Guesthouse holiday rentals in Hartford County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Hartford County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

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.

Guesthouse in Portland

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.

FamilyLocationAccess

4.98 out of 5 average rating, 351 reviews

Guest favourite

Guesthouse in Cromwell

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.

ValueFamilyComfort

4.98 out of 5 average rating, 49 reviews

Top Guest favourite

Guesthouse in East Hampton

Your Own Barn Loft Suite Among the Treetops

Forget your worries in this spacious and serene space. You’ll arrive through your own driveway, park in your own spot and enter through a private entrance. Make yourself at home whether a weekend get away or traveling for work you’ll feel very relaxed. 250’ from the airline trail, walk or bike right into downtown East Hampton for a coffee in the morning or set out on the 30 + mi trail to enjoy your true country getaway. Head into Middletown to enjoy many restaurants, bars or clubs. *NOTE PET FEE

LocationValueRiver

4.88 out of 5 average rating, 75 reviews

Top Guest favourite

The exterior of the property features a spacious house with multiple levels and a swimming pool, surrounded by well-kept grass and landscaping. A large deck is visible on the upper level, with outdoor seating arrangements. Trees provide shade, enhancing the tranquil setting.

Guesthouse in Portland

CTriver water view in-law private apartment2bd/1ba

Take it easy at this tranquil getaway. This in-law apartment offers beautiful views overlooking the CT river. Featuring its own separate entrance to the house, 2bd/1ba, kitchen, and living and dining spaces. Also outdoor seating and 2 parking spaces for guests. Next to a marina for easy access to water sports. Location is conveniently between both downtown Middletown and south Glastonbury (about a five min drive) and offers a wide variety of restaurants and entertainment. 25 yo age minimum.

LocationValueParking

4.97 out of 5 average rating, 29 reviews

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.

Guesthouse in Watertown

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.

ValueLocationQuiet

4.93 out of 5 average rating, 122 reviews

Guest favourite

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.

Guesthouse in Vernon

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

FamilyLocationGetting around

4.87 out of 5 average rating, 185 reviews

Guest favourite

A scenic view of a tranquil lake is captured, featuring a shoreline lined with smooth stones. The water reflects a soft sunset with clouds in shades of orange and blue. Nearby, a small boat is visible at the water's edge.

Guesthouse in East Hampton

Lakeview Carriage House

Newly renovated lake view carriage house with lake views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 30 second walk to the lake -shared lawn with main house - 2 Kayaks and 2 paddle boards are available for use - Short drive to restaurants, and shops Perfect for romantic getaways, college graduation visits, or visiting family locally.

ValueLocationIndoor spaces

4.92 out of 5 average rating, 74 reviews

Guest favourite

Guesthouse in Enfield

Close AirPort|SixFlags|Big E|Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat. Per-person pricing. Please select the correct number of guests when booking.

FamilyLocationTV

4.94 out of 5 average rating, 100 reviews

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.

Guesthouse in Wallingford

The Garden Loft - A Charming New England 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!

ValueFamilyQuiet

5.0 out of 5 average rating, 170 reviews

Guest favourite

Guesthouse in Windsor

Your New England Summer Getaway!

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.

LocationFamilyKitchen

4.98 out of 5 average rating, 41 reviews

Superhost

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.

Guesthouse in Agawam

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! 🏠👍

LocationCleanlinessDecor

4.83 out of 5 average rating, 58 reviews

Top Guest favourite

The open-plan kitchen and living area features modern wooden cabinetry and stainless steel appliances. A large kitchen island with seating is complemented by a cozy lounge space with a floral arrangement on a patterned rug. Natural light floods the space through sliding glass doors.

Guesthouse in Suffield

Home Away from Home

Newly built !!! Only 10 mins from BDL Airport. Attractions; Six Flags New England, Basketball hall of fame. MGM casino, Trails. Close to Hartford hospital, 2 miles away major highway This serene countryside retreat, rustic charm meets modern comfort. Bask in tranquil vistas, unwind by the fireplace, and savor peaceful seclusion. Amenities: Fast Wi-Fi Private entrance Free parking Fully equipped kitchen Self check in Board games and books Smart Tv Workspace

LocationFamilyDecor

5.0 out of 5 average rating, 25 reviews