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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Top guest favourite
An outdoor deck features two ornate chairs and a small table, overlooking a serene sunset. The horizon displays soft hues of orange and blue, with the silhouette of rooftops adding depth to the scene. Lush greenery can be observed nearby.
Home in Somerville
4.98 out of 5 average rating, 151 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.

Top guest favourite
Flat in West Medford
4.93 out of 5 average rating, 367 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
Townhouse in Somerville
4.96 out of 5 average rating, 158 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 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 West Somerville
4.93 out of 5 average rating, 214 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.

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.
Apartment in Somerville
4.82 out of 5 average rating, 167 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.

Top guest favourite
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 Tufts University
4.93 out of 5 average rating, 132 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
Flat in Strawberry Hill
4.94 out of 5 average rating, 563 reviews

Spacious Strawberry Hill Suite (West Cambridge)

This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.

Top guest favourite
A dining area is showcased featuring a round table surrounded by four chairs. Natural light enters through large windows, illuminating an area rug with a floral pattern. A small desk is positioned nearby, alongside a bookshelf, creating a functional and inviting space.
Flat in Medford
4.97 out of 5 average rating, 116 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
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
4.9 out of 5 average rating, 242 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.
Flat in Magoun Square
4.98 out of 5 average rating, 262 reviews

Hipster Basecamp | Modern • Fireplace • Parking

Welcome to Hipster Basecamp, a 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.

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.
Flat in Medford
4.99 out of 5 average rating, 157 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.

Guest favourite
A bright living area features light hardwood floors and large windows allowing ample natural light. A contemporary sectional sofa and bar stools complement the space, while a dining table with chairs invites shared meals. A television is positioned against the wall for entertainment.
Home in Porter Square
4.91 out of 5 average rating, 334 reviews

Luxurious House-Harvard/PorterT 4BR/4Bath, Parking

Luxurious & Spacious 4 bedroom/ 4 full bathroom w 3 parking! 2 min walk to Porter Square T station(Red line)! 10 min walk to Harvard! Listing including 4 bedrooms, 4 full bathrooms, and a small reading room. 2 minutes walk to porter square shopping center, Star Market, CVS, Starbucks. Brand new kitchen, dining room, and new washer & dryer! You may call this place as your home!

Popular amenities for Medford holiday rentals

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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 110 apartment rentals in Medford featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with free parking, over 170 homes with air conditioning, over 190 homes with wifi, over 170 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do townhouse rentals in Medford have air conditioning?

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

  • Are there family-friendly house rentals in Medford?

    Medford has more than 80 family-friendly house rentals. 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 apartment rentals in Medford have free parking?

    Absolutely! We offer over 120 apartment rentals with free parking in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Medford have wifi?

    Absolutely! We offer over 10 private suite 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 2,080 vacation rentals in Teele Square, over 2,080 vacation rentals in West Somerville, and over 2,080 vacation rentals in Tufts University.

  • Do house rentals in Medford have a kitchen?

    Absolutely! We offer over 170 house rentals with a kitchen in Medford. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Medford?

    Four-legged friends are welcome in Medford. Choose from more than 50 apartment rentals for guests traveling with pets.

Quick stats about holiday rentals in Medford

  • Total holiday rentals

    Explore 540 holiday rentals in Medford

  • Nightly prices starting at

    Medford holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 29,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 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