Holiday rentals in West Brookfield

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Top-rated holiday rentals in West Brookfield

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Guest favourite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.94 out of 5 average rating, 139 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Top guest favourite
A decorative sign reading 'Little House Inn' is visible beneath a flowering tree. Circular images feature a cozy living area with multiple windows, scenic views of seasonal foliage, and tranquil outdoor spaces, highlighting the surrounding nature and inviting atmosphere.
Home in Ware
4.9 out of 5 average rating, 329 reviews

Little House Inn - Private House - Secluded

Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Top guest favourite
A serene view of Thompson Pond is visible, framed by trees adorned with autumn leaves in shades of orange and yellow. The sun's rays reflect on the water's surface, creating a tranquil atmosphere. A fenced yard is seen in the foreground, enhancing the peaceful setting.
Cottage in Spencer
5 out of 5 average rating, 81 reviews

CK Cottage | Cozy Cottage on a Peaceful Pond

Your home away from home—a charming, cozy cottage in a peaceful yet convenient location. Unwind in a serene atmosphere with modern comforts and scenic views for a memorable stay. Whether you're planning a relaxing getaway, celebrating a special occasion, or gathering for a wedding, bonfire, BBQ, or picnic, this retreat is the perfect backdrop. Ideally located near top-rated restaurants, breweries, wineries, and serene state parks, there’s no shortage of experiences to explore during your stay.

Top guest favourite
A modern two-story house with large triangular windows is set against a twilight sky. The elevated structure features a spacious deck wrapped with a railing, providing outdoor seating options. The ground level showcases garages, and soft lighting highlights the exterior architecture.
Home in West Brookfield
4.9 out of 5 average rating, 102 reviews

FIFA 2026 Getaway | Near Stadium + Lake Access

Escape to this charming West Brookfield lake retreat, your perfect home base for the FIFA World Cup 2026! This inviting 3BR, 2BA home sleeps 8. Enjoy easy access to Gillette Stadium for match days, then come home to relax by the lake in a peaceful, crowd-free setting, ideal for fans, families, and friends looking to experience the best of both excitement and comfort. FIFA World Cop Venue: Gillette Stadium - 45–60 min drive Lake Wickaboag - 5min walk West Brookfield Town Common - 5 min drive

Top guest favourite
A dining area features a light wooden table surrounded by four white chairs. A small coffee bar is placed against one wall, accompanied by a potted plant. The space is illuminated by natural light from a nearby window, complementing the warm wall color.
Flat in New Salem
5 out of 5 average rating, 67 reviews

New England Escape

Welcome to picturesque New Salem, where the charm of country living meets modern comfort. Nestled adjacent to the expansive Quabbin Reservoir and conservation land, this property is a haven for outdoor enthusiasts, with hiking trails abound. The area is rich with wildlife, including whitetail deer, moose, owls, and the majestic bald eagle. You'll be a 20min drive from Umass Amherst, which offers a vibrant array of dining and entertainment. Get set for a quintessential New England experience

Top guest favourite
Two Adirondack chairs are positioned near a fire pit, surrounded by decorative stones and tree stumps. A view of the sparkling water and nearby houses can be seen in the background, framed by lush green trees that enhance the peaceful outdoor setting.
Cottage in Holland
4.98 out of 5 average rating, 53 reviews

Blissfully Peaceful Cottage nestled on lake

Relaxing and quaint cottage nestled on the pristine and bountiful waters of the Hamilton Reservoir. Perfect place to step back with the family and take a much needed timeout to reconnect with your loved one(s). The reservoir is pristine and is clear up to 4’ down. Perfect for swimming or just relaxing on the private beech located steps away. Be our guest, come out and enjoy this peaceful place and take the time to make memories that will last a lifetime. Looking forward to hosting you!

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, 330 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.

Top guest favourite
The exterior of the cottage is visible, featuring a blue door with a sign that reads 'THE COTTAGE.' A small deck offers a table and chairs, surrounded by colorful planters. A blue umbrella provides shade, with a scenic view of the lake and trees in the background.
Tiny home in Smithfield
4.97 out of 5 average rating, 808 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

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.
Flat in Brimfield
4.99 out of 5 average rating, 201 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.

Superhost
A living area features a vibrant orange sofa and an armchair, complemented by a wooden coffee table on a patterned rug. A large television stands on a black media console. Natural light enters through the windows, enhancing the spacious feel of the area.
Flat in West Brookfield
4.53 out of 5 average rating, 49 reviews

Apartment in town center

Located in the heart of town, very spacious and stylish, you have the entire apartment to yourself. It includes all appliances, a full kitchen, and a washer and dryer. This is a great spot for both short and long term stays. This unit does have a lot of stairs, so just be aware when booking. Pet friendly! This house was built in 1888, so it will come with all the quirks of an old house. It is not perfect, but it is comfortable, cozy, and should suit all your needs!

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.
Flat in Wilbraham
4.99 out of 5 average rating, 150 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.

Top guest favourite
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, 56 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.

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