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
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 Eastern 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 AED 327
AED 412 total
includes taxes & fees
12 Nov - 13 Nov
Mercury Hotel Provincetown
A wooden house with a porch, a Christmas tree, and string lights.

2. 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 AED 547
AED 899 total
includes taxes & fees
29 Oct - 30 Oct
Nantucket Guest House
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

3. 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 AED 623
AED 713 total
includes taxes & fees
2 Nov - 3 Nov
Brass Key Guesthouse - Adults Only
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

4. 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 AED 743
AED 851 total
includes taxes & fees
4 Nov - 5 Nov
Madison Inn
A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

5. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.8 out of 10, Excellent, (53 reviews)
"Quiet and cute inn"
United States
Donna
The price is AED 413
AED 453 total
includes taxes & fees
4 Nov - 5 Nov
The Ipswich Inn
A house with a white door, a mailbox, and a sign reading '270 Ocean Ave.'

6. 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 AED 290
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Sea Breeze 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.

7. 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 AED 584
AED 669 total
includes taxes & fees
23 Nov - 24 Nov
Cambridge Common House
A bedroom with a bed, a desk, and a chair.

8. 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 AED 416
AED 476 total
includes taxes & fees
15 Nov - 16 Nov
Tranquil House in Cambridge
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

9. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
8.8 out of 10, Excellent, (35 reviews)
"These rooms were small but they were so nice and well decorated and the bathrooms were great with all new decor. Great shower! Very clean and efficient."
United States
Lisa
The price is AED 553
AED 653 total
includes taxes & fees
3 Nov - 4 Nov
Cutwater Inn & Suites
A two-story house with a balcony and a porch.

10. 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 AED 1,186
AED 1,358 total
includes taxes & fees
29 Oct - 30 Oct
Anchor Inn Beach House
A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

11. 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 AED 810
AED 905 total
includes taxes & fees
2 Nov - 3 Nov
The Lightkeepers 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, (158 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is AED 964
AED 1,103 total
includes taxes & fees
29 Oct - 30 Oct
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, (286 reviews)
"well maintained, beautiful Tv kept buffering-- that cannot happen no toilet or sink in room"
United States
Steven
The price is AED 562
AED 628 total
includes taxes & fees
28 Nov - 29 Nov
The Inn on the Horse Farm
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

14. 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 historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

15. 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 AED 437
AED 489 total
includes taxes & fees
22 Nov - 23 Nov
Beacon Inn 1750
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

16. 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 AED 1,077
AED 1,202 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.

17. 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 AED 437
AED 489 total
includes taxes & fees
23 Nov - 24 Nov
Beacon Inn 1087
A row of yellow brick townhouses with a central entrance, large windows, and a tree in the foreground.

18. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,559 reviews)
"Great location , clean rooms and lovely breakfast"
Canada
Phillip Danny
The price is AED 595
AED 684 total
includes taxes & fees
22 Nov - 23 Nov
Oasis Guest House
A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

19. Ginkgo House on Harvard

Ginkgo House on Harvard
3.0 star property
Central Square
9.8 out of 10, Exceptional, (87 reviews)
"The staff was great and were very attentive and always eager to help with a smile. The rooms were comfortable and clean. Parking available upon request. Location was very good. No TV's which is fine, just make sure to have a device your children if needed. We do recommend and we will stay there again."
United States
Adam
The price is AED 798
AED 913 total
includes taxes & fees
23 Nov - 24 Nov
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.

20. Coolidge Corner Guest House

Coolidge Corner Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (663 reviews)
"Wonderful little Inn Wish the room rate wasn’t so high… Internet was out my entire stay but the staff were very accommodating with directions & hot spot. No TV which was a bummer but def recommend this place. Fun little breakfast nook with great coffee & bagels."
United States
ellen
The price is AED 511
AED 570 total
includes taxes & fees
15 Nov - 16 Nov
Coolidge Corner Guest 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.
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

Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

8/10 Good
"It was ok. ✅ quite. For the money I paid. It was ok. ✅."
Alonzo 1-night trip
Posted 1 hour ago
Bedford Plaza Hotel - Boston