Vacation rentals with a patio in Winthrop

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Top-rated patio rentals in Winthrop

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Guest favorite

A bright bedroom features a spacious bed with light bedding and decorative pillows. Two large windows allow natural light to illuminate the room. A cozy armchair and a nightstand with lamps enhance the comfort, while a subtle area rug adds warmth to the hardwood floor.

Apartment in South Boston

4.93 out of 5 average rating, 154 reviews

2 BDR/2b- walk to Seaport & BCEC

We welcome you to stay at our stylish apartment in South Boston (Southie)! Located next to West Broadway, South Boston’s main road with plenty of restaurants, coffee shops, groceries, and boutique stores. Located walking distance to the Seaport District, Convention Center (BCEC), and our local Southie beaches. The space is ideal for travelling professionals, small families, couples, and those looking for a true neighborhood experience, tucked away just minutes from all the big city attractions.

Guest favorite

A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.

Apartment in Brighton

4.96 out of 5 average rating, 99 reviews

Peaceful suite in Boston with city views

Enjoy Boston in an elegant 2 bedroom/bath with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favorite

A cozy living area features a gray sofa paired with two black chairs arranged around a circular coffee table. Framed art adorns the wall, complemented by potted plants and soft lighting. Natural light enters through window treatments, creating a bright and inviting space.

Apartment in East Boston

4.94 out of 5 average rating, 100 reviews

T-Stop Getaway: Stylish Condo by the Logan Airport

Welcome to our brand new, luxurious apartment. Conveniently located just two T stops away from Logan Airport and 2min walking distance from Orient Heights T station, Constitution Beach and just 12min to downtown. You'll have easy access to explore the city's top attractions including Fenway Park, Boston’s theater district, Beacon Hill, Harvard and MIT universities, the Aquarium, Quincy Market, museums, public garden, ducklings and swan boats, Newbury Street and even Salem MA (Witch City).

Guest favorite

A landscaped backyard area features neat, artificial grass bordered by stone pathways. Tall trees provide shade, and string lights are suspended overhead, creating a serene outdoor space. A fence and nearby structures are visible in the background, contributing to a private atmosphere.

Condo in Lynn

4.78 out of 5 average rating, 170 reviews

One bedroom apartment near Boston and Salem.

Keep in mind this is a basement apartment and has its own private entrance around the back through the side alley next to the garage, does not have cooking capabilities, nevertheless, we have a microwave, Keurig coffee machine, and a small fridge. The first and second floor of the house is also an Airbnb. Parties are not allowed. Absolutely no smoking inside the apartment, smoking is permitted outdoors. The apartment is close to Boston, Logan Airport and Salem. Lynn Shore & Nahant Beach

Guest favorite

A cozy bedroom features a spacious bed with a grey blanket and decorative pillows. Natural light filters through two sheer-curtained windows. A wooden dresser and lamp complement the room, while a vibrant artwork adds a pop of color. A ceiling fan with light is visible.

Condo in Beacon Hill

4.96 out of 5 average rating, 102 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Guest favorite

A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.

Apartment in Beachmont

4.84 out of 5 average rating, 188 reviews

Stylish and Cozy at Revere Beach

Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

Guest favorite

A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.

Home in Stoneham

4.92 out of 5 average rating, 280 reviews

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Top guest favorite

An open kitchen and dining area feature modern design elements, including an orange Smeg oven and sleek cabinetry. A large island with seating offers space for dining or food prep. Natural light is provided by skylights and a glass door leading to the deck.

Apartment in Magoun Square

4.99 out of 5 average rating, 239 reviews

Hipster Basecamp | fireplace • views • parking

Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase.

Guest favorite

A serene backyard setting features a circular stone patio surrounded by greenery. Two Adirondack chairs and a fire pit are positioned for outdoor gatherings, while a decorative birdhouse adds charm. A stone archway leads to a raised area of lush plants and flowers.

Guest suite in Roslindale

4.91 out of 5 average rating, 193 reviews

Cozy Renovated Suite w/Free St Parking near Train

Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

Superhost

A spacious studio apartment features a king-size bed with colorful bedding and wall art. A futon is positioned near a circular coffee table on a patterned rug. Two small windows bring in natural light, while a ceiling fan ensures comfort.

Guest suite in North Weymouth

4.81 out of 5 average rating, 282 reviews

Lovely studio on the coast! Beach close by!

Wonderful location located in north Weymouth. Quiet, Spacious studio apartment. Outdoor deck with patio furniture. Plenty of space for 3 guests max. - Walking distance to George lane beach & Wessagusset beach. - Convenience store, Pizza & Sandwich shop on our block. - 2 miles to Hingham shipyard - 5 miles to Nantasket beach - In between several commuter rail stations and across the street from a bus stop. - 4 miles to Quincy center - 30 minute drive to Boston!

Guest favorite

A cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.

Cottage in Hull

4.96 out of 5 average rating, 128 reviews

Retro summer cottage - walk to the beach!

A peaceful beach retreat that's close to all the action, this one-bedroom cottage is the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer and watch the sunset on the secluded patio.

Guest favorite

A spacious bedroom features a large bed adorned with decorative pillows and a cozy throw. Two bedside tables hold lamps. Art depicting serene seascapes is displayed on the wall. Natural light enters through a window covered by a white curtain.

Guest suite in Winthrop

4.85 out of 5 average rating, 130 reviews

The Strand on the Beach

Welcome to the 129 The Strand! This accommodation will transport you to a tropical paradise where you can relax and enjoy the sun, sand and sea. Located a few steps from the beach, our Airbnb is the perfect place for your dream vacation. The interior is decorated in a modern and cozy style, and is equipped with everything you need for a comfortable and relaxed stay, it has 1 bed, 1 bath, living room, private entrance, parking, & refrigerator.