House vacation rentals in Winthrop
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Top-rated house rentals in Winthrop
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winthrop house rentals
House rentals with a pool
Home in North Andover
4.94 out of 5 average rating, 127 reviewsNana-tucket Inn
Nov 25 – Dec 2
Home in Revere
4.64 out of 5 average rating, 11 reviewsSeaside Serenity Boston -Pet Frndly+Htd Pool
Sep 15 – 22
Home in Nahant
4.97 out of 5 average rating, 67 reviewsHouse by the Sea - Glocca Morra
Dec 17 – 24
Home in Lawrence
4.95 out of 5 average rating, 63 reviewsCozy single family ranch style main floor
Jan 16 – 23
Home in Lynn
5.0 out of 5 average rating, 13 reviewsClassic New England 3BR Charmer
Apr 22 – 29
Home in Arlington
5.0 out of 5 average rating, 8 reviewsBeautiful Spacious 4BRM House!
Apr 20 – 27
Home in Waltham
4.92 out of 5 average rating, 12 reviewsQuiet/private street
Aug 15 – 22
Home in Maynard
5.0 out of 5 average rating, 14 reviewsCute mill house: 3BR•Wood stove *Brkfst included*
Aug 25 – Sep 1
Weekly house rentals
Home in Boston
4.93 out of 5 average rating, 273 reviewsAll the comforts of home, quiet city neighborhood
Home in Dedham
4.98 out of 5 average rating, 184 reviewsCozy, historic 3 bedroom home close to Boston!
Dec 11 – 18
Home in Hull
4.81 out of 5 average rating, 149 reviewsHomey getaway by the beach
Mar 13 – 20
Home in Dedham
5.0 out of 5 average rating, 150 reviewsThe Gatehouse, Cheerful 3 bedroom 3 bathroom house
Dec 8 – 15
Home in Boston
4.92 out of 5 average rating, 334 reviews3 BR Private Family Home, S. Boston/Seaport/BCEC
Dec 10 – 17
Home in Cambridge
4.92 out of 5 average rating, 202 reviewsStunning urban hideaway nearby Harvard Square
Aug 13 – 18
Home in Revere
4.84 out of 5 average rating, 208 reviewsRio Stays
Oct 29 – Nov 5
Home in Winthrop
4.84 out of 5 average rating, 45 reviewsCozy & Modern Entire Residential Home ❤️
Feb 19 – 26
Private house rentals
Home in Everett
5.0 out of 5 average rating, 19 reviewsCozy as a Sunday - Sleep 6 in homey Comfort
Feb 5 – 12
Home in Marblehead
5.0 out of 5 average rating, 94 reviewsSeaside Cottage
May 8 – 13
Home in Nahant
5.0 out of 5 average rating, 43 reviewsDirect Ocean Front 30 minutes to Boston
Jun 9 – 16
Home in Hull
4.94 out of 5 average rating, 17 reviewsThe Salty Daughter, 360 yards from pristine beach
Mar 15 – 22
Home in Marblehead
4.98 out of 5 average rating, 59 reviewsWalk To Everything
Mar 26 – Apr 2
Home in Swampscott
5.0 out of 5 average rating, 19 reviewsVista Del Mar
Dec 8 – 15
Home in Swampscott
5.0 out of 5 average rating, 19 reviewsOcean View Oasis: The perfect North Shore Getaway
Nov 18 – 25
Home in Quincy
5.0 out of 5 average rating, 17 reviewsOcean front with views of Boston
Nov 28 – Dec 5
Quick stats about house rentals in Winthrop
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
4.9K reviews
Nightly prices starting at
$40 before taxes and fees
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- Family travel hub Tips and inspiration
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