Holiday houses in Wakefield

Modern Apartment | Easy Boston Access + Parking

Experience comfort and convenience in this stylish one-bedroom apartment just minutes from Boston. Ideal for professionals and travelers, it features: - A queen bed with crisp white linens. - A modern bathroom with a quartz countertop and stand-up shower. - A fully equipped kitchen and in-unit laundry. - Samsung Smart TV for streaming. - Pet-friendly accommodations. Enjoy building amenities like a gym and clubroom, secure parking, and easy commuter rail access. Perfect for business

Winchester Apartment on Greenway

Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.

Large 2-Bedroom 12 miles to Logan 10mile to Boston

Large 2BR in downtown Stoneham! Sleeps 6 with a king bed, full bed, and pull-out sofa. Enjoy a full kitchen, dining room, walk-in shower, in-unit washer/dryer, and AC. Hardwood floors throughout. Relax in the private yard with umbrella and table. Family- and pet-friendly, close to shops, restaurants, and just a short drive to Boston. Free street parking and Wi-Fi included—perfect for short or extended stays! Close to Boston with just 10 miles to Faneuil Hall and 12 Miles to airport 8to Everett.

Beautiful home next to train to Boston, near Salem

Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

Welcoming 7-room house <15 miles to Boston & Salem

Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.

The Cottage Suite

Welcome to our private in-law apartment located in the basement of a family home. The clean and open concept apartment is fully equipped for a comfortable length of stay for you and your family. We are very close to the heart of Stoneham and STEPS to the local grocery store, pharmacy, restaurants, and ice cream shop. The nearest bus stop is a 2 min walk that will take you to Oak Grove Station in Malden which connects to the train station in Boston! If driving, I-95 and I-93 are minutes away!

Cozy Basement Apartment-Stoneham

This is a private in-law apartment in the basement of the home. Full Kitchen/living room combination, full bath and 1 bedroom with private entrance. Close to Routes 93 and 128 and 95. 15-45 minute drive to Boston depending on the traffic and time of day. Convenient to grocery stores and shopping plaza, casino. We live in the main house above the apartment. There is potential for a little overhead noise. Please read the whole listing and house rules. Must be 21 to request this listing!

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 with a microwave and Keurig coffee. 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.

Cozy One Bedroom Private Unit - Prime Location!

Come relax at this peaceful place with your own private entrance! This cozy spot is located 17 miles from Downtown Boston, a close drive to the beautiful Cape Ann, and a short 25 min drive to Cranes Beach, Magnolia, Rockport, plus many other beautiful farms and lakes. Finally, it's less than 2 miles from MarketStreet Shopping Center, Lake Quannapowitt, and Wakefield's Train Station which takes you to Downton Boston so you can avoid expensive parking fees!

Comfortable New Construction

Easy access to everything from this centrally located place. a couple of minutes within route 95 & 93 Junction of Boston North. 20 minutes to downtown Boston. Easy on/off to Highways, destinations, and hospitals. Fine dining and fantastic takeout available all within minutes of this location. 5 off street parking spots and garage for company if family or friends come to visit! dedicated private office space. All hosted by Full time Experienced Airbnb team

Walk to train, lake and downtown - pets welcome

This is the perfect place to relax and make a home for your visit to the Boston area. You'll be steps from the park, Lake Quannapowit, shops and restaurants and the train station. The atmosphere is chill and relaxed. Upon arrival, you'll find coffee, tea, eggs and butter. If you're bringing your furry family member, there will be dog bowls and poop-bags too. Dog bed and cat litter box available upon request.

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.