
Condo vacation rentals in Medford
Find and book unique condos on Airbnb
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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Medford vacation rentals include wi-fi 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!
Top-rated condo rentals in Medford
Guests agree: these condos are highly rated for location, cleanliness, and more.

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).

Truly Oceanfront! Spacious Family Petfriendly Home
Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

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.

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

Phil's Harvard Home - Harvard Set
Right at the heart of Harvard University, we are seconds away from university facilities and key attractions, making it a perfect place to stay if you are interested in exploring Harvard. The apartment is part of a beautiful Victorian-style house with classic architectural charm and rich history. Your space is completely private and includes a bedroom, a bathroom, a living room, and a beautiful private backyard. The entire apartment and backyard were recently renovated and updated in 2026.

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

#1A MIT & Harvard, Location! In unit W/D
Amazing Location. Walk to Harvard & MIT and we are literally steps to MBTA redline, bus and city blue bike station! Gorgeous fully furnished 1 Bedroom for your monthly stays! Great for tourists, visiting nurses, dr. and patience ( (redline goes direct to Charles/MGH), fellows, post docs, professors, etc! In-unit washer and dryer. Light filled large bay windows living room with custom built in bookshelves & our children's book library. Wood floors, AC/WIFI. Private street entrance.

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.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Cambridge Base Steps to Porter Square
The perfect Cambridge base, tucked on a quiet residential street steps from shops, restaurants, and the Red Line subway at Porter Square. This bright 2-bedroom first floor apartment features everything to work or unwind between adventures. Reach Harvard Square in one T stop. Downtown Boston is about 20 minutes via Red Line or 10 minutes by car. One street-parking permit is included. Settle in, explore on foot, and enjoy the best of Cambridge just outside your door.

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!

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.
Popular amenities for Medford condo rentals
Weekly condo rentals

Peaceful Chelsea Street |Top Floor Apt| Roof Deck|

Lovely one bedroom apartment condo, with parking

Private studio w/ parking by MIT/Harvard/BU/Fenway

The Raven!

Downtown beautiful renovation with parking

Downtown Loft Boston - Close to everything

Perfectly Renovated Home w/ Private Outdoor Oasis

The Green Suite, Private Parking Included
Pet-friendly condo rentals

Ocean View Coastal Retreat | Walk to Beach | Salem

Luxury apt w/ sauna & deck | by airport, downtown

Penthouse 2 Beds /2 Baths luxury in South Boston

Harbor Hideaway

Family Home + Near Downtown + Cool Backyard!

Condo in downtown Boston

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming 1 BR apartment in Historic Bay Village
Condo rentals with a pool

Back Bay Hub for Red Sox & Campus Move-In

Private Room in Boston Apartment

Modern condominium just miles north of Boston.

Room 2 in Spacious Modern Apartment in Boston
When is the best time to visit Medford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 562 | ﺩ.ﺇ 639 | ﺩ.ﺇ 661 | ﺩ.ﺇ 786 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 962 | ﺩ.ﺇ 735 | ﺩ.ﺇ 735 | ﺩ.ﺇ 716 | ﺩ.ﺇ 775 | ﺩ.ﺇ 665 | ﺩ.ﺇ 698 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach
- Roger Williams Park Zoo





