Vacation rentals in Cranberry Meadow Pond

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Top-rated vacation rentals in Cranberry Meadow Pond

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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
4.71 out of 5 average rating, 41 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 favorite
A cozy living area features a stylish brown leather sectional sofa adorned with decorative pillows. A circular coffee table sits in front, surrounded by natural wood accents. Soft lighting from a nearby lamp complements the earthy tones of the décor, creating a warm, inviting space.
Apartment in Sturbridge
5 out of 5 average rating, 29 reviews

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

Top guest favorite
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge
4.93 out of 5 average rating, 313 reviews

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

Top guest favorite
The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.
Farm stay in Thompson
5 out of 5 average rating, 251 reviews

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.

Superhost
A serene lake view is presented, showcasing calm waters reflecting the sky. Lounge chairs are arranged on the grassy shore, providing a relaxing spot. A dock extends into the lake, and a kayak is visible nearby, inviting aquatic activities. Lush trees frame the scene.
Home in Spencer
4.78 out of 5 average rating, 183 reviews

Contemporary Lakeside Retreat

Perfect for swimming, fishing, and summer getaways, this fantastic lakehouse expertly blends modern conveniences with rustic charm. At over 1000 sq ft, there is plenty of space for your enjoyment, including a renovated open concept living-dining-kitchen space with spectacular lake views. The house is right on the private lake and boasts a large deck perfect for enjoying the sunset. You will feel so far off the beaten path despite being just 25 short minutes from all that Worcester has to offer.

Top guest favorite
A calm pond is depicted, surrounded by lush greenery and trees. Sunlight reflects off the water, creating a shimmering effect. Lily pads are visible on the surface, with a rustic stone pier in the foreground, adding a natural touch to the serene landscape.
Cabin in Thompson
4.98 out of 5 average rating, 176 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Top guest favorite
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, 189 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!

Top guest favorite
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 Worcester
5 out of 5 average rating, 109 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.

Top guest favorite
A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.
Apartment in Worcester
4.95 out of 5 average rating, 102 reviews

Centrally Located Apartment in Worcester

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

Top guest favorite
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
4.9 out of 5 average rating, 532 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 favorite
The unique twelve-sided home is enveloped by trees and gardens. A stone pathway leads to the entrance, with decorative planters positioned on each side. The upper deck is accessed by a set of stairs visible on the right side.
Home in Brookfield
4.98 out of 5 average rating, 57 reviews

Charming Home in Brookfield

This is a great place to kick up your feet and relax. Newly renovated and furnished for guest comfort. Unique twelve sided home surrounded by trees, gardens, and nature. It has unusually large windows allowing guests to enjoy the outdoor view from within this cozy home. IMPORTANT NOTE: This listing may not be suitable for children under 12 or those with limited mobility due to spiral staircase and open railings on deck.

Guest favorite
A scenic lakeside view showcases the cottage situated on the edge of Cranberry Meadow Pond. Several outdoor features are visible, including a float dock and a covered patio. A well-maintained lawn leads to the water, providing a peaceful setting for outdoor activities.
Home in Charlton
5 out of 5 average rating, 11 reviews

Waterfront Retreat | Lake Access & Scenic Views

Escape to lakeside tranquility at our charming cottage in Charlton, Massachusetts, perfect for couples, friends, or a small family seeking a peaceful waterfront getaway. Wake up to beautiful lake views and enjoy direct water access, a fully equipped kitchen, outdoor patio, and modern comforts throughout. Relax by the lake or explore nearby breweries, dining, and scenic hiking trails just minutes away.

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