
Guest house holiday rentals in Hartford County
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Hartford County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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

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.

Unique luxurious private building in historic area
Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

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

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!

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.

Peaceful Meadow Retreat
Unwind at Meadow's Edge, a serene and cozy refuge where you can come to relax and recharge! Looking out on our peaceful meadow and abutting 125 acres of corn fields, this is a perfect spot to enjoy a book on the shaded back patio, a yoga or meditation session, or a quiet walk through the fields & woods. Take in the view from inside the southern facing windows, where it is not uncommon to see wildlife at dawn or dusk. This is the tranquil getaway that you have been waiting for!

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! 🏠👍

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!

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.

Thirty shades of gray
This unique studio has a style of its own. Whether you’re here a night or ten this space is so warm and inviting. It’ll be your home away from home with all of the essentials so you can pack light. I provide guests with 100% Moroccan Argan oil shampoo, body wash, and conditioner. This is good for every hair type and skin type. So there is no need to pack a heavy bag I want your stay to be as convenient and relaxing as possible.

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.
Popular amenities for guest house rentals in Hartford County
Family-friendly guest house rentals

Quiet setting for this guesthouse with pool.

Brand new & close to casinos with HOT TUB

Beautiful rooms with Private entry & bath

Cozy Guest House on 15 Acres

Adorable 2 bedroom guesthouse in Essex village

Privateers Boathouse (Village Waterfront)

Bright & Breezy Stay • Beach Days + City Nights

Waterfront Cottage on the Niantic River
Guest house rentals with a patio

Camellia Springs - Solace & Rest

Cozy Private Guest Suite

The Nest. Large studio in the Woods.

Guesthouse at Bantam Woods - 2 bedrooms

One BD In-law with Private Ent.

Cozy Historic Home Guest Suite

Family-Friendly Lakeside Cottage

Country Garden Apartment
Guest house rentals with a washing machine and dryer

cosie and modern 2 bedroom apartment

Private Guesthouse

ZenVibe Inn

In-Law spot Ready to Rent - Daily or Weekly

Private studio guesthouse

Chez Nanou- Above the Barn Charm

Perfect guest house very private

Cozy One Bedroom w/ Private bath, in Windsor CT
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with a hot tub Hartford County
- House rentals Hartford County
- Rentals with lake access Hartford County
- Smoking-friendly rentals Hartford County
- Pet-friendly rentals Hartford County
- Rentals with beach access Hartford County
- Cottage rentals Hartford County
- Rentals with a washing machine and dryer Hartford County
- Rentals with an EV charger Hartford County
- Rentals with a firepit Hartford County
- Private suite rentals Hartford County
- Apartment rentals Hartford County
- Rentals with a fireplace Hartford County
- Rentals with pools Hartford County
- Hotel rooms Hartford County
- Rentals with a kayak Hartford County
- Rentals with breakfast Hartford County
- Rentals with outdoor seating Hartford County
- Bed and breakfasts Hartford County
- Flat rentals Hartford County
- Rentals with a patio Hartford County
- Waterfront rentals Hartford County
- Family-friendly rentals Hartford County
- Fitness-friendly rentals Hartford County
- Guest house rentals Connecticut
- Guest house rentals United States
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Thunder Ridge Ski Area
- Ocean Beach Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Mohegan Sun
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Mount Southington Ski Area
- Taconic State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Norman Rockwell Museum
- Yale University Art Gallery
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Millbrook Vineyards & Winery
- Wesleyan University




