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Holiday rentals in Tewksbury

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Top-rated holiday rentals in Tewksbury

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

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Top guest favourite
Guest house in Andover
4.92 out of 5 average rating, 118 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.

Top guest favourite
The living room features a comfortable blue sofa positioned against a light grey wall. A coffee table rests on a patterned area rug, accompanied by two white chairs. Natural light enters through a window, complemented by soft lighting from nearby lamps.
Flat in Woburn
5 out of 5 average rating, 180 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.

Guest favourite
Farm stay in North Andover
4.94 out of 5 average rating, 176 reviews

Winery Bungalow: Private 2-Story Home+Wine Tasting

Our 2-story Bungalow is ideal for couples, friends, or professionals seeking a relaxing retreat. The space features a spacious living/kitchen area and full bath upstairs, a large bedroom downstairs, in-unit laundry, and additional dining and lounge seating on the enclosed porch. The entrance is through a gate and up a set of stairs, and there are also stairs inside the unit. Booking includes a wine tasting and 10% off wine purchases. Please review all details and photos prior to booking.

Top guest favourite
Guest suite in Andover
4.93 out of 5 average rating, 42 reviews

Cozy, with Lots of Space

Garden level guest suite in a quiet, single family home. Walk to commuter rail, downtown area, restaurants, and grocery stores. Ideal for an extended stay professional or graduate student seeking a private space. Fully furnished - a separate bedroom (king size bed), living room, bathroom, dining area, and kitchenette (sink, small fridge, microwave - NO STOVE). Includes 2 TVs with streaming service, wi fi, laundry, pool, and a monthly cleaning service. Off street parking.

Guest favourite
A serene bedroom features a full-size bed made with soft linens and pillows. A mirror reflects the space, while light curtains filter sunlight. A small rug adds texture to the wood floor, and additional blankets are neatly folded at the foot of the bed.
Townhouse in Lowell
4.9 out of 5 average rating, 69 reviews

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.

Top guest favourite
A modern kitchen area is equipped with white cabinets, stainless steel appliances, and a countertop. A washer and dryer are visible next to the dishwasher. A large window allows natural light to enter, while light tile flooring complements the sleek design.
Flat in Andover
4.93 out of 5 average rating, 167 reviews

Villa Ricci

Come stay in our private, cozy garden level apartment in the lower level of our home in Andover MA. We are in a quiet neighborhood within walking distance to Andover Landing at Brickstone Square and a short ride to Philips Andover, downtown Andover, Merrimack College, and 16 miles to Boston. We are close to 93 and 495 for quick access to NH, ME and Boston. Enjoy your own driveway, outdoor space, and entrance. Come stay with us.

Top guest favourite
Flat in North Andover
4.98 out of 5 average rating, 147 reviews

3 room suite, 24 miles to Boston, British decor

Lovely new 3 Room suite with Full kitchen. Ideal suburban location. 24 miles north of Boston, close to NH border. 25 min ride to NH beaches, Hampton and Rye. About 35 mins. to Salem, MA. Close to Merrimack College and Phillips Academy. You will feel at home in this spacious apt. Enjoy British influence decor. Perfect for couples or families. Unique Outdoor Pizza Oven experience can be arranged, weather permitting. Please inquire.

Top guest favourite
A charming guest house is shown with a welcoming wraparound porch, adorned with a striped awning. Lush green grass leads to the house, surrounded by trees and landscaped beds. A gravel path extends alongside, enhancing the outdoor space.
Barn in Acton
5 out of 5 average rating, 53 reviews

Hidden Gem

This memorable hidden gem in historical Acton, is anything but ordinary. With your own parking area and semi-private entrance this tastefully decorated guest house is close to many hot spots. The Bruce Freemen Rail Trail, Nara Park, Kimball’s farm in Westford and historical Concord just to name a few. Situated Thirty minutes west of Boston makes it easily accessible to all routes north, south, east and west.

Guest favourite
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.
Flat in Stoneham
4.87 out of 5 average rating, 383 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.

Top guest favourite
A spacious living area features high ceilings and an open layout. A comfortable seating area includes dark recliners facing the sleeping space, which is defined by a large bed and artwork. Light enters through multiple windows, creating a bright atmosphere.
Flat in Woburn
4.97 out of 5 average rating, 107 reviews

Newly Built En Suite

Discover a stylish en-suite apartment in Woburn, MA, managed by experienced hosts. This property features a private entrance, a spacious layout with high ceilings, and a private patio. Enjoy easy access to local attractions and the convenience of a well-equipped space. Perfect for a relaxing getaway with your furry friend, this apartment offers a blend of comfort and accessibility.

Top guest favourite
Guest house in Framingham
4.98 out of 5 average rating, 322 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Top guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Apartment in Jamaica Plain
4.89 out of 5 average rating, 581 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Popular amenities for Tewksbury holiday rentals