
Holiday houses in Tewksbury
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Top-rated holiday rentals in Tewksbury
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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.

Comfort Oasis with Private Garage | Steps from UML
Welcome to our Tulum-inspired 2-bed, 1-bath townhouse with a private garage in Lowell! Earthy tones and Tulum charm define this two-level retreat. Proximity to Umass Lowell, a 35 min drive to Boston makes it ideal for commuters. Hospitals like Lowell General and Lawrence General are nearby. Only 15 minutes from southern New Hampshire, our townhouse offers style, comfort, and accessibility for academics, healthcare, or a serene escape. Book now for a perfect blend of relaxation and convenience

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!

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Lakefront Suite Two-Room, Comfy, Tranquil
Located on a lovely small lake, the upstairs suite has a panoramic view from the bedroom, a private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room - it feels like an apartment, but no kitchen. Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants, a casino, or tax-free shopping. We are one hour from Boston.

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.

The Cozy Den
Welcome to your home away from home! This cozy and stylish apartment is thoughtfully designed with families in mind, offering a peaceful retreat where you can truly relax. Soft, comfortable furnishings and a calm color palette create a welcoming atmosphere, perfect for unwinding after a day of exploring. Within a walking distance to the MBTA (the T) and close to UMASS Lowell and Tsongas Center. Not to mention close to restaurants, museums, grocery stores and gas stations.

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

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!

Comfortable 3BR in Lowell – Open Layout
Welcome to a bright and spacious 3-bedroom apartment in Lowell, designed for a comfortable and easy stay. This second-floor unit features an open layout filled with natural light, a modern kitchen, and thoughtfully designed living spaces. Perfect for families, groups, or work trips, this home offers a clean, relaxed setting just minutes from downtown, UMASS Lowell, and major routes.

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.

Cozy 2 story guest house.
Peaceful, quiet 2 story guest house. Up stair bedroom with queen bed, pull out queen sofa bed on ground floor. Bathroom with tub and shower. Kitchen with fridge, sink, microwave, coffee machine and water kettle. Surrounded with wooded forest. Minutes from downtown Andover, Phillips Academy, and Merrimack College. Boston within a 30 minute drive.
Popular amenities for Tewksbury holiday rentals
Other great holiday rentals in Tewksbury

Aariz Nest

Just Ducky: Lake Front, Easy Access to Boston

Spacious 4BR Condo • 6 Beds • Parking • Near UMass

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi

Winchester Apartment on Greenway

RM #3; Wi-Fi, AC & 1 parking+TV

Pet-Friendly Luxury | Near Boston + Parking
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Pats Peak Ski Area
- MIT Museum
- York Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Monadnock State Park
- North Hampton Beach
- Boston College
- Northeastern University
- Quincy Market





