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Our top choices for Winthrop vacation homes
Perfect 3-bedroom house with AC in marvelous Revere
Perfect 3-bedroom house with AC in marvelous RevereRevere
$263 nightly
The price is $294
Dec 24 - Dec 25
Total with taxes and fees
Gorgeous Beacon Hills Studio next to State house
Gorgeous Beacon Hills Studio next to State houseBeacon Hill
9.8 out of 10, Exceptional, (31)
"As promised in listing, great location and property management team we will be back!"
Cathie B.
$304 nightly
The price is $350
Jan 4 - Jan 5, 2026
Total with taxes and fees
2BR Historic Marblehead Home+Minutes to Beach
2BR Historic Marblehead Home+Minutes to BeachMarblehead
10.0 out of 10, Exceptional, (18)
"Enjoyed our stay. "
Mary D.
$353 nightly
The price is $395
Dec 29 - Dec 30
Total with taxes and fees
Hidden Gem right in the city of Boston!
Hidden Gem right in the city of Boston!Hyde Park
9.6 out of 10, Exceptional, (25)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
TIARA V.
$285 nightly
The price is $327
Jan 6 - Jan 7, 2026
Total with taxes and fees
3BR3Bth Entire House/Steps to Downtown & TD Garden
3BR3Bth Entire House/Steps to Downtown & TD GardenNorth End
10.0 out of 10, Exceptional, (3)
"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! "
mary j.
$530 nightly
The price is $609
Dec 30 - Dec 31
Total with taxes and fees
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 & QueenBayside
9.8 out of 10, Exceptional, (15)
"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. "
Candice C.
$366 nightly
The price is $402
Dec 28 - Dec 29
Total with taxes and fees
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 CasinoEverett
10.0 out of 10, Exceptional, (5)
"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. "
Danielle s.
$321 nightly
The price is $359
Dec 29 - Dec 30
Total with taxes and fees
Charming garden level 1 bedroom 1 bath apartment in Brockton
Charming garden level 1 bedroom 1 bath apartment in BrocktonBrockton
7.6 out of 10, Good, (8)
"Easy to find, very comfortable, clean and convenient"
David W.
$141 nightly
The price is $157
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
Harborside Inn Of Boston
10/10 Excellent
Find out more about Winthrop
Winthrop Vacation Homes information
Number of reviews | 284 |
|---|---|
Accommodation | 598 Vacation Homes |
Lowest Price | $157 |
Highest Price | $609 |
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