A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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Check prices for these dates

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

Our top choices for Eastern 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 NZ$965
includes taxes & fees
29 Oct - 30 Oct
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, (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 NZ$166
includes taxes & fees
5 Nov - 6 Nov
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, (66 reviews)
"Great staff and accommodations for our visit."
United States
Steve
The price is NZ$417
includes taxes & fees
11 Oct - 12 Oct
Nantucket Guest House
A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

4. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (566 reviews)
"Great place to stay."
United States
Jason
The price is NZ$344
includes taxes & fees
3 Nov - 4 Nov
Brass Key Guesthouse - Adults Only
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 NZ$360
includes taxes & fees
23 Oct - 24 Oct
By the Sea Guests Bed & Breakfast & Suites
A house with a pond in front, surrounded by autumn-colored trees.

6. 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 NZ$248
includes taxes & fees
26 Oct - 27 Oct
The Inn on the Horse Farm
A house with a brick exterior and a covered patio area.

7. 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 NZ$161
includes taxes & fees
1 Nov - 2 Nov
Sea Breeze Inn
A two-story house with a balcony and a porch.

8. 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 NZ$550
includes taxes & fees
18 Oct - 19 Oct
Anchor Inn Beach House
A room with wooden walls, a leather chair, a small table with a lamp, and a clock on the wall.

9. 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 NZ$392
includes taxes & fees
10 Oct - 11 Oct
Crew's Quarters Boarding House Caters to Men
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)
"Great stay and friendly staff"
United States
Matthew
The price is NZ$454
includes taxes & fees
11 Oct - 12 Oct
The Bradford
A cozy living room with a leather sofa, a round coffee table with books and a disco ball, a fireplace, and a bookshelf.

11. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.8 out of 10, Excellent, (51 reviews)
"Quiet and cute inn"
United States
Donna
The price is NZ$240
includes taxes & fees
3 Nov - 4 Nov
The Ipswich Inn
A modern hotel room with a kitchenette, a dining area, and a bedroom with a bed and a window.

12. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
9.0 out of 10, Wonderful, (34 reviews)
"These rooms were small but they were so nice and well decorated and the bathrooms were great with all new decor. Great shower! Very clean and efficient."
United States
Lisa
The price is NZ$318
includes taxes & fees
4 Nov - 5 Nov
Cutwater Inn & Suites
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

13. 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 NZ$535
includes taxes & fees
21 Oct - 22 Oct
Chapter 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.

14. 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 NZ$595
includes taxes & fees
19 Oct - 20 Oct
Winstead Inn
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.

15. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (220 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 NZ$442
includes taxes & fees
13 Oct - 14 Oct
The Lightkeepers Inn
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, (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 NZ$296
includes taxes & fees
18 Oct - 19 Oct
Tranquil House in Cambridge
A building with a brick facade partially covered in green ivy.

17. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,292 reviews)
"Very nice and clean property, easy check-in, great location. Would absolutely stay here again!"
United States
Ian
The price is NZ$525
includes taxes & fees
29 Oct - 30 Oct
Copley 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 NZ$513
includes taxes & fees
2 Nov - 3 Nov
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, (811 reviews)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
The price is NZ$279
includes taxes & fees
1 Nov - 2 Nov
Beacon Inn 1750
A row of blue townhouses with a porch and a sign for 'Boutique Inn'.

20. Ginkgo House on Harvard

Ginkgo House on Harvard
3.0 star property
Central Square
9.8 out of 10, Exceptional, (83 reviews)
"Very quiet, clean, and very kind manager"
United States
Saffet
The price is NZ$493
includes taxes & fees
25 Oct - 26 Oct
Ginkgo House on Harvard
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 Eastern Massachusetts Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

8/10 Good
"Great location for walking to top tourist spots and the subway. Small, clean room, although there was no microwave. The restaurant, Joia, was a bit fancy for more than one meal, and it turned into a bit of a club on Friday/Saturday, which we could hear from our room, but food was good! The 7/11 next door was helpful for snacks and water, but no beer/alcohol. Front desk staff kind and we are overall happy with our stay."
Nicole 6-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Eastern Massachusetts

Eastern Massachusetts Guest Houses information

Number of reviews
4,208
Accommodation
33 Guest Houses
Lowest Price
NZ$161
Highest Price
NZ$965