Search Guest Houses in Winchester

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Compare 16 Guest Houses in Winchester with updated reviews, rates, and availability.

Copley House
Exterior
Copley House
3.0 star property
8.8 out of 10, Excellent, (1490)
"Location was fantastic, a quick 3-4min walk to the train. Room was spacious, bathroom was not. Overall a good choice for a budget stay."
The price is AED 643
AED 739 total
includes taxes & fees
6 Nov - 7 Nov
Copley House
Oasis Guest House
Room
Oasis Guest House
2.5 star property
9.4 out of 10, Exceptional, (1106)
"Perfect and clean"
The price is AED 404
AED 464 total
includes taxes & fees
11 Nov - 12 Nov
Oasis Guest House
Beacon Inn 1750
Exterior
Beacon Inn 1750
3.0 star property
7.4 out of 10, Good, (669)
"Lovely to have a homely place to stay at instead of a hotel. Loved it and will return. The morning muffins and croissants were such a nice touch for guests."
The price is AED 437
AED 489 total
includes taxes & fees
10 Nov - 11 Nov
Beacon Inn 1750
Beacon Inn 1087
Exterior
Beacon Inn 1087
2.5 star property
7.8 out of 10, Good, (666)
"Convenient position for central Boston and Fenway facilities. Older property but facilities as indicated on website and clean and tidy. "
The price is AED 437
AED 489 total
includes taxes & fees
6 Nov - 7 Nov
Beacon Inn 1087
ESJACPE GUEST HOUSE
Exterior
ESJACPE GUEST HOUSE
2.0 star property
2.4 out of 10, (10)
"Abosultly terrible room was covered in rubbish and bed was dirty with dirt and stains all over it. Would strongly adivise against staying there."
The price is AED 257
AED 660 total
includes taxes & fees
6 Nov - 7 Nov
ESJACPE GUEST HOUSE
Coolidge Corner Guest House
Lobby sitting area
Coolidge Corner Guest House
3.5 star property
8.2 out of 10, Very Good, (595)
"A very nice stay in a more traditional Victorian House. Bed was very comfortable but room was small and a bit noisy. "
The price is AED 481
AED 537 total
includes taxes & fees
17 Nov - 18 Nov
Coolidge Corner Guest House
Davis Square Inn
Exterior
Davis Square Inn
3.0 star property
9.6 out of 10, Exceptional, (54)
"I had a lovely time at the Davies Inn. It was really quaint and comfortable. My room was nice , the bed was really comfortable. I really enjoyed the daily coffee French press at breakfast . Definitely recommend if you look for something quiet "
Davis Square Inn
The Inn on the Horse Farm
Property grounds
The Inn on the Horse Farm
3.0 star property
8.0 out of 10, Very Good, (238)
"I absolutely loved this Inn. It was so cozy and inviting. The amenities were excellent and the bed was so comfy. I will stay here again if I’m in the area."
The price is AED 646
AED 722 total
includes taxes & fees
18 Nov - 19 Nov
The Inn on the Horse Farm
A Tranquil House In Cambridge
Front of property
A Tranquil House In Cambridge
3.0 star property
8.8 out of 10, Excellent, (136)
"The house was indeed tranquil and very clean. It included parking and was relatively convenient for our planned outing in Cambridge and our trip to the airport the next morning. The room was quite small, but the shared bathroom was convenient and clean. Before arriving, we received an email from the property informing us that check-in time would be 2 pm, but when we arrived a few minutes before 4 pm, we were informed that we could not enter until 4 (ultimately we got in a few minutes after 4)."
The price is AED 433
AED 496 total
includes taxes & fees
6 Nov - 7 Nov
A Tranquil House In Cambridge
Clarendon Square
Property amenity
Clarendon Square
4.0 star property
9.2 out of 10, Wonderful, (238)
"We enjoyed a beautiful time in Boston with our home base being Clarendon square. Thank you Stephen for your family’s hospitality in a tremendously cozy home. We are already looking forward to next time 🙏"
Clarendon Square
Your Perfect Getaway Awaits: 15 mins to Boston!
Room
Your Perfect Getaway Awaits: 15 mins to Boston!
9.4 out of 10, Exceptional, (13)
"Staying at The Adelaide Guest house was very cozy and a quiet neighborhood. Host was very friendly and accommodating. We would definitely come back again!"
Your Perfect Getaway Awaits: 15 mins to Boston!
Moroccan Boutique Guest House
Room
Moroccan Boutique Guest House
3.5 star property
9.2 out of 10, Wonderful, (121)
"This was one of the best Inn’s we’ve stayed in. Elizabeth was so pleasant and warm and the room was perfect. I couldn’t find a single thing that I would have changed or I was not happy with. She has everything you need and it was so comfortable. The area is safe and close to everything. "
Moroccan Boutique Guest House
Private Furnished Rooms near Longwood Medical and Coolidge Corner
Rm 11: Private with queen bed, private bath, dresser, and work space:
Private Furnished Rooms near Longwood Medical and Coolidge Corner
Private Furnished Rooms near Longwood Medical and Coolidge Corner
Oakwood at 234 Newbury
Exterior
Oakwood at 234 Newbury
2.0 star property
Oakwood at 234 Newbury
Rooms in Family House in Salem Boston
Front of property
Rooms in Family House in Salem Boston
3.0 star property
8.0 out of 10, Very Good, (21)
"Very nice home, owners were very friendly. Wish we had known it was a home not a hotel prior to arriving. We were uncomfortable with the traditions of the house, not really sure what was acceptable or not."
Rooms in Family House in Salem Boston
Bedroom office free parking laundry wifi
Room
Bedroom office free parking laundry wifi
3.0 star property
Bedroom office free parking laundry wifi
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.
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Other property types in Winchester

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Private kitchen
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
7.4 out of 10, Good, (30)
"I give this place 3 stars, its a nice place with a good amount of room but there are a few issues. Our stay was Monday - Friday, just 2 adults. Pros - lots of room. Cons - no ac. There is a portable ac unit on wheels in the bedroom however, the exhaust vent goes behind a curtain to the window but not outside. There is no way to open the window for the exhaust vent to take the hot air outside so it just pumps all the hot air back into the room. Be prepared to wake up at 7:30am every morning...
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Maverick Suites at 28 Fenway
Lobby sitting area
Maverick Suites at 28 Fenway
3.0 star property
9.0 out of 10, Wonderful, (148)
"The facility looks amazing and exceeded our expectations. The communication was clear and seamless. The location is great; however, every morning around 5-6 a.m., there was a very loud garbage pickup just under our window. The view from the window was a brick wall from the building across. The insulation of the unit is poor. The room was very cold, despite the AC set to 75F and with the additional portable heater (which was a very welcome addition). It took 2 days to warm the unit up."
The price is AED 463
AED 891 total
includes taxes & fees
6 Nov - 7 Nov
Maverick Suites at 28 Fenway
Global Luxury Suites Downtown Boston
Living room
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (490)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is AED 622
AED 1,168 total
includes taxes & fees
18 Nov - 19 Nov
Global Luxury Suites Downtown Boston
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.