
Guesthouse vacation rentals in Hartford County
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Top-rated guesthouse rentals in Hartford County
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"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

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.

"4th of July Cottage" Open: Fire Pit + King Bed
Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!
Get Back to Nature at a Modern Wood Clad Getaway
HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

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.

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 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!

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.

Charming Barn Apartment
Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Amherst Area Studio Apartment
Convenient location on quiet side road near Amherst, Hampshire, and UMass. Easy commute to Smith and Mt. Holyoke. Unique 2nd floor open studio space with 1 single and 1 dble bed, a sofa and chair, a dining nook with a small kitchenette + full bath. Bathroom is on first floor but studio is on second floor. Public beach is available June 24 and is steps away!
Popular amenities for Hartford County guesthouse rentals
Family-friendly guest house rentals

Modern studio with views of the treetops

Historic Railroad Caboose - Unique CT Farm Escape

A Barn Experience $159/night NO cleaning fee

Home Away from Home

Mill River Cottage (pet friendly!)

Spring in the Heart of New England!

Cottage with a Waterfall View

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!
Guest house rentals with a patio

Cozy Private Guest Suite

The Rising Tide Cottage

The Nest. Large studio in the Woods.

Cottage in Quiet Corner. Four miles from town.

Studio ADU Guesthouse near Six Flags

Clinton's Secret, Close to Beaches, Pet Friendly

New Haven Pizza Cozy Guest House 1 mile to yale

Sweet Victorian in Housatonic
Guest house rentals with a washer and dryer

Charming Carriage House-Ocean View-Beach-Fireplace

Large Studio – Walk to Town

Gorgeous Waterfront Getaway

Cozy cottage on small intown farm.

Modern barn in the heart of the Berkshires

Your Own Barn Loft Suite Among the Treetops

Guesthouse at Bantam Woods - 2 bedrooms

Westville Hideaway | Stylish Guesthouse + Parking
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- Yale University
- Mohegan Sun
- 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
- Taconic State Park
- Bousquet Mountain Ski Area
- Hammonasset Beach State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- University of Connecticut
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Ski Sundown
- Millbrook Vineyards & Winery
- Soundview Beach
- Wesleyan University
- Ocean Beach
- Mount Southington Ski Area





