Top Guest Houses in Massachusetts in 2026

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Top Cities in Massachusetts

A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Our top choices for Massachusetts guest houses

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

1. Copley House

Back Bay

Arunesh C

HK$1,192 total

includes taxes & fees

7 Sept - 8 Sept

A row of yellow brick townhouses with a central entrance, large windows, and a tree in the foreground.

2. Oasis Guest House

Fenway–Kenmore

Megan Elizabeth Rubiner

HK$1,257 total

includes taxes & fees

7 Sept - 8 Sept

A bedroom with a large bed, a fireplace, two windows with blinds, a chandelier, and a side table with a lamp.

3. Bay Village Suites

Bay Village

Angelita

HK$1,289 total

includes taxes & fees

3 Sept - 4 Sept

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

4. Hideaway Inn Lenox

Lenox

Ann

HK$1,225 total

includes taxes & fees

3 Sept - 4 Sept

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

5. Brass Key Guesthouse - Adults Only

Provincetown

Vivaldo

HK$2,777 total

includes taxes & fees

1 Oct - 2 Oct

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

6. The Central Downtown Inn & Suites

Pittsfield

Rena

HK$867 total

includes taxes & fees

3 Sept - 4 Sept

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.

7. Cambridge Common House

West Cambridge

Jason

HK$1,812 total

includes taxes & fees

7 Sept - 8 Sept

A bedroom with a bed, a chair, a fireplace, and a television.

8. Beacon Inn 1087

Longwood

Codie

HK$1,388 total

includes taxes & fees

7 Sept - 8 Sept

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

9. Beacon Inn 1750

Brookline

Mildred

HK$1,179 total

includes taxes & fees

20 Sept - 21 Sept

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

10. By the Sea Guests Bed & Breakfast & Suites

Dennis Port

Shyla

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

11. Mercury Hotel Provincetown

Provincetown

heather

HK$1,547 total

includes taxes & fees

29 Sept - 30 Sept

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

HK$3,308 total

includes taxes & fees

3 Sept - 4 Sept

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

13. Sea Breeze Inn

Hyannis

Quinlan

HK$610 total

includes taxes & fees

21 Sept - 22 Sept

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

14. Silsbee's by Daniels House

Salem

John

HK$3,666 total

includes taxes & fees

3 Sept - 4 Sept

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

15. The Bradford

Provincetown

Chad

HK$1,984 total

includes taxes & fees

16 Sept - 17 Sept

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

16. Nantucket Guest House

Nantucket

Steve

HK$1,918 total

includes taxes & fees

30 Sept - 1 Oct

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

17. Chapter House

Yarmouth Port

JULIE

HK$2,851 total

includes taxes & fees

1 Oct - 2 Oct

A kitchen with wooden cabinets, a white stove, and a microwave.

18. 184 Heath St

Jamaica Plain

Brad

HK$1,248 total

includes taxes & fees

3 Sept - 4 Sept

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

19. Tranquil House in Cambridge

Strawberry Hill

Lisa

HK$929 total

includes taxes & fees

9 Sept - 10 Sept

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

20. Anchor Inn Beach House

Provincetown

luisa

HK$3,868 total

includes taxes & fees

3 Sept - 4 Sept

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Top Massachusetts Hotel Reviews

Seaport Hotel Boston

10/10 Excellent

"Clean rooms, comfortable beds. It was a pleasant stay."

Harborside Inn Of Boston

8/10 Good

"This hotel has a fabulous location right next to a T stop, and across from the parking garage that has rental cars. Walkable to Quincy Market, The North End, Waterfront, and downtown. The beds and pillows are the most comfortable of all the hotels we have stayed in Boston! While everything was updated and modern, the rooms feel claustrophobic due to not having windows that face the "real" outdoors. We had an atrium view room, and assumed with the word view in the title, we would not be facing a dark inner courtyard. Even the lobby is dark and not very welcoming - the restaurant has nice outdoor seating, which is a plus. Given that nearly all hotels now have a keurig or nespresso coffee machine in the room to make coffee, we were surprised that we had to go downstairs to the restaurant to buy coffee. We were right up the street from a great Dunkin Donuts, which we appreciated. E"

The Dagny Boston

10/10 Excellent

"Loved this hotel. Had no complaints. But.... My daughter and her husband had an issue with the room they rented. The mattress was old and pretty much like sleeping on a box spring. They tried adding a comforter under them but it did not help. They did get put into another room the next day, so the issue was resolved. We all loved the neighborhood. Quiet and yet near attractions within walking distance. The nespresso coffee in room was a nice touch."

Find out more about Massachusetts

Massachusetts Guest Houses information

Number of reviews	7,988
Accommodation	85 Guest Houses
Lowest Price	HK$610
Highest Price	HK$3,868

Guest Houses in Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Massachusetts

Chatham

Our top choices for Massachusetts guest houses

1. Copley House

2. Oasis Guest House

3. Bay Village Suites

4. Hideaway Inn Lenox

5. Brass Key Guesthouse - Adults Only

6. The Central Downtown Inn & Suites

7. Cambridge Common House

8. Beacon Inn 1087

9. Beacon Inn 1750

10. By the Sea Guests Bed & Breakfast & Suites

11. Mercury Hotel Provincetown

12. Winstead Inn

13. Sea Breeze Inn

14. Silsbee's by Daniels House

15. The Bradford

16. Nantucket Guest House

17. Chapter House

18. 184 Heath St

19. Tranquil House in Cambridge

20. Anchor Inn Beach House

Top Massachusetts Hotel Reviews

Seaport Hotel Boston

Find out more about Massachusetts

Massachusetts Guest Houses information

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