Bed and breakfast vacation rentals in Litchfield County

Hospitality in the Berkshire Woods

Enjoy a rustic wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet very close to top-notch cultural and recreational attractions. Nearby trails, pristine lakes and woods offer hiking, swimming and cycling. Experience 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. Breakfast included!

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.

Palazzo Hudson: Luxury Home w/Pool, Hot tub, Sauna

Welcome to Palazzo Hudson! The only private vacation home in Hudson proper with a deluxe sauna, cedar hot tub, seasonal in-ground pool, chef's kitchen, & a pool-side lounge with a fireplace & art library! A home for all seasons, you'll experience inspiration and relaxation from the warm, light-filled rooms, curated art, books, music, luxury spa features, and outdoor deck, patios, and gardens. A quick stroll to the restaurants, bars, cafes, and shops of Warren Street & the Upper Depot District.

River front guest suite

Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 4 adults and two children. Bunk bed top for children or pull out of 4 adults. 1 bathroom Kayaking Paddle bikes and boards Fire pit Tour boat next door at Brunelle’s Patio Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails l

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!

Brick Row House in the Woods, private 2nd floor

Looking for the best price to stay in a historic Hudson Valley townhouse? Just 15 minutes from Hudson, NY is a private second-floor suite above an artist’s studio—bedroom, living room and bathroom all to yourself. Hosted by a top-rated Superhost known for her glowing reviews and exceptional hospitality, you'll enjoy a continental breakfast, easy self-check-in, and spotlessly cleaned rooms. The sunlit space and garden is perfect for meditation, journaling, studying, or simply unwinding.

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.

"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.

Serene Suite near Skiing, Walk to Restaurants

Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Hudson, NY, 1 bedroom - 2 queen beds - living room

FREE private parking. - Late Check-in: Until 12am / Breakfast is not included - We currently do NOT provide transportation - Same Day: Allow 2 hour prep. Private staircase - FREE WIFI - Built in 1848, HISTORIC - Be good with winding stairs (have no mobility issues) - Work remote! Private back porch doors. 2 QUEEN SIZE BEDS - Smoking on porch. No pets. Kitchen not included. Wares provided. Full bathroom. Microwave & Fridge & Ice Compartment Check-in starts: 4PM

English Garden Studio, in the Carriage house

Totally private! In our Carriage house. This is a ground level queen studio, We have a common entrance as well as a “Private Entrance “, W/ Keypad ,steps free Visiting Yale , SOM, Peabody , Off street parking close to door Cathedral ceilings, skylights, French doors A large table with two arm chairs loveseat, dresser,lg closet Private Bath ,W/ double shower kitchenette w/ kurgic coffee maker Great Wi. laundry room in main house Terrace & pond

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.