Vacation rentals in Wilmington

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Top-rated vacation rentals in Wilmington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Reading

5 out of 5 average rating, 12 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

Guest favorite

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

4.95 out of 5 average rating, 81 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.

Guest favorite

A cozy living area features a dark couch with a white throw blanket draped over one arm. A glass coffee table sits centrally, surrounded by natural light from the two windows. A simple shelf holds decorative items, adding a subtle touch to the space.

Home in Woburn

4.94 out of 5 average rating, 17 reviews

Quiet 2BD Single-Family, Parking, No Shared Walls!

Enjoy the rare comfort of a newly renovated (2025) single-family home—unlike many other listings, there are no shared walls, no neighbors above or below, just relax in quiet and private detached house all to yourself! Only 20 min to Boston with easy access to I-93, I-95, and Route 3. Steps from vibrant Woburn Center’s restaurants, cafes, and shops. Minutes from Lahey and Winchester hospitals. Includes full kitchen, cozy living space, and private 2-car driveway parking right next to the house.

Top guest favorite

A cozy bedroom features a queen bed dressed in white bedding with honey-colored accent pillows. A wooden dresser is positioned against the wall, complemented by hexagonal decor and a charming light fixture. Soft lighting enhances the welcoming atmosphere, while a window provides natural light.

Apartment in Billerica

4.99 out of 5 average rating, 157 reviews

Air Bee-n-Bee Hive: Coffee Bar, Fresh Eggs & Charm

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.

Top guest favorite

A spacious living area is shown, featuring comfortable gray seating arrangements and a white coffee table. A television is mounted above a modern fireplace, with a view of the kitchen seen in the background. Natural light enhances the warmth of the wooden floors.

Home in Wakefield

5 out of 5 average rating, 24 reviews

Stylish home next to train to Boston, near Salem

Boston Marathon Prime location, 1-level condo in a two-unit building with its own entrance and 2 parking spots. The kitchen is new with a bar area and all the appliances. 1st bedroom with Queen size bed is located off the living room. 2nd bedroom, with one Queen size bed, is off the kitchen. It's within walking distance to 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.

A cozy living space features a dark couch accompanied by a simple coffee table. A light-colored queen bed is visible in the background, providing a homely touch to the room. Neutral-colored walls contribute to a calm atmosphere, while natural light filters through a small window.

Home in Burlington

5 out of 5 average rating, 7 reviews

Furnished Studio in Prime Burlington Location!

$1,500/month flat – includes utilities & WiFi Fully furnished: ✔️ queen bed & closet ✔️ Couch ✔️ coffee table ✔️ kitchenette ✔️ laundry ✔️ private entrance ✔️ Roku TV Shared bathroom. Quiet, safe neighborhood, with attentive homeowner. Incredible Location! 📍 5 min drive to Burlington Mall, Lahey Clinic, 3rd Ave, restaurants, & stores 📍 Easy access to Route 95 & Rt 3 📍 Bus to Boston nearby 📍 25-min drive to Boston & Cambridge Perfect for professionals & long term stays to call “home!”

Superhost

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

4.81 out of 5 average rating, 62 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!!

Top guest favorite

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, 47 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

Guest favorite

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

4.86 out of 5 average rating, 49 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 favorite

The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.

Farm stay in North Andover

4.96 out of 5 average rating, 266 reviews

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Guest favorite

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, 20 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 favorite

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, 139 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