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

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, 166 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.

Top Guest favourite

The exterior of the building features a light-colored facade, with red shutters accentuating the windows. A well-maintained garden area includes a small tree and seasonal decorations, including a pumpkin. A white garage door is visible to the left, and steps lead to the entrance.

Guest suite in Peabody

4.95 out of 5 average rating, 635 reviews

PRIVATE, LARGE COUNTRY STYLE SUITE

LARGE ground floor apartment with your own entrance. Master Bedroom has: . Half bath . Queen size bed. . Full size sofa bed . TV/Netflix . Cozy gas burning heating stove . Desk/chair . Water cooler . Coffee/Tea Kitchen includes . Sink . Big Refrigerator . Microwave . Induction stove tops . Toaster Oven Living Room . Queen Sofa Bed . 2 Recliners . 50" TV Laundry Room Full Bathroom Shopping plaza 2 miles down the road and just 5 minutes to I- 95 or Rt. 1 and only 20 minutes to Boston or Salem.

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 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 modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.

Apartment in Woburn

4.84 out of 5 average rating, 61 reviews

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!

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 well-appointed studio guest suite is shown, featuring a spacious bed with soft linens and natural light filtering through a large window. A small dining table with two chairs occupies one corner, while decorative shelves with woven baskets and books adorn the walls.

Guest suite in Peabody

4.97 out of 5 average rating, 224 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 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.

Guest favourite

An open-concept kitchen is visible, featuring light cabinetry and a granite countertop. Stainless steel appliances are provided, including a refrigerator and oven. Three bar stools are positioned at the counter, and natural light illuminates the cozy seating area in the foreground.

Apartment in Wilmington

4.96 out of 5 average rating, 93 reviews

32 Nights tax free ! Getaway 4

Veteran AirB&B host offering meticuliosly maintaned apartment close to Boston. This first floor level apartment, has no apartments above or below. 2 parking spaces with more available for guests if requested. Laundry in unit, Fastest Internet Speed available, open concept with Sleeper Couch. Train is down the street to get to city, property has 2.5 acres of land for shared use amongst tenants. Enjoy the City and the area without the noise!! Hope to Host