Vacation rentals in Warren

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Top-rated vacation rentals in Warren

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Guest favorite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.98 out of 5 average rating, 250 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Top guest favorite
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, 334 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 favorite
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, 105 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 favorite
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, 333 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 favorite
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
4.99 out of 5 average rating, 202 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 favorite
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, 153 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 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.

Guest favorite
Home in Brimfield
4.95 out of 5 average rating, 19 reviews

Blue Bungalow 19 | Brimfield close to Sturbridge

Welcome to Blue Bungalow 19. This charming cottage blends cozy comfort with whimsical decor and modern updates. It features 2 bedrooms, an open-concept kitchen, full bath, and in-unit laundry. Thoughtful touches throughout make this the perfect retreat for those looking for a unique and relaxing getaway. Centrally located in East Brimfield, we are minutes to restaurant row in Sturbridge as well as to the Brimfield flea market.

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, 58 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.

Top guest favorite
The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.
Treehouse in Willington
4.92 out of 5 average rating, 530 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Guest favorite
Home in Tolland
4.94 out of 5 average rating, 283 reviews

The Carriage House

Private 1BR carriage house apartment in Tolland, CT, 5 min to I-84 and 15 min to UConn. Separate entrance with no shared spaces. Includes full kitchen, Wi-Fi, laundry, parking, and Level 2 EV charging. Sleeps up to 4 with optional queen mattress. Quiet wooded setting. Self check-in. No pets, smoking, or parties. Some light noise possible from upstairs unit.

Guest favorite
The house features a classic colonial design with light-colored siding and multiple windows providing natural light. A large tree stands prominently in the front yard, surrounded by green grass and vibrant purple flowers that enhance the natural landscape.
Farm stay in Brimfield
4.98 out of 5 average rating, 50 reviews

Classic New England horse farm

Welcome to your dream getaway on a beautiful horse farm nestled in the scenic landscapes of New England. This farmhouse is the perfect place for families or groups looking for a peaceful escape. Located away from the busy city life while still within a timely drive of many great food and activity options!

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