Vacation rentals with a patio in Winthrop

Find and book unique patio rentals on Airbnb

Quick stats about vacation rentals with a patio in Winthrop

  • Total vacation rentals

    Explore 90 vacation rentals in Winthrop

  • Nightly prices starting at

    Winthrop vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 12,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Winthrop vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winthrop rentals

  • 4.9 Average rating

    Winthrop stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Winthrop's top spots, include Orient Heights Station, Beachmont Station, and Suffolk Downs Station

Top-rated patio rentals in Winthrop

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.
Condo in Winthrop
4.98 out of 5 average rating, 111 reviews

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

Top guest favorite
A light-filled living room features a sofa and two armchairs arranged around a wooden coffee table. Curtains frame the windows, while a chandelier hangs from the ceiling. A small plant adds a touch of greenery, and a television is positioned nearby.
Apartment in Cambridge
4.94 out of 5 average rating, 121 reviews

Newly renovated 3bed/2ba apt Davis/Harvard/Porter

Newly renovated modern 3 bed, 2 bath, spacious & sunny entire apartment in the heart of Cambridge, 10 min drive to Boston. Great location with walking distance to Davis & Porter Sq (8 min walk), Harvard Sq (25 min walk). Close to MIT, Harvard, Lesley, and Tufts. Close to public transportations, red line, commuter rail (North station), bus stops (3 min), direct line to Downtown Boston. Restaurants, cafes, bars, theaters, grocery stores & shops. Tennis court, bicycle trail, parks, Fresh Pond Lake.

Top guest favorite
A dining area is showcased featuring a round table surrounded by four chairs. Natural light enters through large windows, illuminating an area rug with a floral pattern. A small desk is positioned nearby, alongside a bookshelf, creating a functional and inviting space.
Apartment in Medford
4.97 out of 5 average rating, 126 reviews

2-bedroom home with free street parking

2-bedroom home with free street parking nestled 15 minutes away from downtown Boston. This second floor apartment is located within walking distance to some great Italian restaurant, Starbucks and Dunkin' Donuts, Target, and 10 minutes by car to Encore casino and Assembly Square, where you find dozens of outlet stores and an incredible line up of restaurants. If you are an outdoor enthusiast, the Fells Reservation is a 5 minute drive, where you will find miles of trails to hike and bike.

Top guest favorite
A spacious living area is shown, featuring a light-colored sectional sofa, an accent chair, and a wooden coffee table. Natural light filters through large sliding doors, which open to a private deck. A soft area rug lies beneath the furniture, enhancing the cozy atmosphere.
Condo in South Boston
4.95 out of 5 average rating, 124 reviews

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!

Guest favorite
A well-lit dining area features a wooden table surrounded by chairs, complemented by a decorative chandelier overhead. The open layout allows for a view into the comfortable living area, where soft seating and natural light create a relaxed ambiance.
Home in Winthrop
4.85 out of 5 average rating, 118 reviews

Sunny 3 bedroom on beach

Welcome to our beautiful 3 bedroom apartment on the beach! Enjoy stunning ocean views and easy access to Winthrop Beach, only 2 minutes away. Accommodations for up to six guests, making it perfect for families or groups of friends. Bright and airy living area with plenty of natural light and a cozy seating area, perfect for relaxing after a long day at the beach. The dining area offers ample seating, and the fully equipped kitchen, private deck with breathtaking views of the ocean.

Top guest favorite
A living area features a large wall adorned with natural-themed artwork, complemented by two windows allowing ample light. A flat-screen TV is mounted on the wall opposite a small table with a woven texture. A plush gray sofa enhances the inviting space.
Apartment in Newton
5 out of 5 average rating, 113 reviews

Inn at Newton Highlands, Suite 2, Apartment-Hotel

This gorgeous 1,800 sq. ft. 3 bedroom, 2 1/2 bathroom suite at The Inn at Newton Highlands is impeccably designed and decorated. It occupies the second and third floors of the building and immerses you in luxury and style. Its private 800 sq. ft. deck offers stunning views of the village. The space comes with a bonus room. This suite is one of several luxury suites in a small boutique Inn located in the heart of Newton Highlands in a beautiful , fully remodeled historic building.

Top guest favorite
The exterior of a stylish two-family home is depicted, featuring a welcoming porch with white railings and a neatly landscaped front yard. Flowering plants, small trees, and a paved pathway lead to the entrance. The upper floor includes strategically placed windows, allowing natural light to filter in.
Apartment in Winthrop
4.97 out of 5 average rating, 103 reviews

Pleasant Place 2

This stylish place to stay is perfect for a single person or couple. It is a very beautiful space in a lovely 2 family, owner occupied home. Winthrop is a beautiful oceanside residential community situated at the entrance of the most beautiful harbors in New England. Winthrop offers small town suburban living, within minutes to Boston. We have public transportation to downtown Boston in about 20 minutes, Logan Airport in 15 minutes. We also have a Ferry Service to Boston.

Top guest favorite
A cozy living room features a comfortable brown leather sofa and a modern accent chair. A round glass coffee table sits on a patterned area rug. A potted plant adds greenery, while large windows allow natural light to fill the space. A bright entryway leads to additional areas.
Apartment in Cambridge
4.95 out of 5 average rating, 109 reviews

Wonderful Cambridge Apt. for Short and Long Stays!

Spacious and relaxed, this private, 2-bedroom/5-room apartment is located on the first floor of a classic "triple decker" near Porter and Davis Squares. The apartment has a full kitchen, living and dining room, and access to a shared laundry room. Surrounded by a native plant garden and mature trees, this is a wonderful base for exploring Cambridge's universities, or for longer, sabbatical stays. Harvard Square is one T stop away, or 10 minute by bike / 25 minutes by foot.

Top guest favorite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Apartment in South Boston
4.96 out of 5 average rating, 258 reviews

4br SouthBoston free parkg nrBeach, 6 min>BCEC

Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Guest favorite
A well-lit bedroom features a spacious bed with white bedding and decorative pillows. A bedside lamp stands next to the bed, and a window is dressed with long gray curtains. A mirror reflects the room's light, enhancing the sense of openness.
Apartment in South Boston
4.88 out of 5 average rating, 195 reviews

Cozy suite in the city!

Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

Top guest favorite
The historic colonial house is framed by blooming trees, showcasing a classic exterior in dark blue with white accents. A stone walkway leads to the grand entrance, featuring large windows and an inviting front door. The surrounding greenery enhances the home's stately appearance.
Apartment in Salem
4.98 out of 5 average rating, 191 reviews

The Salem House | First floor 2 bedroom apartment

Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Superhost
A living area is presented with a wall-mounted television and a small wooden table. A light-colored armchair and a decorative plant enhance the space. Dark curtains frame a window, and a patterned rug adds texture to the dark hardwood floor.
Apartment in Revere
4.91 out of 5 average rating, 106 reviews

Apartment in Revere near the airport

Enjoy the simplicity of this quiet and central accommodation. Located in a strategic area. Close to the airport, beaches, shopping malls, train station, Downtown Boston, etc. The apartment has a bedroom, large kitchen, living-dining room, full bathroom and an outside terrace overlooking the interior of the property. The living-dining room has the peculiarity of having a door with a lock so it can be used as an additional private room if required.

Popular amenities for Winthrop patio rentals

When is the best time to visit Winthrop?

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Avg. priceﺩ.ﺇ 488ﺩ.ﺇ 477ﺩ.ﺇ 544ﺩ.ﺇ 569ﺩ.ﺇ 643ﺩ.ﺇ 624ﺩ.ﺇ 654ﺩ.ﺇ 657ﺩ.ﺇ 657ﺩ.ﺇ 746ﺩ.ﺇ 588ﺩ.ﺇ 547
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