Guest house holiday rentals in Hartford County

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Top-rated guest house rentals in Hartford County

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Cromwell
4.97 out of 5 average rating, 35 reviews

The New England Tiny Home Experience—Coffee & More

Welcome to The Cozy New England Tiny Home, a private escape in charming Cromwell, Connecticut. Thoughtfully designed for comfort and ambiance, enjoy gourmet Starbucks® coffee and twinkle lights throughout the home for a warm, unforgettable stay. Inside features a full bedroom loft, full bath, well-equipped kitchen and dining area, plus a cozy living space that can double as a first-floor bedroom. Complete with heat, A/C, andmodern amenities—just minutes from major highways and local attractions.

Top guest favourite
A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.
Guest house in Portland
4.98 out of 5 average rating, 290 reviews

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Superhost
The kitchen features white cabinetry and a retro red refrigerator. A wooden countertop provides workspace, while a small black sink is positioned beneath a window adorned with colorful curtains. A table with a vase of white flowers is in the foreground, adding a touch of decor.
Guest house in Norwich
4.85 out of 5 average rating, 96 reviews

Brand new & close to casinos with HOT TUB

Totally renovated top to bottom! Come enjoy our guest suite centrally located 3 miles to Mohegan and 9 to Foxwoods casino. Quiet neighborhood surrounded by wildlife and plush trees. There's a large family of deer that come visit everyday. You're just a few minutes to downtown Norwich too where you can indulge multiple dining cuisines like Harp & Dragon Irish. Home to a few breweries also. Brand new king size bed, washer and dryer, everything you need for a quick escape. Mystic is close by too!

Guest favourite
A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.
Guest house in Watertown
4.93 out of 5 average rating, 101 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Top guest favourite
A charming two-story cottage is framed by landscaped gardens, featuring a winding pathway leading to the entrance. The white exterior complements the surrounding greenery, while blooming flowers add color to the yard. Tall trees provide soft shade, creating a serene outdoor setting.
Guest house in Litchfield
5 out of 5 average rating, 27 reviews

The Cottage @ 228 Maple

This charming, fully equipped 2-story home is privately set at the edge of the woods. Five minute drive to the historic Litchfield Center, this gem is central to everything, making it easy to plan your visit. History walks, museums, restaurants, boutiques, antiques, wineries, distilleries, & farmers markets. Yearlong recreational activities -hiking, biking, birding, boating, skiing nearby at Bantam Lake, White Memorial, Mohawk Ski Area, Topsmead State Forest, Land Trust & Audubon Preserves.

Superhost
A charming kitchenette is showcased with colorful cabinetry and floral wallpaper. Pendant lights hang above the counter, illuminating the space. A dining area with two chairs and a small table is visible, while decor items add character to the walls and shelves.
Guest house in Vernon
4.86 out of 5 average rating, 155 reviews

Cozy private one bedroom guest apt suite

Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

Top guest favourite
The exterior of a bright red carriage house is surrounded by lush gardens filled with various flowers and greenery. Two large windows and a white door are visible, adding charm to the traditional New England design. A well-maintained lawn complements the vibrant landscape.
Guest house in Wallingford
5 out of 5 average rating, 150 reviews

The Garden Loft - A Charming Choate Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

Top guest favourite
Guest house in Windsor
5 out of 5 average rating, 18 reviews

A Warm Winter Escape in the Heart of New England!

Welcome to your private retreat! This unique open concept garage-converted in-law apartment offers the perfect blend of comfort and convenience. With a private entrance, a full kitchen, and space for up to 4 guests, it’s designed for both short getaways and longer stays. Whether you’re traveling for work or leisure, you’ll love the bright open feel, modern amenities, and outdoor access in a quiet neighborhood. Public park accessible and just minutes from Hartford and Bradley Airport.

Guest favourite
A cozy bedroom showcases a plush bed topped with decorative pillows featuring a floral pattern. A wooden accent wall adds warmth, while a low dresser and round mirror complement the space. A wall clock and small decor items enhance the room's functionality and style.
Guest house in Agawam
4.86 out of 5 average rating, 35 reviews

Studio ADU Guesthouse near Six Flags

Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

Guest favourite
A loft-style bedroom is visible, featuring a spacious bed with white linens. Two windows allow natural light to brighten the room, complemented by a modern ceiling fan. A decorative lantern hangs above, and a wood-paneled railing leads down to the staircase.
Guest house in New Marlborough
4.91 out of 5 average rating, 211 reviews

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Renovated 1880's one bedroom cozy guesthouse in beautiful Southfield, MA. Full kitchen stocked with all necessities. Comfortable & stylish with a luxury king size bed. Minutes away from Ski Butternut, Berkshire attractions & trails. Walking distance to breakfast and lunch at The Southfield Store or have dinner at nearby The Old Inn On The Green and Cantina 229. 10 minutes from Great Barrington. Enjoy leaf-peeping, hiking, waterfalls, apple picking, skiing, and much more!

Top guest favourite
The kitchen features an island with a wooden countertop, flanked by rustic cabinetry in soft blue tones. Stainless steel appliances and a microwave are visible. A living area is seen through an open archway, showcasing a comfortable couch and greenery, creating a welcoming space.
Guest house in Suffield
5 out of 5 average rating, 101 reviews

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi

This adorable, well appointed, historic cottage (an old Tannery building), is nestled within a 50 acre Connecticut River Valley Broad Leaf Tobacco Farm which dates back to the 1700s. The open fields allow for peaceful walks and beautiful views. "The Tannery," is just 15 minutes from Hart/Spring Bradley (BDL) Intern airport. Less than two-hours to Boston and just under three-hours to New York City. Come to unwind and explore New England’s finest.

Guest favourite
A spacious barn is situated in a large field, surrounded by greenery. Its two-story structure features a combination of windows and a central door, offering access to the outdoors. Lush grass and various plant life contribute to the serene rural setting.
Guest house in Hampton
4.95 out of 5 average rating, 167 reviews

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

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