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, 232 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, 465 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, 311 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
The living room features a blue couch and an orange accent chair, arranged around a coffee table on a circular area rug. A flat-screen TV is mounted above a blue fireplace, and natural light enters through multiple windows. Decorative elements add a mid-century modern touch.
Home in Paxton
5 out of 5 average rating, 28 reviews

MCM Vibe•Workspace•Arcade•Firepit•BBQ•Dogs OK•Yard

🏡 Classic 1950’s ranch home with mid century modern flair in a quiet residential area. 🐶 Dog friendly! Enclosed porch sunroom has attached dog run area with 4 foot fence. 🕹️ Free-play retro arcade, tv/game room, and laundry. 🍔 Private fenced yard with seasonal amenities including BBQ grill and seating around the fire pit. 🚙 19 minutes to downtown Worcester and 8 minutes to the airport. 🛏️ Three bedrooms with desks, a full kitchen, dining area for six, living room on main level.

Top guest favourite
The charming exterior of a two-story house is showcased, featuring a gray façade with white trim and an inviting front porch. American flags adorn the porch, while well-maintained shrubs and a grassy area complement the space. A brick pathway leads toward the entrance.
Home in Greendale
5 out of 5 average rating, 100 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.

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, 509 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, 91 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.

Guest favourite
A spacious bedroom is featured, with warm wood paneling and ample natural light. A queen bed is dressed in white linens, topped with neatly folded green towels. Soft lighting from a small bedside lamp creates a relaxing ambiance. Framed artwork adorns the walls.
Guest suite in Holden
4.77 out of 5 average rating, 175 reviews

Private Guest Room, Kitchenette, Office, & BR

Private downstairs with large bedroom, bathroom & small kitchen, beautiful pond view. Double Bed & Pull-Out Couch, parking in driveway, outdoor fire pit, charcoal grill and outdoor smoking area, 420 friendly. Wifi, 200+ channels HD cable & Apple TV for streaming. Work space with desk chair, small kitchen with coffee maker, mini-fridge, microwave, and toaster. Washer & dryer, shower and bathtub.

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

New England Nook, close to Worcester

Step into refined comfort in this beautifully renovated apartment, where historic charm meets modern elegance. Located in quiet, central Leicester, this bright and uncluttered space is minutes from Worcester and top colleges and universities and major hospitals. Thoughtfully designed with natural light, greenery, and classic details for a calm, elevated stay.

Guest favourite
A living area features a leather sofa beneath three framed artworks, while natural light illuminates the space through large windows with sheer drapes. Two circular coffee tables are positioned on a striped area rug, enhancing the cozy ambiance.
Flat in Worcester
4.81 out of 5 average rating, 86 reviews

Cozy Bungalow- 1 Bedroom Apt w/ free parking

Enjoy the city of Worcester! Centrally located, less than 10 minutes away from the Worcester airport, downtown, and Polar Park! Great location for grad students & traveling nurses: Umass Hospital- 10 min drive Saint Vincent Hospital- 10 min drive WPI- 6 min drive Clark University- 4 min drive Worcester State- 4 min drive Boston Logan Airport- 50 min drive

Popular amenities for Leicester holiday rentals