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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Top guest favorite
Home in Billerica
4.97 out of 5 average rating, 70 reviews

Family Retreat | Huge Yard, Playground & 5BR Home

Welcome to our spacious 5BR home, perfect for families, groups, and extended stays. Enjoy a large private yard with playground, comfortable living areas, and plenty of space to relax. Conveniently located near Wilmington Station with easy access to Burlington, Chelmsford, and Lowell (Boston about 21 miles away), this home is ideal for relocations and visiting professionals. Driveway parking, fast WiFi, and a fully equipped kitchen provide everything needed for a comfortable, stress-free stay.

Guest favorite
Apartment in Reading
4.9 out of 5 average rating, 29 reviews

Luxury 1BR Apt, Next to Commuter Rail #2009

Experience comfort and convenience in this stylish one-bedroom apartment just minutes from Boston. Ideal for professionals and travelers, it features: - A king 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 favorite
Apartment in Woburn
4.94 out of 5 average rating, 253 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

Top guest favorite
A charming cottage with solar panels is reflected in the calm pond, surrounded by vibrant green lily pads. Pink water lilies float gently on the surface, enhancing the natural beauty of the setting. Lush trees create a serene backdrop, adding to the peaceful ambiance.
Cottage in Winchester
4.95 out of 5 average rating, 86 reviews

The Little House - a historic New England cottage.

This old fashioned New England cottage in a pocket of wooded suburbs just 9 miles from Logan Airport. 4 miles from Lexington Green where the revolutionary war began. Inside the 128 beltway, its an oasis of calm in the heart of Metro Boston. Keyless entry for easy check in. A highly sought location for ice skating in winter. In summer, enjoy a chorus of frogs every night & ample wildlife sightings. Your hosts live next door, in a quiet, family neighborhood. Kids are welcome, parties are not.

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
4.88 out of 5 average rating, 159 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
A bright living area is furnished with a spacious sectional couch and additional seating. A modern television is mounted above a stone fireplace, complemented by decorative elements on the mantel. Large windows allow natural light to fill the space, enhancing the welcoming ambiance.
Apartment in Andover
5.0 out of 5 average rating, 16 reviews

Amazing Andover 3BR w/Roofdeck

Beautifully renovated 3 bed, 2.5 bath apartment with historic charm and an amazing ROOF DECK! The Summit Suite is appointed with everything you need for a comfortable stay, including in-unit laundry. This stunning unit is just minutes away from shopping and restaurants in Andover Center, the Commuter Rail train into Boston, Whole Foods, and Routes 495 and 93. A perfect location near Phillips Academy, Merrimack College, and event venues Stevens Estate, Andover Country Club and more.

Top guest favorite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford
5.0 out of 5 average rating, 259 reviews

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.

Top 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
4.97 out of 5 average rating, 38 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
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
4.92 out of 5 average rating, 111 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

Top 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, 184 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

Top guest favorite
A cozy living area features a dark gray sofa adorned with patterned cushions. A wooden coffee table sits centrally on a textured rug, complemented by a small black chair. Natural light streams in from a nearby window, enhancing the calming decor.
Apartment in Andover
4.98 out of 5 average rating, 117 reviews

The Historic Bell House Hygge Retreat

Nestled in the picturesque New England town center of Andover, minutes from gourmet dining, coffee shops, a Whole Foods supermarket, the Addison Art Gallery, Merrimack College and Phillips Andover we present the new: Bell House "Hygge" Retreat. It's a 200 year old structure that was completely rebuilt and remodeled by a highly skilled design team. Interior Design: Nirma Raffi Raffi Design Lab Photography: Linda Holt Linda Holt Creative

Top guest favorite
A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.
Home in North Andover
4.95 out of 5 average rating, 184 reviews

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!

Popular amenities for Wilmington vacation rentals