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, 230 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 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, 462 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.
Guesthouse in Worcester
4.82 out of 5 average rating, 305 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
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.
Apartment in Leicester
4.87 out of 5 average rating, 31 reviews

New England Nook: Close to Worcester

Perfect stay 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 and Great Wolf Lodge—perfect for ski trips and other winter festivities. *Minutes to major highways and Worcester Airport. Enjoy Worcester’s universities, dining, arts, and museums. Extended-stay discounts available. *Check Guidebook for events* *Christmas Tree !

Guest favourite
Apartment in Shrewsbury
4.91 out of 5 average rating, 114 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, 502 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.
Apartment 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
Home in Auburn
4.96 out of 5 average rating, 160 reviews

Large 3000SF -Gorgeous, Comfortable, Private Space

This 1950s rustic home is located five minutes from the center of Auburn. This property is situated on a quiet dead-end street. Come and enjoy the spacious dining and sitting areas, a fully stocked kitchen, and large bedrooms. Two-minute walk to golf course, recreation spaces, wooded areas, and hiking. Five-minute drive to shopping malls and all major highways. 45 minutes to Boston & Wachusett ski area, 3 hrs to NY City and 1.5 hrs to Cape Cod.

Superhost
A bright bedroom features two twin beds dressed in soft pink bedding. A textured area rug with floral patterns lies beneath. A wooden nightstand holds a small fan, and a sheer curtain allows natural light to gently fill the space.
Apartment in Worcester
4.83 out of 5 average rating, 48 reviews

Hollywood Bungalow 4

This cute apartment has a microwave, toaster and small fridge in the kitchen area with a table for two. Beautiful brand new bathroom in classic black and white. Air conditioning and tv in the bedroom. This apartment is on the 2nd floor. Wifi-the internet connection works pretty well most of the time. However spectrum, the only internet provider for this area has periodic issues. No smoking in the building or anywhere on the building grounds.

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, 73 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.

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, 173 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.

Top Guest favourite
An open layout showcases exposed wooden beams and polished floors. A comfortable sofa is positioned near a small dining table, with a kitchen area visible. The sleeping area features a quaint bed, with natural light streaming through nearby windows creating a warm, inviting space.
Place to stay in Charlton
5 out of 5 average rating, 27 reviews

Quaint 'n' Cozy Nest

ONE FLIGHT OF STAIRS, PRIVATE ENTRANCE, FULL KITCHEN You’ll love the open floor plan in this 720 sq ft studio, lots of wood, windows and a screened porch too! Our locale is rooted in nature. Strategically located: 20 minutes to Sturbridge or Webster, half hour to Worcester or Brimfield, 1 hour to Hartford or Boston. Perfect for couples, solo adventurers, and business travelers.

Popular amenities for Leicester holiday rentals