
Holiday houses in Leicester
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Top-rated holiday rentals in Leicester
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Cedar Sunrise
Welcome to Cedar Lake. Come enjoy the lake and all it has to offer while staying in this cottage at the waters edge. This home may be small, but it offers a full kitchen with microwave, gas stove, Keurig and full size refrigerator. Open concept living, dining and kitchen. One bedroom with queen size bed, an open loft with a twin size bunk bed with trundle and a pullout couch in the living room. Full size bathroom with tub, washer & dryer on site. Enjoy grilling on the deck and soaking up the sun

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!

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.

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.

Lovely & Peaceful Waterfront Vacation Retreat
Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

Cozy Woodland Bungalow
Unwind and relax at our rustic and cozy woodland bungalow while visiting Central/western Mass. Located on a dead end paved road surrounded by acres of woods, native plants and farm land, birds and wildlife. The perfect place to sip your coffee on the porch listening to birds. Internet access is available, as is a DVD player. Close to restaurants, microbreweries, and Old Sturbridge Village. Easy access to Route 84 or Route 19, six miles from Brimfield and eight miles from Sturbridge.

Vintage Bolton Lake
Now booking for 2026! Enjoy vintage charm and the calming lake waters. Vintage is nestled on the shores of picturesque Middle Bolton Lake. Relax, unplug, and savor the good life of times past. The cottage has been tastefully updated and outfitted with period furnishings to allow for vacationing in comfort and style. As our guest, you will enjoy full use of the cottage, WiFi, property, propane grill, smokeless firepit, kayaks and much more. Come enjoy vintage lakefront lifestyle.

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.

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.

Modern 2 Bedroom Basement Suite
Modern, Comfortable, Spacious 1st Floor Basement apartment; open layout concept. Located 5 minutes from Worcester State University and 15 minutes to all other Universities/Colleges (WPI, Assumption, Anna Maria, Mass College of Pharmacy, UMASS Medical and more.) 10 minutes from I-290 & 15 minutes to the Mass Pike- I-90, RT 20, RT 146, I-495, & I 395. Great alternative to local hotels, local college graduation season, or even a vacation getaway.

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.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
★ "Tania’s place was much more than a place….it was a full on fabulous experience." ☞ Courtyard w. lounge + garden ☞ Heated Pool (to 81F)! ☞ Patio w/ Zen fire table* ☞ Natural gas + charcoal grills ☞ Reverse osmosis water filter ☞ 66” smart TV projector ☞ Air filter + purifier: whole house ☞ Central air conditioning ☞ Apple Home pod mini's ☞ Indoor gas fireplace ☞ 300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.
Popular amenities for Leicester holiday rentals
Other great holiday rentals in Leicester

Chic One Bedroom In-law Suite

Gem Studio, Best value in Downtown Worcester.

Woodstock Red Barn | Private Apt in Idyllic Town

Charming retreat

Elegant 3BR Home in Worcester

Cottage in Quiet Corner. Four miles from town.

Acoustical Haven: Unwind & Unplug

Charming Barn Loft with Modern Comforts
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Six Flags New England
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Monadnock State Park
- Gillette Stadium
- Quincy Market
- Museum of Fine Arts
- Roxbury Crossing Station
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum
- Symphony Hall
- Franklin Park Zoo




