Holiday rentals with outdoor seating in Medford

4.93 out of 5 average rating, 392 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.

4.93 out of 5 average rating, 224 reviews

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.

Guest suite in Arlington

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.

A living room space features a blue sofa adorned with decorative pillows, complemented by two armchairs. A glass coffee table sits atop an area rug, with a piece of artwork displayed on the wall. Natural light enters through two nearby windows.

4.78 out of 5 average rating, 290 reviews

Spacious 3 Bed-Tufts/Cambridge/Boston-Free Parking

Our 3 bedroom apartment is located on the second floor of a 2 family home. We are on a quiet street close to Tufts University, Davis Square, Porter Square, Harvard University and only 4 miles to Boston. We are walking distance to excellent cafes, restaurants, & bars. We are a 3 minute walk to the bus stop that goes to Boston, Somerville & Cambridge, 0.7 miles to the Ball Square green line & 1 mile to Davis Square Red Line Subway. We provide THREE free off street parking spots in our driveway!

4.94 out of 5 average rating, 156 reviews

A cozy living area features two comfortable sofas flanking a light wood coffee table, with a decorative plant positioned atop it. A flat-screen television is displayed across from the seating. Large windows allow natural light to illuminate the space, complemented by soft lighting from a nearby lamp.

Home in Medford

Cozy & Modern 2 Bedroom House - Free Parking !

Welcome to our charming, renovated bungalow near Tufts University has been meticulously cared by owner and is ready to welcome new guests. Enjoy 2 beds/1 bath, private parking, and walkable access to Medford's attractions including; banks, shopping centers, local restaurants/cafes, Encore casino, public transportation, Middlesex Fells Reservation and much more. Tastefully furnished with new queen beds, remote work setup, a relaxing living area, and a fully equipped kitchen for your comfort.

4.99 out of 5 average rating, 119 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

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

Guest suite in Somerville

A spacious bedroom features a queen-size bed dressed in floral bedding, with throw pillows and a cozy blanket. Natural light enters through a glass door leading to a private outdoor area, complemented by decorative wall art and bedside lamps on either side.

4.86 out of 5 average rating, 374 reviews

Private &Modern Master Suite near Harvard Sq.

Welcome to your home away from home! This spacious and private master suite is perfect for those visiting Boston, Somerville/Cambridge. Harvard University is just minutes away. Whether you're a student, professor, academic guest, or simply exploring the area you'll find comfort, convenience, and a quiet retreat here. We are surrounded by just about everything you will need during your stay. Street Parking Available: Borrow a Parking Pass from the Host (with advance notice)

4.86 out of 5 average rating, 165 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.

4.98 out of 5 average rating, 300 reviews

Hipster Basecamp | Fireplace • Views • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. 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. (*note: record player is currently out of order)

A welcoming front porch features a wicker chair adorned with plush cushions. A hanging planter with vibrant purple flowers adds a touch of color. Green trees line the street, and a clear sky provides natural light, creating a comfortable outdoor space.

4.95 out of 5 average rating, 365 reviews

2 bedroom-fast reliable wifi, 5 min walk to T stop

Sun-filled 2 bedrooms apartment on the second floor in a quiet residential area with comfortable Queen and Full size beds, Fully equipped kitchen, spacious living room and designated working space with reliable, fast wifi. Ideal place for a family trip. Only 5 minute walk from red line subway station (Alewife stop). Free parking. Easy access to Harvard, MIT, Boston. Walking distance to Fresh Pond, Porter and Davis Sq for shopping, restaurants, clubs and cinema.

4.97 out of 5 average rating, 136 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

Our airy second-floor apartment is located close to Porter, Union and Davis Squares and is a 15 minute walk to the Harvard campus. We are close to public transit for easy trips around Somerville, Cambridge and Boston and have easy on-street parking. For nights in, our home boasts a fully equipped kitchen with all the high-quality cooking essentials you could need (one of us is a chef). We have adjustable-height desks and great internet for work-cations, too!

An inviting living area features a grey recliner and a brown sofa, arranged on an orange and grey patterned rug. A large TV is mounted on the wall, while a dining table is visible in the background surrounded by chairs. Natural light filters through the windows.

4.99 out of 5 average rating, 166 reviews

Couples Retreat - Apt in Charming Colonial Home

Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

4.97 out of 5 average rating, 180 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

Popular amenities for Medford outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.95 out of 5 average rating, 302 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

Home w/Yard+Parking & <15 Miles to Boston & Salem

4.93 out of 5 average rating, 373 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

4.94 out of 5 average rating, 194 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!

4.87 out of 5 average rating, 128 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

4.98 out of 5 average rating, 131 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

5 out of 5 average rating, 253 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, 296 reviews

A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.

Home in Dedham

Cozy, historic 3 bedroom home close to Boston!

4.9 out of 5 average rating, 208 reviews

The kitchen features navy blue cabinetry and modern stainless steel appliances, including a microwave and oven. A white countertop contrasts with the dark cabinets, enhancing the space's elegance. Natural light flows in through the windows, creating a bright atmosphere, while a small rug adds a decorative touch.

Home in Malden

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Apartment rentals with outdoor seating

4.8 out of 5 average rating, 177 reviews

An open-concept kitchen and living area is displayed, featuring a modern design with natural light flooding the space. The kitchen island is complemented by bar stools, while a cozy seating arrangement includes a couch and a decorative rug. Artwork can be seen on the walls.

Apartment in Somerville

Stunning Union Square 2 bed/2 bath w/ shared patio

4.98 out of 5 average rating, 461 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

4.92 out of 5 average rating, 231 reviews

Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

A spacious kitchen and dining area features wood cabinets and modern appliances. A wooden dining table surrounded by colorful chairs is complemented by bright floral arrangements. Light streams in from windows, illuminating the warm wood floors and creating a welcoming environment.

4.93 out of 5 average rating, 442 reviews

Quiet, Artistically Decorated Cambridge Apartment

4.94 out of 5 average rating, 460 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

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.

4.99 out of 5 average rating, 170 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

4.88 out of 5 average rating, 180 reviews

Apartment in Charlestown

Lux 2BR Apt w/ Pool and Gym

A three-story green house features a welcoming front porch with steps leading to an entrance. Lush foliage surrounds the exterior, while a paved pathway and garden beds enhance the outdoor space. A decorative lamp post stands along the pathway, contributing to the charming curb appeal.

4.99 out of 5 average rating, 102 reviews

Spacious 2bd/1ba Apt | Free Parking

Condo rentals with outdoor seating

4.85 out of 5 average rating, 269 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 Somerville

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

4.93 out of 5 average rating, 887 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

4.96 out of 5 average rating, 360 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

4.99 out of 5 average rating, 138 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

4.82 out of 5 average rating, 258 reviews

Condo in Somerville

Spacious, cozy home near Boston!

4.99 out of 5 average rating, 145 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

4.98 out of 5 average rating, 114 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