Compare Winchester Guest House Rentals
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Featured Guest Houses in Winchester
Copley House
239 W Newton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $124 total per night
$124 total
Nov 28 - Nov 29
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.
Oasis Guest House
22 Edgerly Road Boston MA
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $138 total per night
$138 total
Nov 30 - Dec 1
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.
Beacon Inn 1750
1750 Beacon Street Brookline MA
$109 nightly
The price is $122 total per night
$122 total
Nov 30 - Dec 1
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.
Free WiFi
Air conditioning
Beacon Inn 1087
1087 Beacon St Brookline MA
$119 nightly
The price is $133 total per night
$133 total
Nov 30 - Dec 1
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.
Free WiFi
Air conditioning
Coolidge Corner Guest House
17-19 Littell Road Brookline MA
$137 nightly
The price is $153 total per night
$153 total
Dec 7 - Dec 8
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.
Breakfast included
Free WiFi
184 Heath St
184 Heath St Boston MA
$123 nightly
The price is $141 total per night
$141 total
Nov 28 - Nov 29
Total with taxes and fees
Self parking is available for USD 35 per day.
Pet friendly
Free WiFi
The Inn on the Horse Farm
277 Old Sudbury Road Sudbury MA
$116 nightly
The price is $130 total per night
$130 total
Dec 21 - Dec 22
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 garden.
Pet friendly
Parking included
Tranquil House in Cambridge
15 Holmes Street Cambridge MA
$95 nightly
The price is $109 total per night
$109 total
Nov 29 - Nov 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.
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 Winchester
citizenM Boston North Station
70 Causeway Street Boston MA
$125 nightly
The price is $146 total per night from Dec 13 to Dec 14
$146 total
Dec 13 - Dec 14
Total with taxes and fees
9.2/10 Wonderful! (4,116 reviews)
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$174 nightly
The price is $203 total per night from Dec 18 to Dec 19
$203 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (4,243 reviews)
The Revolution Hotel
40 Berkeley Street Boston MA
$90 nightly
The price is $105 total per night from Dec 14 to Dec 15
$105 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,286 reviews)
Winchester Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $105 |
Highest Price | $203 |
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 |