Holiday rentals in East Brookfield

Cozy Chic Countryside Haven | Sleeps 4 | Firepit

Experience luxury in Sturbridge's sought-after Cozy Chic Countryside Haven ✓ 1400 sqft basement retreat for families & couples ✓Central to Old Sturbridge Village & Wells State Park for family fun & shopping. ✓ Private .7 acre lot with designer landscaped front & backyard ✓ Outdoor paradise with Firepit & lounge seating for starry nights ✓ 1 queen size bed, 1 full size daybed & 1 twin mattress ✓ Tastefully designed luxury interiors ✓ Board games & a foosball table ✓ WiFi/Netflix/Amazon Prime/Hulu

Lake Front Home Sleeps 6-8 on a private Peninsula!

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Main Street Suite

Enjoy a boutique hotel experience in a historic New England town. This private, well-equipped suite is housed in a mixed use building (with a few small businesses with daytime hours) next door to a popular craft beer pub, and across the street from a hopping neighborhood Japanese restaurant. Enjoy everything you need in a home base with quick access to Old Sturbridge Village, lakes, trails, wineries, breweries, restaurants, farmers’ markets, festivals, events, antiquing, and more!

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Chic & Modern Studio Lakefront House with Loft

Indulge in a remarkable escape at our elegant and enchanting lake house! Tucked away on the stunning Cedar Lake, your personal 3 season porch, patio, and dock await as our inviting haven combines serene relaxation with thrilling adventures. Discover the meticulously appointed main living space, accompanied by a generously equipped full-sized kitchen and bathroom. With ample space for 2 adults and 2 children, our abode is the ultimate family sanctuary or a secluded romantic haven.

Secluded Lake-Front Retreat on 10 acres

Located on a lake in Central MA, this beautiful and secluded retreat consists of 4 buildings nestled among tall pines on 10 acres of woods with abundant water frontage. A perfect getaway for family reunions, a relaxed vacation with friends, a yoga retreat or any type of gathering that seeks a peaceful setting in nature, a gorgeous view, water activities, and space to spread out. Comfortably sleeps 10-14 people. 4 of the bedrooms have their own attached full bath.

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.