Holiday rentals in Worcester County

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Top-rated holiday rentals in Worcester County

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Top guest favourite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 222 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Guest favourite
A cozy living room is presented, featuring a comfortable sofa and an accent chair, both styled with soft pillows and a throw blanket. A round coffee table sits in front, complemented by a decorative indoor plant. Natural light filters through the windows with blinds.
Flat in Worcester
4.89 out of 5 average rating, 28 reviews

Newly Refreshed 3bd Spacious Unit Minutes from 290

Enjoy this stylish space at this centrally located apartment right in downtown Worcester, facilitated for you and your family to relax, and have a place to call home away from home. We designed this space to accommodate your everyday needs as well as please the eye. This unit is a very spacious top level of a home. ✓ 5 Mins to Downtown ✓ 3 Mins to Hwy 290 ✓ 5 Mins to UMass Medical ✓ Tons of things to do/eat close-by ✓ Free on-site parking ✓ Porch Access ✓ Private Entrance ✓ Quiet Neighborhood

Guest favourite
A welcoming living room features light-colored sofas adorned with decorative pillows. Natural light filters through two windows, illuminating a cozy atmosphere. A lamp and a dresser add functionality, while a neutral carpet completes the space. Greeting from the entrance can be seen in the background.
Guest house in Worcester
4.83 out of 5 average rating, 299 reviews

Carriage house apartment

We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

Top guest favourite
A cozy living area is featured with a brown sofa adorned with patterned cushions. A small coffee table sits on a patterned rug, and a lamp is positioned beside a side table. In the background, the kitchen is visible, showcasing stainless steel appliances and additional cabinetry.
Guest suite in Hubbardston
4.97 out of 5 average rating, 156 reviews

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

A spacious bedroom features a large bed with decorative bedding and two bedside lamps on dark wooden tables. Natural light enters through two windows, while a closet with sliding doors provides additional storage. Soft, neutral-colored walls and carpet create a calming environment.
Flat in Worcester
4.76 out of 5 average rating, 192 reviews

Spacious/private studio steps to restaurants/bars

This unit has a private entrance and is just steps from Worcester’s renowned Shrewsbury Street / “restaurant row” which has over 150 bars and restaurants. A very short drive/Uber to DCU center, the Palladium for shows and events, Worcester’s Common/Oval for some ice skating, Art Museum, Mechanics Hall, Hanover Theater and many local colleges. A short walk to Union Station, UMASS Medical Center and St Vincent’s as well as being close to public transportation including the train to Boston.

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.
Flat 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.

Top guest favourite
A cozy living area features a large sectional sofa in gray, complemented by a bright yellow armchair. A modern black coffee table sits in the center. A flat-screen TV is mounted on the white wall, while warm string lights create a welcoming ambience.
Guest house in Westminster
4.98 out of 5 average rating, 438 reviews

Guest House - 4 miles from Wachusett Mt.

Welcome to a cozy, newly renovated semi-attached in-law unit! Nestled in a peaceful neighborhood, you’ll be just a short walk from the town center and only a 10-minute drive to the scenic Mount Wachusett. With easy access to Route 2, it’s the ideal base for your adventures. Enjoy the privacy of your own entrance and two dedicated parking spaces. Whether you’re here for a weekend getaway or a longer stay, we’re sure you’ll enjoy your time in this inviting space!

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

Guest favourite
The living room area features a cozy couch and a coffee table positioned on a patterned rug. A large flat-screen TV is mounted on the wall, and the space is well-lit by ceiling lights. A private entrance door is visible in the background.
Flat in Worcester
4.88 out of 5 average rating, 59 reviews

Worcester Retreat: Cozy 1BR basement Apt

Welcome to our cozy basement apartment in Worcester, MA! Ideal for leisure or business, it’s just a mile from state parks and near multiple hospitals. Enjoy the convenience of a private entrance, kitchenette, queen bed, and off-street parking. Located less than 2 miles from Union Station and 5 miles from Worcester Airport, our pet-friendly (one pre-authorized pet) apartment offers easy access to Boston and beyond. Book your stay today!

Flat in Worcester
5 out of 5 average rating, 4 reviews

Spacious 1 Bedroom near Colleges, DCU+Parking

Bright and spacious second floor one bedroom apartment in Highland St / WPI area, located near WPI, Becker College, Elm Park, Highland Street, stores and restaurants, MCPHS, DCU. Huge bedroom with walk-in closet, renovated bathroom and eat-in kitchen laundry in the unit, spacious hallway, charming balcony, one off street parking space included. The whole group will enjoy easy access to everything from this centrally located place.

Popular amenities for Worcester County holiday rentals