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

Search Guest Houses in Eastern Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Eastern Massachusetts guest houses

Property entrance

1. Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,264 reviews)
"Great property and excellent staff."
United States
Arunesh C
The price is AED 599
AED 689 total
includes taxes & fees
20 Sep - 21 Sep
Copley House
The Crab House Experience | Beach/ocean view

2. 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 AED 617
AED 2,330 total
includes taxes & fees
4 Oct - 5 Oct
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Desk, laptop workspace, WiFi (free), bed sheets

3. Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (353 reviews)
"I loved my stay, very clean and close to down town walking distance. Nice and quiet location. Really enjoyed my stay and will definitely come back to stay here."
United States
Angelita
The price is AED 423
AED 676 total
includes taxes & fees
20 Sep - 21 Sep
Bay Village Suites
Exterior

4. Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,519 reviews)
"Very kind staff, great parking. Charming and central location"
United States
Joris
The price is AED 694
AED 798 total
includes taxes & fees
20 Sep - 21 Sep
Oasis Guest House
Premium bedding, down comforters, minibar, laptop workspace

5. Clarendon Square

Clarendon Square
4.0 star property
South End
9.2 out of 10, Wonderful, (256 reviews)
"Excellent spot in a beautiful neighborhood "
United States
Elliot
The price is AED 1,166
AED 1,407 total
includes taxes & fees
20 Sep - 21 Sep
Clarendon Square
Lobby

6. Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (556 reviews)
"amazing room and fantastic location. cool vibe."
Canada
heather
The price is AED 606
AED 763 total
includes taxes & fees
19 Oct - 20 Oct
Mercury Hotel Provincetown
Property entrance

7. 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 AED 1,120
AED 1,282 total
includes taxes & fees
1 Oct - 2 Oct
Chapter House
Property grounds

8. 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 AED 527
AED 589 total
includes taxes & fees
27 Sep - 28 Sep
The Inn on the Horse Farm
Exterior

9. 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 AED 474
AED 816 total
includes taxes & fees
27 Sep - 28 Sep
Nantucket Guest House
Cabin Room | Egyptian cotton sheets, premium bedding, laptop workspace

10. The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (251 reviews)
"Had a great stay and would book here again!"
United States
Chad
The price is AED 783
AED 896 total
includes taxes & fees
5 Oct - 6 Oct
The Bradford
Exterior

11. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (219 reviews)
"Just not a good place to stay"
United States
Quinlan
The price is AED 459
AED 526 total
includes taxes & fees
20 Sep - 21 Sep
Sea Breeze Inn
Terrace/patio

12. Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (549 reviews)
"Great place to stay."
United States
Jason
The price is AED 1,074
AED 1,229 total
includes taxes & fees
4 Oct - 5 Oct
Brass Key Guesthouse - Adults Only
Executive Triple Room, Multiple Beds, Non Smoking, Kitchenette | Living area | 42-inch Smart TV with digital channels

13. Cutwater Inn & Suites

Cutwater Inn & Suites
3.5 star property
Newburyport
8.8 out of 10, Excellent, (33 reviews)
"Very clean room and bathroom. Convenient on street parking, great location."
United States
Susan L.
The price is AED 735
AED 868 total
includes taxes & fees
21 Sep - 22 Sep
Cutwater Inn & Suites
Lobby sitting area

14. The Ipswich Inn

The Ipswich Inn
2.0 star property
Ipswich
8.8 out of 10, Excellent, (48 reviews)
"Easy parking, breakfast in cafe a highlight, helpful staff"
United States
Kare
The price is AED 551
AED 605 total
includes taxes & fees
28 Sep - 29 Sep
The Ipswich Inn
Exterior

15. Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (470 reviews)
"Perfect location, beautiful view"
United States
luisa
The price is AED 988
AED 1,131 total
includes taxes & fees
6 Oct - 7 Oct
Anchor Inn Beach House
Superior Room, 2 Bedrooms, Non Smoking, Connecting Rooms | Desk, laptop workspace, blackout drapes, soundproofing

16. Tranquil House in Cambridge

Tranquil House in Cambridge
3.0 star property
Strawberry Hill
8.8 out of 10, Excellent, (177 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 AED 506
AED 579 total
includes taxes & fees
21 Sep - 22 Sep
Tranquil House in Cambridge
Front of property

17. 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 AED 977
AED 1,118 total
includes taxes & fees
20 Sep - 21 Sep
Ginkgo House on Harvard
Exterior

18. Beacon Inn 1750

Beacon Inn 1750
3.0 star property
Brookline
7.4 out of 10, Good, (804 reviews)
"I highly recommend this place for a great getaway as a vacation spot"
United States
Jonathan
The price is AED 582
AED 650 total
includes taxes & fees
20 Sep - 21 Sep
Beacon Inn 1750
Deluxe Suite, 1 King Bed with Sofa bed | 1 bedroom, premium bedding, laptop workspace, iron/ironing board

19. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (218 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 AED 818
AED 914 total
includes taxes & fees
13 Oct - 14 Oct
The Lightkeepers Inn
Petite Queen with private Patio | Premium bedding, pillowtop beds, WiFi (free), bed sheets

20. Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"It’s a pretty nice place to stay."
United States
Jason
The price is AED 1,029
AED 1,177 total
includes taxes & fees
20 Sep - 21 Sep
Cambridge Common 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Massachusetts Hotel Reviews

Lakeside Inn

Lakeside Inn

8/10 Good
"Food was great, fun nightly entertainment and right on the lake. Rooms were small, but the bed was comfy!"
Robert 2-night trip
Posted 2 hours ago
Lakeside Inn