
Guesthouse holiday rentals in Hartford County
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Top-rated Guesthouses in Hartford County
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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.

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.

Charming Guest Cottage with Modern Amenities
Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

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.

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.

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!

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!

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

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.
Popular amenities for Hartford County guesthouses
Family-Friendly guesthouses

Clinton's Hidden Secret, A Distillerie until 1926

East Rock Guest Cottage

Quiet setting for this guesthouse with pool.

New Haven Pizza Cozy Guest House 1 mile to yale

Westville Hideaway | Stylish Guesthouse + Parking

Barn Guesthouse w/ pool

House on Little River / Writer Retreat
Guesthouses with a patio

Camellia Springs - Solace & Rest

Cozy Private Guest Suite

The Nest. Large studio in the Woods.

Cozy Guest House on 15 Acres

Your Own Barn Loft Suite Among the Treetops

Guesthouse at Bantam Woods - 2 bedrooms

One BD In-law with Private Ent.

Cozy Historic Home Guest Suite
Guest house rentals with a washing machine and dryer

The Blacksmith Cottage

Private Guesthouse

In-Law spot Ready to Rent - Daily or Weekly

Brand new & close to casinos with HOT TUB

Hoof & Hearth— Where the Farm Feels Like Home

59 Old Maids Lane pool house

Chez Nanou- Above the Barn Charm

Adorable 2 bedroom guesthouse in Essex village
Destinations to explore
- Plainview Holiday rentals
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- Rentals with outdoor seating Hartford County
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- Guesthouse rentals Connecticut
- Guesthouse rentals United States
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Ocean Beach Park
- Catamount Mountain Ski Resort
- Mohegan Sun
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Hammonasset Beach State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Sleeping Giant State Park
- Mount Southington Ski Area
- Ocean Beach
- Ski Sundown
- University of Connecticut
- Norman Rockwell Museum
- Naumkeag
- Foxwoods Resort Casino
- Berkshire Botanical Garden




