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

A cozy bedroom features a wooden bed with a light-colored duvet and decorative pillows. Natural light enters through the blinds, highlighting the warm wood flooring. A comfortable chair is positioned beside a lamp, and a subtle piece of wall art complements the tranquil atmosphere. A cooling unit is visible on the wall.

Guesthouse in Andover

4.94 out of 5 average rating, 105 reviews

The Rose Cottage *Walkable to Downtown Andover*

Welcome to your private retreat in the heart of Andover! This bright, charming cottage offers: *Prime Location: Walk to downtown shops, cafés & more! *Comfortable Stay: Cozy & clean 1 bdrm in a quiet area. *Outdoor Area: Enjoy outdoor seating surrounded by peaceful woods. *Ideal for Remote Work: Fast WiFi & dedicated workspace. *Full Kitchen: Cook meals & enjoy at a cozy two-person high-top table. *Forgot an essential? Enjoy a selection of toiletries/amenities to ensure your stay is worry-free.

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.

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.

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 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, 199 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!

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

Top guest favorite

A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.

Apartment in Woburn

5 out of 5 average rating, 163 reviews

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

Top guest favorite

A spacious living room area features hardwood floors and large windows allowing natural light. A dark wood cabinet holds a television, while a sofa and a colorful chair provide seating. An elegant kitchen island with seating is positioned in the background, showcasing warm wood cabinetry.

Apartment in Lexington

4.94 out of 5 average rating, 423 reviews

Warm home in Lexington, walk to town, nature trail

A newly built in-law apartment, located in the historical Lexington, is welcoming travelers home. Located in a safe and friendly community, the apartment is convenient to town center, Boston, restaurants, shops, tourist spots, and Lower Vine Brook forest trail (1 min walk)! The apartment follows enhanced cleaning protocol, with thorough ventilation and disinfecting. The HVAC system is private. Checkin and checkout are easy and no-contact. Registered with the town of Lexington: STML-21-2.

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!

Superhost

A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.

Apartment in Stoneham

4.86 out of 5 average rating, 335 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Guest favorite

An open living area features a cozy striped sofa and a bright red pub table. A winding black staircase leads to the upper sleeping area. Natural light enters through a nearby door. A flat-screen TV is mounted on the wall, enhancing the space's functionality.

Barn in Carlisle

4.88 out of 5 average rating, 435 reviews

Private Studio w/ Loft Center Historic Carlisle

Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.