
Holiday rentals in Worcester County
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Top-rated holiday rentals in Worcester County
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Gather, Cook & Unwind, 3BR, Fireplace
A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.
LocationFamilyLong stay
4.97 out of 5 average rating, 132 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
FamilyLocationCheck-in
4.98 out of 5 average rating, 260 reviews
Farm Living
We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, donkeys, peacocks, emu, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer and enjoy the peacefulness. Please inquire about kayak rentals. We also have a game room available to rent. See photos
FamilyValueGrill
4.95 out of 5 average rating, 425 reviews
Spacious 3BR Near UMass, DCU, & Polar Park!
Welcome to your home away from home. This stylish, spacious 3-BR apartment blends comfort and convenience in a prime location. Just minutes from UMass, St. Vincent Hospital, area colleges, the DCU Center, and Polar Park. Walk to countless restaurants, cafés, and bars just six blocks away! Catch a Worcester Red Sox game or hop on the city bus right outside. Whether you’re here for business, school visits, appointments, or fun, this cozy apartment is the perfect base. We’re excited to host you!
ValueFamilyAccuracy
4.84 out of 5 average rating, 235 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.
ValueFamilyHeating
4.82 out of 5 average rating, 335 reviews
Charming Large Entire Home Spacious 3 Bed 2.5 Bath
Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.
ValueLocationAir conditioning
5.0 out of 5 average rating, 116 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.
ValueFamilyCondition
4.96 out of 5 average rating, 114 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 horses and ponies and see the 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.
FamilyValueGetting around
4.9 out of 5 average rating, 544 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 shared balcony, one off street parking space included. The whole group will enjoy easy access to everything from this centrally located place.
ValueFamilyIndoor spaces
4.96 out of 5 average rating, 108 reviews
Quiet Oasis In The City
Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.
FamilyValueLaundry
4.83 out of 5 average rating, 121 reviews
Cozy Cottage on Cedar Lake- "Cottage Cheeze"
Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.
LocationFamilyLayout
4.92 out of 5 average rating, 189 reviews
Modern & Spacious 4 Bedroom Single Family Home
Welcome to our 4-bedroom, 1.5 bathroom renovated – 2,300 sq ft home! This modern space has an open floor plan, oversized windows, high ceilings, all new appliances/fixtures, ample living space and so much more! The property is conveniently located on a side street on the West Side, close to WPI, Clark, Holy Cross, the DCU Center, Polar Park and Downtown Worcester!
LocationFamilyKitchen
4.97 out of 5 average rating, 200 reviewsPopular amenities for Worcester County holiday rentals
Other great holiday rentals in Worcester County

Stunning Sterling Sanctuary: Unwind on the Water!
FamilyLocationHospitality
5.0 out of 5 average rating, 38 reviews
Downtown Worcester Retreat | King Bed + Office
LocationValueNearby
4.92 out of 5 average rating, 38 reviews
The Nutty Bird Lakehouse
LocationFamilyBathroom
5.0 out of 5 average rating, 39 reviews
Velocity Residence
LocationFamilyWalkability
4.88 out of 5 average rating, 33 reviews
Historical New England retreat
LocationFamilyAir conditioning
4.98 out of 5 average rating, 49 reviews
Cozy 2BR Near UMass Medical, Free Parking Sleeps 5
FamilyLocationBack garden
4.95 out of 5 average rating, 19 reviews
Cozy Historic Suite w/ Private Entrance + Deck
FamilyLocationParking
5.0 out of 5 average rating, 37 reviews
Large Downtown 3BR Apt w/ Free Parking
ValueLocationAmenities
4.83 out of 5 average rating, 80 reviewsDestinations to explore
- Townhouse rentals Worcester County
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- Rentals with a kayak Worcester County
- Fenway Park
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Six Flags New England
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- MIT Museum
- Harvard Square
- Tufts University
- Monadnock State Park
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology
- Roger Williams Park Zoo
- Prudential Center





