Holiday houses 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, 234 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 wooden dock extends over calm water, leading towards a lush green lawn. Inner tubes are visible along the shore, with trees providing shade. The cottage can be seen in the background, surrounded by well-maintained landscaping.
Cottage in Leicester
4.69 out of 5 average rating, 39 reviews

Waterfront Cottage Escape with Wildlife Sanctuary

Welcome to Burncoat Pond! Come enjoy the water and all it has to offer while staying in this newly renovated cottage. Open concept living, dining & kitchen. The home offers a full kitchen with microwave, stove, Keurig, coffee maker and refrigerator. One bedroom with queen size bed, 2nd bedroom has 2 twin beds and a pullout couch in the living room. Bathroom includes a shower, washer & dryer on site. Enjoy grilling, boating and watersports while soaking up the sun or relaxing under the moonlight.

Top guest favourite
A well-maintained farmhouse features a spacious front yard with lush green grass and landscaped shrubs. The inviting front porch is framed by tall trees, creating a serene and private atmosphere. A flag gently waves in the breeze, adding a touch of character to the exterior.
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
Guest suite in Worcester
4.88 out of 5 average rating, 466 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, 313 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.

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, 511 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.

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, 92 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.

Superhost
A charming two-story home is surrounded by lush greenery, showcasing a well-maintained exterior in soft gray. A driveway leads to the side of the house, and a detached garage is visible in the background. Tall trees provide natural privacy around the property.
Home in Leicester
4.79 out of 5 average rating, 34 reviews

Perfect Retreat in Leicester, MA

Welcome to your home away from home on Chapel Street in Leicester—set on 5 peaceful acres beside a beautiful 50-acre pond. This tranquil retreat offers comfort, nature, and classic New England charm. The home features 4 bedrooms, 2 full baths, a fully equipped kitchen, a bright dining area, an open living space, and a cozy screened-in porch. Enjoy water views, direct pond access, canoeing, fishing, and relaxing in a serene natural setting.

Guest favourite
Guest suite in Holden
4.77 out of 5 average rating, 176 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

Beautiful second floor 3 bedroom, fully equipped apartment where historic charm meets modern elegance. Centrally located this bright and uncluttered space is minutes from Worcester and major routes including Route 9, the Mass Pike and 290. Close to several colleges, universities and UMASS. Thoughtfully designed with natural light, greenery, and classic details for a calm, elevated stay.

Top guest favourite
A charming two-story home features a green exterior with white trim and a welcoming blue front door. The expansive porch is graced by multiple seating areas, surrounded by oversized windows that invite ample natural light. Lush greenery enhances the curb appeal.
Home in Worcester
4.96 out of 5 average rating, 177 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!

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, 88 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