Holiday rentals with a patio in Winthrop

4.98 out of 5 average rating, 101 reviews

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

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).

4.95 out of 5 average rating, 143 reviews

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

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.

4.96 out of 5 average rating, 132 reviews

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

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!

4.88 out of 5 average rating, 124 reviews

A modern living area showcases a grey sectional sofa, complemented by a geometric area rug. A small coffee table sits in front, and a desk with a chair is positioned nearby. Large windows provide natural light, and a cityscape photograph adorns the wall.

Apartment in East Boston

1 BR Gem 5min to Train & Airport explore the city

This modern stylish place to stay is perfect to explore the city of Boston. It’s a hidden gem 1 block away from the Blue Line T station, two stops away from downtown, the aquarium, TD Garden, Faneuil Hall, and multiple museums. 2 mins walking distance from the apartment to Piers Park and spectacular views of Boston Harbor and the skyline.Hop on the ferry to explore Seaport restaurants and bars close by with differing cultures and cuisines. Only 2 min from Logan Airport via train or car.

4.85 out of 5 average rating, 228 reviews

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

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

4.85 out of 5 average rating, 105 reviews

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

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.

Apartment in South Boston

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.

4.89 out of 5 average rating, 177 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.

4.98 out of 5 average rating, 116 reviews

A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.

Home in Danvers

Large, Comfortable & Conveniently located Home

You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

Apartment in Magoun Square

4.99 out of 5 average rating, 274 reviews

Hipster Basecamp | Modern • Fireplace • Parking

Welcome to Hipster Basecamp, a 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 suite in Point Shirley

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.

4.84 out of 5 average rating, 140 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.

4.97 out of 5 average rating, 156 reviews

A cozy living area features a spacious grey sectional sofa adorned with patterned throw pillows. A wooden coffee table sits on a patterned rug, while a decorative plant adds a touch of greenery. Natural light enters through a window lined with bold curtains, creating a welcoming environment.

Home in Salem

Heights House - 93 Walkscore|Halloween|Grill

Escape to our newly renovated, dog friendly vacation home in the heart of downtown Salem, Massachusetts. With its fresh design and luxury amenities, our space offers a peaceful retreat perfect for families and couples looking to immerse themselves in Salem's rich culture, indulge in its decadent restaurants, and explore quaint shops. After a day of adventure, unwind in comfort and create lasting memories. Book your stay now!

4.89 out of 5 average rating, 185 reviews

A modern kitchen features white cabinetry with a gray island and two black bar stools. Stainless steel appliances, including an oven and refrigerator, complement the light countertops. Pendant lights hang above the island, illuminating the space, while natural light streams through the window.

Condo in East Boston

Luxury Condo in Boston w/ backyard & parking

2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.

Popular amenities for Winthrop Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.95 out of 5 average rating, 221 reviews

A functional kitchen is equipped with wooden cabinets and modern appliances. A stove with an oven is positioned next to a microwave and kettle. Natural light enters through a window adorned with sheer curtains, pairing with decorative items on the countertop.

Apartment in Beverly

Entire 1st floor apt in charming seaside Beverly

4.88 out of 5 average rating, 130 reviews

A spacious room features a queen bed with a gray blanket, a bedside table, and a kitchenette area with an electric kettle. Light enters through large windows with shades, illuminating the teal walls, while a soft rug is placed on the wooden floor.

Apartment in Beverly

Private Studio Near Downtown & Ocean

4.92 out of 5 average rating, 112 reviews

An updated kitchen features granite countertops, white cabinetry, and stainless steel appliances. A large island with seating for four is complemented by a dining nook with natural light. Potted plants add a touch of greenery, enhancing the inviting kitchen space.

Apartment in Hull

Coastal Home Walk to Beach

4.81 out of 5 average rating, 216 reviews

A full kitchen is featured, showcasing a large granite counter with seating and a blend of modern appliances, including a gas stove and refrigerator. Exposed brick walls add texture, while natural light enters through windows, creating a bright and functional space.

Apartment in Roxbury

A King Bed | Apartment | Middle of Boston

4.96 out of 5 average rating, 129 reviews

A comfortable living room features a pair of elegant sofas arranged around a decorative wooden coffee table. The space is illuminated by natural light from a window dressed with soft drapes. A piece of art hangs on the wall, complementing the cozy ambiance.

Apartment in Salem

2 BR w/parking in Spooky Salem

4.93 out of 5 average rating, 107 reviews

A modern living area features a light gray sectional sofa complemented by a round gray ottoman and a blue accent chair. Framed artwork is displayed above the sofa, with a vibrant blue wall enhancing the space. A television is mounted on one wall, and large windows allow natural light.

Apartment in East Boston

Chic Condo next to T Station & near Airport

4.88 out of 5 average rating, 184 reviews

A spacious living area features a large leather sectional couch adorned with decorative pillows. Natural light fills the room through multiple windows, and artwork is displayed on the walls. A mounted television is visible opposite the seating area, and wooden floors add warmth to the space.

Apartment in Salem

Spooky Salem Townhome: Downtown Roof Deck&Tiki Bar

5 out of 5 average rating, 182 reviews

A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.

Apartment in Woburn

Charming 1 BR private entrance apt commuters dream

Holiday House Rentals with a Verandah

4.85 out of 5 average rating, 104 reviews

The exterior of a charming, two-car garage is showcased, featuring natural stone and a shingle roof. Wooden double doors with decorative hardware are visible, along with a basketball hoop attached to the side. The surrounding landscape includes lush green grass and trees.

Home in Westwood

sweet little house

4.91 out of 5 average rating, 329 reviews

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

Entire Apartment in Stoneham

4.95 out of 5 average rating, 180 reviews

The exterior of a charming brick house is presented, featuring rounded corners and a dark front door. Large windows allow natural light to enter, while greenery adorns the adjacent wall. The inviting entrance is complemented by stone steps leading to the doorway.

Home in Roxbury

Charming South End Farmhouse - Near Northeastern!

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve w/ Pool

4.89 out of 5 average rating, 116 reviews

Home in Cochituate

Spacious 4 bedroom home with large yard

4.96 out of 5 average rating, 140 reviews

A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.

Home in Watertown

Absolutely Gorgeous 3 Bedroom Close to Boston

4.88 out of 5 average rating, 172 reviews

Home in Quincy

5BR Boston Home w/ Free Parking & Workspace - 284

4.99 out of 5 average rating, 100 reviews

A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.

Home in Arlington

The Brickhouz at Arlington !

Holiday condos with a patio

4.87 out of 5 average rating, 148 reviews

A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.

Condo in Bay Village

Condo in downtown Boston

4.99 out of 5 average rating, 138 reviews

The living room features a sectional couch designed to seat four guests comfortably, paired with a wooden coffee table. Natural light enters through two windows, illuminating the space, while a piece of wall art is mounted above the couch. A patterned area rug adds texture to the hardwood floor.

Condo in Medford

Tufts 2 Bed + Office & Free Parking

4.92 out of 5 average rating, 129 reviews

A modern kitchen is showcased, featuring gray cabinetry and a large island with seating for four. Stainless-steel appliances are integrated seamlessly, while light reflects off the marble countertops. A dining area is visible in the background, with natural light filtering through a window.

Condo in Brighton

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

4.98 out of 5 average rating, 152 reviews

An open-concept living area showcases sleek wooden floors and ample natural light. The space includes a comfortable sofa, stylish chairs, and modern coffee tables. A large wall-mounted TV is present, with an art piece and plants adding subtle décor to the inviting atmosphere.

Condo in Arlington

Spacious Luxury 3 BR, Spotless, W/D, Parking

4.82 out of 5 average rating, 119 reviews

Condo in Norwood

The Plant Haus

4.95 out of 5 average rating, 117 reviews

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

Boston Townhouse - 3bd / 2.5ba - Central Location

4.79 out of 5 average rating, 183 reviews

A well-maintained backyard is featured, showcasing artificial turf and manicured hedges along the fence. Pathways of stone lead through the space, while decorative string lights are hung overhead, adding an inviting touch to the outdoor area.

Condo in Lynn

One bedroom apartment near Boston and Salem.