Book Guest Houses in Middleton, MA

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Top Guest Houses in Middleton

Copley House

Copley House

3 out of 5
239 W Newton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $114 total per night
$114 total
Dec 25 - Dec 26
Total with taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. A computer station and luggage storage are also provided.
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
This guesthouse features self parking and free WiFi in public areas. A terrace and luggage storage are also provided.
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 24 - Dec 25
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out is also provided.
Free WiFi
Air conditioning
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 24 - Dec 25
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and self parking. Business travelers can take advantage of the business center. Express check-out and luggage storage are also provided.
Free WiFi
Air conditioning
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 24 - Dec 25
Total with taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a computer station are also on offer.
Breakfast included
Free WiFi
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 24 - Dec 25
Total with taxes and fees
This guesthouse features a virtual front desk. Take advantage of the self parking.
Pet friendly
Free WiFi
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 24 - Dec 25
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A terrace, a garden, and a library are also on offer.
Parking included
Free WiFi
Davis Square Inn

Davis Square Inn

3 out of 5
204 Morrison Avenue Somerville MA
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This guesthouse features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included
Clarendon Square

Clarendon Square

4 out of 5
198 West Brookline Street Boston MA
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This guesthouse features a rooftop terrace and a hot tub. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Hot Tub
Free WiFi
ESJACPE GUEST HOUSE

ESJACPE GUEST HOUSE

2 out of 5
182 Heath St Boston MA
$149 nightly
The price is $171 total per night
$171 total
Dec 24 - Dec 25
Total with taxes and fees
Stay at this guesthouse in Boston. Enjoy free WiFi and housekeeping. Popular attractions Fenway Park and Copley Square are located nearby.
Free WiFi
Moroccan Boutique Guest House

Moroccan Boutique Guest House

3.5 out of 5
8 Salem Street Boston MA
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Free WiFi in public areas is available at this guesthouse.
Free WiFi
Air conditioning
Rooms in Family House in Salem Boston

Rooms in Family House in Salem Boston

3 out of 5
3 Tudor Terrace Saugus MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and luggage storage are also on offer.
Pool
Parking included
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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.

Top hotels in Middleton

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
$174 nightly
The price is $202 total per night from Dec 24 to Dec 25
$202 total
Dec 24 - Dec 25
Total with taxes and fees
9.6/10 Exceptional! (3,836 reviews)

Middleton Guest Houses essential information

Accommodation
14 Guest Houses
Lowest Price
$109
Highest Price
$460
Popular accommodation
Copley House, Oasis Guest House, Beacon Inn 1750, Beacon Inn 1087, Coolidge Corner Guest House, 184 Heath St, Tranquil House in Cambridge, Davis Square Inn, Clarendon Square, ESJACPE GUEST HOUSE, Moroccan Boutique Guest House, Rooms in Family House in Salem Boston

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