Vacation rentals in Medford

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Top-rated vacation rentals in Medford

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

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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
4.95 out of 5 average rating, 88 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 off-street 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, & more

Guest favourite
A glass-paned door allows a view into a hallway leading to a well-lit kitchen. The hardwood floor extends into the space, and light fixtures along the ceiling provide illumination. Soft ambient light is seen towards the back, suggesting a welcoming atmosphere.
Apartment in Winchester
4.94 out of 5 average rating, 32 reviews

Winchester Apartment on Greenway

Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.

Top guest favourite
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
4.99 out of 5 average rating, 112 reviews

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

Guest favourite
Apartment in Malden
4.71 out of 5 average rating, 7 reviews

Spacious 1BR apt, 3rd floor, near T, AC, parking

Bright and spacious 1BR apt in Malden is designed for comfort and convenience, perfect for extended stays. Large & Functional Space: A comfortable full-sized bed. A spacious living area filled with natural light. Plenty of storage space. Fully Equipped Kitchen: Modern appliances, cookware and tableware. Coin-operated laundry available in the basement. Prime Location: Just a 5-10 minute walk to the Malden Center subway station (Orange Line). Close to public transportation and local amenities.

Top guest favourite
Apartment in West Medford
4.93 out of 5 average rating, 363 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 favourite
Townhouse in Somerville
4.96 out of 5 average rating, 153 reviews

Modern Somerville Cottage

My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

Top guest favourite
A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.
Home in Stoneham
4.92 out of 5 average rating, 295 reviews

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Guest favourite
The exterior of a historic gothic cottage is shown, featuring a stone facade and multiple large windows. Surrounding greenery and trees provide shade to the yard, enhancing the serene setting. A well-maintained lawn with a variety of plants is visible in the foreground.
Guest suite in West Medford
4.89 out of 5 average rating, 237 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

Top guest favourite
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.
Apartment in Magoun Square
4.98 out of 5 average rating, 253 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.

Superhost
Townhouse in Medford
4.86 out of 5 average rating, 7 reviews

2BR Townhouse with Free Parking near Boston”

Stay in a charming townhouse cottage that blends history with comfort. With original hardwood floors, rustic exposed beams, and a sunlit skylight, the home feels warm and inviting. The home has 2 bedrooms with one king-size bed, one queen-size bed, bathroom, living room, and Eat in Kitchen. The bathroom includes an original claw-foot tub and shower (5’11” max height). Free tandem parking for 2 cars, makes city access stress-free. Book your stay and feel right at home!

Guest favourite
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett
4.93 out of 5 average rating, 379 reviews

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

Top guest favourite
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.
Apartment in Medford
4.99 out of 5 average rating, 152 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.

Popular amenities for Medford vacation rentals

When is the best time to visit Medford?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Medford?

    Yes! Work meets play with ease at over 260 vacation rentals in Medford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Townhouse Rentals in Medford?

    Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do private suite rentals in Medford have air conditioning?

    Absolutely! We offer over 10 private suite rentals with air conditioning in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Medford?

    Medford has more than 220 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Medford?

    Experience the best of Medford with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Medford have free parking?

    Absolutely! We offer over 20 condo rentals with free parking in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Medford have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Medford?

    Make yourself at home in Medford by choosing from our most frequently booked neighborhoods. We have over 1,990 vacation rentals in Tufts University, over 2,130 vacation rentals in West Medford, and over 1,990 vacation rentals in East Arlington.

  • Do apartment rentals in Medford have a kitchen?

    Absolutely! We offer over 210 apartment rentals with a kitchen in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Medford?

    Four-legged friends are welcome in Medford. Choose from more than 90 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Medford

  • Total vacation rentals

    Explore 510 vacation rentals in Medford

  • Nightly prices starting at

    Medford vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 28,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    500 of Medford vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Medford rentals

  • 4.8 Average rating

    Medford stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

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