A lake surrounded by autumn-colored trees.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0 star property
East Wareham
10.0 out of 10, Exceptional, (11 reviews)
"It was an amazing relaxing place. Very family friendly"
United States
Karen
The price is ₩114,030
₩733,905 total
includes taxes & fees
Oct 29 - Oct 30
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A house with a brick exterior and a covered patio area.

2. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (220 reviews)
"The Sea Breeze is perfect place to stay. The staff is very nice people, they did the best to make make sure we had everything what we needed. Thank you very much. See you next time. Rita"
United States
Rita
The price is ₩106,965
₩122,414 total
includes taxes & fees
Oct 2 - Oct 3
Sea Breeze Inn
A plate of French toast with bananas on a beach view.

3. By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites
3.5 star property
Dennis Port
9.2 out of 10, Wonderful, (245 reviews)
"Amazing stay. Great place right on the beach. Will be back."
United States
Jason
The price is ₩228,892
₩300,707 total
includes taxes & fees
Oct 24 - Oct 25
By the Sea Guests Bed & Breakfast & Suites
A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

4. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (561 reviews)
"Amazing location, clean room with AC and private bathroom. The roof and outdoor spaces were perfect to work or relax."
United States
Jacob
The price is ₩230,911
₩290,705 total
includes taxes & fees
Oct 18 - Oct 19
Mercury Hotel Provincetown
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

5. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (219 reviews)
"We were I. Town for a regatta and this was the perfect place to stay! Less than 5 min walk to the yacht club and the Chappy ferry. Our room was adorable with machete and seating area, very clean and a comfy bed! We will definitely stay here again."
United States
Suzanne
The price is ₩287,274
₩320,886 total
includes taxes & fees
Nov 1 - Nov 2
The Lightkeepers Inn
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

6. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (187 reviews)
"We got a room at the Chapter House last minute and it was absolutely perfect for a place to stay after the beach and dinner. The staff was super welcoming and thorough with check in well they gave us a tour. Would definitely stay again!"
United States
JULIE
The price is ₩404,843
₩463,335 total
includes taxes & fees
Oct 4 - Oct 5
Chapter House
A wooden house with a porch, a Christmas tree, and string lights.

7. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (64 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is ₩201,745
₩331,218 total
includes taxes & fees
Oct 7 - Oct 8
Nantucket Guest House
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

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (156 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is ₩355,422
₩406,779 total
includes taxes & fees
Oct 7 - Oct 8
Winstead Inn
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

9. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (562 reviews)
"Great place to stay."
United States
Jason
The price is ₩270,007
₩309,022 total
includes taxes & fees
Nov 1 - Nov 2
Brass Key Guesthouse - Adults Only
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

10. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (257 reviews)
"Had a great stay and would book here again!"
United States
Chad
The price is ₩288,562
₩330,265 total
includes taxes & fees
Oct 5 - Oct 6
The Bradford
A two-story house with a balcony and a porch.

11. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (472 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is ₩364,359
₩417,016 total
includes taxes & fees
Oct 12 - Oct 13
Anchor Inn Beach House
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

Crew's Quarters Boarding House Caters to Men
2.0 star property
Provincetown
9.6 out of 10, Exceptional, (84 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is ₩260,643
₩298,297 total
includes taxes & fees
Oct 9 - Oct 10
Crew's Quarters Boarding House Caters to Men
A room with a sliding glass door leading to an outdoor deck with white plastic chairs and a table.

13. Dyer's Beach House

Dyer's Beach House
4.0 star property
Provincetown
9.8 out of 10, Exceptional, (79 reviews)
"We had an ocean view, staff is very nice and location is excellent"
United States
William
Dyer's Beach House
A white building with a central entrance and multiple windows.

14. The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.0 out of 10, Wonderful, (316 reviews)
"We had a great weekend stay! Having an apartment to ourselves provided wonderful privacy. It was a pleasant morning walk into town (just over a mile) to local shops and restaurants, and Ubers were quick and plentiful at night. On top of that, the free parking was easy and convenient."
United States
Karen
The price is ₩200,245
₩228,279 total
includes taxes & fees
Nov 1 - Nov 2
The Hamilton Hoppin House
A house with a pond in front, surrounded by autumn-colored trees.

15. The Inn on the Horse Farm

The Inn on the Horse Farm
3.0 star property
Sudbury
8.0 out of 10, Very good, (281 reviews)
"Great amenities. The cottage needs tic but it served it purpose for us. 45min. from Boston. Thx appreciate the stay."
United States
geoffrey
The price is ₩198,562
₩221,793 total
includes taxes & fees
Oct 12 - Oct 13
The Inn on the Horse Farm
A bedroom with a bed, a desk, and a chair.

16. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (183 reviews)
"Responsive owner, easy to find with maps, easy parking out front- very clean and efficient so so quiet!!"
United States
Lisa
The price is ₩213,930
₩244,842 total
includes taxes & fees
Oct 4 - Oct 5
Tranquil House in Cambridge
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

Melville House
2.5 star property
Downtown Newport
8.4 out of 10, Very good, (467 reviews)
"Great location and wonderful accommodations."
United States
Michelle
The price is ₩228,824
₩263,468 total
includes taxes & fees
Oct 5 - Oct 6
Melville House
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

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (44 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is ₩380,128
₩435,056 total
includes taxes & fees
Oct 26 - Oct 27
Cambridge Common House
A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

19. Ginkgo House on Harvard

Ginkgo House on Harvard
3.0 star property
Central Square
9.8 out of 10, Exceptional, (82 reviews)
"Very quiet, clean, and very kind manager"
United States
Saffet
The price is ₩376,030
₩430,366 total
includes taxes & fees
Oct 25 - Oct 26
Ginkgo House on Harvard
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 Guest House
3.5 star property
Coolidge Corner
8.2 out of 10, Very good, (659 reviews)
"My adult daughter and I stayed here because it was close to Fenway and we had tickets to a game. We had a great time, we walked to the game and back, the neighborhood was lovely and the Inn was very nice. We had everything we needed in our room for a peaceful night. The breakfast was satisfactory and it was nice talking to the other guests. We would stay here again"
United States
Rebecca
The price is ₩242,364
₩270,717 total
includes taxes & fees
Oct 21 - Oct 22
Coolidge Corner Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southeast Massachusetts Hotel Reviews

Summercamp

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!"
Jennifer 4-night trip
Posted 1 hour ago
Summercamp

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
1,903
Accommodation
19 Guest Houses
Lowest Price
₩122,414
Highest Price
₩733,905