Holiday houses in Wilmington

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Top-rated holiday rentals in Wilmington

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Guest favourite
Apartment in Reading
5 out of 5 average rating, 18 reviews

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

Superhost
A bright living area features a neutral color palette with light wood flooring. Two comfortable armchairs are positioned near a stylish coffee table, while a patterned rug adds texture to the space. The kitchen area is visible in the background, equipped with modern appliances.
Apartment in Wilmington
4.94 out of 5 average rating, 85 reviews

32 Nights tax free ! Getaway 1

Veteran Airbnb Superhosts. Cozy with all the ammenities for a home away from home. Pet friendly with dog day care down the street. About an acre for shared use amongst other guests and pets with playset for kids. Washer and Dryer in unit. Visit Salem or Boston in 20 mins. 40 mins to Beaches in Massachusetts and New Hampshire. TD Garden 20 mins, Fenway Park or Boston Common in 25 mins. 10 mins to Lahey Hospital & Medical Center. Restaraunts, shopping and public transportation all within 5 mins.

Top Guest favourite
An inviting open-concept living area features a brown sectional sofa with a chaise, accented by throw pillows. A round coffee table sits in front, surrounded by a welcoming atmosphere of honeybee-themed decor, such as hexagon shelves on the wall. A workspace with a chair is positioned nearby.
Apartment in Billerica
4.99 out of 5 average rating, 167 reviews

Air Bee-n-Bee Hive-Unique Themed Stay, Coffee bar

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

Guest favourite
A glass-paned door allows a view into a hallway leading to a well-lit kitchen. The hardwood floor extends into the space, and light fixtures along the ceiling provide illumination. Soft ambient light is seen towards the back, suggesting a welcoming atmosphere.
Apartment in Winchester
4.93 out of 5 average rating, 30 reviews

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.

A spacious living area is presented, featuring a large sectional sofa with complementary decorative pillows. Natural light flows through nearby windows, with dark curtains providing contrast. A ceiling fan offers airflow above a coffee table positioned centrally on a warm-toned floor.
Home in Wilmington
4.78 out of 5 average rating, 72 reviews

Boston burbs 3 bedroom 2 bath with home gym

Kick back and relax in this calm, stylish space. Recently renovated all new furnishings and features, brand new appliances, central heat and AC - outdoor dining and patio couch- nice back yard neighborhood has a lake with beach, swimming, fishing pier, and playground a one minute walk away, 2 floors 3 bedrooms 2 bathrooms - custom bathroom in master bedroom. House is 15 miles from Boston centrally located in beautiful lake neighborhood * NEW* Just converted garage into home gym and poker room!!

Guest favourite
A spacious living area is presented with a comfortable sofa and an elegant armchair. A dark coffee table sits at the center, while a dining table is visible in the background. Natural light illuminates the room through the windows, enhancing the cozy atmosphere.
Apartment in Woburn
4.95 out of 5 average rating, 208 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!

Guest favourite
The exterior of a modern two-story home is depicted, featuring light-colored siding and a welcoming front yard. A driveway leads to a two-car garage on the side, with a neatly maintained lawn and mature trees providing shade. A white picket fence borders the property.
Guest suite in Lexington
4.92 out of 5 average rating, 36 reviews

Modern Studio w/ Fire Pit, Play Area & Large Yard

Welcome to our cozy, modern lower-level private suite in historic Lexington, MA. Perfect for families, groups, or business travelers, it offers full private access, a living area with 1 Gbps WiFi, Smart TV, home theater, kitchenette, and a private gym with a Peloton bike. Relax by the fire pit or let the kids enjoy the play area. Explore nearby trails, Battle Green, or Boston just 20 minutes away. Comfortably hosts up to 5 guests—your perfect getaway starts here! Certificate number: STML-24-5

Guest favourite
A spacious studio suite is shown, featuring a comfortable Queen Size bed with light bedding. A couch with decorative pillows faces a work area, including a desk and chair. A closet provides ample storage space, and a kitchenette area is visible in the background.
Home in Lexington
4.89 out of 5 average rating, 36 reviews

Stay in a Family Friendly Neighborhood

One Bedroom studio suite suitable for two; located in Lexington, MA. This listing features a walk out basement with a private entrance. The room has a comfortable Queen Size bed, couch and Work Area. The closet in the bedroom has plenty of room for unpacking. Highlights include a private full bathroom, microwave and refrigerator and dedicated parking space. Keurig Coffee Machine provided, Tea Bags and Oatmeal included. Spacious area suitable for couples, tourist and working professionals.

Top Guest favourite
A bright living room features a large sectional couch adorned with soft pillows. A flat-screen TV is mounted on the wall, displaying colorful content. Natural light enters through adjacent doorways, enhancing the open layout and inviting ambiance of the space.
Home in Billerica
4.98 out of 5 average rating, 52 reviews

A Charming Cozy Modern House

Welcome to our charming home! This elegant property ideal for visiting families, couples, and business travelers. Enjoy easy access to Boston, just 21 miles away, Wilmington station only (3.5 miles) as well as local attractions such as Altitude Trampoline Park (3.8 miles), The Tsongas Center and Burlington Mall (both 8.4 miles). Perfectly situated for those visiting Burlington, Chelmsford, and Lowell, this home offers a peaceful retreat while allowing you to experience the best of New England

Top Guest favourite
A spacious living area features two couches, one in light blue fabric and the other in dark upholstery. A round wooden coffee table sits on a patterned rug. A wall mural depicts a serene landscape, while a television is mounted on the wall opposite a white shelving unit filled with books.
Guest suite in Stoneham
5 out of 5 average rating, 28 reviews

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!

Guest favourite
A cozy living area is highlighted by a large stone fireplace, complete with a decorative mantel. A flat-screen television is mounted above, and a wooden coffee table sits in the foreground, adorned with a crafted bowl containing decorative items. Natural light enters through a window, enhancing the serene ambiance.
Apartment in Woburn
4.95 out of 5 average rating, 22 reviews

Sofima-Cozy and Charming 2-bedroom apartment.

Kick back and relax in this calm, stylish space, located in North Woburn. North Woburn is a residential community that’s just 3 miles from the city center. Downtown Woburn is lined with local restaurants, bars, and shops. Several MBTA stations sit in North Woburn, and the neighborhood sits along Interstate 95 and 93, so commuting to and from the area is a breeze. Many residents choose to commute to Boston for work or leisure, located just 13 miles south via Interstate 93.

Guest favourite
A private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.
Guest suite in Lexington
4.97 out of 5 average rating, 149 reviews

Modern Farmhouse Suite in Historic Lexington

Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Popular amenities for Wilmington holiday rentals