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Vacation Homes in Winthrop

Our top choices for Winthrop vacation homes

"We loved staying at Judith's place! Much recommended!"

SAR 519 total

includes taxes & fees

17 Sep - 18 Sep

"We loved staying here, enjoying all that Marblehead had to offer. It was the perfect distance from both Salem and Boston and had lots to offer when we decided to stay in. We came on an unseasonably cold week but stayed nice and cozy in the Vrbo. Highly recommend! "

SAR 1,703 total

includes taxes & fees

30 Sep - 1 Oct

"I can’t say enough about this property. Location can’t be beat! We spent tons of time in the North End so so everything was mins away. Also mins away was the North end station and Haymarket station so everywhere else you don’t want to walk to is short ride away. The place itself is incredible, I swear it seemed like we were the first ones to ever stay there it was so clean and up to date. Every bed was clean and comfortable with large TVs in every room. I don’t know how most places would...

SAR 2,379 total

includes taxes & fees

17 Sep - 18 Sep

3 bedrooms, desk, iron/ironing board, free WiFi

"Owner was super helpful helping with an early luggage drop off."

SAR 1,458 total

includes taxes & fees

13 Oct - 14 Oct

"Loved getting to visit the beach and the short drive to Salem!"

SAR 1,375 total

includes taxes & fees

22 Sep - 23 Sep

"The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! "

SAR 1,385 total

includes taxes & fees

18 Sep - 19 Sep

"Easy to find, close to everything, very clean"

SAR 1,642 total

includes taxes & fees

12 Oct - 13 Oct

SAR 1,479 total

includes taxes & fees

25 Sep - 26 Sep

"Clean, bright, new, comfortable, excellent space. Really appreciated the welcome package. The kitchen is very well stocked with spices and other perks. The book of instructions on the counter is clear and helpful. Nice area, easy walk to pizza and Dunkin. Appreciated the owner accommodating our Sunday time request Would highly recommend this place."

SAR 1,917 total

includes taxes & fees

30 Sep - 1 Oct

"Perfect location. "

SAR 1,052 total

includes taxes & fees

17 Sep - 18 Sep

SAR 3,220 total

includes taxes & fees

8 Oct - 9 Oct

"Easy to find, very comfortable, clean and convenient"

SAR 616 total

includes taxes & fees

1 Oct - 2 Oct

"Very nice and comfortable place to stay in a very quiet neighborhood. Host was very caring and quick to respond. Two thumbs up👍👍"

Fridge, dishwasher, cookware/dishes/utensils

"Barry was just the best. Great communication. Lovely home. Described just as listed maybe even nicer. We enjoyed our stay. Pretty close to everything. Thank you for sharing your home with us! "