Southeast Massachusetts Guest Houses

A lake surrounded by autumn-colored trees.

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Our top choices for Southeast 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

P33,834 total

includes taxes & fees

Oct 29 - Oct 30

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

2. Sea Breeze Inn

Hyannis

Rita

P5,658 total

includes taxes & fees

Oct 2 - Oct 3

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

3. By the Sea Guests Bed & Breakfast & Suites

Dennis Port

Jason

P13,899 total

includes taxes & fees

Oct 23 - Oct 24

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

4. Mercury Hotel Provincetown

Provincetown

Jacob

P13,402 total

includes taxes & fees

Oct 22 - Oct 23

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

5. The Lightkeepers Inn

Edgartown

P14,811 total

includes taxes & fees

Nov 1 - Nov 2

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

6. Chapter House

Yarmouth Port

JULIE

P21,416 total

includes taxes & fees

Oct 6 - Oct 7

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

7. Nantucket Guest House

Nantucket

Steve

P15,309 total

includes taxes & fees

Oct 5 - Oct 6

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

8. Winstead Inn

Harwich

Karen

P18,824 total

includes taxes & fees

Oct 5 - Oct 6

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

9. Brass Key Guesthouse - Adults Only

Provincetown

Jason

P14,263 total

includes taxes & fees

Nov 1 - Nov 2

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

Chad

P15,283 total

includes taxes & fees

Oct 5 - Oct 6

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

11. Anchor Inn Beach House

Provincetown

luisa

P19,275 total

includes taxes & fees

Oct 4 - Oct 5

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

12. Crew's Quarters Boarding House Caters to Men

Provincetown

Christopher

P13,787 total

includes taxes & fees

Oct 9 - Oct 10

A room with a sliding glass door leading to an outdoor deck with white plastic chairs and a table.

13. Dyer's Beach House

Provincetown

William

A white building with a central entrance and multiple windows.

14. The Hamilton Hoppin House

Middletown

Karen

P12,996 total

includes taxes & fees

Oct 28 - Oct 29

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

15. The Inn on the Horse Farm

Sudbury

geoffrey

P10,251 total

includes taxes & fees

Oct 12 - Oct 13

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

16. Tranquil House in Cambridge

Strawberry Hill

Lisa

P11,317 total

includes taxes & fees

Oct 4 - Oct 5

A historic building with a red door, a sign indicating it is a National Register of Historic Places, and a small planter with plants in front.

17. Melville House

Downtown Newport

Michelle

P12,178 total

includes taxes & fees

Oct 4 - Oct 5

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

P20,056 total

includes taxes & fees

Oct 26 - Oct 27

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

19. Ginkgo House on Harvard

Central Square

Saffet

P19,840 total

includes taxes & fees

Oct 25 - Oct 26

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

Rebecca

P13,212 total

includes taxes & fees

Oct 12 - Oct 13

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Top Southeast Massachusetts Hotel Reviews

Summercamp

10/10 Excellent

"Staff was very kind and helpful! Property is in a great location and def has a fun summer camp vibe - the lobby and common areas are so inviting!"

Nantucket Inn

8/10 Good

"The lobby area was great. Although the room felt a bit sparse- seemed to be missing local charm. And we didn’t realize it was right at the end of the airport- we could have walked to it, instead we had a $23 taxi fee. The staff was outstanding- probably some of the warmest folks I have ever experienced. They offered shuttles into town, and offered complimentary bikes to ride, although the e-bikes were already out, so we couldn’t do the long ride. Overall, we had a great experience in Nantucket."

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