Vacation rentals with outdoor seating in Chelsea

4.98 out of 5 average rating, 107 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).

4.99 out of 5 average rating, 225 reviews

Condo in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

4.89 out of 5 average rating, 235 reviews

The spacious living room features hardwood floors with an orange accent wall and contemporary artwork. A comfortable sofa and decorative throw blankets are arranged around a coffee table adorned with seasonal decor. A faux fireplace adds a decorative touch, while a small bench provides additional seating.

Apartment in Revere

Stunning Oceanview-4 Train Stop Logan Airport

Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

4.77 out of 5 average rating, 230 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

4.82 out of 5 average rating, 564 reviews

A game night setup is displayed on a coffee table, featuring a case of poker chips in various colors, a deck of playing cards, and a sound machine. A wooden tray holds a bottle of red wine and two wine glasses, complemented by a bouquet of yellow flowers.

Townhouse in Chelsea

10 min Logan Airport- 3Bed/ 2Bath, Sleep 7

Welcome to my charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, my townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at my townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

4.84 out of 5 average rating, 251 reviews

A spacious living area features a gray sofa adorned with red checkered pillows and a cozy blanket. A marble-topped coffee table sits in front, while warm wood paneling surrounds the space. Bright lighting emanates from a contemporary overhead fixture, creating a welcoming environment.

Apartment in Everett

Cozy Winter Cabin Near BOS, Airport w/Parking

Private and spacious lower level 550 sq ft studio close to the city. You'll be a quick 10-20 mins drive to downtown Boston, and 30-40 mins to coastal towns, including Salem. You'll have a reserved driveway parking spot on a quiet residential street. We provide guests with a professionally cleaned cabin, plenty of towels, and coziness! We are located on a quaint and low-traffic hill, so if you are walking to the bus, it is 0.7 mi away, with inclines. Access to our home requires steps

4.92 out of 5 average rating, 289 reviews

Townhouse in Everett

#9 Modern Home 15 min to Boston w/ Yard & Parking

Stay in this stylish 2-story home with 3 Comfy Bedrooms + 1.5 Baths! Ideal for families or groups, it comfortably fits 6+ guests. Enjoy a fully stocked kitchen, dedicated workspace, and a private backyard with a BBQ & a fire pit. Perfectly located for exploring Boston, Cambridge, and Salem with free private parking. Your memorable stay with experienced Superhosts awaits! 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🌆 Easy Access to Local Attractions

4.89 out of 5 average rating, 158 reviews

Loft in Revere

World Cup 2026 Revere Beach 1BR Boston Stay

⚽ FIFA World Cup 2026 travelers can relax in this modern private 1BR retreat near Revere Beach with quick access to Downtown Boston and Logan Airport. Perfect for couples, solo travelers, business trips, and extended stays, it features a queen bed with blackout shades, fast WiFi, Smart TV with Netflix and Prime Video, workspace, fully equipped kitchen, free driveway parking, shared patio, heating, and AC near MBTA transit, beaches, dining, and Boston attractions.

4.98 out of 5 average rating, 149 reviews

A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.

Condo in Charlestown

Large 1+bed in historic Charlestown, Boston!

Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. KING bed, work desk area, living room w/queen pull out bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house and NO smoking in courtyard. Not suitable for children under 6 years old.

4.98 out of 5 average rating, 174 reviews

A private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.

Guest suite in Lexington

Modern Farmhouse Suite in Historic Lexington

Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

4.91 out of 5 average rating, 294 reviews

A cozy living area features a beige sofa, a green armchair, and a wooden coffee table with decorative centerpieces. A stylish rug adds texture to the floor. Walls are adorned with artwork and decorative pieces, while natural light filters through the windows.

Guest suite in Lynn

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

4.94 out of 5 average rating, 104 reviews

Apartment in Everett

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Popular amenities for Chelsea outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 128 reviews

A covered porch is seen, featuring a wooden deck and decorative planters filled with vibrant flowers. Lush greenery lines the street beyond, providing a view of trees and nearby homes. Soft sunlight enhances the inviting outdoor space.

Home in Salem

Sunny Salem Condo: Quiet, convenient & parking.

4.85 out of 5 average rating, 160 reviews

A comfortable living area features a light-colored sectional sofa adorned with textured throw blankets and pillows. A wooden coffee table sits in front, and a rattan chair is positioned beside a window. Natural light streams in, highlighting the woven wall decor.

Home in Somerville

Cozy Stylish 4br3ba 3mins to Somerville Subway

4.95 out of 5 average rating, 187 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 South End

Charming South End Farmhouse - Near Northeastern!

5 out of 5 average rating, 249 reviews

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 Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

4.98 out of 5 average rating, 126 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

4.95 out of 5 average rating, 168 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

4.98 out of 5 average rating, 203 reviews

The living room features a crimson couch paired with patterned armchairs, arranged around a central coffee table. The space is enhanced by natural light from large windows with shutters. Decorative plants are positioned nearby, contributing to a cozy and welcoming environment.

Home in East Boston

Boston Best with Parking - GREAT reviews

4.94 out of 5 average rating, 191 reviews

A cozy living room features a dark sofa adorned with decorative pillows, positioned beside a glass coffee table. Light fixtures cast a warm glow, while elegant artwork and a decorative chest add character. Natural light filters in through large windows, enhancing the tranquil ambiance.

Home in Jamaica Plain

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 292 reviews

Apartment in Medford

Hipster Basecamp | Modern • Roofdeck • Parking

4.96 out of 5 average rating, 163 reviews

A cozy bedroom is presented with a spacious bed covered in a textured blanket. Two bedside lamps provide soft illumination, while a large window offers a view of greenery. Dark curtains frame the window, enhancing the serene atmosphere.

Apartment in Cambridge

Urban Oasis between MIT & Harvard

4.97 out of 5 average rating, 412 reviews

A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.

Apartment in Roxbury

Light-Filled Luxury Apartment with View

4.92 out of 5 average rating, 223 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

4.87 out of 5 average rating, 238 reviews

A cozy sleeping area features a spacious bed with a light-colored patterned bedspread. Bedside tables with lamps are situated on either side. A piece of wall art displaying floral designs is located above the bed. The floor is covered with wooden planks.

Apartment in Somerville

Spacious, private apartment in perfect location

4.98 out of 5 average rating, 181 reviews

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

Spacious & Luxury House |Overlooking Boston Harbor

4.83 out of 5 average rating, 520 reviews

A modern kitchen is presented with dark wood cabinets and granite countertops. Stainless steel appliances, including a refrigerator and oven, are featured. The space is well-lit with natural light coming through a nearby window, complemented by a mosaic tile backsplash.

Apartment in Revere

-1 Sophisticated 3 BR/2 Bath/Prkng By Airpt/Boston

4.97 out of 5 average rating, 135 reviews

The main entrance features a large, ornate door with intricate glass designs that allow natural light to brighten the foyer. An American flag is displayed beside the door, and a small planter with white flowers sits at the base of the steps.

Apartment in Salem

The 1870 Langmaid House Suite

Condo rentals with outdoor seating

4.93 out of 5 average rating, 243 reviews

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

4.93 out of 5 average rating, 872 reviews

A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.

Condo in Cambridge

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

4.97 out of 5 average rating, 342 reviews

A cozy living room features a gray sofa and a black leather chair, centered on a light-colored area rug. Two windows illuminate the space, complemented by light curtains. A wooden coffee table holds decorative items and a lamp, while a woven wall hanging adds texture.

Condo in Salem

My Place - 2 Bedroom Condo with Parking

4.95 out of 5 average rating, 121 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 - 3BR/2.5BA - Seaport BCEC

4.96 out of 5 average rating, 138 reviews

Condo in Beacon Hill

Charming and Historic Apartment

4.98 out of 5 average rating, 204 reviews

A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

Condo in Marblehead

Harbor Hideaway

4.99 out of 5 average rating, 139 reviews

An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.

Condo in Marblehead

Samuel Tucker House - Downtown Luxury 2 Bed Condo