Holiday rentals in Leicester

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Top-rated holiday rentals in Leicester

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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, 231 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

Superhost
A living area is presented with a blue sectional sofa adorned with colorful cushions. A round coffee table is situated in front. A large wall-mounted TV is visible, complemented by a wooden side table and a clock on the wall. Natural light enters through a window with patterned curtains.
Flat in Worcester
4.88 out of 5 average rating, 181 reviews

Lovely 1BR APT, close to colleges

INNER CITY GEM 🔸🔹!! Centrally located in the heart of the city. Just a few minutes drive to anything in the city. A few blocks from the campus of Clark, Becker, & Assumption University. This unit boasts a large bedroom with a queen bed, dedicated workspace, a full closet, and a wall-mounted TV. There is an all-in-one kitchen, Dining Area with a fold-away table to optimize space, and a living room with a big-screen TV and a pull-out sofa bed. A full bathroom with all the necessary amenities!

Top guest favourite
A single-story farmhouse features a covered front porch adorned with hanging plants. A well-maintained lawn surrounds the home, complemented by landscaped bushes. An American flag is displayed, and tall trees line the background, providing a natural setting.
Guest suite in Thompson
4.98 out of 5 average rating, 179 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

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, 463 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 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
4.82 out of 5 average rating, 309 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.

Superhost
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, 200 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 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
4.96 out of 5 average rating, 67 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.

Superhost
The exterior of a charming three-story house is presented, featuring a blue facade with white trim. A covered porch adorned with decorative items enhances the welcoming entry. Lush greenery surrounds the property, and a pathway leads to the front door, suggesting easy access.
Flat in Leicester
4.84 out of 5 average rating, 32 reviews

3BR-mins to Worcester, close to Wachusett Ski Area

Perfect for holiday getaways. Sunny, spacious 3BR, 2nd floor apartment with central heat/AC, WiFi, in-unit laundry, and off-street parking. Prime spot Leicester/Worcester line and just a short drive to Wachusett Mountain Ski Area and Great Wolf Lodge—perfect for ski trips. Close to area colleges and universities. *Minutes to major highways and Worcester Airport. Enjoy Worcester’s dining, arts, and museums. Extended-stay and retuning guest discounts available.

Guest favourite
Flat in Shrewsbury
4.92 out of 5 average rating, 118 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, 507 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.

Top guest favourite
A serene pond is surrounded by lush greenery and trees, reflecting the sky above. A wooden dock leads to the water's edge, while colorful chairs are positioned nearby for relaxation. Vibrant foliage creates a tranquil setting, ideal for unwinding in nature.
Flat in Leicester
4.98 out of 5 average rating, 89 reviews

Sunny 2-Bdrm Apartment at the Barred Owl Retreat

This 2-bedroom apartment at the Barred Owl is on the second floor of historic home on the Worcester/Leicester line near all Central MA attractions. Wander the trails by streams and ponds; visit with chickens; hike; kayak. We will share fresh eggs, vegetables, and flowers from the gardens. Meditate, rest in the hammock. Can be rented as 2 bedroom or 4 bedroom. (see other listing) Kitchen is small but has all you need; there is AC for warm summer days.

Top guest favourite
A spacious deck overlooks a serene waterfront scene, illuminated by soft morning sunlight. Two comfortable lounge chairs are positioned for relaxation, framed by lush trees and a calm lake view, creating an inviting outdoor space for peaceful moments.
Cottage in Spencer
5 out of 5 average rating, 74 reviews

CK Cottage | Cozy Cottage on a Peaceful Pond

Your home away from home. A charming, cozy cottage nestled in a serene, but convenient location. Immerse yourself in the tranquil ambiance of this inviting home, with modern amenities and captivating views. Perfect for holiday trips, peaceful vacations, weddings, bonfires, BBQs, picnics - a picturesque getaway tailored to your every need. Explore delicious restaurants, breweries, wineries, state parks, and much more during your stay.

Popular amenities for Leicester holiday rentals