Holiday rentals in Medford

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Top-rated holiday rentals in Medford

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

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Guest favourite
Flat in Somerville
4.73 out of 5 average rating, 33 reviews

Stylish 1BR in Assembly Square | Pool, Gym & Views

Experience elevated living at its finest in the heart of Assembly Square, where sophistication, comfort, and style blend seamlessly to create a luxurious urban escape. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complementary gourmet coffee, plush linens and premium bath essentials • 24th-Floor Lookout Lounge offering breathtaking panoramic views of Boston • State-of-the-art fitness center, spin studio, yoga deck & outdoor wellness spaces

Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 384 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.

Top guest favourite
A deck area is depicted under a night sky, featuring a table with chairs shaded by a large umbrella. Soft outdoor lighting illuminates the space, creating an inviting atmosphere for relaxation. Lush greenery is visible in the background, enhancing the serene setting.
Guest suite in Arlington
4.93 out of 5 average rating, 221 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.

Superhost
Flat in Medford
4.75 out of 5 average rating, 60 reviews

Charming Garden-Level Loft-Style Studio!

Escape to our private studio apartment, complete with high ceilings and cozy furnishings. Located on a quiet street just minutes from Boston, our apartment is the perfect home base for your next adventure. With easy access to major highways, public transportation, and scenic hiking areas like Wrights Pond, you'll have everything you need right at your fingertips. Plus, with parking available in our driveway, you can rest easy knowing you won't have to worry about finding a spot on the street

Top guest favourite
The exterior of the bungalow features a welcoming front entrance with white railings leading up to the door. Sunlight brightens the facade, highlighting the well-maintained siding and the large windows. A lush green lawn surrounds the base of the house, contributing to the inviting atmosphere.
Home in Medford
4.94 out of 5 average rating, 151 reviews

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.

Guest favourite
A serene outdoor space features a winding stone path leading through lush green grass. Two comfortable chairs are positioned under a large tree, providing a shaded area for relaxation. Surrounding pine trees create a natural backdrop, adding to the tranquility of the setting.
Flat in Woburn
4.87 out of 5 average rating, 134 reviews

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Top guest favourite
Flat in Medford
4.97 out of 5 average rating, 123 reviews

2-bedroom home with free street parking

2-bedroom home with free street parking nestled 15 minutes away from downtown Boston. This second floor apartment is located within walking distance to some great Italian restaurant, Starbucks and Dunkin' Donuts, Target, and 10 minutes by car to Encore casino and Assembly Square, where you find dozens of outlet stores and an incredible line up of restaurants. If you are an outdoor enthusiast, the Fells Reservation is a 5 minute drive, where you will find miles of trails to hike and bike.

Top guest favourite
A well-maintained entrance features a set of stairs leading to a light grey door, framed by two tall, manicured evergreen trees. A brick pathway winds through a neatly landscaped yard, bordered by a white fence and soft green grass.
Flat in Medford
4.98 out of 5 average rating, 104 reviews

Cozy modern retreat near Tufts

THE APARTMENT: Bright & spacious 1 bedroom apartment in 2-family home near Tufts with lush backyard, private entrance, and free parking. Natural & studio lights reach into every corner of your private garden flat w/ in-unit laundry, dedicated work station, and stocked kitchenette. ULTRA MODERN: Orbi mesh wifi, electric sit-stand desk, ergonomic chair, Anker charging, dedicated Nest thermostat central AC/heat, dimmable lighting, in-unit washer/dryer, dishwasher, and 4K smart TV.

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 Medford
4.89 out of 5 average rating, 251 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
Apartment in Medford
4.98 out of 5 average rating, 90 reviews

Tufts 3 Bed + Central AC & Parking

Welcome to your spacious retreat in the charming town of Medford, just minutes from the heart of Boston and steps from Tufts University. Our well appointed 3-bedroom home offers 1,300+ square feet of living space, making it the perfect choice for families and groups. Enjoy the convenience of central AC, free parking, and a prime location that allows you to explore all that Boston has to offer. After a day of adventure, return to your home away from home and unwind in comfort.

Top guest favourite
Flat in Medford
4.98 out of 5 average rating, 292 reviews

Hipster Basecamp | Modern • Roofdeck • 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)

Top guest favourite
A newly renovated three-story home is presented with a light-colored exterior, featuring a welcoming front porch with seating. Windows let in natural light, and a tree line adds to the serene environment. A gravel pathway leads to the entrance, emphasizing the inviting atmosphere.
Flat in Medford
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.

Popular amenities for Medford holiday rentals

When is the best time to visit Medford?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Medford?

    Medford has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Medford with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Medford?

    Four-legged friends are welcome in Medford. Choose from more than 100 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 290 vacation rentals in Medford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Medford?

    Make yourself at home in Medford by choosing from our most frequently booked neighborhoods. We have over 2,260 vacation rentals in West Medford, over 2,120 vacation rentals in West Somerville, and over 2,120 vacation rentals in Teele Square.

  • 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.

  • Do apartment rentals in Medford have a kitchen?

    Absolutely! We offer over 220 apartment rentals with a kitchen in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Medford have wifi?

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

  • Do private suite rentals in Medford have free parking?

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

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with a kitchen, over 40 homes with wifi, over 20 homes with free parking, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Medford

  • Total holiday rentals

    Explore 530 holiday rentals in Medford

  • Nightly prices starting at

    Medford holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 30,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wifi availability

    530 of Medford holiday 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