Bed and breakfast holiday rentals in Litchfield County

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Litchfield County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Top guest favourite

A cozy living room is characterized by wooden beams and warm wood paneling. Comfortable seating is arranged around a central area rug, with plants adorning the space. Natural light fills the room through large sliding glass doors that open to a deck.

Private room in Sandisfield

Hospitality in the Berkshire Woods

“This is a REAL Bed & Breakfast!” “Like a boutique hotel, only more personal.” Enjoy a wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet close to top-notch cultural and recreational attractions. Experience a fresh-air escape with the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light.

4.94 out of 5 average rating, 162 reviews

Guest favourite

A cozy bedroom features a wooden queen bed with a decorative quilt and accent pillows. Two windows dressed in sheer and dark curtains allow soft light to enter. Colorful artwork adorns the wall above the bed, complementing the calming green walls.

Private room in Hamden

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in the room. Walk to best Irish pub, stores,trail and park. Offer 1 bedroom beautifully decorated with a queen bed, cable TV, wifi on private guest floor with private bathroom with a shower and jacuzzi bath. A separate guest lounge w/fridge and microwave. Includes continental breakfast.

4.86 out of 5 average rating, 370 reviews

Top guest favourite

A well-appointed bedroom features a spacious bed with a light blue quilt and decorative pillows. An elegant fireplace is positioned against the wall, complemented by a framed floral artwork. Soft natural light pours in through sheer curtains, enhancing the calming atmosphere.

Private room in Norfolk

Maple House, Birch Room

Enjoy a relaxing visit to a romantic Victorian home. Located in the Berkshires village of Norfolk, a 2 minute walk from the Yale Summer School of Music and Art and music venue Infinity Hall, this classic features the Birch Room decorated with original watercolors, a new queen Leesa bed, high speed wi-fi, a lovely shared bath with claw-foot tub, and a decorative fireplace. You will enjoy a shared wrap around open porch overlooking the gardens, and a cozy second floor sun porch with sunset views.

4.98 out of 5 average rating, 56 reviews

Guest favourite

A large, white mansion with multiple windows is visible behind a neatly trimmed hedge. Tall trees surround the property, and a clear sky with scattered clouds serves as a backdrop. The lush green lawn enhances the overall serene setting.

Private room in Hudson

Hudson, NY, 1br on 2nd floor - 2 queen - full bath

1BR with private full bath - 2 queen size beds - On second floor FREE private parking. - Check-in: 4pm until 12am / Breakfast is not included - We currently do NOT provide transportation - Same Day: Allow 2 hour prep. time - Private staircase - FREE WIFI - Built in 1848 - HISTORIC - TAKE HEED: Be good with winding stairs (have no mobility issues) - Work remote! Private back porch doors. Smoking on porch. No pets. Kitchen not included. Wares provided. Microwave/Fridge & Ice Compartment

4.85 out of 5 average rating, 851 reviews

Guest favourite

A charming house features a light green exterior with white trim and a spacious front porch. Sheltered by large trees, the porch is adorned with hanging plants and a welcoming purple entryway, inviting guests to relax in a serene outdoor space.

Private room in Guilford

Private Upstairs Chef’s Suite at Griswold Cottage

This is a Private suite with private bath. My place is close to the Village Green, it’s shops, restaurants, Chocolatier and bookstore. It’s a half mile to the Guilford beach, 4 miles to the Hammonasett beach in Madison. The house has great light, a cozy relaxing porch, a walking location to the village. You want to take a Picnic lunch with you? talk to me... My place is good for couples, solo adventurers, business travelers, bicyclists or hiking enthusiasts, anyone who just loves history!

4.75 out of 5 average rating, 295 reviews

Top guest favourite

A landscaped garden features vibrant flowers in various colors, surrounded by green shrubbery. A stone pathway leads through the garden, with comfortable seating areas visible in the background. The space is shaded by trees, creating a serene outdoor atmosphere.

Private room in New Milford

"The Parsonage" 1 or 2 Bdrm Suite with full bath

A completely renovated farmhouse ( formally a parsonage) built in 1890. Beautifully landscaped gardens and sitting areas located in the backyard. Backyard amenities include a patio, fire pit, hammock and picnic table. Check in through front door ( shared by owner) to stairs leading to second floor to guest quarters, which include a Master BR, living room/dry kitchenette with mini fridge and large full bath. A 2nd bedroom is available at an additional cost of $30.00 per guest,per night.

4.91 out of 5 average rating, 372 reviews

Guest favourite

An aerial view of a charming Victorian home with a yellow exterior, situated in a lush garden setting. The property features multiple sections, a wrap-around porch, and several landscaped areas with trees and flower beds, creating a welcoming outdoor space.

Private room in Suffield

The Lily House - Liv's Garden Room

Set in the historic district of Suffield, CT, this charming Victorian home offers a lovely place to stay as you journey through a quaint New England town. It has well appointed rooms, a beautiful wrap-around front porch and several gardens with walking paths. Just a short walk away from fine and casual dining, parks, the “Walk of Homes” as well as Suffield Academy. Our convenient location is only five miles from Bradley Int'l Airport and minutes from both Hartford CT, and Springfield MA.

4.9 out of 5 average rating, 118 reviews

Top guest favourite

A cozy sleeping area features a spacious bed adorned with decorative pillows, framed by floral wallpaper. A side chair and small table create a relaxing corner, while a desk is positioned near a window allowing natural light to illuminate the space.

Private room in Brewster

Suite by the Lake, HudsonValley/ pets welcome.

Enjoy this stylish and unique place. The suite by the lake is a cozy getaway on the scenic banks of the Croton watershed. About 1 hour from NYC, it's in the main house, an 1850 farmhouse & has a kitchenette , bath and a working space area. It has a private entrance by the pool. The pool has a big seating and lounging area with tranquil views of the lake. The comfortable bed is a queen size. Shared spaces are only the outdoor areas ex.pool, vegetable garden, Zen garden, parking area.

4.97 out of 5 average rating, 65 reviews

Guest favourite

A spacious room features a comfortable bed with yellow accent pillows, flanked by two windows allowing natural light to illuminate the space. A simple desk and chair are located beside a soft bedside lamp. A small decorative plant sits atop the desk.

Private room in Harwinton

SunnyCozyRoom/Clean/Quiet/Private/Nature

A sunny clean second fl private room in a contemporary owner occupied two stories single-family house, charming garden, 2h NYC/Boston, 35min Hartford, 8 min golf course Self-check-in. cotton bedding FULL size SOFT mattress Required shoes off No pets allowed No smoking permitted No pets and service animals due to allergies and lack of experience Parties upon requesting A visible camera is installed in the shared kitchen not facing private areas. See "Safety" section for full details

4.86 out of 5 average rating, 78 reviews

Top guest favourite

A comfortable bedroom features a spacious bed adorned with decorative pillows. Soft blue walls create a calming atmosphere, while two bedside lamps provide warm lighting. A window dressed with light curtains is situated above the headboard, allowing natural light to filter into the room.

Private room in Agawam

Hampshire Room

Welcome! Our Hampshire Room is a comfortable private room w/ a brand new king bed, a laptop-friendly workspace, Wi-fi, and 40" flat screen. Conveniently next to bathroom. Convenient access: - MGM Casino-7 min - Bradley Airport-15 min - Eastern States Exposition, home of The Big E-5 min - Basketball Hall of Fame-8 min - Six Flags New England-10 min TWO extremely friendly cats, Tigger & Pounce will greet you and permit oodles of loving.

4.89 out of 5 average rating, 326 reviews

Top guest favourite

A spacious bedroom features a wooden four-poster bed adorned with green and white pillows. A dining table with two chairs sits in one corner. Soft lighting is provided by a lamp and two hanging chandeliers, creating a calm ambiance.

Flat in Town of Hillsdale

Serene Suite: Hudson & Berkshires, Walk to Brewery

A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

4.98 out of 5 average rating, 261 reviews

Top guest favourite

A sunny yellow bedroom features a spacious bed adorned with floral bedding. A large mirror reflects natural light from two windows overlooking the forest. An armchair and side table complete the welcoming space, creating a cozy atmosphere for relaxation.

Private room in Roxbury

Mine Hill Getaway West Room

This property has two bedrooms on the 2nd floor which can be booked separately or together. The West Room is a sunny yellow, and also has two windows and a good view of the forest. The bathroom is en-suite. Guests may use the salt-water lap pool in the summer months and enjoy the garden. A light breakfast is offered. Note: There is no elevator. There is parking available on the driveway. Each bedroom has its own private bathroom.

4.98 out of 5 average rating, 61 reviews