Pet-friendly vacation rentals in Winthrop

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winthrop pet-friendly home rentals

Pet-friendly house rentals

Superhost
A landscaped backyard features a spacious grassy area with fallen leaves scattered across the ground. A wooden swing set is visible to the left, while the rear of the building showcases a light-colored exterior. A tree stands in the corner, providing shade.
Home in Hyde Park
4.84 out of 5 average rating, 295 reviews

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Sumit KumarRating, 5 stars1 week ago
Thanks Jo for the accommodation. This place was meeting our requirements, our stay was pretty comfortable. It was warm, clean and my 3 yr old enjoyed the backyard. Jo was approachable and friendly to talk. I would definitely recommend this place.
Top guest favorite
The backyard features a spacious lawn bordered by trees, providing a calm green space. The two-story house is visible in the background, along with a deck that leads to the backyard. A separate smaller structure is seen on the left side.
Home in Wakefield
4.96 out of 5 average rating, 260 reviews

Welcoming 7-room house <15 miles to Boston & Salem

TyroneRating, 5 stars1 week ago
Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃
Guest favorite
Home in South Weymouth
4.93 out of 5 average rating, 117 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars3 weeks ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Top guest favorite
Home in Watertown
4.95 out of 5 average rating, 101 reviews

Absolutely Gorgeous 3 Bedroom Close to Boston

BetsyRating, 5 stars2 weeks ago
This is the second of Domenic's properties I have stayed at and they never fail to be extremely clean and welcoming. The beds are comfortable and Domenic is a responsive host. Looking forward to our next visit!
Top guest favorite
Home in North Chelmsford
5 out of 5 average rating, 186 reviews

Newly renovated, spacious, clean, 3 bedroom home.

NatashaRating, 5 stars3 days ago
Our family had a wonderful stay at the house. Extremely clean, comfortable, with so many amenities and thoughtful touches to make you feel right at home. We really enjoyed the deck with comfortable seating and sun umbrella. Most highly recommend!
Superhost
A white two-story house is shown, featuring a sloped roof and multiple windows with awnings. A driveway, accommodating several cars, leads to the front entrance. Neighboring greenery and additional residential structures create a quiet neighborhood atmosphere.
Home in Brighton
4.84 out of 5 average rating, 182 reviews

Comfortable house w garden and parking, close to T

JakubRating, 5 stars3 months ago
Great stay: - Easy check-in/access — we arrived very late at night and entry was well lit and straightforward - House was cozy with effective and responsive heating (we stayed during cold weather, so this was a big deal) - Clean house, comfy beds, variety of pillows (soft to v hard) - Easy check-out with zero weird instructions/requests - Host super communicative for basic Q&A I’d book again! Thanks!
Guest favorite
A stone fireplace is framed by a slate hearth and topped with a white shelf displaying framed photographs. Adjacent, a small black table stands with a decorative plant. Light wood flooring extends into the background, leading to a room with a radiator and a sideboard.
Home in Dedham
4.93 out of 5 average rating, 107 reviews

Cozy house close to Boston

RebeccaRating, 5 stars4 months ago
Karen’s home truly is cozy. We were here two weeks before Christmas and it was decorated and beautiful. Beds are comfortable, the kitchen was clean and well stocked, nice big fluffy towels and I loved the shower! We have stayed in several,places in the Boston area and this is one of the best. Even my dogs loved it!
Guest favorite
A three-story Victorian house features white siding accented by red shutters. The entrance is marked by a white door and large windows on either side. Both bushes and a small garden enhance the front yard, while a pathway leads to the entrance.
Home in Beverly
4.95 out of 5 average rating, 152 reviews

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!

MelanieRating, 5 stars5 months ago
This Airbnb was one of the best we ever had stayed in! Her house was beautiful, cozy and clean! Johanna was a great host and would definitely love to stay here again!!

Pet-friendly home rentals with a pool

Top guest favorite
The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.
Home in Lakeside Marblehead
5 out of 5 average rating, 13 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

ChristopherRating, 5 stars2 days ago
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.
Guest favorite
A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.
Home in Arlington
4.93 out of 5 average rating, 29 reviews

Beautiful Spacious 4BRM House!

SusanRating, 5 stars1 day ago
Maxine anticipated every possible need and so much more available. She went beyond any host I have ever stayed with and I travel quite often. I highly recommend Maxine's place
Top guest favorite
A refreshing pool area features a clear blue water, surrounded by a concrete patio. Two lounge chairs are positioned beside the pool, complemented by colorful flotation devices resting on the water. Lush green hedges provide privacy, enhancing the outdoor experience.
Home in Norwood
4.97 out of 5 average rating, 35 reviews

the house of id; vintage shop, accessible space

NatalieRating, 5 stars2 weeks ago
This has to be the neatest little place on Airbnb in the Boston area, and that's something to be said. Paige and Dara described the place and the experience perfectly, were a dream to communicate with, and were overall humorous hosts. Their in-house shop was very entertaining for us. We will absolutely be staying here again in the future.
Guest favorite
A view of the outdoor pool area is presented, featuring a refreshing blue pool with a ladder for easy access. Surrounding the pool is a wooden deck furnished with two chairs, offering a space to relax. A pathway leads to the side yard and back entrance.
Guest suite in Rockland
4.88 out of 5 average rating, 74 reviews

Cozy Private Suite halfway between Cape & Boston

AlexanderRating, 5 stars2 months ago
Great place to stay in a super convenient location for driving places. There was event a snowstorm during our stay and the hosts made sure to have the walkway and driveway clear for us to get in and out with ease!
Top guest favorite
Guest suite in Manchester-by-the-Sea
4.92 out of 5 average rating, 150 reviews

Modern Space With Pool Close To Singing Beach

TedRating, 5 stars3 weeks ago
This property was precisely as advertised, ideally located for my needs, and Ian was a very responsive host. I would recommend the property and the host without reservation.
Superhost
A private house is surrounded by lush greenery and features a red metal roof. A white exterior is complemented by large windows. A covered parking area is visible in the foreground, providing convenience. The tranquil garden setting creates a serene atmosphere.
Cottage in Rockport
4.94 out of 5 average rating, 79 reviews

In-town 2 bedroom beach cottage with a pool

MollieRating, 5 stars7 months ago
This house is a true gem. The home is cozy and welcoming with lots of puzzles and family games to play. The pool is pristine and was so much fun to use. The beautiful trees and flowers provide nice shade and privacy around the pool while also feeling like you’re inside a pollinator garden. The home is an easy walk to front beach and bearskin neck where we enjoyed good restaurants and shops. Trenton and Cassie are great hosts- very responsive and friendly. We hope to stay here again!
Guest favorite
An aerial view captures the residential neighborhood near Nantasket Beach, featuring a well-maintained array of homes, some with lush greenery. The large backyard accommodates a heated pool, and the proximity to the beach is evident, with ocean waves visible in the distance.
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Superhost
A light-filled living area is equipped with a spacious sectional sofa, a glass coffee table, and a comfortable armchair. Large windows provide views of the outside, while the neutral color palette creates a calming environment. A wall-mounted television is positioned opposite the seating area.
Apartment in Somerville
4.79 out of 5 average rating, 38 reviews

Lovely 2- bedroom serviced apartment with pool

VanessaRating, 5 stars2 months ago
This apartment was well appointed, clean and very well located. The host was friendly and responsive. We enjoyed our comfortable stay and would recommend!

Private, pet-friendly home rentals

Guest favorite
The living room is furnished with a brown leather sofa and a light-colored sectional, surrounded by multiple windows allowing natural light. A dark wooden coffee table is placed centrally, adorned with a decorative bowl. An accent chair and a white cabinet add to the room's functionality.
Condo in Somerville
4.85 out of 5 average rating, 213 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

TrevorRating, 5 stars2 days ago
Wonderful stay! Shirley was a responsive and kind host and we enjoyed staying here for three nights over the Boston Marathon weekend. Squeaky floors may make it tough to make a midnight trip to the kitchen or bathroom unnoticed, but everything else was perfect. Would stay here again.
Guest favorite
A coastal view is captured, featuring distant houses and the ocean merging into the horizon. Power lines stretch across the scene, while lush green foliage adds a natural frame to the image. The clear sky complements the tranquil atmosphere.
Home in Ipswich
4.89 out of 5 average rating, 100 reviews

Hillside Ocean View 2BR with Private Beach Access

TaniaRating, 5 stars2 weeks ago
We love Ipswich and are so glad to find this gem of Airbnb. Mark's communications are topnotched and he proactively checked in with us to ensure that everything is alright. The house has everything we needed and more....not just for short stays but equally suitable for longer stays too. The bed and pillows were very comfortable. The house heating system is very efficient and heats up the whole house quickly and comfortably for the few cold days we were staying there. My husband loved having a dedicated work space which had a beautiful water view. There were plenty of supplies in the kitchen, bathroom and laundry. Everything is very well thought out. It might be an older house but it's very quaint, cosy and quintessentially New England. Although we had several days of lousy weather.... we still managed to do plenty out of the few half days when the skies cleared out. Oh and thank you for the very lovely cranberry banana bread... its one of the best that we've ever eaten.
Guest favorite
A spacious studio features a queen bed dressed in soft linens against a wooden beam ceiling. A cozy sofa provides seating, while a dark coffee table sits in the center. Two windows allow natural light to enter, alongside artwork adorning the walls.
Apartment in Salem
4.95 out of 5 average rating, 494 reviews

Charming Studio downtown Salem, MA *Parking

HenryRating, 5 stars2 weeks ago
Daliana’s apartment was perfect for our weekend away in Salem with our pup! We didn’t need to use our car for our entire stay as everything we wanted to see or do was just a short walk away. The apartment was clean and cozy. Thank you for hosting us!
Guest favorite
A modern living area is highlighted by a plush sectional sofa and a decorative coffee table. Soft lighting enhances the neutral color scheme, while a stylish wall decoration adds a touch of elegance. The open layout connects seamlessly to a fully equipped kitchen area.
Guest suite in Wilmington
4.96 out of 5 average rating, 74 reviews

"COZY NEW 1BR GUEST SUITE SLEEPS FOUR "

JustinRating, 5 stars6 months ago
Lino and Wendy were great hosts! The location is absolutely stunning with great views in the surrounding areas. It’s very close to Salem and Boston, which makes it a great and super convenient place to stay! Thanks again lino and wendy
Guest favorite
A cozy seating area features a daybed adorned with a patterned pillow and neatly rolled towels. A wicker tray holds magazines, while a rustic cabinet and indoor plants enhance the inviting space. Large windows allow natural light to fill the room.
Condo in Jamaica Central - South Sumner
4.88 out of 5 average rating, 534 reviews

Historic JP Brownstone with Parking. Pets Welcome!

SylviaRating, 5 starstoday
The historic brown stone was very nice, immaculate and spacious. There is a parking spot close to entrance. There is a modern bathroom on same floor as bedroom. The bedroom is on one floor and spacious kitchen on upper floor. With the t directly behind the building you can hear the train except for a brief period of time in the middle of the night. Despite the noise we would stay here again. A lovely place .
Superhost
The living room features a large, light-colored sofa and a wooden coffee table, centered on a patterned area rug. Two lamps provide soft lighting, while a sliding barn door and windows create an airy atmosphere. A small chair is visible in the corner, adding to the cozy setting.
Apartment in Cambridge
4.85 out of 5 average rating, 13 reviews

West Cambridge 2BR: Pet OK, A/C, backyard, lovely!

CathyRating, 5 stars6 months ago
Accommodations were exactly as described. Lower level of a duplex with a young family upstairs. Host was very responsive and helpful. Kitchen was well equipped. Back deck was really peaceful and quiet.
Superhost
A modern chef's kitchen features granite countertops and stainless steel appliances. Bar seating is available with four high-backed chairs. Blue pendant lights hang above the counter, illuminating the space. Shelves display various kitchen items, and a vibrant artwork decorates the wall.
Apartment in Quincy
4.91 out of 5 average rating, 11 reviews

Boston/Quincy- Walk to Red Line Train-Free Parking

StephanieRating, 5 stars5 months ago
We had a lovely time staying at Julie's unit. My husband and I and our small dog enjoyed our stay. Julie is very easy to communicate with and responsive. The bed is comfortable in a spacious bedroom. The other areas are comfortable and nice. I used the office area to work and appreciated the additional monitor and spacious desk. The unit is conveniently located near two large grocery stores, Star Market and Shop N Stop, and numerous restaurants a few minutes to get to. We ate outdoors with our dog at the seafood restaurants by the beach and also enjoyed a lot of take out from the numerous Asian restaurants on Hancock. It was handy to be able to use the washer and dryer downstairs. We appreciated the on premise parking space. The neighborhood felt quiet and safe. We took frequent walks with our small dog and the neighbors are friendly. There are many appliances to use including two coffee pots, spices, and condiments. Julie is a great host. We would stay again.
Guest favorite
A verdant backyard is enclosed by a wooden fence, featuring two wooden lounge chairs positioned on lush green grass. A small shed is visible in the background, surrounded by greenery, creating a serene outdoor space.
Apartment in Gloucester
4.93 out of 5 average rating, 121 reviews

Walk to Good Harbor Beach

ColleenRating, 5 stars4 months ago
Felt welcome and comfortable from the start. It exceeded my expectations and met all my needs. I felt comfortable bringing my dog who was also welcomed. Great experience and responsive host. Thanks

Quick stats about vacation rentals that are pet-friendly in Winthrop

  • Total rentals

    50 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore