Holiday rentals in Tewksbury

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

Value · Family · Condition

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.

Location · Family · Sleep quality

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!

Value · Family · Heating

Zen Den | Walk to UMass Lowell | Sleeps 6 | Boston

Welcome to Zen Den—a bright, private 2-bedroom apartment just a 1-minute walk to UMass Lowell South Campus. Comfortably sleeps 6 with a king bed, queen bed & sofa bed. Pet-friendly and ideal for families and traveling professionals. Enjoy a full kitchen, in-unit washer/dryer, free parking, and a thoughtfully designed space by LoCai Collective. With easy access to local restaurants, attractions, hospitals, Boston, and Nashua, this home is perfect for getaways, college visits & extended stays.

Location · Hospitality · Laundry

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!

Location · Family · Outdoor spaces

Winery Bungalow w/ Vineyard Views & Wine Tasting

Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

Value · Location · Quiet

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.

Family · Location · Laundry

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.

Value · Family · Access

Exclusive Stay: Entire Unit by UMASS

A cozy, private entire unit perfect for couples or a small family. This standalone home offers a full kitchen, full bath, and a comfortable, secure stay in a central Lowell location. Conveniently close to Chelmsford, Dracut, Tewksbury, Billerica, and Andover, with restaurants, parks, coffee shops, and local attractions just minutes away Walk to UMASS Lowell, Tsongas center, Middlesex Community College, Stoklosa Middle School, and Lowell General Hospital.

Family · Value · Comfort

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

Value · Location · Long stay

Cozy Lowell Home with Refreshed Yard & Fire Pit

This stylish and thoughtfully updated home is perfect for group getaways or family trips. Located just minutes from UMASS Lowell and other area attractions, it’s designed to feel like home—while you're away from home. Enjoy easy access to everything beautiful Lowell has to offer while staying in a fully private home with modern comforts, convenient amenities, and a charming outdoor space.

Family · Location · Wifi

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.

Location · Value · Air conditioning