Holiday rentals in Maynard

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Top-rated holiday rentals in Maynard

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

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Top guest favourite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham
4.98 out of 5 average rating, 135 reviews

Cozy en suite w/ high ceilings

 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

Top guest favourite
Cottage in Stow
4.97 out of 5 average rating, 247 reviews

White Pine Cottage – Cozy 3BR w/ Fireplace

Welcome to White Pine Cottage - a cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are coming to the area to visit family, work or a weekend getaway. Located in quiet wooded neighborhood with very little traffic. Relax by the fireplace and enjoy a soak in the whirlpool tub. Convenient to local farms, orchards, golfing, wooded trails and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Guest favourite
The bedroom features a spacious bed adorned with navy bedding and accented by decorative pillows. Nightstands with lamps are positioned on either side. Natural light enters through a window, illuminating the warm wooden flooring.
Guest suite in Stow
4.98 out of 5 average rating, 130 reviews

Sisu Suite: Private one bedroom suite

Private suite with separate entrance. Locked door between suite and home. Sitting room with love seat, folding wall-mounted table/desk and chairs, tv, and kitchenette. Kitchenette includes mini fridge, microwave, coffeemaker, water kettle, and toaster. Bedroom with queen sized bed. New bathroom. 25 miles west of Boston. Minutes from pick-your-own apple orchards, winery, cider breweries, and golf courses. Backyard connects to conservation land trails. 3.3 miles from S. Acton Rail station.

Top guest favourite
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.

Superhost
A cozy living room is highlighted by a beige area rug featuring floral patterns. A wooden coffee table is centered, flanked by a futon adorned with pillows. Natural light filters through a large window dressed with sheer curtains, while a ceiling fan adds a touch of comfort.
Flat in Maynard
4.89 out of 5 average rating, 575 reviews

Loft Apartment Suite in Downtown Maynard

Private apartment on top floor in downtown Maynard with full kitchen, living room and bedroom/office. A warm, cozy space with plenty of natural light! Free parking on site for 1 vehicle, and only 2 miles from the Fitchburg commuter rail line, which will bring you right into North Station in Boston! Walking distance to restaurants, cleaners, movie theater, gym, golf course, shopping... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Top guest favourite
A tranquil kettle pond is depicted, reflecting the surrounding wooded landscape and soft hues of the sky. The calm water creates a mirrored surface, enhancing the serene atmosphere of the natural setting.
Guest suite in Concord
4.98 out of 5 average rating, 153 reviews

Water front cabin-like guest suite on a quiet pond

Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Guest favourite
Home in Wayland
4.9 out of 5 average rating, 132 reviews

Spacious 4 bedroom home with large yard

Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

Top guest favourite
A stone pathway is framed by lush greenery, leading through a trellis adorned with vegetation. The path is flanked by well-kept bushes, and natural stone walls are visible in the background, suggesting a serene outdoor space.
Flat in Sudbury
5.0 out of 5 average rating, 50 reviews

Studio Apartment in Sudbury

Spacious, private first floor studio apartment with full kitchen, separate entrance and dedicated off street parking for one car. Located in a quiet, private neighborhood near the high school and just a short drive to restaurants, grocery stores and historic sites in both Concord and Sudbury. Within walking distance of the rail trail and a short drive to several great walking/hiking trails. If you are interested in a long term stay, please message us.

Top guest favourite
A comfortable living area features a soft sectional sofa, a round coffee table with a woven basket, and a reptilian-patterned rug. Natural light enters through two large windows adorned with light curtains. A potted plant, floor lamp, and stylish accent chairs create an inviting ambiance.
Guest house in Maynard
4.98 out of 5 average rating, 56 reviews

Cozy Maynard duplex: 3BR with Wood stove

Welcome to the most walkable town in Metro Boston, w/ movie theater, live performance venue, beer garden, galleries, shops, & 17 restaurants 1/2mi from our front door. Our 1910 mill town company house is a little oasis. This is a two-family house; two separate private residences side-by-side. My family occupies the other side and seasonally rents it. Between house & garage, the outside dining area and fire pit are for your private use.

Top guest favourite
A private entrance to a charming home is framed by well-maintained landscaping and a gravel driveway. Decorative flower boxes adorn the windows of the light-colored exterior, while surrounding trees provide a natural backdrop, creating a serene environment.
Flat in Concord
4.96 out of 5 average rating, 241 reviews

Mema's Place --Lovely apartment in private home

This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried).

Top guest favourite
Home in Marlborough
5.0 out of 5 average rating, 23 reviews

Garden Paradise Retreat in Marlboro

The Perfect Location Forget about traffic and the stress of finding parking! Our property boasts a prime central location in Marlboro. You will be just a short, pleasant walk from the city's best restaurants, bars, cafes, and boutique shops. Enjoy the local nightlife and dining on foot, and at the end of the night, quickly return to the comfort and quiet of your private haven.

Guest favourite
A covered patio area features plush seating arrangements on a colorful rug with floral patterns. A swinging chair adds a playful touch, while a stone grill stands ready for outdoor cooking against a backdrop of lush greenery.
Home in Marlborough
4.89 out of 5 average rating, 84 reviews

Spacious 3BR Home | Fast Wi-Fi | Parking.

Welcome to your home away from home in Marlborough, Massachusetts! This warm and inviting 3-bedroom, 2-bathroom house is perfect for families, couples, or friends, comfortably accommodating up to 6 guests. Designed for comfort and convenience, the home features a welcoming living space ideal for relaxing after a day of exploring, working, or visiting family nearby.

Popular amenities for Maynard holiday rentals