Condo vacation rentals in Medford

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Top-rated condo rentals in Medford

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favourite
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
4.98 out of 5 average rating, 111 reviews

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).

Superhost
A spacious living area features a dark sectional sofa adorned with decorative pillows in varying colors. A glass coffee table is positioned in front, while a baby grand piano is visible in the background, alongside large windows that allow natural light to fill the space.
Condo in Medford
4.81 out of 5 average rating, 154 reviews

Peaceful/Sunny Apt w/Baby Grand Piano Near Transit

Pristine clean interior. WIFI/Cable TV, AC in all rooms. Fully Equipped Kitchen, a Baby Grand Piano., share Washer & Dryer. Safe to walk 24/7. Near Mystic River, 6 min driving from downtown Boston, Harvard & Tufts Univ, Fenway Park, TD Garden, Casino, all major Hospitals. Walk to Subway Station, supermarket, 24/7 pharmacy. Private parking ($15 per day) or free Street parking one block away. Near Mystic River reservation, ideal for hiking, biking. Short access to all highways, leading to Salem

Guest favourite
Condo in Somerville
4.83 out of 5 average rating, 241 reviews

3BR Spacious home close to Boston with parking

This home is centrally located for a great trip! It’s only about a 10 min walk to the train station that takes you straight into Boston in less than 15 mins. A Quiet neighborhood with tons of restaurants, cafes, grocery store that’s 5 walk away. Equipped with high speed internet, a fully accessorized kitchen, & many other functional home amenities. Location here is pivotal. All within walking distance to Assembly Row with restaurants, shops, bars, a theater, and many other fantastic attractions.

Top guest favourite
A spacious bedroom features a metal bed frame with a colorful patterned coverlet and two soft pillows. Natural light filters through two large windows adorned with blinds. A wooden dresser adds additional storage, complementing the blue wall and vaulted ceiling.
Condo in Somerville
4.83 out of 5 average rating, 184 reviews

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

A clean, sunny, and spacious home with modern amenities. Located within a short walk of the T that gets you anywhere in Cambridge, Brookline, and Boston. 5-minute walk to Tufts University. **Updated 2/23/25** We started hosting when AirBnB first launched, and the pics are from a pro photographer AirBnB offered as a complementary incentive to bring more hosts onboard. The only things that have changed since then are that we had twins, and there is minor evidence of that throughout the house.

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Condo in Somerville
4.82 out of 5 average rating, 254 reviews

Spacious, cozy home near Boston!

Stylish, spacious home 15 minutes from the heart of Boston including downtown Boston, Back Bay, Beacon Hill. Minutes away from MBTA green line (Sullivan) and orange line (Assembly). Assembly Square full of restaurants, bars and shops 5 minutes away! Short drive to Harvard/Tufts/Northeastern/BU and other major universities. - NEWLY renovated home - Brand new furniture - 3 bedrooms, 3 bathroom - Fully equipped kitchen - Fully equipped bathrooms with towels and toiletries - Professional clean

Top guest favourite
The modern kitchen features sleek stainless steel appliances and a spacious island with seating. Natural light fills the area from multiple windows, highlighting the granite countertops. A dining table sits within the open layout, creating an inviting space for meals.
Condo in Medford
4.96 out of 5 average rating, 104 reviews

Modern, Spacious, Top Floor Condo in A++ Location!

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 108 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Top guest favourite
Condo in Cambridge
4.92 out of 5 average rating, 879 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Top guest favourite
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
4.97 out of 5 average rating, 133 reviews

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!

Top guest favourite
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
4.98 out of 5 average rating, 151 reviews

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.

Top guest favourite
A well-equipped kitchen features dark wooden cabinetry, white countertops, and a mix of modern appliances including a refrigerator, oven, and microwave. Natural light comes through multiple windows, while a brick column adds texture to the space. A dishwasher and coffee maker are also present.
Condo in Medford
4.99 out of 5 average rating, 145 reviews

Tufts 2 Bed + Office & Free Parking

Welcome to your spacious retreat in the charming town of Medford, just minutes from downtown Boston and steps from Tufts University. This well-appointed 2-bedroom home with separate office offers 1,200 square feet of living space, making it an ideal choice for families and groups. Enjoy the convenience of free parking and a prime location that makes exploring Boston a breeze. After a day of adventure, return to your comfortable home away from home.

Guest favourite
Condo in Somerville
4.89 out of 5 average rating, 264 reviews

Bright Modern Condo 10 mins to Boston with Parking

Our beautiful Somerville condo is less than 4 miles from the heart of Boston! With convenient access to public transportation and limited free parking, you can get around the city with ease. After a day of exploring Boston, retreat to the tranquility of Somerville and make dinner at home or enjoy the neighborhood restaurants. If you're visiting the nearby universities, it's only a mile from Tufts, 2.5 miles to Harvard and 3 miles to MIT.

Popular amenities for Medford condo rentals

When is the best time to visit Medford?

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Avg. price$214 CAD$243 CAD$251 CAD$283 CAD$327 CAD$338 CAD$279 CAD$279 CAD$272 CAD$295 CAD$253 CAD$265 CAD
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Quick stats about condo rentals in Medford

  • Total vacation rentals

    Explore 40 vacation rentals in Medford

  • Nightly prices starting at

    Medford vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Medford vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Medford rentals

  • 4.9 Average rating

    Medford stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Medford’s top spots, include Alewife Station, Wellington Station, and Davis Station