Winthrop vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winthrop
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Winthrop
Apartment in Woburn
5.0 out of 5 average rating, 101 reviewsCharming 1 BR private entrance apt commuters dream
Guest suite in Medford
4.91 out of 5 average rating, 134 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Apartment in Revere
4.86 out of 5 average rating, 159 reviewsStunning Oceanview-4 Train Stop Logan Airport
Apartment in Salem
4.97 out of 5 average rating, 305 reviewsThe Salem House Too
Guest suite in Norwell
4.95 out of 5 average rating, 262 reviewsPrivate suite South Shore
Apartment in Waltham
4.98 out of 5 average rating, 220 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Guest suite in Melrose
4.85 out of 5 average rating, 247 reviewsGuest Suite with separate entrance
Guest suite in Newton
4.98 out of 5 average rating, 568 reviewsSpacious suite with private entrance, parking spot
Other great vacation rentals in Winthrop
Guest suite in Peabody
4.94 out of 5 average rating, 203 reviewsCozy NorthShore Suite Close to SALEM, MA
Loft in Swampscott
4.99 out of 5 average rating, 260 reviewsGorgeous Oceanfront Penthouse
Apartment in Winthrop
4.96 out of 5 average rating, 25 reviewsVibrant Winthrop Apartment - Close to Ocean!
Apartment in Winthrop
5.0 out of 5 average rating, 29 reviewsSea la Vie Oceanfront, private and public beach
Home in Winthrop
4.85 out of 5 average rating, 47 reviewsCozy & Modern Entire Residential Home ❤️
Apartment in Winthrop
4.92 out of 5 average rating, 97 reviewsNewly Renovated Ocean View 2 Bdrm Apt
Apartment in Hull
5.0 out of 5 average rating, 24 reviewsCozy Coastal Apt w/ Ocean View Patio & Fireplace
Loft in Revere
4.83 out of 5 average rating, 64 reviewsHome in the heart of Boston.
Quick stats about vacation rentals in Winthrop
Total rentals
150 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
$40 before taxes and fees
Frequently Asked Questions
Where should I stay in Winthrop?
Make yourself at home in Winthrop by choosing from our most frequently booked neighborhoods. We have over 150 vacation rentals in Cottage Park, over 150 vacation rentals in Beachmont, and over 2,290 vacation rentals in Orient Heights.
Are there pet-friendly vacation rentals in Winthrop?
Four-legged friends are welcome in Winthrop. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winthrop?
Yes! Work meets play with ease at over 70 vacation rentals in Winthrop featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Winthrop?
Experience the best of Winthrop with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Winthrop have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winthrop have wireless internet?
Absolutely! We offer over 70 apartment rentals with wireless internet in Winthrop. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winthrop?
Winthrop has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Winthrop?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Beachfront rentals Winthrop
- Pet-friendly rentals Winthrop
- Family-friendly rentals Winthrop
- House rentals Winthrop
- Apartment rentals Winthrop
- Rentals with a patio Winthrop
- Rentals with beach access Winthrop
- Monthly Rentals Winthrop
- Rentals with a fireplace Winthrop
- Rentals with outdoor seating Winthrop
- Rentals with a washer and dryer Winthrop
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes