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.
Cottage in Winthrop
4.99 out of 5 average rating, 413 reviewsJ&K's BnB .... Private studio Airbnb with parking
Our non-smoking private Studio Bnb is located by the airport in a small safe seaside community called Point Shirley. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free wireless Wi-Fi, RokuTV, & one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.
Jun 1 – 8
Apartment in Winthrop
4.96 out of 5 average rating, 275 reviewsCody's Place Boston Airport Pool/Beaches ParkFree
Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.
Jan 22 – 29
Condo in Winthrop
4.99 out of 5 average rating, 122 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
New 2-person soaker tub with ocean-view! Gather with family & friends in this owner-hosted home. Private entrance, entire 1st floor of a multi-family home, with normal family/kid sounds. Pro-cleaned and pet-friendly, space for everyone. Scoot into adjacent Boston by car, ferry/transit, or snuggle-up for a movie on the 70” TV. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all
Dec 19 – 26
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
Place to stay in Boston
4.79 out of 5 average rating, 187 reviewsLovely Private Studio near Logan Airport
Apr 19 – 26
Guest suite in Norwell
4.95 out of 5 average rating, 258 reviewsPrivate suite South Shore
Apr 30 – May 7
Apartment in Weymouth
4.81 out of 5 average rating, 157 reviewsLovely studio on the coast! Beach close by!
Sep 1 – 8
Guest suite in Medford
4.92 out of 5 average rating, 120 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Oct 28 – Nov 4
Guest suite in Nahant
4.95 out of 5 average rating, 147 reviewsRock Steady - Panoramic Ocean Front Home
Jun 15 – 22
Guest suite in Arlington
4.92 out of 5 average rating, 194 reviewsModern and comfortable studio apartment
Nov 10 – 17
Apartment in Revere
4.96 out of 5 average rating, 145 reviewsQuiet Neighborhood Luxury Stay
Dec 7 – 14
Guest suite in Revere
4.85 out of 5 average rating, 131 reviewsAdorable studio with pool
Sep 20 – 27
Guest suite in Melrose
4.93 out of 5 average rating, 487 reviewsPrivate & Cozy Suite -near Bost-Airp-Salem-Train
Jul 5 – 12
Loft in Swampscott
5.0 out of 5 average rating, 250 reviewsGorgeous Oceanfront Penthouse
Nov 13 – 20
Guest suite in Salem
4.99 out of 5 average rating, 685 reviewsThe Mason Suite of Salem
Mar 10 – 17
Guest suite in Marblehead
4.92 out of 5 average rating, 244 reviewsOcean Park Retreat
Mar 13 – 20
Other great vacation rentals in Winthrop
Apartment in Everett
4.92 out of 5 average rating, 194 reviewsHuge 1BR w/King Bed near BOS, Salem, Water &Nature
Sep 11 – 18
Barn in Nahant
5.0 out of 5 average rating, 105 reviewsEntire Beach-Town Cottage, Barn Charm, near Boston
Apr 25 – May 2
Cabin in Cohasset
4.92 out of 5 average rating, 280 reviewsLionsgate at Cohasset
Sep 2 – 9
Apartment in Stoneham
4.89 out of 5 average rating, 123 reviewsEntire guest suite in Stoneham
Nov 6 – 13
Apartment in Woburn
4.97 out of 5 average rating, 102 reviewsComfy-Spacious-private 1BR conveniently located
Nov 7 – 14
Apartment in Winthrop
5.0 out of 5 average rating, 24 reviewsSea la Vie
May 29 – Jun 5
Home in Winthrop
5.0 out of 5 average rating, 23 reviewsThe Day-Burrill-Wadsworth-La Voix House
Dec 5 – 12
Apartment in Winthrop
4.91 out of 5 average rating, 87 reviewsNewly Renovated Ocean View 2 Bdrm Apt
Mar 19 – 26
Home in Winthrop
4.84 out of 5 average rating, 44 reviewsCozy & Modern Entire Residential Home ❤️
Jul 20 – 27
Apartment in Winthrop
4.86 out of 5 average rating, 64 reviewsOceanfront apartment, 15min from Boston!
Apr 16 – 23
Guest suite in Revere
4.94 out of 5 average rating, 94 reviewsCorner Cottage - cozy studio just north of Boston
Sep 10 – 17
Guest suite in Winchester
5.0 out of 5 average rating, 97 reviewsWarm and cozy 1st flr sweet guest suite w parking
Jan 13 – 20
Quick stats about vacation rentals in Winthrop
Total rentals | 150 properties |
---|---|
Rentals with a pool | 10 properties have a pool |
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 | G$8,378 GYD 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 160 vacation rentals in Cottage Park, over 2,210 vacation rentals in Orient Heights, and over 160 vacation rentals in Beachmont.
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 80 vacation rentals in Winthrop featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Winthrop vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Winthrop, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Winthrop?
Experience the best of Winthrop with our condo rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Winthrop have air conditioning?
Absolutely! We offer over 10 condo 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.
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