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
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.
Apartment in Medford
4.95 out of 5 average rating, 85 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.
Flat 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.

Superhost
A modern kitchen is highlighted by light cabinetry and stainless steel appliances. An island with a wooden countertop provides seating for two. A dining table with black chairs is positioned nearby, complemented by natural light from a window.
Townhouse in Medford
4.87 out of 5 average rating, 63 reviews

2BR Townhouse Family-Friendly Stay near Boston”

Welcome to our bright and private townhouse in Medford, with parking! You'll have your private entrance, designated driveway, and parking. The house has a full kitchen with pots, pans, dishes, and utensils, and in-unit washer/dryer, 3 TVs and fast WIFI. Perfectly located in Medford, come and make yourself at home. The home has 2 bedrooms with one king-size bed, one queen-size bed, bathroom, living room, and Eat in Kitchen. The unit is 1000 square feet so there's lots of space to spread out.

Superhost
A spacious living area is observed from above, featuring a cozy couch and a decorative area rug. A wooden dining table with yellow chairs is visible, while large windows allow natural light to shine into the room, showcasing a view of the outdoor space.
Flat in Medford
4.75 out of 5 average rating, 56 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
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, 126 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.

Top guest favourite
The historic two-story home features a white exterior with green shutters and a covered front porch. Lush green grass and blooming flowers adorn the yard, while a white picket fence lines the property. A tree with white blossoms is visible beside the entrance.
Guest suite in West Medford
4.95 out of 5 average rating, 65 reviews

Charming 1Bd Apt. in Historic Arlington Home

This lovely apartment is part of our charming and historic New England home. Guests have their own private entrance and an entire 1bd/1.5ba apartment to enjoy. Our quiet neighborhood has access to public transportation and is close to Boston, Cambridge, Somerville and Medford. It is the perfect spot if you are in town on vacation, for work, or for an event! We are happy to help with anything you might need but will otherwise give you your privacy. We look forward to your stay in Arlington!

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
4.96 out of 5 average rating, 113 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 bedroom features a queen bed with a white duvet and an orange throw blanket. Two bedside lamps are positioned on either side. A workspace with an ergonomic chair and a mirror is present, along with a window allowing natural light to fill the room.
Flat in Medford
4.98 out of 5 average rating, 93 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.

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, 253 reviews

Hipster Basecamp | fireplace • views • 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.

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, 378 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
Apartment in Medford
4.99 out of 5 average rating, 136 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.

Top guest favourite
The exterior of the property features a light blue facade, with wooden steps leading to a covered entrance. Green leaves from nearby trees frame the view, providing a natural setting. Windows on either side allow for natural light to enter the space.
Flat in Medford
4.97 out of 5 average rating, 107 reviews

Traveler’s Den in Medford

Discover a cozy hideaway right in the heart of the city! Located steps from Tufts University and public transport, our private one-bedroom offers a full bath and separate entrance. Whether you're venturing to Cambridge or Downtown Boston, your journey begins easily. A plethora of dining and coffee spots await just around the corner. Note: Kitchen access not provided. Experience comfort, convenience, and a touch of charm in the Traveler's Den!

Popular amenities for Medford holiday 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 holiday rentals in Medford

  • Total holiday rentals

    Explore 510 holiday rentals in Medford

  • Nightly prices starting at

    Medford holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 28,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    500 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