Search Guest Houses in Southeast 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
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun
In one month
26 Jun - 28 Jun
In two months
24 Jul - 26 Jul

Our top choices for Southeast Massachusetts guest houses

The Crab House Experience | Beach/ocean view

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, (9 reviews)
"thanks u for very nice place and clean i really loved i will cominng back soon"
United States
Mail
The price is NZ$900
includes taxes & fees
26 May - 27 May
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Breakfast meal

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, (185 reviews)
"Really nice family-owned hotel. Not fancy, but everything was clean and in good repair, and the location (right on the beach on Nantucket Sound) was perfect! "
United States
Erika
The price is NZ$442
includes taxes & fees
26 May - 27 May
By the Sea Guests Bed & Breakfast & Suites
Lobby

Mercury Hotel Provincetown

Mercury Hotel Provincetown
3.0 star property
Provincetown
9.2 out of 10, Wonderful, (510 reviews)
"The hotel was lovely, conveniently located and very easy in and out. "
United States
Gayle
The price is NZ$293
includes taxes & fees
26 May - 27 May
Mercury Hotel Provincetown
Exterior

Nantucket Guest House

Nantucket Guest House
3.0 star property
Nantucket
9.8 out of 10, Exceptional, (47 reviews)
"Excellent environment, I highly recommend"
United States
Luidy
The price is NZ$476
includes taxes & fees
1 June - 2 June
Nantucket Guest House
Free daily self-service breakfast

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (129 reviews)
"Great Location, Hotel was very clean and staff very nice."
United States
Erik
The price is NZ$446
includes taxes & fees
1 June - 2 June
Winstead Inn
Exterior

Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (196 reviews)
"Nice place to stay "
United States
Kevin
The price is NZ$174
includes taxes & fees
26 May - 27 May
Sea Breeze Inn
Cabin Room

The Bradford

The Bradford
2.5 star property
Provincetown
9.4 out of 10, Exceptional, (224 reviews)
"Everything was great"
United States
Hillery
The price is NZ$391
includes taxes & fees
27 May - 28 May
The Bradford
Terrace/patio

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only
4.0 star property
Provincetown
9.6 out of 10, Exceptional, (464 reviews)
"Great place and even better service!"
United States
Giancarlo
The price is NZ$553
includes taxes & fees
26 May - 27 May
Brass Key Guesthouse - Adults Only
Reception

Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men
2.0 star property
Provincetown
9.4 out of 10, Exceptional, (72 reviews)
"The staff was very kind and helpful. Fun location!"
United States
Paul
The price is NZ$377
includes taxes & fees
2 June - 3 June
Crew's Quarters Boarding House Caters to Men
Exterior

Bright & Cozy with Patio, Grill and near the Beach & Golf

Bright & Cozy with Patio, Grill and near the Beach & Golf
Brewster
10.0 out of 10, Exceptional, (9 reviews)
"What a gorgeous, sun-drenched spot for our Labor Day weekend. We loved exploring the nearby beaches, coffee shop, and restaurants! Definitely hope to return. Thanks for a lovely stay! "
United States
Megan G.
The price is NZ$625
includes taxes & fees
31 May - 1 June
Bright & Cozy with Patio, Grill and near the Beach & Golf
Exterior

The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (210 reviews)
"Great hotel"
United States
Benjamin
The price is NZ$781
includes taxes & fees
15 June - 16 June
The Lightkeepers Inn
Exterior

Anchor Inn Beach House

Anchor Inn Beach House
3.5 star property
Provincetown
9.4 out of 10, Exceptional, (451 reviews)
"Staff was friendly, helpful and made our stay pleasant experience."
United States
Gerard
The price is NZ$1,012
includes taxes & fees
26 May - 27 May
Anchor Inn Beach House
Fridge, microwave, oven, stovetop

Joe's Beach Hideaway

Joe's Beach Hideaway
Dennis
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful little studio, owners are great hosts and very responsive will definitely rent again"
United States
Derek S.
The price is NZ$1,240
includes taxes & fees
26 May - 27 May
Joe's Beach Hideaway
Beach

Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Dennis
10.0 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed our stay. The house is spacious, yet warm and cozy. Very clean and convenient to the beach and town. Tanya is terrific, would definitely stay here again!"
United States
Laura R.
The price is NZ$2,237
includes taxes & fees
2 June - 3 June
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Property entrance

Copley House

Copley House
3.0 star property
Back Bay
9.2 out of 10, Wonderful, (2,117 reviews)
"Great location, friendly staff & very accommodating"
United States
Jennifer Ann
The price is NZ$410
includes taxes & fees
7 June - 8 June
Copley House
Exterior

Oasis Guest House

Oasis Guest House
2.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (1,437 reviews)
"A wonderful place to stay especially if you are going to FenwayPark ."
United States
Joseph
The price is NZ$366
includes taxes & fees
31 May - 1 June
Oasis Guest House
Premium bedding, down duvets, minibar, individually decorated

Clarendon Square

Clarendon Square
4.0 star property
South End
9.2 out of 10, Wonderful, (254 reviews)
"Excellent spot in a beautiful neighborhood "
United States
Elliot
The price is NZ$869
includes taxes & fees
26 May - 27 May
Clarendon Square
Desk, laptop workspace, free WiFi, bed sheets

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (284 reviews)
"It is accurate to the listing. Small, quaint, ideal location, very comfortable bed, had what I needed and the staff was very responsive to anything brought up to them and they always followed up."
United States
Robert
The price is NZ$292
includes taxes & fees
26 May - 27 May
Bay Village Suites
Exterior

The Hamilton Hoppin House

The Hamilton Hoppin House
2.0 star property
Middletown
9.0 out of 10, Wonderful, (265 reviews)
"Beautiful old home and we enjoyed the stay so much."
United States
Robin
The price is NZ$230
includes taxes & fees
26 May - 27 May
The Hamilton Hoppin House
Premium bedding, pillow-top beds, free WiFi, bed sheets

Cambridge Common House

Cambridge Common House
4.0 star property
West Cambridge
9.8 out of 10, Exceptional, (8 reviews)
"The property was beautiful, and everything had an amazing attention to detail. It really felt like a luxury B&B, and not a hotel. So close to everything at Harvard Square!"
United States
Dongjin
The price is NZ$503
includes taxes & fees
31 May - 1 June
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 Southeast Massachusetts Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Great place to spend a night or weekend with the kids"
Janelle 1-night trip
Posted 2 hours ago
Margaritaville Resort Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Guest Houses information

Number of reviews
6,586
Accommodation
15 Guest Houses
Lowest Price
NZ$174
Highest Price
NZ$2,237