Compare Southeast Massachusetts Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Southeast Massachusetts

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
67 Bradford St, Provincetown, MA
$462 nightly
The price is $529 total per night
$529 total
Jul 27 - Jul 28
Total includes taxes and fees
Brass Key Guesthouse - Adults Only features a nightclub, free WiFi in public areas, and coffee in a common area. There's free parking and a free beach shuttle. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this adults-only guesthouse include a terrace, laundry facilities, and an ATM.
Breakfast included
Parking included
Mercury Hotel Provincetown

Mercury Hotel Provincetown

3 out of 5
12 Winthrop St., Provincetown, MA
$316 nightly
The price is $365 total per night
$365 total
Jul 23 - Jul 24
Total includes taxes and fees
At Mercury Hotel Provincetown, guests have access to a rooftop terrace, free WiFi in public areas, and express check-out. Free parking is available if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a terrace and a garden.
Pet friendly
Parking included
Sea Breeze Inn

Sea Breeze Inn

2.5 out of 5
270 Ocean Avenue, Hyannis, MA
$130 nightly
The price is $149 total per night
$149 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests staying at Sea Breeze Inn enjoy free WiFi in public areas, express check-out, and a garden. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide luggage storage. This beach guesthouse also has barbecue grills.
Parking included
Free WiFi
Anchor Inn Beach House

Anchor Inn Beach House

3.5 out of 5
175 Commercial Street, Provincetown, MA
$399 nightly
The price is $456 total per night
$456 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests staying at Anchor Inn Beach House enjoy free WiFi in public areas, a terrace, and a garden. If you drive, self parking is USD 25 per day, and there's also an airport shuttle for a fee. Front-desk staff can assist with concierge services and luggage storage.
Breakfast included
Free WiFi
The Bradford

The Bradford

2.5 out of 5
41 Bradford St, Provincetown, MA
$332 nightly
The price is $380 total per night
$380 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests of The Bradford enjoy a rooftop terrace, free WiFi in public areas, and spa services. Self parking is offered for USD 15 per day. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Spa
The Lightkeepers Inn

The Lightkeepers Inn

3 out of 5
25 Simpson's Lane, Edgartown, MA
$541 nightly
The price is $604 total per night
$604 total
Jul 29 - Jul 30
Total includes taxes and fees
Guests staying at The Lightkeepers Inn enjoy free WiFi in public areas, express check-out, and a garden. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Parking included
Free WiFi
Whaler's Inn

Whaler's Inn

3 out of 5
18B Park Cir, Nantucket, MA
$469 nightly
The price is $524 total per night
$524 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests of Whaler's Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. If you plan to drive, free parking is available.
Pool
Parking included
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
$270 nightly
The price is $308 total per night
$308 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests staying at Crew's Quarters Boarding House Caters to Men enjoy free WiFi in public areas, a terrace, and a fireplace in the lobby. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This smoke-free guesthouse also has a water dispenser.
Free WiFi
Air conditioning
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
57 Chase Ave, Dennis Port, MA
$279 nightly
The price is $319 total per night
$319 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of By the Sea Guests Bed & Breakfast & Suites enjoy features like a private beach, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. Other amenities at this beach guesthouse include a microwave in a common area, express check-in, and express check-out.
On private beach
Parking included
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.

Hotel Options in Southeast Massachusetts

    Nantucket Inn

    Nantucket Inn

    1 Miller Lane, Nantucket, MA
    $501 nightly
    The price is $560 total per night from Aug 18 to Aug 19
    $560 total
    Aug 18 - Aug 19
    Total includes taxes and fees
    8.8/10 Excellent! (491 reviews)
    Iris Hotel Cape Cod

    Iris Hotel Cape Cod

    291 Jones Rd, Falmouth, MA
    $219 nightly
    The price is $251 total per night from Jul 23 to Jul 24
    $251 total
    Jul 23 - Jul 24
    Total includes taxes and fees
    8/10 Very Good! (49 reviews)
    Cape Sands Inn

    Cape Sands Inn

    149 Main St - RT 28, West Yarmouth, MA
    $109 nightly
    The price is $124 total per night from Jul 27 to Jul 28
    $124 total
    Jul 27 - Jul 28
    Total includes taxes and fees
    8.2/10 Very Good! (1,013 reviews)

Southeast Massachusetts Guest Houses essential information

Accommodation
23 Guest Houses
Lowest Price
$124
Highest Price
$604
Popular accommodation
Brass Key Guesthouse - Adults Only, Mercury Hotel Provincetown, Sea Breeze Inn, Anchor Inn Beach House, The Bradford, The Lightkeepers Inn, Whaler's Inn, Crew's Quarters Boarding House Caters to Men, By the Sea Guests Bed & Breakfast & Suites

Guest Houses in Southeast Massachusetts

Most Popular

More Places To Stay in Southeast Massachusetts