Holiday houses in Sutton

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Top-rated holiday rentals in Sutton

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Top Guest favourite
The exterior of a charming wooden structure features light brown shingle siding and a welcoming entrance. Two windows flank a set of double black doors, accentuated by decorative lanterns. A stone pathway leads to the entrance, bordered by manicured greenery.
Guest suite in Uxbridge
4.99 out of 5 average rating, 375 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Top Guest favourite
A red door framed by white trim is adorned with a seasonal wreath. Greenery is draped above and beside the entrance, enhancing the welcoming atmosphere. A decorative lantern is mounted next to the door, and a small potted plant sits on the stone step.
Guest suite in Uxbridge
4.97 out of 5 average rating, 215 reviews

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and offers a haven of peace and tranquillity after a busy day of exploring New England. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Guest favourite
A two-story grey house with white trim is visible, featuring large windows and a front porch. A white car is parked in the driveway, leading to a closed garage door. Lush trees provide greenery around the property.
Guest suite in Worcester
4.88 out of 5 average rating, 459 reviews

Private Suite with separate entrance in Worcester

The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

Guest favourite
A historic yellow farmhouse is framed by a well-maintained lawn and colorful flower beds. Tall trees provide a natural backdrop, while a charming barn can be seen in the distance. The front porch welcomes guests with large white columns and symmetrical window arrangements.
Farm stay in Sutton
4.92 out of 5 average rating, 36 reviews

Stevenson Farm / Way Back Home

Our farm was established in 1835 and the flavor and feel of olden days is still here. Beautiful walks and short drives to other significant places like Century Farm, Water's Farm and Purgatory Chasm. Discover the gorgeous country landscape that surrounds this place to stay. Enjoy morning coffee with a look toward hills and pasture on the east side and a cool beverage on the west side patio as the sun goes down. Our place has lots of room for families to be together and to spread out.

Top Guest favourite
A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.
Guest suite in Uxbridge
5 out of 5 average rating, 280 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Top Guest favourite
A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.
Apartment in Worcester
4.95 out of 5 average rating, 57 reviews

Centrally Located Apartment in Worcester

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

Guest favourite
The living area features a light gray sectional sofa adorned with decorative cushions, positioned next to a soft ottoman. A blue area rug covers the hardwood floor, while large windows are draped with sheer curtains, allowing light to fill the space. A desk is visible in the background.
Apartment in Shrewsbury
4.93 out of 5 average rating, 107 reviews

Clean & Cozy 2BR Across from Quinsigamond Lake

Unwind in our comfy 2-bedroom apartment with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

Guest favourite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.89 out of 5 average rating, 490 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Guest favourite
The exterior of a quaint cottage is shown, featuring wooden shingles and a distinct chimney. A mature tree with autumn leaves provides a natural accent, while a gravel pathway leads to the entrance. Windows are framed with white, reflecting a harmonious blend with the surrounding woods.
Guest suite in Uxbridge
4.94 out of 5 average rating, 79 reviews

Tranquil studio suite

Experience the blend of simplicity and sophistication in this brand-new apartment, complete with essential appliances and stylish furnishings. Nestled in a tranquil wooded area, you'll enjoy easy access to highways, charming coffee shops, and the most beautiful nature walks. This basement studio apartment offers all the essentials while ensuring plenty of privacy. 2 mins to 146 highway 25 mins to Worcester 30 mins to Providence 1 hour to Boston

Top Guest favourite
A red house with a spacious driveway is shown. A garage with multiple doors is visible on the left side. The front porch features white railings and steps leading up to the entrance. Surrounding trees display autumn colors, enhancing the natural setting.
Apartment in Sutton
4.86 out of 5 average rating, 92 reviews

Spacious, 1 bedroom, full kitchen and laundry.

Spacious and bright one bedroom, basement/studio apartment with full eat-in kitchen, sitting areas, and bathroom with full sized laundry. On-premise parking. One level with no stairs. Quiet residential location. Lots of storage make it perfect for longer stays! We are an older, working couple without pets at this time, living upstairs. Occasionally our grandchildren visit and may spend the night.

Superhost
A living room area features a comfortable black sofa with red accents and a patterned armchair. A coffee table occupies the center, surrounded by a decorative area rug. Natural light enters through windows adorned with sheer curtains, while a potted plant adds a touch of greenery.
Apartment in Dudley
4.83 out of 5 average rating, 520 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Excellent for couples; voyagers & professionals. Ideal for short or long terms stays, everything is incld. Cozy, bright and small very comfy bedroom, if business travel or just visiting the area, Kitchen, living room and Laptop Desk. Self-Check-In, Wi-Fi, free & safe on-street Parking, Lock on Door, Laundry available*, A/C, we are in a busy street during the day but really safe

Superhost
A cozy living area features warm hardwood floors and a wooden accent wall. A sleek couch is positioned beside a glass coffee table. A wall-mounted television can be seen, along with a staircase leading to the lofted sleeping area above.
Barn in Thompson
4.89 out of 5 average rating, 9 reviews

Charming Barn Loft with Modern Comforts

Welcome to this cozy barn loft in Thompson, CT! This charming space offers a warm blend of rustic and modern design, perfect for a peaceful getaway. Featuring a spacious loft, hardwood floors, a full kitchen with retro appliances, and a stylish living area with a large TV. Relax in comfort and enjoy a serene atmosphere. Perfect for couples, small families, or solo travelers!

Popular amenities for Sutton holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Worcester County
  5. Sutton