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 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

East Wareham

Karen

HK$4,243 total

includes taxes & fees

29 Oct - 30 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 wooden house with a porch, a Christmas tree, and string lights.

3. Nantucket Guest House

Nantucket

Steve

HK$1,832 total

includes taxes & fees

11 Oct - 12 Oct

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

4. Brass Key Guesthouse - Adults Only

Provincetown

Jason

HK$1,680 total

includes taxes & fees

2 Nov - 3 Nov

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

5. By the Sea Guests Bed & Breakfast & Suites

Dennis Port

Jason

HK$1,743 total

includes taxes & fees

23 Oct - 24 Oct

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

6. The Inn on the Horse Farm

Sudbury

geoffrey

HK$1,285 total

includes taxes & fees

13 Oct - 14 Oct

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

7. Sea Breeze Inn

Hyannis

Rita

HK$709 total

includes taxes & fees

1 Nov - 2 Nov

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

8. Anchor Inn Beach House

Provincetown

luisa

HK$2,417 total

includes taxes & fees

6 Oct - 7 Oct

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

Provincetown

Christopher

HK$1,729 total

includes taxes & fees

9 Oct - 10 Oct

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

10. The Bradford

Provincetown

Matthew

HK$1,914 total

includes taxes & fees

6 Oct - 7 Oct

A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

11. The Ipswich Inn

Ipswich

Donna

HK$968 total

includes taxes & fees

3 Nov - 4 Nov

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

12. Cutwater Inn & Suites

Newburyport

Susan L.

HK$1,396 total

includes taxes & fees

4 Nov - 5 Nov

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

13. Chapter House

Yarmouth Port

JULIE

HK$2,685 total

includes taxes & fees

6 Oct - 7 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.

14. Winstead Inn

Harwich

Karen

HK$2,358 total

includes taxes & fees

6 Oct - 7 Oct

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

15. The Lightkeepers Inn

Edgartown

Suzanne

HK$1,855 total

includes taxes & fees

1 Nov - 2 Nov

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

16. Tranquil House in Cambridge

Strawberry Hill

Lisa

HK$1,329 total

includes taxes & fees

6 Oct - 7 Oct

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

17. Copley House

Back Bay

Ian

HK$2,395 total

includes taxes & fees

29 Oct - 30 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.

18. Cambridge Common House

West Cambridge

Jason

HK$2,326 total

includes taxes & fees

2 Nov - 3 Nov

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

19. Beacon Inn 1750

Brookline

Jonathan

HK$1,224 total

includes taxes & fees

1 Nov - 2 Nov

A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

20. Ginkgo House on Harvard

Central Square

Saffet

HK$2,488 total

includes taxes & fees

25 Oct - 26 Oct

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Top Eastern Massachusetts Hotel Reviews

Harborside Inn Of Boston

10/10 Excellent

"Restaurant Joia was excellent!!"

Omni Parker House

8/10 Good

"Great location for hitting up historical sites! Ask about the complimentary hotel tours and Boston cream pie classes when you check in. The staff was so helpful and when we requested extra things like ear plugs they arrived faster than any hotel I’ve ever been in. The bed is advertised as a queen but was definitely a full, and the rooms aren’t particularly unique for the price, but the location and staff were great."

Find out more about Eastern Massachusetts