Vacation rentals with outdoor seating in Medford

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Top-rated outdoor seating rentals in Medford

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Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 109 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Mar 28 – Apr 4

G$21,000 GYD per night

Guest favorite

Apartment in Somerville

4.91 out of 5 average rating, 170 reviews

Spacious, private apartment in perfect location

NOTE: We have been taking special precautions to prevent the spread of COVID-19 Coronavirus by thoroughly cleaning and disinfecting each and every item and surface in our studio before and after each of our valued guests. Cozy, spacious newly-built studio apartment with private entrance, steps away from the beautiful Mystic River and shops and restaurants of Assembly Square. Centrally-located within walking distance or easy public transport to the Boston area's many neighborhoods and hospitals

Sep 3 – 10

G$34,172 GYD per night

Guest favorite

Apartment in Arlington

4.93 out of 5 average rating, 152 reviews

Victorian Arlington Apt. Near Cambridge & Transit

Large two-bedroom apartment in a beautiful Victorian house near Cambridge and transit. High 10-foot ceilings, decorative moldings, and rich colors give this apartment a cozy elegance. Newly installed split air conditioners make the apartment even more comfortable. Perfect for families with lots of toys and a great playground down the block. Off-street parking for one car (electric charger available) and close to public transportation. Note, that there is no overnight street parking in Arlington.

Jan 26 – Feb 2

G$37,878 GYD per night

Guest favorite

Home in Somerville

4.97 out of 5 average rating, 103 reviews

The Nest | A peaceful retreat in the city

Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

Oct 31 – Nov 7

G$43,782 GYD per night

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 158 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.

Nov 16 – 23

G$33,721 GYD per night

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Aug 24 – 29

G$28,909 GYD per night

Guest favorite

Apartment in Medford

4.92 out of 5 average rating, 258 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/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Aug 12 – 19

G$37,456 GYD per night

Guest favorite

Guest suite in Woburn

4.97 out of 5 average rating, 148 reviews

Relaxing and Comfortable Home Away From Home

Privacy and comfort in complete lower level of this home. Private entrance and no shared space all within 5 minutes of shopping/restaurants and major highways. The space features a large kitchen w/dining area for 4pp, 1 bedroom with queen sized bed , living room with 65 inch tv with full cable. 1 full Bathroom with shower and tub. Washer and dryer are also included. Professionally maintained and enclosed backyard and patio area for outdoor seating.Full sized bed in the bonus room.

Jan 22 – 29

G$28,752 GYD per night

Guest favorite

Apartment in Medford

4.92 out of 5 average rating, 226 reviews

Green Line Tufts 1st flr 2 BR King W/D EasyParking

Located 3 blocks from the Medford/Tufts stop on the MBTA Green Line, this beautifully renovated, professionally cleaned, sunny 1st floor Victorian (note that the outside porch does have 8 steps), king and queen beds and an en-suite washer & dryer. Minutes to the T, Tufts and Davis Square with easy access to Harvard, MIT, downtown Boston, The Boston Garden, Fenway Park, and hospitals via public transit, apps, or car. The 5 fully furnished room apartment is available year-round.

Sep 29 – Oct 6

G$69,440 GYD per night

Guest favorite

Home in Medford

4.95 out of 5 average rating, 128 reviews

Single family home near Tufts,DT Boston,w/ parking

Gather at this attractive contemporary 1,894 sq ft single family cape for a relaxed homemade dinner for family or friends in the oversized kitchen. Spread out on the couch in the living room that has a cabin feel to it, or head out to Fenway Park or the bar from Cheers, but dig a little deeper below the surface and you'll find a surprising wealth of things that make Boston one of the best cities in America, and the world. Please make sure you read all the details before booking.

Oct 8 – 15

G$165,077 GYD per night

Guest favorite

Home in Everett

4.9 out of 5 average rating, 268 reviews

Comfortable Spacious Home Near Boston w/ Parking!

Beautiful and well-appointed two-story home! Enjoy your stay in this private home with amenities, a well-equipped kitchen, & private parking for up to 2 cars. Easy and quick access to the best of Boston, Cambridge, Salem, & surrounding areas. Living room with LED flat-screen TV with Chromecast, dining room, full kitchen with dishwasher, laundry, and more! Enjoy high-speed Wi-Fi, memory foam mattresses & a small deck, and a backyard! Close to the airport, downtown, and colleges!

Jan 17 – 24

G$30,447 GYD per night

Guest favorite

Apartment in Medford

4.98 out of 5 average rating, 128 reviews

Hipster Basecamp | parking • roof deck • fireplace

Hipster Basecamp is the perfect place to chill whether you are here for work or play. Mid-century modern design, a two-sided fireplace, free parking, new orange Smeg appliances, and a spa-like bathroom with a ceiling-mounted shower and towel heater. Whether you're feeling barista or mixologist, there's everything you need to perfect your craft and enjoy a drink on the deck. Fall in love with the original art from our curated collection and purchase a painting to bring home.

Apr 26 – May 3

G$81,729 GYD per night