Holiday houses in Brimfield

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Top-rated holiday rentals in Brimfield

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Top Guest favourite
The sun sets over the calm waters of Cedar Lake, casting a golden glow across the surface. Fluffy clouds are visible in the sky, reflecting the warm colors of the sunset. A serene atmosphere is created by the natural surroundings.
Cottage in Sturbridge
4.97 out of 5 average rating, 164 reviews

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

Top Guest favourite
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
4.94 out of 5 average rating, 299 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 favourite
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, 181 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
A stone pathway leads towards the cabin, surrounded by natural landscaping and soft outdoor lighting. Potted plants and flowers add touches of color along the gravel and paver stone path, inviting guests to explore the serene outdoor setting.
Cabin in Holland
4.83 out of 5 average rating, 220 reviews

4 Seasons Lake View Cabin Holland

Quirky quaint older cabin. Small, but functional spaces, natural landscaping and under the trees , well water. Other seasonal and year round cabins surround it.If you are NOT looking for a chain hotel this is a great space, it has upgrades like mini splits, but it is a cabin and is for the nature lover who enjoys the area, the lake, the quiet and proximity to Brimfield Markets, Sturbridge Village, Tree House etc . I strive to keep updating and improving, great location to explore New England

Top Guest favourite
A cozy bedroom is presented with a striped bedspread covering a spacious bed. Rustic nightstands flank the bed, each topped with a lamp. Natural light filters through the window, which features light-filtering blinds. A vintage photo adorns the wall, adding character to the room.
Guest suite in Warren
4.95 out of 5 average rating, 320 reviews

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.

Guest favourite
Bungalow in Wales
4.89 out of 5 average rating, 228 reviews

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.

Top Guest favourite
A bright living space features a spacious bed with light bedding and a cozy couch. A high-top dining table with teal chairs provides a dining area. The kitchen, equipped with essential appliances, is visible in the background. Natural light enters through a large window.
Apartment in Brimfield
4.98 out of 5 average rating, 196 reviews

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.

Top Guest favourite
A cozy house is framed by tall trees, with a snow-covered landscape surrounding it. The exterior features a combination of warm wooden siding and a brick chimney. A large screened porch is visible, offering a seamless connection to nature.
Home in Holland
4.94 out of 5 average rating, 114 reviews

D. Chief's Lodge Cheerful Cabin at the Camp

Year round house: you'll have a great time at this comfortable place to stay. Camp Mishnoah, a former Girl's Club Camp, is undergoing restoration into a wellness retreat. This rental is a stand alone house. A very comfortable queen size bed and a single bed in a separate bedroom, lodge style living room with a vaulted ceiling, full kitchen, bathroom with shower and a half bath. Access to the pond and hiking trails. Nearby Sturbridge Village and Tree House Brewery.

Top Guest favourite
A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Apartment in Wilbraham
4.99 out of 5 average rating, 141 reviews

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Guest favourite
The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.
Home in Brimfield
4.87 out of 5 average rating, 272 reviews

Little House Inn - Brimmy - Private Home

Relax & enjoy the whimsy of our Little House. Create your own fantasy in our Pirate/Castle-themed bedroom perfect for kids of all ages. Our home is kid & pet friendly, filled with games and activities for the whole family. Enjoy our home's private backyard that includes a babbling brook & fire pit. Whip up a meal in our full kitchen then sit back & relax with the family or friends. Check out our guidebook for places to eat & sightseeing opportunities.

Guest favourite
A spacious living area is furnished with a gray sectional sofa, accented with colorful throw pillows. A wooden coffee table is placed in front, on a soft area rug. Two large windows allow natural light to brighten the room, complemented by ceiling fans and tasteful decor.
Loft in Tolland
4.96 out of 5 average rating, 324 reviews

Cozy studio loft

Escape to a peaceful wooded retreat in our cozy studio loft apartment, tucked away from the road and surrounded by nature. Large windows fill the space with natural light, and wildlife is often spotted nearby. Perfect for remote work, a relaxing getaway, or a short stay. Located just minutes from the University of Connecticut and close to antique shops, scenic countryside, and Stafford Motor Speedway.

Top Guest favourite
A spacious deck extends over the lake, featuring two comfortable chairs positioned for serene views. Lush greenery surrounds the area, and the calm water reflects the deck's inviting atmosphere. A white railing enhances safety while offering unobstructed access to the water.
Cottage in Sturbridge
4.91 out of 5 average rating, 173 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.

Popular amenities for Brimfield holiday rentals

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