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

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

includes taxes & fees

15 Nov - 16 Nov

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

3. Nantucket Guest House

Nantucket

Steve

includes taxes & fees

18 Oct - 19 Oct

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

4. Sea Breeze Inn

Hyannis

includes taxes & fees

16 Nov - 17 Nov

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

5. The Lightkeepers Inn

Edgartown

Penny

includes taxes & fees

1 Nov - 2 Nov

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

6. By the Sea Guests Bed & Breakfast & Suites

Dennis Port

Jason

includes taxes & fees

24 Oct - 25 Oct

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

7. Brass Key Guesthouse - Adults Only

Provincetown

Jason

includes taxes & fees

11 Nov - 12 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

includes taxes & fees

23 Oct - 24 Oct

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

9. The Bradford

Provincetown

Matthew

includes taxes & fees

22 Oct - 23 Oct

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

10. Anchor Inn Beach House

Provincetown

luisa

includes taxes & fees

26 Oct - 27 Oct

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

11. Chapter House

Yarmouth Port

JULIE

includes taxes & fees

18 Oct - 19 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.

12. Winstead Inn

Harwich

Karen

includes taxes & fees

27 Oct - 28 Oct

A white building with a central entrance and multiple windows.

13. The Hamilton Hoppin House

Middletown

Daniel

includes taxes & fees

16 Nov - 17 Nov

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

14. Tranquil House in Cambridge

Strawberry Hill

Lisa

includes taxes & fees

18 Oct - 19 Oct

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.

15. Melville House

Downtown Newport

Tami

includes taxes & fees

18 Oct - 19 Oct

A two-story building with a white exterior, a front porch with a staircase, and flower boxes on the balconies.

16. Hydrangea House

Downtown Newport

Kristy

includes taxes & fees

1 Nov - 2 Nov

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.

17. Cambridge Common House

West Cambridge

Omolola

includes taxes & fees

8 Nov - 9 Nov

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

18. The Inn on the Horse Farm

Sudbury

Steven

includes taxes & fees

28 Oct - 29 Oct

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

19. Beacon Inn 1750

Brookline

Sharon

includes taxes & fees

22 Oct - 23 Oct

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

20. Copley House

Back Bay

Maryann

includes taxes & fees

29 Oct - 30 Oct

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Top Southeast Massachusetts Hotel Reviews

Iris Hotel Cape Cod

8/10 Good

"Great pet friendly hotel. Continental breakfast very good. Staff very friendly and helpful. Room very clean but bath tub needs updating( non skid strips with ground in dirt, which looks like from many years of use). Loved the Iris colored decor, even the lighting outside is purple!Could use more outlets on night stand - there are only 2 and we have iPhones and smart watches that needed to be charged. Mattress was comfortable as well as the pillows. The only real problem we found was that you could not watch any scheduled TV programs, just older shows. Thousands of channels to watch, but no local live news and unable to watch shows in the new fall lineup on CBS, NBC & ABC. Very frustrating trying to figure out controls. TV is a nice big flat screen ( looks to be about 65”) but you have to have an account for many of the channels with Netflix, Disney plus, Roku, Hulu,Apple TV , etc. just wanted to watch reg TV, not recent repeats or clips from older shows."

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