Vacation rentals in Sudbury

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Top-rated vacation rentals in Sudbury

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

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Top guest favorite

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

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

4.98 out of 5 average rating, 137 reviews

Guest favorite

A spacious living room features two brown leather sofas adorned with colorful cushions. A decorative area rug covers the hardwood floor, and a coffee table sits in the center. A vibrant wall tapestry adds a pop of color, while natural light filters through the nearby windows.

Home in Marlborough

Relaxing Getaway: Entire 3 Bedroom House

Welcome to the home of Neil & Mahi. We moved from the hustle & bustle of NYC to the peace and quiet of beautiful Marlborough and we rent out our home when we are away. Marlborough offers many historical places to visit nearby including the Wayside Inn and Walden Pond. There are also several great hiking trails in the area and in the summer Memorial Beach is a joy! The house is about a 40 min drive to Boston (including Logan airport), 1 hour to Providence, RI and 45 mins to New Hampshire too.

4.92 out of 5 average rating, 92 reviews

Superhost

A spacious living room features a large flat-screen TV mounted on the wall, set against light-colored walls. A glass-top coffee table sits on a decorative rug, and a white leather sofa is positioned nearby. Soft natural light enters through large windows, enhancing the inviting atmosphere.

Home in Framingham

Newly Renovated 3 Bed 2 Bath Easy Access Boston

Welcome to our newly renovated beautiful home in Greater Boston Designed for comfort and convenience, this home is perfect for families, business travelers and groups looking for a retreat ✔Sleeps 8 : 3 Queens + 2 Sofa beds (correct # of people & pets are enforced） ✔5m Stop & Shop + LifeTime Fitness ✔15m Wellesley College ✔25m --> Downtown ✔10 m--> Remote Logan Terminal ✔27 m--> BOS Airport ✔New appliances + smart TV, bluetooth speaker ✔Private patio ✔Garden ✔Driveway parking ✔Pet friendly

4.78 out of 5 average rating, 102 reviews

Top guest favorite

A modern two-story home is visible from the driveway, surrounded by trees. The house features large windows and a welcoming front porch. A gravel pathway leads to the entrance, while autumn foliage enhances the natural setting.

Apartment in Marlborough

Rare, Private 2-Bed near Historic Wayside Inn!

This spacious 2-bed, 1-bath, private unit with kitchen is 1 min away from the historic Wayside Inn district! It is a very comfortable and quiet stay, set on a 2.3 acre private lot surrounded by oak, maple, & pine trees. This rare find is a few minute drive from Target, Home Depot, Staples, Whole Foods, other grocery stores, CVS, several restaurants. It's right off the famous East-West US Route 20. Local attractions: Wayside Inn, Martha-Mary Chapel, Grist Mill, & Mary's Little Lamb Schoolhouse.

4.96 out of 5 average rating, 46 reviews

Top guest favorite

Cottage in Stow

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.

4.97 out of 5 average rating, 248 reviews

Top guest favorite

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

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)

4.98 out of 5 average rating, 153 reviews

Guest favorite

Home in Wayland

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.

4.9 out of 5 average rating, 132 reviews

Guest favorite

The charming exterior of the 1897 home features a wraparound porch adorned with flags and seasonal decorations. A well-maintained yard displays decorative stone borders, mulch, and blooming flowers, framed by lush green trees and shrubs.

Home in Sudbury

Spacious Victorian Home | Family + Pet Friendly

Spacious historic 3 bedroom Victorian home with 4 bathrooms, set up for families and groups to stay together without feeling crowded. Period details like original staircases, pocket doors, and high ceilings add charm, while modern amenities like central air, updated baths, and a well-appointed kitchen make it easy to live in. Walk to shops and restaurants in Sudbury’s village center, with easy access to Concord, Lexington, area colleges, and Boston. Pets welcome.

4.94 out of 5 average rating, 96 reviews

Guest favorite

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.

Guesthouse in Maynard

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.

4.98 out of 5 average rating, 56 reviews

Top guest favorite

Home in Marlborough

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.

5.0 out of 5 average rating, 24 reviews

Guest favorite

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

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.

4.89 out of 5 average rating, 84 reviews

Top guest favorite

A leather recliner sofa is positioned in a light-filled living area, complemented by a large painting of a serene landscape. A full-size refrigerator and a TV stand are visible, providing essential amenities. An entryway is seen in the background, leading to additional rooms.

Guesthouse in Framingham

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.

4.98 out of 5 average rating, 342 reviews