Search Guest Houses in Winthrop

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Guest Houses in Winthrop

Oasis Guest House

2.5 star property
9.6 out of 10, Exceptional, (1293)
"Clean room, excellent staff and great location."
$210 nightly
The price is $241
Oct 5 - Oct 6
Total with taxes and fees
Oasis Guest House

Copley House

3.0 star property
9.0 out of 10, Wonderful, (1847)
"Great overnight stay especially if visiting Fenway Park"
$162 nightly
The price is $186
Oct 5 - Oct 6
Total with taxes and fees
Copley House

Tranquil House in Cambridge

3.0 star property
8.8 out of 10, Excellent, (156)
"Is very quiet and very clean "
$138 nightly
The price is $158
Oct 5 - Oct 6
Total with taxes and fees
Tranquil House in Cambridge

Clarendon Square

4.0 star property
9.2 out of 10, Wonderful, (245)
"Cute building, cute area. Place was fancy and clean. Was very humid, the ceiling fan didnt work and there wasnt any other fans in the room. Listing said there was ac but turning the thermastat down didnt make it kick on. Shower had good pressure and temperature. Hot tub on the roof made for great views at night."
$326 nightly
The price is $375
Oct 5 - Oct 6
Total with taxes and fees
Clarendon Square

Beacon Inn 1750

3.0 star property
7.4 out of 10, Good, (743)
"Excellent for the price and location."
$140 nightly
The price is $156
Oct 5 - Oct 6
Total with taxes and fees
Beacon Inn 1750

Beacon Inn 1087

2.5 star property
8.0 out of 10, Very Good, (761)
"The place was nice and cozy, I did think it was overpriced but very convenient location. "
$140 nightly
The price is $156
Oct 5 - Oct 6
Total with taxes and fees
Beacon Inn 1087

Coolidge Corner Guest House

3.5 star property
8.2 out of 10, Very Good, (622)
"Very pleasant, comfortable stay. "
$206 nightly
The price is $230
Nov 2 - Nov 3
Total with taxes and fees
Coolidge Corner Guest House

184 Heath St

2.0 star property
3.0 out of 10, (26)
"Good"
$138 nightly
The price is $159
Oct 5 - Oct 6
Total with taxes and fees
184 Heath St

ESJACPE GUEST HOUSE

2.0 star property
2.8 out of 10, (25)
"No Toilet paper or towels or soap. Just an old house in Boston that rents rooms. THATS IT. "
$213 nightly
The price is $245
Oct 16 - Oct 17
Total with taxes and fees
ESJACPE GUEST HOUSE
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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Top Winthrop Hotel Reviews

Find out more about Winthrop

Find out more about Winthrop

Winthrop Guest Houses information

Number of reviews
5,331
Accommodation
16 Guest Houses
Lowest Price
$156
Highest Price
$375

Frequently asked questions

What is the nightly rate for a guest house in Winthrop?
Rates for Winthrop guest houses vary, but travelers can find great-value prices from $156 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winthrop guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winthrop guest house and a B&B?
A guest house in Winthrop is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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