Pet-friendly holiday rentals in Medford

3bed, 1 bath - Near Boston - Free parking

Welcome to your Malden Getaway House! Nestled in Malden, we offer convenience with Oak Grove and Malden Station nearby, plus easy access to Boston via MBTA. Explore Encore (15 min drive), enjoy nature at secluded Spot Pond(15 min walk) or Fellsmere Pond (10 min walk), and access a nearby park with everything - ideal for a memorable retreat! Our Malden Getaway House has something for everyone, whether you seek relaxation, city exploration, or peaceful nature experiences. NO PARTIES 3 beds only

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).

Licensed Boston airport studio 5 stars, subway

We are a licensed & permitted Airbnb in the Boston area, ensuring a safe, reliable experience for all our guests, meeting safety & inspectional standards. Flexible early/late check in/out, please advise us of your expected check in and check out times so we can better accommodate you & your travel plans. Normal check in 3pm, normal check out 11am. Please let us know if you need parking, we provide free off street parking during your stay. Window AC in the summer. Looking forward to hosting you.

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

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 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

3BR2Bth MIT/Harvard/TD Garden/BOS/4 Parking Spaces

Where Boston Character Lives ✅ Free parking for 4 vehicles - BONUS parking before сheck-in/after check-out is available ✅ 8-minute walk to the T
 ✅ Family, Baby & Pet friendly ✅ First-floor unit ✅ FREE luggage STORAGE in case of an early check-in/late check-out ✅ EV charger for a Fee ✅ Close to Kendall Square, MIT, Harvard, TD Garden, and downtown Boston Welcome to this modern 3-bedroom home! Enjoy living spaces, parking, and a fantastic walkable location with easy access to the T-station.

Dixie’s House, 1BD in Arlington

1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

#9 Modern Home 15 min to Boston w/ Yard & Parking

Stay in this stylish 2-story home with 3 Comfy Bedrooms + 1.5 Baths! Ideal for families or groups, it comfortably fits 6+ guests. Enjoy a fully stocked kitchen, dedicated workspace, and a private backyard with a BBQ & a fire pit. Perfectly located for exploring Boston, Cambridge, and Salem with free private parking. Your memorable stay with experienced Superhosts awaits! 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🌆 Easy Access to Local Attractions

Cozy Stylish 4br3ba 3mins to Somerville Subway

Experience classic Boston charm in this beautifully maintained 100+ year-old home, perfectly located in a quiet residential neighborhood. • Professionally cleaned after each stay • Comfy queen beds in all quiet rooms • 3-min walk to Green Line + 15-min subway ride to downtown • 14 mins to Boston Logan Airport • Free coffee & tea • 2 onsite parking spots The ideal base for your Boston business trip or vacation — historic character, modern comfort, unbeatable convenience.

Sunny home minutes from Boston. Free parking.

Wonderful home with high ceilings, lots of natural light, wood flooring throughout. Lovely restored kitchen and bath with original touches from when the house was built 1928. All new appliances in the spacious kitchen.  Cozy and homey dining room, living room, sun-room / office, 60" TV on 1st floor. Three comfortable bedrooms and bathroom on 2nd floor; 2 queen and 1 full. Each with an individual AC unit. 2-car off street parking. Washer/dryer. Dog allowed by request.

Cozy Large House close to TUFTS/Harvard/MIT 4BR

Our house is nestled on a safe tree-lined, in the perfect Medford location around a traditional neighborhood. Private 1200 sq/ft 4 Bed, memory foam mattress, fast streaming TVs with a 1,000Mb speed (no cable TV), fully equipped kitchen. Sleeps 9 comfortably. Parking included. Short walk to several restaurants. Very close to Tufts, Harvard, Cambridge, Boston (14 min. by car). 8 minutes walking from Ball Square T Station (green line).