Holiday rentals in Medford

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Top-rated holiday rentals in Medford

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Guest favourite

Guest suite in Winchester

5.0 out of 5 average rating, 104 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

9–16 Sep

$171 SGD per night

Guest favourite

Flat in Somerville

4.91 out of 5 average rating, 170 reviews

Spacious, private apartment in perfect location

NOTE: We have been taking special precautions to prevent the spread of COVID-19 Coronavirus by thoroughly cleaning and disinfecting each and every item and surface in our studio before and after each of our valued guests. Cozy, spacious newly-built studio apartment with private entrance, steps away from the beautiful Mystic River and shops and restaurants of Assembly Square. Centrally-located within walking distance or easy public transport to the Boston area's many neighborhoods and hospitals

1–8 Aug

$223 SGD per night

Guest favourite

Flat in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

7–14 Feb

$170 SGD per night

Guest favourite

Guest suite in Arlington

4.92 out of 5 average rating, 156 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.

16–23 Nov

$218 SGD per night

Guest favourite

Flat in Woburn

4.94 out of 5 average rating, 107 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

13–20 Nov

$183 SGD per night

Guest favourite

Guest suite in Watertown

4.91 out of 5 average rating, 264 reviews

Private 1BR Pied-a-terre

Fully furnished mini-suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

18–25 Nov

$130 SGD per night

Guest favourite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

13–20 Aug

$160 SGD per night

Guest favourite

Flat in Medford

4.92 out of 5 average rating, 258 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/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

8–15 Apr

$224 SGD per night

Guest favourite

Flat in Arlington

4.98 out of 5 average rating, 174 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom Private from public, patio and hot tub overlooks lake and conservation land. No stairs Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit $25.00 pet fee Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures are followed

11–18 Nov

$203 SGD per night

Guest favourite

Flat in Medford

4.98 out of 5 average rating, 126 reviews

Hipster Basecamp | parking • deck • fireplace

Hipster Basecamp is the perfect place to chill whether you are here for work or play. Mid-century modern design, a two-sided fireplace, free parking, new orange Smeg appliances, and a spa-like bathroom with a ceiling-mounted shower and towel heater. Whether you're feeling barista or mixologist, there's everything you need to perfect your craft and enjoy a drink on the deck. Fall in love with the original art from our curated collection and purchase a painting to bring home.

10–17 Sep

$560 SGD per night

Guest favourite

Flat in Medford

4.98 out of 5 average rating, 199 reviews

Charming Colonial Two Bedroom Basement Apartment

You'll have exclusive private use during you’re stay. Built in 1910 New England Colonial on a popular side street is a commuter’s dream. This beautiful tree line wide street is also known for its Historic Places such as the 1894 Park Street Railroad Station, which currently serves as the home of a community service agency. Also, Kurakula Buddhist Center for Tibetan Buddhist Studies which has been visited by the His Holiness the 14th Dalai Lama of Tibet.

16–23 Sep

$267 SGD per night

Guest favourite

Guest suite in Medford

4.92 out of 5 average rating, 125 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.

23–30 Dec

$151 SGD per night