩357,491
₩409,145 total
includes taxes & fees
Sep 9 - Sep 10
The Bradford
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 ₩381,249
₩436,339 total
includes taxes & fees
Sep 7 - Sep 8
Ginkgo House on Harvard
A two-story house with a green exterior and white trim, featuring a porch with a purple railing and a small garden area with plants and a planter.

19. Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very Good, (653 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 ₩222,554
₩248,594 total
includes taxes & fees
Sep 1 - Sep 2
Coolidge Corner Guest House
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

20. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (801 reviews)
"It was a good location for us."
Canada
Mildred
The price is ₩205,777
₩229,849 total
includes taxes & fees
Sep 6 - Sep 7
Beacon Inn 1750
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Great place!"
Ryan 1-night trip
Posted less than an hour ago
Encore Boston Harbor

Find out more about Eastern Massachusetts

Eastern Massachusetts Guest Houses information

Number of reviews
3,243
Accommodation
30 Guest Houses
Lowest Price
₩194,046
Highest Price
₩814,903