Search Guest Houses in Winthrop from CA $71

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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Winthrop Guest Houses

Copley House
Property entrance

Copley House

3.0 star property
8.8 out of 10, Excellent, (1711)
"We just came back home from another amazing trip to Boston and our third stay at Copley House! Copley House has become our home away from home when we visit our daughter who goes to college in Boston. So clean, cozy, comfortable and convenient to her school and all the attractions!"
The price is CA $186
CA $213 total
includes taxes & fees
Mar 30 - Mar 31
Copley House
Oasis Guest House
Exterior

Oasis Guest House

2.5 star property
9.4 out of 10, Exceptional, (1254)
"Wonderful affordable b&b"
The price is CA $188
CA $217 total
includes taxes & fees
Mar 30 - Mar 31
Oasis Guest House
Coolidge Corner Guest House
Hallway

Coolidge Corner Guest House

3.5 star property
8.2 out of 10, Very good, (601)
"Lovely room, great location."
The price is CA $203
CA $227 total
includes taxes & fees
Apr 3 - Apr 4
Coolidge Corner Guest House
Beacon Inn 1750
Room

Beacon Inn 1750

3.0 star property
7.4 out of 10, Good, (691)
"I would stay here again on my next trip into Boston. Lovely place."
The price is CA $156
CA $175 total
includes taxes & fees
Mar 30 - Mar 31
Beacon Inn 1750
Davis Square Inn
Comfort Double Room, Shared Bathroom

Davis Square Inn

3.0 star property
9.6 out of 10, Exceptional, (57)
"The Davis Inn was lovely to stay at. Close by a lot of coffee cafes, bars , and a grocery store. The house self is in well taken care of beautiful inside and out. Ron one of the owners was very helpful and communicated well and was very helpful. There is breakfast options with Eggs, Yogurt and Bannas and cereal and etc. Perfect location for a New England get away . There is TV with Roku in it so can watch Netflix and Hulu. The Davis Station for the Train is right around the corner a five...
Davis Square Inn
Tranquil House in Cambridge
Standard Double Room, 1 Double Bed, Shared Bathroom | Private kitchen

Tranquil House in Cambridge

3.0 star property
8.8 out of 10, Excellent, (141)
"easy access, quiet neighborhood, mass transportation easy to access, clean property and facilities, caretakers easy to get along with"
The price is CA $142
CA $162 total
includes taxes & fees
Mar 31 - Apr 1
Tranquil House in Cambridge
ESJACPE GUEST HOUSE
Exterior

ESJACPE GUEST HOUSE

2.0 star property
3.0 out of 10, (19)
"Well, I didn't have big things to complaint about, other than the bathroom zinc, the cold and the hot water cannot mix together. In the zinc, each one located separately. I understand that's an old building, but they still can change certain things. "
The price is CA $71
CA $226 total
includes taxes & fees
Mar 31 - Apr 1
ESJACPE GUEST HOUSE
Oceanview 2 bedroom 2 bath, overlooking the Atlantic...
2 bedrooms, desk, iron/ironing board, travel crib

Oceanview 2 bedroom 2 bath, overlooking the Atlantic...

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything was great, very clean, well organized. Seemed like very nice people. Thank you!"
The price is CA $537
CA $807 total
includes taxes & fees
Apr 3 - Apr 4
Oceanview 2 bedroom 2 bath, overlooking the Atlantic...
Clarendon Square
Premium bedding, down comforters, minibar, individually decorated

Clarendon Square

4.0 star property
9.2 out of 10, Wonderful, (240)
"This was a beatifully decorated property, with every attention to detail. The rooftop hot tub was fantastic and clean and a real treat. Check in was easy with security codes and step by step direction. We walked to the Common and surrounding areas one day, and walked to TD Garden one night. Fantastic options of close by dining (try Gigi's!) and other walkable choices. Staff was communicating every step of the way and very helpful. Would highly recommend!"
The price is CA $464
CA $560 total
includes taxes & fees
Apr 7 - Apr 8
Clarendon Square
Your Perfect Getaway Awaits: 15 mins to Boston!
Smart TV, stereo

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!
Oceanfront/ Beachfront Home on Sand Hills Scituate
Fridge, microwave, oven, stovetop

Oceanfront/ Beachfront Home on Sand Hills Scituate

9.2 out of 10, Wonderful, (24)
"Location is perfect, right on the beach, store across the street and walkable to town. Only drawback, which is out of your control, was the massive amount of seaweed this year. But we got past it on our paddle board, kayak and large float."
Oceanfront/ Beachfront Home on Sand Hills Scituate
Moroccan Boutique Guest House
30-inch flat-screen TV with satellite channels, TV

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
Property grounds

Private Furnished Rooms near Longwood Medical and Coolidge Corner

Private Furnished Rooms near Longwood Medical and Coolidge Corner
Rooms in Family House in Salem Boston
Fridge, microwave

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
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 Winthrop

Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (174)
"Very clean and quiet "
The price is CA $146
CA $308 total
includes taxes & fees
Mar 30 - Mar 31
Maverick Suites at 28 Fenway
Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (448)
"You will have to park in a garage, which isn't ideal, but it was a really nice hotel room. "
The price is CA $246
CA $285 total
includes taxes & fees
Apr 22 - Apr 23
Sonder 907 Main
Temple Place Suites
Deluxe Studio

Temple Place Suites

2.5 star property
6.8 out of 10, (192)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is CA $170
CA $274 total
includes taxes & fees
Apr 16 - Apr 17
Temple Place Suites
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.