Kid-friendly holiday rentals in Arlington

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Arlington

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Arlington

4.93 out of 5 average rating, 151 reviews

Victorian Arlington Apt. Near Cambridge & Transit

Large two-bedroom apartment in a beautiful Victorian house near Cambridge and transit. High 10-foot ceilings, decorative moldings, and rich colors give this apartment a cozy elegance. Newly installed split air conditioners make the apartment even more comfortable. Perfect for families with lots of toys and a great playground down the block. Off-street parking for one car (electric charger available) and close to public transportation. Note, that there is no overnight street parking in Arlington.

7–14 Jan

$246 SGD per night

Guest favourite

Guest suite in Winchester

5.0 out of 5 average rating, 106 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

29 Dec – 5 Jan

$170 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)

25 Oct – 1 Nov

$169 SGD per night

Guest favourite

Guest suite in Watertown

4.99 out of 5 average rating, 208 reviews

Newly Renovated Suite near Boston w/Priv. Bathroom

Spacious in-law suite on 3rd floor of our house conveniently located in Watertown, a few steps away from Harvard Square bus line as well as a 20 minutes drive to downtown Boston. Free parking spot for your car. The main studio has a sitting area, working desk as well as a cozy dining space, with a BONUS separate bedroom and PRIVATE bathroom with shower. NO KITCHEN. When weather permits, you can relax on the balcony and enjoy the sunset while sipping your drinks. We have ample closet space.

30 Jul – 6 Aug

$231 SGD per night

Guest favourite

Guest suite in Arlington

4.92 out of 5 average rating, 157 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

$219 SGD per night

Guest favourite

Guest suite in Burlington

4.98 out of 5 average rating, 207 reviews

Relaxing 2 Room Suite with Private Bath/Deck/Patio

Welcome to this spacious, quiet and relaxing furnished suite (private entrance own deck- patio-fire pit). It is truly in an amazing location; walking distance to Mall/Lahey Hospital & only 18 mi from Boston Logan Airport, with plenty of parking. Our place is good for professionals, students, couples, solo, families (with kids). The airbnb is attached to a main house but it's contactless (check-in/-out) with own entrance. Ideal for 2, a little tight for 3 but manageable (sofa into bed).

10–17 Dec

$131 SGD per night

Guest favourite

Flat in Woburn

4.94 out of 5 average rating, 109 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!

7–14 Dec

$190 SGD per night

Guest favourite

Flat in Lexington

4.94 out of 5 average rating, 338 reviews

Warm home in Lexington, walk to town, nature trail

A newly built in-law apartment, located in the historical Lexington, is welcoming travelers home. Located in a safe and friendly community, the apartment is convenient to town center, Boston, restaurants, shops, tourist spots, and Lower Vine Brook forest trail (1 min walk)! The apartment follows enhanced cleaning protocol, with thorough ventilation and disinfecting. The HVAC system is private. Checkin and checkout are easy and no-contact. Registered with the town of Lexington: STML-21-2.

19–26 Jul

$303 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.

9–16 Aug

$161 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.

20–27 Dec

$206 SGD per night

Guest favourite

Flat in Arlington

4.98 out of 5 average rating, 175 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

10–17 Aug

$236 SGD per night

Guest favourite

Guest suite in Medford

4.92 out of 5 average rating, 126 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.

11–18 Aug

$160 SGD per night