Winthrop vacation rentals
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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 Revere
4.96 out of 5 average rating, 163 reviewsIkram's Place Close to Boston,Subway,Airport,Beach
Apartment in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Apartment in Waltham
4.98 out of 5 average rating, 217 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Apartment in Everett
4.92 out of 5 average rating, 204 reviewsHuge 1BR w/King Bed near BOS, Salem, Water &Nature
Guest suite in Norwell
4.95 out of 5 average rating, 262 reviewsPrivate suite South Shore
Apartment in Revere
4.86 out of 5 average rating, 159 reviewsStunning Oceanview-4 Train Stop Logan Airport
Guest suite in Everett
4.91 out of 5 average rating, 227 reviewsBasement Apartment in prime location near Boston
Loft in Swampscott
4.99 out of 5 average rating, 258 reviewsGorgeous Oceanfront Penthouse
Other great vacation rentals in Winthrop
Home in Everett
4.9 out of 5 average rating, 271 reviews#7 Comfortable Spacious Home Near Boston + Parking
Barn in Nahant
5.0 out of 5 average rating, 112 reviewsEntire Beach-Town Cottage, Barn Charm, near Boston
Guest suite in Arlington
4.92 out of 5 average rating, 204 reviewsModern and comfortable studio apartment
Apartment in Revere
4.88 out of 5 average rating, 267 reviewsBeachside Cozy Space-Near Boston/Airport/Train
Guest suite in Nahant
4.95 out of 5 average rating, 159 reviewsRock Steady - Panoramic Ocean Front Home
Guest suite in Rockport
4.99 out of 5 average rating, 616 reviewsHalibut Point State Park. Nature Lovers Retreat
Guest suite in Tyngsborough
4.98 out of 5 average rating, 220 reviewsLakefront Suite Two-Room, Comfy, Tranquil
Guest suite in Marblehead
4.92 out of 5 average rating, 248 reviewsOcean Park Retreat
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
ﺩ.ﺇ147 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 2,290 vacation rentals in Orient Heights, over 150 vacation rentals in Beachmont, and over 150 vacation rentals in Cottage Park.
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 house rentals in Winthrop?
Experience the best of Winthrop with our house rentals, starting at about $40 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 condo rentals in Winthrop have wireless internet?
Absolutely! We offer over 10 condo 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 House Rentals in Winthrop?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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