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Browse Select Winthrop Cottages

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Exterior

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Terrace/patio

NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

3.0 star property
10.0 out of 10, Exceptional, (11)
"We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!"
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Cozy Pet Friendly House Next To Train
Exterior

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"My family and I stayed here for 5 days in August and it was lovely! Thanks for everything. The beds were very comfortable and the house was very clean and nice."
Cozy Pet Friendly House Next To Train
Pet-friendly Home w/ Spacious Yard in Avon!
House (4 Bedrooms) | Interior

Pet-friendly Home w/ Spacious Yard in Avon!

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is CA $480
CA $662 total
includes taxes & fees
Sep 8 - Sep 9
Pet-friendly Home w/ Spacious Yard in Avon!
Summer Sea Cottage -On Scituate Harbor
Exterior

Summer Sea Cottage -On Scituate Harbor

10.0 out of 10, Exceptional, (2)
"Thanks for the great hospitality!"
Summer Sea Cottage -On Scituate Harbor
5 Mi to TD Garden: Quiet Medford Getaway!
House (2 Bedrooms) | Interior

5 Mi to TD Garden: Quiet Medford Getaway!

3.0 star property
5 Mi to TD Garden: Quiet Medford Getaway!
16 Mi to Boston: Home w/ Deck in Weymouth
House (3 Bedrooms) | Interior

16 Mi to Boston: Home w/ Deck in Weymouth

3.0 star property
16 Mi to Boston: Home w/ Deck in Weymouth
Trail Access On-site: Gorgeous MCM Deck House!
House (4 Bedrooms) | Interior

Trail Access On-site: Gorgeous MCM Deck House!

3.0 star property
Trail Access On-site: Gorgeous MCM Deck House!
Unique Scituate Vacation Rental on Herring River!
Interior

Unique Scituate Vacation Rental on Herring River!

3.0 star property
Unique Scituate Vacation Rental on Herring River!
The Beach Cottage at Sandy Cove: Serene Retreat
Exterior

The Beach Cottage at Sandy Cove: Serene Retreat

8.0 out of 10, Very good, (1)
"Great little place to stay for a family of 4! "
The Beach Cottage at Sandy Cove: Serene Retreat
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Exterior

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Interior

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

3.0 star property
8.0 out of 10, Very good, (1)
"Comfortable place to stay on the water overlooking Boston Harbor and downtown. Sunsets are amazing behind the tall buildings of downtown. Trails close by for walking and sightseeing. Nice kitchen and bathrooms. We had trouble with getting any of the TV's to work and there was an annoying flood light shining on the back deck from the neighbors house all day and night. Other than those two things it was nice to have a house on the water with a fantastic view. "
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Pet-friendly Revere Getaway, Steps From the T!
House (2 Bedrooms) | Interior

Pet-friendly Revere Getaway, Steps From the T!

3.0 star property
Pet-friendly Revere Getaway, Steps From the T!
Waterfront Views: Historic Marblehead Home
House (3 Bedrooms) | Interior

Waterfront Views: Historic Marblehead Home

3.0 star property
Waterfront Views: Historic Marblehead Home
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
House (3 Bedrooms) | Front of property

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

3.0 star property
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
10 Mi to Crane Beach: Wooded Home Near Boston!
House (4 Bedrooms) | Front of property

10 Mi to Crane Beach: Wooded Home Near Boston!

3.0 star property
10 Mi to Crane Beach: Wooded Home Near Boston!
Belmont Home < 3 Mi to Harvard Square!
Interior

Belmont Home < 3 Mi to Harvard Square!

3.0 star property
Belmont Home < 3 Mi to Harvard Square!
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
Outdoor spa tub

Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
Charming Scituate Home w/ Deck - Walk to Beaches!
Interior

Charming Scituate Home w/ Deck - Walk to Beaches!

3.0 star property
Charming Scituate Home w/ Deck - Walk to Beaches!
Charming Boston Area Home < 1 Mi to Revere Beach!
Property grounds

Charming Boston Area Home < 1 Mi to Revere Beach!

3.0 star property
Charming Boston Area Home < 1 Mi to Revere Beach!
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

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Great Location! Loved this Hotel! I would recommend the Valet parking. Easy check in and check out. Close to the North End for great food options. The hotel is within walking distance to most tourist attractions. "
phil 3-night trip
Posted 4 hours ago
The Dagny Boston