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 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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 $771 total
includes taxes & fees
Oct 29 - Oct 30
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A spacious living room with a wooden ceiling, a sofa, a coffee table, and a bookshelf.

2. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (563 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 $113
CA $142 total
includes taxes & fees
Nov 3 - Nov 4
Mercury Hotel Provincetown
A wooden house with a porch, a Christmas tree, and string lights.

3. Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (68 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.

4. 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 $112
CA $129 total
includes taxes & fees
Nov 2 - Nov 3
Sea Breeze Inn
A plate of French toast with bananas on a beach view.

5. 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 $260
CA $339 total
includes taxes & fees
Oct 24 - Oct 25
By the Sea Guests Bed & Breakfast & Suites
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

6. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (220 reviews)
"The lightkeepers in was perfect. Would definitely go back"
United States
Penny
The price is CA $302
CA $337 total
includes taxes & fees
Nov 1 - Nov 2
The Lightkeepers Inn
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

7. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (567 reviews)
"Great place to stay."
United States
Jason
The price is CA $253
CA $290 total
includes taxes & fees
Nov 2 - Nov 3
Brass Key Guesthouse - Adults Only
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

8. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (189 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 $398
CA $456 total
includes taxes & fees
Oct 13 - Oct 14
Chapter House
A neatly made bed with pillows and a rolled towel, a bedside table with a lamp, and a window with curtains.

9. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (259 reviews)
"Great stay and friendly staff"
United States
Matthew
The price is CA $356
CA $408 total
includes taxes & fees
Oct 11 - Oct 12
The Bradford
A two-story house with a balcony and a porch.

10. 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 $459
CA $526 total
includes taxes & fees
Oct 11 - Oct 12
Anchor Inn Beach House
A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

11. 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, (86 reviews)
"Enjoyed the property and my stay. Will return."
United States
Christopher
The price is CA $267
CA $305 total
includes taxes & fees
Oct 23 - Oct 24
Crew's Quarters Boarding House Caters to Men
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, (157 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is CA $416
CA $476 total
includes taxes & fees
Oct 19 - Oct 20
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
9.2 out of 10, Wonderful, (322 reviews)
"Clean room good parking cool place"
United States
Cameron
The price is CA $196
CA $224 total
includes taxes & fees
Nov 8 - Nov 9
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 $213
CA $238 total
includes taxes & fees
Nov 5 - Nov 6
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, (470 reviews)
"Great location and wonderful accommodations."
United States
Michelle
The price is CA $240
CA $277 total
includes taxes & fees
Oct 13 - Oct 14
Melville House
A two-story building with a white exterior, a front porch with a staircase, and flower boxes on the balconies.

16. Hydrangea House

Hydrangea House
3.5 star property
Downtown Newport
9.8 out of 10, Exceptional, (258 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 bedroom with a bed, a desk, and a chair.

17. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (185 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 $207
CA $237 total
includes taxes & fees
Oct 14 - Oct 15
Tranquil House in Cambridge
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, (45 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is CA $357
CA $409 total
includes taxes & fees
Nov 2 - Nov 3
Cambridge Common 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
7.6 out of 10, Good, (812 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 3 - Nov 4
Beacon Inn 1750
A bedroom with a large clawfoot bathtub, a four-poster bed, and a wooden ceiling.

20. Silsbee's by Daniels House

Silsbee's by Daniels House
4.0 star property
Salem
9.6 out of 10, Exceptional, (93 reviews)
"Very charming place to stay."
United States
Amy
The price is CA $446
CA $498 total
includes taxes & fees
Nov 9 - Nov 10
Silsbee's by Daniels 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

Harbor Hotel Provincetown

Harbor Hotel Provincetown

8/10 Good
"Rooms are always clean, staff friendly and attentive. Plenty of parking. Nice wayer view. Only issue was no hot water but in the staffs defense. I didn't make them aware until after checkout."
Leo 1-night trip
Posted 1 hour ago
Harbor Hotel Provincetown

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
2,825
Accommodation
23 Guest Houses
Lowest Price
CA $129
Highest Price
CA $771