A lake surrounded by autumn-colored trees.

Search Guest Houses in Southeast Massachusetts from CA $129

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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 CA $120
CA $770 total
includes taxes & fees
Oct 29 - Oct 30
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A wooden house with a porch, a Christmas tree, and string lights.

2. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (66 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is CA $198
CA $333 total
includes taxes & fees
Oct 11 - Oct 12
Nantucket Guest House
A house with a brick exterior and a covered patio area.

3. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (221 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 CA $113
CA $129 total
includes taxes & fees
Nov 1 - Nov 2
Sea Breeze Inn
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 CA $114
CA $144 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $302
CA $337 total
includes taxes & fees
Nov 1 - Nov 2
The Lightkeepers Inn
A plate of French toast with bananas on a beach view.

6. 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, (247 reviews)
"Amazing stay. Great place right on the beach. Will be back."
United States
Jason
The price is CA $241
CA $317 total
includes taxes & fees
Oct 23 - Oct 24
By the Sea Guests Bed & Breakfast & Suites
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

7. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (188 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 CA $383
CA $439 total
includes taxes & fees
Oct 11 - Oct 12
Chapter House
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

Crew's Quarters Boarding House Caters to Men
2.0 star property
Provincetown
9.6 out of 10, Exceptional, (85 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is CA $274
CA $314 total
includes taxes & fees
Oct 9 - Oct 10
Crew's Quarters Boarding House Caters to Men
A two-story house with a balcony and a porch.

9. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (473 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is CA $383
CA $439 total
includes taxes & fees
Oct 6 - Oct 7
Anchor Inn Beach House
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, (259 reviews)
"Had a great stay and would book here again!"
United States
Chad
The price is CA $304
CA $348 total
includes taxes & fees
Oct 6 - Oct 7
The Bradford
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

11. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (565 reviews)
"Great place to stay."
United States
Jason
The price is CA $266
CA $305 total
includes taxes & fees
Nov 2 - Nov 3
Brass Key Guesthouse - Adults Only
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

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 CA $374
CA $428 total
includes taxes & fees
Oct 6 - Oct 7
Winstead Inn
A white building with a central entrance and multiple windows.

13. The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.0 out of 10, Wonderful, (318 reviews)
"I thoroughly enjoyed this stay. We stayed on the first floor in the room off the kitchen that had a beautiful claw bath tub, enjoyed the garden, and watched"
United States
Tahvia
The price is CA $210
CA $240 total
includes taxes & fees
Nov 1 - Nov 2
The Hamilton Hoppin House
A house with a pond in front, surrounded by autumn-colored trees.

14. 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 CA $178
CA $198 total
includes taxes & fees
Oct 21 - Oct 22
The Inn on the Horse Farm
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

Melville House
2.5 star property
Downtown Newport
8.4 out of 10, Very good, (468 reviews)
"Great location and wonderful accommodations."
United States
Michelle
The price is CA $241
CA $277 total
includes taxes & fees
Oct 6 - Oct 7
Melville House
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, (184 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 CA $196
CA $225 total
includes taxes & fees
Oct 6 - Oct 7
Tranquil House in Cambridge
A two-story building with a white exterior, a front porch with a staircase, and flower boxes on the balconies.

17. Hydrangea House

Hydrangea House
3.5 star property
Downtown Newport
9.8 out of 10, Exceptional, (256 reviews)
"Second stay at Hydrangea House and it couldn’t have been better! Great staff, excellent breakfast, and clean room. Definitely recommend staying here!"
United States
Max
The price is CA $328
CA $381 total
includes taxes & fees
Nov 1 - Nov 2
Hydrangea House
A building with a brick facade partially covered in green ivy.

18. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,291 reviews)
"Very nice and clean property, easy check-in, great location. Would absolutely stay here again!"
United States
Ian
The price is CA $344
CA $395 total
includes taxes & fees
Oct 30 - Oct 31
Copley House
A historic brick building with a prominent 'Breckinridge Inn' sign, a stone staircase, and a large window.

19. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (810 reviews)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
The price is CA $199
CA $222 total
includes taxes & fees
Nov 1 - Nov 2
Beacon Inn 1750
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, (660 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 CA $255
CA $285 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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Loved staying here. Definitely will be back!"
Kevin 1-night trip
Posted less than an hour ago
Red Jacket Beach Resort

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
4,318
Accommodation
23 Guest Houses
Lowest Price
CA $129
Highest Price
CA $770