Vacation rentals with outdoor seating in Medford

4.98 out of 5 average rating, 131 reviews

A spacious front porch is adorned with cheerful yellow curtains and comfortable seating. Planters filled with vibrant flowers add a touch of color. An American flag gently waves in the breeze, complementing the peaceful outdoor setting.

Guesthouse in Melrose

Jimmy & Donny's AirBnB

Beautiful, 2 level guesthouse! Private entrance, bedroom/bath/living area. NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

4.99 out of 5 average rating, 174 reviews

Apartment in Billerica

Air Bee-n-Bee Hive– Unique Themed Creative Retreat

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

4.99 out of 5 average rating, 112 reviews

A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.

Home in Medford

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

Apartment in East Somerville

The spacious living area features large windows that allow natural light to fill the space. A modern black sofa and an orange couch provide comfortable seating. A wall with wooden panels adds texture, while a dining area with white chairs and a sleek table is visible in the background.

4.98 out of 5 average rating, 119 reviews

Top Floor luxury Condo

Kick back and relax in this calm, stylish space with skyline views of Boston. This sun filled top floor condo is fully equipped for short- or long-term rentals. This spacious 850sq foot apartment features one bedroom with a queen size bed, dresser and spacious closets throughout. A workspace with high speed 800BPS internet and stylish furnishings throughout. A full kitchen features gorgeous marble counter tops and high-end appliances. Off-street parking - small and medium cars only. Rear patio

Apartment in West Medford

4.93 out of 5 average rating, 365 reviews

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Guest suite in West Somerville

A wooden deck is positioned at the rear of the house, featuring a shaded area with an umbrella. Two lounge chairs are arranged next to vibrant greenery, creating a serene outdoor space. The deck is accessible via a ramp and is surrounded by lush plants.

4.93 out of 5 average rating, 211 reviews

Cozy 1 bed apt Cambridge/Somerville/Arlington line

Our location is only 1.2 miles from Tuffs University and 2.4 from Harvard University. It is in the middle of North Cambridge, Somerville, and Medford. You could walk to Davis Square or to downtown Arlington and will find plenty of good restaurants and coffee places to explore. It is only 3 minutes to public transportation, bus that connects with Red line in the MBTA subway system. Our residential neighborhood is young and vibrant, and excellent point to explore Boston and surrounding towns.

4.87 out of 5 average rating, 551 reviews

The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.

Apartment in Newtonville

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

4.87 out of 5 average rating, 297 reviews

A light gray living space features a comfortable sofa adorned with decorative pillows. A round coffee table sits in the center, complemented by a soft area rug. Two windows, including a skylight, provide natural light and views of the exterior.

Apartment in Everett

Huge 1BR w/King Bed near Airport, Boston, Salem

Location: Quick 10-20 mins to the center of Boston, 25 mins to Salem. Easy access via multiple major highways, or walk 0.7mi (HILL) to bus, taking you directly into the city. This unit is an upper-level apartment of our home (i.e., STAIRS). Enjoy self-check-in and a reserved parking spot. Living room: Roku enabled TV. Mini-kitchen: Two burner stovetop, microwave, a 4 cu. sqft fridge, and a Keurig. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper.

4.98 out of 5 average rating, 446 reviews

A cozy living room is showcased, featuring a large sectional sofa and an armchair, both adorned with decorative cushions. A wooden coffee table is positioned in front, and a TV console is visible along one wall. Natural light filters through multiple windows, enhancing the inviting ambiance.

Apartment in Malden

Near Boston / Everett historic two-bedroom

Cozy 2-bedroom apartment in charming historic 1920's home with original bathroom and original woodwork throughout, updated with modern amenities. Enjoy an amazing night's sleep on new luxury mattresses topped with crisp hotel-style linens, dreamy pillows, and cozy comforters. Cook dinner in the fully-stocked kitchen. A short Uber or subway ride into Boston. Close to Encore Casino, Assembly Row; and centrally located for day trips to Salem, the ocean, or the lakes and mountains of NH.

4.93 out of 5 average rating, 186 reviews

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.

Apartment in Magoun Square

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.

4.98 out of 5 average rating, 255 reviews

Hipster Basecamp | fireplace • espresso • 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.

4.85 out of 5 average rating, 157 reviews

A sunlit living room features a comfortable sofa with striped cushions and two armchairs with red accents. Soft rugs cover the wooden floor, while large windows with draped red curtains allow natural light to fill the space. A central coffee table adds functionality to the cozy setting.

Home in Medford

Sunny home minutes from Boston. Free parking.

Wonderful home with high ceilings, lots of natural light, wood flooring throughout. Lovely restored kitchen and bath with original touches from when the house was built 1928. All new appliances in the spacious kitchen. Cozy and homey dining room, living room, sun-room / office, 60" TV on 1st floor. Three comfortable bedrooms and bathroom on 2nd floor; 2 queen and 1 full. Each with an individual AC unit. 2-car off street parking. Washer/dryer. Dog allowed by request.

Popular amenities for Medford outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.96 out of 5 average rating, 284 reviews

A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.

Home in Wakefield

Welcoming 7-room house <15 miles to Boston & Salem

4.93 out of 5 average rating, 350 reviews

A cozy living room is highlighted by wood paneling and exposed beams. Plush seating includes a sofa and two armchairs. A coffee table is centered in the space, with a television displaying programming. Natural light fills the room through multiple windows adorned with soft curtains.

Home in Brighton

All the comforts of home, quiet city neighborhood

4.84 out of 5 average rating, 146 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 Magoun Square

Cozy Stylish 4br3ba 3mins to Somerville Subway

4.86 out of 5 average rating, 122 reviews

A spacious living and dining area features a dark grey sofa complemented by a textured area rug. A modern chandelier hangs above a wooden dining table surrounded by chairs. Natural light enters through sliding glass doors, leading to an outdoor space, while a wall clock and air conditioning unit are visible.

Home in Woburn

Cheerful 1-bedroom New England Ranch

4.93 out of 5 average rating, 276 reviews

A spacious living room exhibits rich green walls, complemented by warm wood flooring. Natural light streams through the slatted blinds, casting patterned shadows. Comfortable seating arrangements include a large couch and armchairs, with a wooden coffee table at the center and decorative artwork adorning the walls.

Home in Harvard Square

Harvard Square - free permitted on street parking

4.96 out of 5 average rating, 136 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

4.96 out of 5 average rating, 131 reviews

The exterior of a two-family home features a front porch with white railings and hanging flower baskets. A staircase leads to the entrance, flanked by flower pots. The entrance door is bright red, and the surrounding garden adds greenery to the welcoming facade.

Home in Melrose

Quiet Melrose Home

4.97 out of 5 average rating, 110 reviews

The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.

Home in Holliston

All New Private Country Setting (2 Level-No Share)

Apartment rentals with outdoor seating

Apartment in Lakeside Marblehead

An inviting outdoor deck features a seating arrangement with matching dark wicker chairs and a lounge chair, surrounded by vibrant flower pots. The entrance is framed by a dark door, and large windows allow natural light to brighten the space.

4.96 out of 5 average rating, 307 reviews

Mid Town Marblehead 1 B/R Pvt. Wing w/Own Entrance

4.94 out of 5 average rating, 432 reviews

A spacious living room area features hardwood floors and large windows allowing natural light. A dark wood cabinet holds a television, while a sofa and a colorful chair provide seating. An elegant kitchen island with seating is positioned in the background, showcasing warm wood cabinetry.

Apartment in Lexington

Warm home in Lexington, walk to town, nature trail

4.84 out of 5 average rating, 248 reviews

A modern kitchen features white cabinetry and stainless steel appliances. A large island with seating is positioned centrally, complemented by pendant lighting above. Natural light streams in through the nearby window, illuminating the sleek countertops and stylish backsplash.

Apartment in Ashmont

🎖The Ashmont Apartment | Close to Subway/Downtown

4.89 out of 5 average rating, 230 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

Apartment in North Cambridge

A well-lit living area features a leather sofa paired with a simple armchair. A wooden coffee table sits on a textured rug, while a staircase with wooden steps and a stylish brick wall provides an eye-catching backdrop. Natural light enters through a nearby window.

4.98 out of 5 average rating, 160 reviews

800sq ft, 2BR Apartment w/ AC, Laundry, Parking

4.89 out of 5 average rating, 122 reviews

A bright bedroom features a spacious bed with soft linens. Nightstands with lamps are positioned on either side. Large windows allow natural light to fill the room, which is adorned with neutral-toned walls and a simple wall art piece above the bed.

Apartment in Malden

Luxe Serene 1BR 15 min from Boston with Gym & More

4.94 out of 5 average rating, 408 reviews

A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.

Apartment in Chelsea

5 minutes to downtown. Charming. Clean. Cozy.

4.99 out of 5 average rating, 146 reviews

A bright living space features large windows allowing natural light to fill the room. Two distinct seating areas are present: a cozy armchair with a patterned throw, and a sofa with decorative pillows. A wooden coffee table sits centrally, complemented by a small dining area in the background.

Apartment in Cambridge

Cambridge Retreat - Sunny 2BR - Close to Harvard

Condo rentals with outdoor seating

4.84 out of 5 average rating, 254 reviews

The living room is furnished with a brown leather sofa and a light-colored sectional, surrounded by multiple windows allowing natural light. A dark wooden coffee table is placed centrally, adorned with a decorative bowl. An accent chair and a white cabinet add to the room's functionality.

Condo in East Somerville

A Cozy 3BR Home Close To Train + Boston & Parking

4.93 out of 5 average rating, 224 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!

4.99 out of 5 average rating, 118 reviews

A dining area features a dark wooden table surrounded by four chairs, illuminated by a modern chandelier. Light enters through large windows with sheer white curtains, revealing glimpses of a vibrant outdoor view. A colorful area rug adds warmth to the hardwood floor.

Condo in Swampscott

Newly Renovated Victorian close to Salem

4.91 out of 5 average rating, 222 reviews

A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.

Condo in South End

South End 1800sqft 2BR Audiophile Paradise

4.96 out of 5 average rating, 119 reviews

Condo in Beacon Hill

Charming and Historic Apartment

4.97 out of 5 average rating, 128 reviews

The living area features a light-colored rug, a blue sofa, and a brown leather sectional. An assortment of plants decorates the space, with natural light streaming through large windows covered with light curtains. A small side table holds decorative items, and a curated shelf displays books and guitars.

Condo in Somerville

Sunny Somerville Apartment

4.93 out of 5 average rating, 193 reviews

An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Condo in Waltham

New Super Modern 2 bed in Waltham