
Guesthouse vacation rentals in Hartford County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Hartford County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.

New Haven Pizza Cozy Guest House 1 mile to yale
Welcome to our 2 bedroom 1 bathroom peaceful and centrally-located guest house. Located in the heart of New Haven less than 5 min away from Yale Hospital and less than 10 minutes from Yale University. The unit has some amazing features like a private 1 car parking space and in-unit washer and dryer. The space is cozy, but has all the necessary amenities for a comfortable short or long stay. Full size kitchen appliances, large bathroom with glass shower & central AC. All pizza lovers welcome

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

Guilford Lakes Cottage, with hot tub and fire pit.
Kick back and relax in this calm, stylish home, yards from private lakes for kayaking, swimming, fishing or skating in season. For the adventurer, enjoy year round access to extensive forest trail systems for hiking, mountain biking, cross country skiing, and snowshoeing, only a 2 minute walk from our door. Nicknamed " Guilford's Little Augusta," the 9 hole, par 27 executive Guilford Lakes Golf Course is only 1/4 mile away. Five miles south lies one of the 5 most beautiful town greens.

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!

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 Englandâs finest.

Square6ix Stylish Guesthouse in Westville
Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

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.

Fully Renovated, Ocean Views, Fireplace & Beach
Spacious, charming, fully equipped family friendly home in the heart of New London's beach community. The apartment is quiet, private, attractive and comfortable. Private beach, wide open views of Long Island Sound and on site parking. Your carriage house apartment has a private entrance and is located on the second floor above our detached two car garage. Relax, get comfortable and enjoy your stay!

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!
Popular amenities for Hartford County guesthouse rentals
Family-friendly guest house rentals

Gorgeous Waterfront Getaway

The Barn by the Sound
Get Back to Nature at a Modern Wood Clad Getaway

Super Adorable Cottage + Fire pit + King Bed!

Sweet Victorian in Housatonic

The Dacha at the Mystic Farmhouse

"Mystic Country" Farm Stay at 100 Acre Wood

Newly built loft
Guest house rentals with a patio

Camellia Springs - Solace & Rest

Cozy Private Guest Suite

Cozy Guest House on 15 Acres

Studio ADU Guesthouse near Six Flags

Your Own Barn Loft Suite Among the Treetops

Guesthouse at Bantam Woods - 2 bedrooms

The Lodge at Narrow Valley Estate

Cozy Historic Home Guest Suite
Guest house rentals with a washer and dryer

A Little House by the sea

Brand new & close to casinos with HOT TUB

The Nest. Large studio in the Woods.

One BD In-law with Private Ent.

Private studio guesthouse

Adorable 2 bedroom guesthouse in Essex village

Perfect guest house very private

Black Bear Bungalow, Minutes from Tanglewood
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- House rentals Hartford County
- Rentals with lake access Hartford County
- Apartment rentals Hartford County
- Condo rentals Hartford County
- Rentals with an EV charger Hartford County
- Cottage rentals Hartford County
- Rentals with a kayak Hartford County
- Pet-friendly rentals Hartford County
- Rentals with a fire pit Hartford County
- Rentals with beach access Hartford County
- Rentals with breakfast Hartford County
- Rentals with a fireplace Hartford County
- Waterfront rentals Hartford County
- Rentals with a hot tub Hartford County
- Private suite rentals Hartford County
- Rentals with outdoor seating Hartford County
- Fitness-friendly rentals Hartford County
- Smoking-friendly rentals Hartford County
- Bed and breakfasts Hartford County
- Hotel rooms Hartford County
- Rentals with a washer and dryer Hartford County
- Rentals with a patio Hartford County
- Rentals with pools Hartford County
- Family-friendly rentals Hartford County
- Guesthouse rentals Connecticut
- Guesthouse 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
- Mohegan Sun
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Mount Southington Ski Area
- Yale University Art Gallery
- Sleeping Giant State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Millbrook Vineyards & Winery
- Wesleyan University




