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
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Eastern 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 AED 309
AED 1,986 total
includes taxes & fees
29 Oct - 30 Oct
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
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, (66 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is AED 474
AED 816 total
includes taxes & fees
5 Oct - 6 Oct
Nantucket Guest House
A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

3. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (561 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 311
AED 391 total
includes taxes & fees
2 Nov - 3 Nov
Mercury Hotel Provincetown
A plate of French toast with bananas on a beach view.

4. By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites
3.5 star property
Dennis Port
9.2 out of 10, Wonderful, (247 reviews)
"Amazing stay. Great place right on the beach. Will be back."
United States
Jason
The price is AED 621
AED 816 total
includes taxes & fees
23 Oct - 24 Oct
By the Sea Guests Bed & Breakfast & Suites
A house with a pond in front, surrounded by autumn-colored trees.

5. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (281 reviews)
"Great amenities. The cottage needs tic but it served it purpose for us. 45min. from Boston. Thx appreciate the stay."
United States
geoffrey
The price is AED 458
AED 511 total
includes taxes & fees
4 Nov - 5 Nov
The Inn on the Horse Farm
A two-story house with a balcony and a porch.

6. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (473 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is AED 988
AED 1,131 total
includes taxes & fees
5 Oct - 6 Oct
Anchor Inn Beach House
A house with a brick exterior and a covered patio area.

7. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (221 reviews)
"The Sea Breeze is perfect place to stay. The staff is very nice people, they did the best to make make sure we had everything what we needed. Thank you very much. See you next time. Rita"
United States
Rita
The price is AED 290
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Sea Breeze Inn
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

8. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (565 reviews)
"Great place to stay."
United States
Jason
The price is AED 687
AED 786 total
includes taxes & fees
2 Nov - 3 Nov
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.

9. Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men
2.0 star property
Provincetown
9.6 out of 10, Exceptional, (85 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is AED 707
AED 809 total
includes taxes & fees
9 Oct - 10 Oct
Crew's Quarters Boarding House Caters to Men
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

10. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (257 reviews)
"Had a great stay and would book here again!"
United States
Chad
The price is AED 766
AED 877 total
includes taxes & fees
5 Oct - 6 Oct
The Bradford
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

11. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
8.8 out of 10, Excellent, (33 reviews)
"Very clean room and bathroom. Convenient on street parking, great location."
United States
Susan L.
The price is AED 553
AED 653 total
includes taxes & fees
4 Nov - 5 Nov
Cutwater Inn & Suites
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

12. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (219 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 AED 777
AED 868 total
includes taxes & fees
1 Nov - 2 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.

13. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (156 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is AED 964
AED 1,103 total
includes taxes & fees
5 Oct - 6 Oct
Winstead Inn
A bedroom with a bed, a desk, and a chair.

14. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (183 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 506
AED 579 total
includes taxes & fees
6 Oct - 7 Oct
Tranquil House in Cambridge
A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

15. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.8 out of 10, Excellent, (50 reviews)
"10/10 stay."
United States
Stefanie
The price is AED 413
AED 453 total
includes taxes & fees
3 Nov - 4 Nov
The Ipswich Inn
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

16. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (188 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 AED 966
AED 1,106 total
includes taxes & fees
8 Oct - 9 Oct
Chapter House
A building with a brick facade partially covered in green ivy.

17. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,289 reviews)
"Very nice and clean property, easy check-in, great location. Would absolutely stay here again!"
United States
Ian
The price is AED 806
AED 927 total
includes taxes & fees
29 Oct - 30 Oct
Copley House
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

18. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (809 reviews)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
The price is AED 513
AED 573 total
includes taxes & fees
1 Nov - 2 Nov
Beacon Inn 1750
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, (82 reviews)
"Very quiet, clean, and very kind manager"
United States
Saffet
The price is AED 946
AED 1,083 total
includes taxes & fees
25 Oct - 26 Oct
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, (659 reviews)
"My adult daughter and I stayed here because it was close to Fenway and we had tickets to a game. We had a great time, we walked to the game and back, the neighborhood was lovely and the Inn was very nice. We had everything we needed in our room for a peaceful night. The breakfast was satisfactory and it was nice talking to the other guests. We would stay here again"
United States
Rebecca
The price is AED 657
AED 734 total
includes taxes & fees
1 Nov - 2 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

Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"Great location. Boutique vibes. Quiet."
ALLEN 4-night trip
Posted less than an hour ago
Harborside Inn Of Boston