Holiday rentals with a patio in Winthrop

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

Top-rated Holiday Accommodation with Outdoor Verandahs in Winthrop

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 106 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 favourite
A spacious yacht is docked along a wooden pier. The boat features a white exterior with a flybridge and is surrounded by calm waters. In the background, other boats and waterfront buildings can be seen under a clear blue sky with a few fluffy clouds.
Boat in Charlestown
4.95 out of 5 average rating, 148 reviews

2BR Spacious Yacht - Heat & AC- On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Guest favourite
The dining area features a wooden table surrounded by sleek black chairs. Artwork adorns the walls, adding character to the space. A cozy illumination is provided by a pendant light, while warm hardwood flooring complements the inviting atmosphere.
Apartment in Cambridge
4.94 out of 5 average rating, 100 reviews

Elegant 2-Bed Oasis in Cambridge Near Harvard/MIT

Welcome to your Cambridge retreat! This spacious, newly remodeled 2-bedroom home offers 1,250 sq ft of stylish, light-filled space just steps from the Charles River and minutes from Harvard Square. With two and a half baths, it's perfect for families, business travelers, and friends. Enjoy nearby scenic paths, easy access to cafes, shops, and transit to Boston. High-speed Wi-Fi, smart TVs, and a fully equipped kitchen ensure comfort. Book now to experience the best of Cambridge and Boston!

Superhost
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
4.83 out of 5 average rating, 239 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 favourite
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
4.84 out of 5 average rating, 111 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 favourite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in North Chelmsford
5 out of 5 average rating, 246 reviews

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Top Guest favourite
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
4.99 out of 5 average rating, 183 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.

Top Guest favourite
A light-filled living area features a soft blue sofa adorned with cushions in vibrant colors. Large windows offer views of the serene water outside, while greenery and a stylish glass coffee table enhance the inviting atmosphere.
Guest suite in Beverly
4.99 out of 5 average rating, 104 reviews

Shoreview Studio Lounge

This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.

Guest favourite
Home in Hull
4.96 out of 5 average rating, 140 reviews

Walk to Nantasket Beach-Retro Cottage with Parking

Walk just 10 minutes to Nantasket Beach from this charming coastal cottage tucked into a large private yard. Enjoy the perfect mix of beach-town charm and modern comfort, with driveway parking and a peaceful outdoor space to unwind after a day by the ocean. Enjoy all Hull has to offer, from fresh seafood to nature reserves and paddleboarding. Convenient ferry access makes a day trip to Boston a breeze.

Top Guest favourite
Cottage in Lakeside Marblehead
4.99 out of 5 average rating, 152 reviews

Steps from Harbor, Pool, Backyard Garden, Parking

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces

Top Guest favourite
A well-lit bedroom features a spacious bed adorned with decorative pillows. Natural light enters through a window with blinds, offering a view of the outdoors. A bedside lamp casts a gentle glow, while a piece of wall art adds a touch of color to the room.
Apartment in Lynn
4.98 out of 5 average rating, 176 reviews

Spacious & Luxury House |Overlooking Boston Harbor

Updated and modern unit with 2 levels of living space filled with endless options for entertainment. Lots of space for big families. Lots of space for Parking. Please list correct number of guests on your reservation to avoid additional charges for undisclosed guests. For larger groups feel feel to book the unit below this as well to have the whole house to yourselves.

Guest favourite
The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.
Guest suite in Admirals Hill
4.97 out of 5 average rating, 175 reviews

Modern Suite Near Boston, Airport & Downtown

Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.

Popular amenities for Winthrop Holiday Houses with Outdoor Verandahs

When is the best time to visit Winthrop?

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Quick stats about holiday rentals with a patio in Winthrop

  • Total holiday rentals

    Explore 90 holiday rentals in Winthrop

  • Nightly prices starting at

    Winthrop holiday rentals start at $55 AUD per night before taxes and fees

  • Verified guest reviews

    Over 12,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Winthrop holiday 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