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Our top choices for Winchester vacation homes

3BR pet-friendly Quincy house w/parking — near Adams Park

3BR pet-friendly Quincy house w/parking — near Adams Park
Quincy
9.8 out of 10, Exceptional, (47 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is AED 397
AED 1,050 total
includes taxes & fees
29 Mar - 30 Mar
3BR pet-friendly Quincy house w/parking — near Adams Park

Charming 2-bedroom building in delightful Hull with ocean view

Charming 2-bedroom building in delightful Hull with ocean view
Nantasket Beach
9.6 out of 10, Exceptional, (5 reviews)
"Stayed with family for a wedding reception close by. Location is outstanding. Walkable to all the beach restaurants and beach. "
United States
Sarah S.
The price is AED 731
AED 1,309 total
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom building in delightful Hull with ocean view

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (7 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is AED 873
AED 2,105 total
includes taxes & fees
9 Apr - 10 Apr
3BR3Bth Entire House/Steps to Downtown & TD Garden

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is AED 434
AED 718 total
includes taxes & fees
31 Mar - 1 Apr
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is AED 768
AED 1,444 total
includes taxes & fees
27 Apr - 28 Apr
Gorgeous Beacon Hills Studio next to State house

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
9.8 out of 10, Exceptional, (15 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is AED 625
AED 1,502 total
includes taxes & fees
29 Mar - 30 Mar
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (13 reviews)
"Nice visit"
United States
Nate P.
The price is AED 487
AED 1,307 total
includes taxes & fees
1 Apr - 2 Apr
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino
Everett
9.2 out of 10, Wonderful, (5 reviews)
"This is a fantastic home with a lot of amenities. Barry, the host, was awesome to work with and went above and beyond to make our stay perfect. "
United States
Deanna K.
The price is AED 634
AED 1,193 total
includes taxes & fees
30 Mar - 31 Mar
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is AED 710
AED 2,576 total
includes taxes & fees
2 Apr - 3 Apr
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

41 - 3BR Quincy - Lovely Townhouse near Adams

41 - 3BR Quincy - Lovely Townhouse near Adams
Quincy
9.4 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AED 397
AED 1,067 total
includes taxes & fees
30 Mar - 31 Mar
41 - 3BR Quincy - Lovely Townhouse near Adams

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (46 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is AED 810
AED 1,705 total
includes taxes & fees
29 Mar - 30 Mar
Cozy three-bedroom home close to Boston w/ plenty of parking

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
10.0 out of 10, Exceptional, (1 review)
"Nice amount of room and overall cleanliness."
United States
Jodi A.
The price is AED 606
AED 1,054 total
includes taxes & fees
8 Apr - 9 Apr
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Everett
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is AED 628
AED 1,366 total
includes taxes & fees
1 Apr - 2 Apr
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

HOLIDAY GETAWAY SPECIAL -EARLY BIRD 10% 39 - Modern 3BR Quincy near Adams

HOLIDAY GETAWAY SPECIAL -EARLY BIRD 10% 39 - Modern 3BR Quincy near Adams
Quincy
9.8 out of 10, Exceptional, (51 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is AED 456
AED 1,125 total
includes taxes & fees
29 Mar - 30 Mar
HOLIDAY GETAWAY SPECIAL -EARLY BIRD 10% 39 - Modern 3BR Quincy near Adams

284 - 5BR Boston-Peaceful House near England Aqua

284 - 5BR Boston-Peaceful House near England Aqua
Quincy
9.8 out of 10, Exceptional, (74 reviews)
"Host was very friendly and helpful. House is clean with plenty of space, would book again"
United States
Cory E.
The price is AED 596
AED 1,577 total
includes taxes & fees
29 Mar - 30 Mar
284 - 5BR Boston-Peaceful House near England Aqua

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17
Randolph
10.0 out of 10, Exceptional, (4 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is AED 559
AED 1,371 total
includes taxes & fees
31 Mar - 1 Apr
4BR Pet-Friendly Home w/ 4 Parking Randolph - 17

Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (22 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
The price is AED 1,080
AED 2,702 total
includes taxes & fees
29 Mar - 30 Mar
Lake Access 4 Bed 3 Full Bath

Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.0 out of 10, Wonderful, (22 reviews)
"Excellent stay! "
United States
Melissa R.
The price is AED 665
AED 1,664 total
includes taxes & fees
30 Mar - 31 Mar
Centrally located in the heart of Boston near T

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (18 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveler
The price is AED 754
AED 1,084 total
includes taxes & fees
29 Mar - 30 Mar
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Salem
9.6 out of 10, Exceptional, (148 reviews)
"It was nice to rent a place for just one night. Great place. Spacious and clean. "
United States
Sue J.
The price is AED 364
AED 1,165 total
includes taxes & fees
13 Apr - 14 Apr
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
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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