Book Guest Houses in Southeast Massachusetts

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Southeast Massachusetts

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
67 Bradford St Provincetown MA
$158 nightly
The price is $181 total per night
$181 total
Nov 11 - Nov 12
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this guesthouse, along with free self parking. Relax with a drink at the poolside bar and enjoy perks like free buffet breakfast and a free beach shuttle. Free WiFi in public areas, a terrace, and a garden are also on offer.
Breakfast included
Parking included
The Bradford

The Bradford

2.5 out of 5
41 Bradford St Provincetown MA
Get rates
A rooftop terrace, self parking, and concierge services are featured at this guesthouse. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Spa
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3 out of 5
12 Winthrop St. Provincetown MA
$86 nightly
The price is $99 total per night
$99 total
Nov 10 - Nov 11
Total with taxes and fees
A rooftop terrace is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-out are also on offer.
Parking included
Free WiFi
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
57 Chase Avenue & Inman Road Extension Dennis Port MA
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
On private beach
Parking included
Anchor Inn Beach House

Anchor Inn Beach House

3.5 out of 5
175 Commercial Street Provincetown MA
$323 nightly
The price is $370 total per night
$370 total
Nov 10 - Nov 11
Total with taxes and fees
This guesthouse features a coffee shop, concierge services, and self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Breakfast included
Free WiFi
Sawyer House

Sawyer House

2 out of 5
17 N Water St Nantucket MA
Get rates
Free WiFi in public areas, a garden, and luggage storage are available at this guesthouse. Concierge services and a virtual front desk are also provided.
Free WiFi
The Lightkeepers Inn

The Lightkeepers Inn

3 out of 5
25 Simpson's Lane Edgartown MA
$228 nightly
The price is $254 total per night
$254 total
Nov 15 - Nov 16
Total with taxes and fees
This guesthouse features self parking and free WiFi in public areas. A garden, express check-out, and luggage storage are also on offer.
Free WiFi
Air conditioning
Nantucket Guest House

Nantucket Guest House

3 out of 5
18B Park Cir Nantucket MA
$219 nightly
The price is $245 total per night
$245 total
Oct 29 - Oct 30
Total with taxes and fees
A seasonal outdoor pool is featured at this guesthouse, along with free self parking. WiFi in public areas is free. Express check-out is also provided.
Pool
Parking included
The Seagrove Suites & Guest Rooms

The Seagrove Suites & Guest Rooms

3 out of 5
25 Seaview Rd Eastham MA
Get rates
A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and express check-in are also on offer.
Pool
Pet friendly
Sea Breeze Inn

Sea Breeze Inn

2.5 out of 5
270 Ocean Avenue Hyannis MA
$79 nightly
The price is $90 total per night
$90 total
Nov 1 - Nov 2
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-out, and luggage storage are also on offer.
Parking included
Free WiFi
Crew's Quarters Boarding House Caters to Men

Crew's Quarters Boarding House Caters to Men

2 out of 5
198 Commercial St Provincetown MA
Get rates
Free WiFi in public areas, a terrace, and a fireplace in the lobby are available at this guesthouse. A communal living room and concierge services are also provided.
Free WiFi
Air conditioning
The Chestnut House

The Chestnut House

3 out of 5
3 Chestnut Street Nantucket MA
Get rates
Free WiFi in public areas, a garden, and a library are available at this guesthouse. Luggage storage is also provided.
Free WiFi
Air conditioning
Don't see what you're looking for?
See all available properties in Southeast Massachusetts
View all properties
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.

Top hotels in Southeast Massachusetts

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

216 Main St West Yarmouth MA
Get rates
8/10 Very Good! (685 reviews)

Southeast Massachusetts Guest Houses essential information

Accommodation
23 Guest Houses
Lowest Price
$90
Highest Price
$443
Popular accommodation
Brass Key Guesthouse - Adults Only, The Bradford, Mercury Hotel Provincetown, By the Sea Guests Bed & Breakfast & Suites, Anchor Inn Beach House, Sawyer House, The Lightkeepers Inn, Nantucket Guest House, The Seagrove Suites & Guest Rooms, Sea Breeze Inn, Crew's Quarters Boarding House Caters to Men, The Chestnut House

Explore More Ways to Travel with Travelocity