Eastern Massachusetts Guest Houses

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

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Our top choices for Eastern Massachusetts guest houses

A wooden house with a porch, a Christmas tree, and string lights.

1. Nantucket Guest House

Nantucket

Steve

HK$1,481 total

includes taxes & fees

21 Oct - 22 Oct

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

2. Mercury Hotel Provincetown

Provincetown

Jacob

HK$880 total

includes taxes & fees

2 Nov - 3 Nov

A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

3. Madison Inn

Oak Bluffs

Melissa

HK$1,818 total

includes taxes & fees

4 Nov - 5 Nov

A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

4. Brass Key Guesthouse - Adults Only

Provincetown

Stephen

HK$1,557 total

includes taxes & fees

2 Nov - 3 Nov

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

Ipswich

Donna

HK$969 total

includes taxes & fees

3 Nov - 4 Nov

A house with a brick exterior and a covered patio area.

6. Sea Breeze Inn

Hyannis

Ann

HK$710 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

7. Cutwater Inn & Suites

Newburyport

Lisa

HK$1,373 total

includes taxes & fees

12 Nov - 13 Nov

A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

8. Crew's Quarters Boarding House Caters to Men

Provincetown

Christopher

HK$1,680 total

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a balcony and a porch.

9. Anchor Inn Beach House

Provincetown

luisa

HK$2,900 total

includes taxes & fees

21 Oct - 22 Oct

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

10. Winstead Inn

Harwich

Karen

HK$2,021 total

includes taxes & fees

26 Oct - 27 Oct

A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

11. The Lightkeepers Inn

Edgartown

Penny

HK$1,845 total

includes taxes & fees

29 Oct - 30 Oct

A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

12. The Bradford

Provincetown

Matthew

HK$1,831 total

includes taxes & fees

21 Oct - 22 Oct

A house with a pond in front, surrounded by autumn-colored trees.

13. The Inn on the Horse Farm

Sudbury

Steven

HK$1,543 total

includes taxes & fees

28 Oct - 29 Oct

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.

14. Cambridge Common House

West Cambridge

Omolola

HK$1,758 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

15. Silsbee's by Daniels House

Salem

Amy

HK$2,769 total

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a desk, and a chair.

16. Tranquil House in Cambridge

Strawberry Hill

Lisa

HK$1,689 total

includes taxes & fees

21 Oct - 22 Oct

A plate of French toast with bananas on a beach view.

17. By the Sea Guests Bed & Breakfast & Suites

Dennis Port

Vincent

HK$2,032 total

includes taxes & fees

23 Oct - 24 Oct

A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

18. Chapter House

Yarmouth Port

JULIE

HK$3,425 total

includes taxes & fees

22 Oct - 23 Oct

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

19. Copley House

Back Bay

Maryann

HK$2,509 total

includes taxes & fees

30 Oct - 31 Oct

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

20. Beacon Inn 1750

Brookline

Sharon

HK$1,138 total

includes taxes & fees

15 Nov - 16 Nov

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Top Eastern Massachusetts Hotel Reviews

The Dagny Boston

10/10 Excellent

"Friendly and helpful staff. Rooms were very clean. Centrally located, ideal for walking to landmarks."

Hyatt Regency Boston Harbor

8/10 Good

"Built in 1993, the Boston Harbor Hyatt was originally a great hotel. Since then, even in the face of minimal updates, the hotel is extremely tired. Needs new carpets, paint and a better restaurant. When it first opened, it had a wonderful, high-end second floor restaurant. Now, there's just the first floor cafeteria-like place to eat. An originally top of the market hotel! Now, not worth the price anymore!"

Omni Boston Hotel at the Seaport

8/10 Good

"The room was nice but it should’ve been much better. We found someone’s leftover food and open liquor in our refrigerator. The shower pressure or head was poor. The sink was slow to drain and always dirty, the toilet was a poor choice because there was always low water in the bowl and it was always dirty. The room could use some decor, kinda plain for a $400 + hotel."

Arcadian Hotel

10/10 Excellent

"Perfect location. Easy walk over to BU, Fenway. The trolley stop right in front is also terrific. If I had any criticism, it would just be regarding the breakfast buffet. Instead of having a lot of bagels and bread, it would’ve been nice to have perhaps a cheese danish or a croissant. Also, the only cheeses offered were two varieties of American cheese. It would’ve been appreciated if there had been other kinds of cheeses. Nevertheless, it’s a great hotel and I will definitely stay there again."

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