House holiday rentals in Wakefield

Upscale 5BR Family Home Near Boston

5-bdr, 2 full bath private house, 7 mi to Boston/airport, 1000 FT to bus & train and located in a quiet residential neighborhood. Luxury upscale furniture, hotel bedding, "5-star kitchen" per a famous chef who stayed, AC/heat (mini-splits) in all rooms, fenced yard with deck and grill, and 3-car driveway. Melrose was the #1 real estate market in the U.S. in 2015 and #4 in 2020 (search "hottest zip code melrose ma 2015"). Pls tell me about your group, pets & why you're visiting when inquiring.

Value · Family · Kitchen

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.

Location · Family · TV

Home w/Yard+Parking & <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.

Value · Location · Indoor spaces

Family-Friendly, Private Near Boston & Salem MA

Enjoy the entire private 2nd-floor apartment of this home, built in 1910. This home has updated amenities while keeping the charm of the original design. This 1,200-square-foot living space features a beautiful, private second-floor porch to enjoy the outdoors. This home is located within walking distance to a quaint downtown full of great restaurants and shops. This location is great for people looking to visit Boston, Foxborough, Salem, Encore Casino, TD Garden, and all of New England.

Family · Location · Getting around

Top 10% Stay | Sleeps 6 | Easy Boston Access

Beautifully renovated 2-bedroom retreat designed for a more elevated, comfortable stay just outside Boston. Recognized as a top 10% home, this space combines thoughtful design, a standout kitchen, and a calm, modern feel—perfect for groups, families, or longer stays. Getting into Boston is simple: the bus stops right outside and connects to Sullivan Square (Orange Line) in about 10 minutes. From your front door, downtown Boston is typically about 35–40 minutes door-to-door—no car required.

Value · Location · Check-in

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Family · Location · Solo travel

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

Location · Family · Checkout

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Location · Value · View

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Family · Value · Cleanliness

Large, Comfortable & Conveniently located Home

You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

Value · Location · Backyard

Queen Anne Victorian in Excellent Location

3BR/2FB Queen Anne Victorian in Medford Sq/Lawrence Estates. 3 fireplaces & hardwood throughout. Open kitchen, island w/hood, marble counters & SS chef’s kitchen appliances. Mahogany deck and professionally landscaped yard. Primary BR with fireplace, primary bath;marble flrs. Location location location. Steps away from Medford Square including the Chevalier Theater; Minutes away from downtown Boston, Tufts University, Davis Square and Cambridge.

Family · Value · Long stay

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Family · Value · TV