Condo vacation rentals in Medford

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Top-rated condo rentals in Medford

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

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Guest favorite
A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.
Condo in Peabody
4.94 out of 5 average rating, 98 reviews

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Guest favorite
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.
Condo in Somerville
4.82 out of 5 average rating, 161 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 favorite
The living area features a light-colored rug, a blue sofa, and a brown leather sectional. An assortment of plants decorates the space, with natural light streaming through large windows covered with light curtains. A small side table holds decorative items, and a curated shelf displays books and guitars.
Condo in Somerville
4.97 out of 5 average rating, 127 reviews

Sunny Somerville Apartment

Our bright, airy second-floor apartment is located close to Porter, Union and Davis Squares and is a 15 minute walk to the Harvard campus. With skylights and lots of windows, our home is cheerful and welcoming. It boasts a fully equipped kitchen with all the high-quality cooking essentials you could ever need (one of us is a chef). We have adjustable-height desks and great internet (90 mbps+) for great work-cations. You'll also enjoy our central air, leafy outdoor patio and easy parking.

Guest favorite
A modern kitchen features white cabinetry with glass doors and open shelving. A spacious island with seating for four is highlighted, along with a sleek sink and contemporary faucet. Glassware and a wine bottle rest on the countertop, enhancing the functional design.
Condo in Charlestown
4.92 out of 5 average rating, 386 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

Top guest favorite
A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.
Condo in Charlestown
4.98 out of 5 average rating, 140 reviews

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. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fireplace, fully equipped kitchen & priv 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 the house and NO smoking in courtyard. Not suitable for children under 6 years old.

Guest favorite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Condo in Fort Hill
4.94 out of 5 average rating, 334 reviews

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!

Guest favorite
The living room features a sectional couch designed to seat four guests comfortably, paired with a wooden coffee table. Natural light enters through two windows, illuminating the space, while a piece of wall art is mounted above the couch. A patterned area rug adds texture to the hardwood floor.
Condo in Medford
4.99 out of 5 average rating, 133 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.

Superhost
A modern living room features a cozy gray chair with an ottoman, positioned beside a gas fireplace. A large flat-screen TV is mounted above the white stone mantel, and natural light streams through multiple windows adorned with white blinds.
Condo in Somerville
4.89 out of 5 average rating, 256 reviews

Stunning Under 10 mins to BOS w/parking & W/D

Our beautiful Somerville condo is less than 4 miles from the heart of Boston! With convenient access to public transportation and limited free parking, you can get around the city with ease. After a day of exploring Boston, retreat to the tranquility of Somerville and make dinner at home or enjoy the neighborhood restaurants. If you're visiting the nearby universities, it's only a mile from Tufts, 2.5 miles to Harvard and 3 miles to MIT.

Top guest favorite
A comfortable living area is highlighted by a modern sofa and minimalist armchairs. Natural light floods in from a window, illuminating a coffee table adorned with a book and decorative items. Shelves display plants and books, enhancing the cozy, inviting ambiance.
Condo in Davis Square
4.91 out of 5 average rating, 162 reviews

Bright & Spacious Home in Davis Sq, Somerville

Come stay in this modern and comfortable apartment, just minutes from Davis Square and within easy striking range of Harvard, MIT, Lesley, Tufts, and downtown Boston. Cook in the chef's kitchen and enjoy the beautiful sunny views from the bedrooms. Hang in the spacious garden and patio, and enjoy the quiet neighborhood, fast WiFi, and Somerville charm. This is a cozy luxury rental, close to everything you need!

Guest favorite
A cozy living area is presented with a light wooden floor and recessed lighting. A circular coffee table sits on a soft area rug, surrounded by a blue armchair and white accent chairs. Bookshelves with decorative items line one wall, contributing to the modern aesthetic.
Condo in Cambridge
4.92 out of 5 average rating, 177 reviews

Pretty private garden-level condo+parking near MIT

Walking distance of MIT/Central/Tech Square and a number of nice cafes and bars in the heart of Cambridge. + Recently finished modern apartment; + Self-checkin with a smartlock; + Private apartment exclusively yours; + Private off-street entrance; + On-street parking permit included; + Work- and laptop-friendly spaces; + Sparkling clean with new appliances and fixtures.

Guest favorite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Condo in Jamaica Plain
4.88 out of 5 average rating, 565 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Guest favorite
The main bedroom features a spacious king-size mattress adorned with a patterned duvet and two contrasting pillows. A single bedside table with a decorative lamp sits next to the bed. Light streams through two large windows, illuminating the room decorated in soft lavender hues.
Condo in West Somerville
4.86 out of 5 average rating, 131 reviews

Fairies Nest (full unit w/ desk & kitchen)

Kick back and relax in this calm, stylish space. Third-floor in-law suite with tons of natural light. Suite is entire floor (noone above or next to you) with full bathroom including shower over bath. 18 minute walk to Redline Subway- Davis Station Supermarket just around the corner Easy street parking with visitor pass

Popular amenities for Medford condo rentals

When is the best time to visit Medford?

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Avg. priceﺩ.ﺇ731ﺩ.ﺇ735ﺩ.ﺇ731ﺩ.ﺇ746ﺩ.ﺇ859ﺩ.ﺇ889ﺩ.ﺇ760ﺩ.ﺇ753ﺩ.ﺇ863ﺩ.ﺇ826ﺩ.ﺇ735ﺩ.ﺇ731
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Quick stats about condo rentals in Medford

  • Total vacation rentals

    Explore 30 vacation rentals in Medford

  • Nightly prices starting at

    Medford vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 2,770 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

    30 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!

  • Nearby attractions

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