Compare Chelsea Guest House Rentals

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Featured Guest Houses in Chelsea

Copley House

Copley House

3 out of 5
239 W Newton St Boston MA
$108 nightly
The price is $125 total per night
$125 total
Dec 30 - Dec 31
Total with taxes and fees
A local mainstay since 1900, Copley House offers free WiFi in public areas, a computer station, and laundry facilities. Self parking is offered for USD 35 per day. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. This smoke-free guesthouse also has a water dispenser.
Free WiFi
Air conditioning
Oasis Guest House

Oasis Guest House

2.5 out of 5
22 Edgerly Road Boston MA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $130 total per night
$130 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Oasis Guest House, guests have access to free WiFi in public areas, coffee in a common area, and a terrace. Self parking is available for USD 25 per night. Front-desk staff can assist with securing valuables and luggage storage.
Free WiFi
Air conditioning
Beacon Inn 1750

Beacon Inn 1750

3 out of 5
1750 Beacon Street Brookline MA
$104 nightly
The price is $116 total per night
$116 total
Dec 29 - Dec 30
Total with taxes and fees
At Beacon Inn 1750, guests have access to free WiFi in public areas, a business center, and express check-out. Self parking is available for USD 36 per night. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Beacon Inn 1087

Beacon Inn 1087

2.5 out of 5
1087 Beacon St Brookline MA
$104 nightly
The price is $116 total per night
$116 total
Dec 29 - Dec 30
Total with taxes and fees
At Beacon Inn 1087, guests have access to free WiFi in public areas, a business center, and express check-out. Self parking is available for USD 36 per night. Helpful staff can provide concierge services and luggage storage.
Coolidge Corner Guest House

Coolidge Corner Guest House

3.5 out of 5
17-19 Littell Road Brookline MA
$125 nightly
The price is $140 total per night
$140 total
Dec 29 - Dec 30
Total with taxes and fees
Guests of Coolidge Corner Guest House enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. Self parking is available for USD 18 per day. Additional amenities include a computer station, a library, and free newspapers.
184 Heath St

184 Heath St

2 out of 5
184 Heath St Boston MA
$103 nightly
The price is $118 total per night
$118 total
Dec 29 - Dec 30
Total with taxes and fees
Self parking is available for USD 35 per day.
Pet friendly
Free WiFi
The Inn on the Horse Farm

The Inn on the Horse Farm

3 out of 5
277 Old Sudbury Road Sudbury MA
$100 nightly
The price is $112 total per night
$112 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
A local mainstay since 1880, The Inn on the Horse Farm offers free WiFi in public areas, a computer station, and a library. A stay here includes free parking. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include express check-out, laundry facilities, and a picnic area.
Tranquil House in Cambridge

Tranquil House in Cambridge

3 out of 5
15 Holmes Street Cambridge MA
$95 nightly
The price is $109 total per night
$109 total
Dec 29 - Dec 30
Total with taxes and fees
Tranquil House in Cambridge features free WiFi in public areas, coffee in a common area, and a library. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Additional amenities include express check-in, express check-out, and a terrace.
Davis Square Inn

Davis Square Inn

3 out of 5
204 Morrison Avenue Somerville MA
A local mainstay since 1873, Davis Square Inn offers free WiFi in public areas, a terrace, and laundry facilities. You can take advantage of free parking if you drive. Additional amenities include a garden and a picnic area.
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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 Chelsea

    Hampton Inn Boston Logan Airport Chelsea

    Hampton Inn Boston Logan Airport Chelsea

    200 2nd Street Chelsea MA
    $106 nightly
    The price is $118 total per night from Jan 1 to Jan 2
    $118 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    9/10 Wonderful! (2,665 reviews)
    Holiday Inn Boston Logan Airport - Chelsea by IHG

    Holiday Inn Boston Logan Airport - Chelsea by IHG

    1012 BROADWAY STREET Chelsea MA
    $129 nightly
    The price is $144 total per night from Dec 29 to Dec 30
    $144 total
    Dec 29 - Dec 30
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Harborside Inn Of Boston

    Harborside Inn Of Boston

    185 State St Boston MA
    $119 nightly
    The price is $139 total per night from Dec 29 to Dec 30
    $139 total
    Dec 29 - Dec 30
    Total with taxes and fees
    9.2/10 Wonderful! (6,095 reviews)

Chelsea Guest Houses essential information

Accommodation
15 Guest Houses
Lowest Price
$109
Highest Price
$144
Popular accommodation
Copley House, Oasis Guest House, Beacon Inn 1750, Beacon Inn 1087, Coolidge Corner Guest House, 184 Heath St, The Inn on the Horse Farm, Tranquil House in Cambridge, Davis Square Inn