House vacation rentals in Winthrop
Find and book unique houses on Airbnb
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
Jan 8 – 15
Home in Revere
4.64 out of 5 average rating, 11 reviewsSeaside Serenity Boston -Pet Frndly+Htd Pool
Nov 25 – Dec 2
Home in Nahant
4.97 out of 5 average rating, 67 reviewsHouse by the Sea - Glocca Morra
Mar 14 – 21
Home in Lynn
5.0 out of 5 average rating, 13 reviewsClassic New England 3BR Charmer
Nov 30 – Dec 7
Home in Waltham
4.92 out of 5 average rating, 12 reviewsQuiet/private street
Aug 15 – 22
Home in Lawrence
4.95 out of 5 average rating, 63 reviewsCozy single family ranch style main floor
Mar 27 – Apr 3
Home in Arlington
5.0 out of 5 average rating, 8 reviewsBeautiful Spacious 4BRM House!
Mar 19 – 26
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 Cambridge
4.92 out of 5 average rating, 203 reviewsStunning urban hideaway nearby Harvard Square
Aug 13 – 18
Home in Boston
4.92 out of 5 average rating, 335 reviews3 BR Private Family Home, S. Boston/Seaport/BCEC
Nov 25 – Dec 2
Home in Boston
4.92 out of 5 average rating, 205 reviewsSunny Duplex Condo + Private Parking
Dec 23 – 30
Home in Dedham
5.0 out of 5 average rating, 150 reviewsThe Gatehouse, Cheerful 3 bedroom 3 bathroom house
Dec 14 – 21
Home in Revere
4.84 out of 5 average rating, 208 reviewsRio Stays
Feb 22 – Mar 1
Home in Marblehead
4.87 out of 5 average rating, 134 reviewsModern 4 Bed 2 Bath home W/ Private outdoor space
Jan 19 – 26
Home in Winthrop
4.84 out of 5 average rating, 45 reviewsCozy & Modern Entire Residential Home ❤️
Feb 22 – Mar 1
Home in Winthrop
5.0 out of 5 average rating, 25 reviewsThe Day-Burrill-Wadsworth-La Voix House
Apr 17 – 24
Private house rentals
Home in Everett
5.0 out of 5 average rating, 20 reviewsCozy as a Sunday - Sleep 6 in homey Comfort
Feb 8 – 15
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
May 31 – Jun 7
Home in Hull
4.94 out of 5 average rating, 18 reviewsThe Salty Daughter, 360 yards from pristine beach
Dec 21 – 28
Home in Marblehead
4.98 out of 5 average rating, 59 reviewsWalk To Everything
Mar 26 – Apr 2
Home in Lowell
4.95 out of 5 average rating, 19 reviewsPrivate studio apartment(in the basement)
Mar 2 – 9
Home in Swampscott
5.0 out of 5 average rating, 19 reviewsVista Del Mar
Sep 5 – 12
Home in Quincy
5.0 out of 5 average rating, 17 reviewsOcean front with views of Boston
Oct 6 – 13
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
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Portland Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Townhouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- House rentals Boston
- Townhouse rentals Boston
- Guesthouse rentals Boston
- Beach house rentals Boston
- House rentals Cape Cod
- Guesthouse rentals Cape Cod
- Beach house rentals Cape Cod
- Lakehouse rentals Cape Cod
- Tiny house rentals Cape Cod
- Townhouse rentals Cape Cod
- Tiny house rentals New Hampshire
- House rentals New Hampshire
- Guesthouse rentals New Hampshire
- Townhouse rentals New Hampshire
- Beach house rentals New Hampshire
- Lakehouse rentals New Hampshire
- Townhouse rentals Massachusetts
- House rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Lakehouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a patio Winthrop
- Monthly Rentals Winthrop
- Rentals with outdoor seating Winthrop
- Apartment rentals Winthrop
- Family-friendly rentals Winthrop
- Rentals with beach access Winthrop
- Pet-friendly rentals Winthrop
- Rentals with a fireplace Winthrop
- Rentals with a washer and dryer Winthrop
- Beachfront rentals Winthrop
- House rentals Suffolk County
- Guesthouse rentals Suffolk County
- Townhouse rentals Suffolk County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom