Litchfield County Homestays

Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open May 15th - Sept 15thMaster suite is located on the first floor along with an open living, dining and kitchen area. The second floor adorns 2 bedrooms with Queen beds, full bath, laundry area, work space and large bonus room. Smart TV's with basic cable and Netflix access in the Master bedroom, first floor living room and upstairs bonus room.About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.Located in the town of Litchfield, the Hideway offers a comfortable place from which you can explore all that Litchfield County has to offer. Here you will find great restaurants, vineyards, shopping, antiques and galleries, all in the beautiful town of Litchfield. The surrounding countryside offers the outdoor enthusiast access to local lakes, rivers, trails and ski areas. Steeped in Colonial history, Litchfield's historic attractions include the picturesque Village Green, First Congregational Church, Tapping Reeve Law School (first in the United States and attended by Aaron Burr and John C. Calhoun), and the home of Oliver Wolcott, signer of the Declaration of Independence. Located close to area private schools and event venues, this is the perfect place to stay when visiting town for weddings and school events.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Your home away from home: come relax and enjoy all Litchfield has to offer. The home is located in the heart of the Litchfield's Historic District. Fine dining, great shopping, yummy bakeries and historic sites are all steps away. Or just stay in where there is plenty of room to relax and cook fresh local food from the farmers market.If you want to be within walking distance to Litchfield town Green this is the spot! The home adorns two bedrooms with cozy queen size beds. There is one full bath located on the second level and a powder room on the main living level. The stairway is fairly steep may not be appropriate for all quests. The fully equipped, recently renovated kitchen is perfect for those nights you may want to stay in. There is a TV located in the living room and a charming dining area located off the kitchen.On the second floor there are two bedrooms and the main bathroom.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours 9pm-9am.No street parking,Pets must be registered.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

This newly renovated farmhouse is complete with a gorgeous kitchen, new bathrooms and spacious bedrooms. A perfect spacious and serene space. Enjoy the pool and wrap around porch during the warmer months or drive through the scenic towns to see the gorgeous fall foliage, experience fall festivals, apple picking, or to catch a glimpse of some of the spots that inspired Gilmore Girls there is plenty to do and see! In the winter months come home after a day of skiing to this cozy space.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Feels like home! This classic 1860's colonial is the perfect place to unwind and enjoy all Litchield has to offer. The home adorns 3 bedrooms, 2.5 bathrooms, chefs kitchen, cozy lounge areas and a large dinning room to enjoy friends and family. Located in walking distance to Litchfield's town center where you can stroll through unique shops, savor fine dinning as well as visit historic sitesAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Located in the heart of Litchfield County, easy 2 hour drive from either NYC or Boston. This tri-level gem is nestled by a gentle brook in the exclusive Woodridge Lake Community (woodridgelake.com). Minutes from snow sports, water sports, hiking, galleries, restaurants, antiquing, vineyards. This home is perfect for entertaining friends or just relaxing w/ significant others and family in country cozy.HOUSE FEATURES INCLUDELower level rec room/bedroom complete with Peloton bike, board games, flat screen tv, wood-burning stove, bed/bath and private terraceFirst Story IncludesLiving room with wood-burning fireplaceFull dinning roomChef's kitchen Fire pit/gas grillScreened-in porch2 bedroomsFull bath room with Tub/Shower ComboWasher/dryerSecond Level IncludesMaster suiteFull bath w/ jacuzzi and separate stall showerWalk-in closetADDITIONAL AMENITIESAll privileges to the spectacular Woodridge Lake Club for guests staying more than 2wks (woodridgelake.com)GarageAlarm system3 flat screen Tv'sAbundant closet spaceBrand new mattresses, linens, dishes, kitchen ware and furnitureWHAT'S NEARBYWoodridge lake and clubChateau Mayflower Inn & SpaWinvian Inn and SpaMohawk Mt. ski areaLake WaramaugArethusaMiranda VinyardWinnis VinyardMilkhouse Chocolate-Thorncrest FarmAction WildlifeLimerock RacewayQuassy Amusement ParkKent, Lakeville, Salisbury,New Preston, Washington Great Barrington (45 min)About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

A beautifully renovated cottage just minutes away from Bantam and Litchfield, this is the perfect getaway for a couple or family to visit Litchfield County. Shops and recreation are close by but you are in a peaceful and bucolic setting with views of the Litchfield Land Trust forest and minutes from White Memorial. The master bedroom has a modern ensuite bathroom. There is plenty of room for up to three kids in an open second floor space. Enjoy the outdoor bluestone terrace for sunsets and grilling. Pool access during the summer months.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

A classic 1930’s Cape Cod home located in the beautiful Litchfield Hills. Litchfield Green is a five minute drive where you can enjoy antiquing, dining, shopping, and relaxing in the picturesque town center. If hiking and outdoor activities are more your thing we are also minutes for White Memorial Foundation and Topsmead National Forest is right around the corner. Mohawk Mountain Ski Area is 12 miles away.The space:The Storybook Cape is comfortable, cozy and charming with the convenience of uptown Litchfield just 3 miles away. Perfectly located, close to all the action but far enough for privacy and quiet nights.The home has a brand new fully equipped kitchen, remodeled bathroom, hardwood floors and fresh paint throughout. The main living space has a TV, WiFi and a cozy dinning space. Both bedrooms have multiple windows, AC window units, a comfortable amount of space and lovely natural light.There is a washer/dryer to use if need be.Great for any and all travelers...kids as well! Pets are allowed but MUST be crated when left alone. We will provide a crate if need be.Guest access:The entire home is private and available for guests to enjoy.Interaction with guests:Privacy and comfort always come first. However, should you have any questions or requests, please feel free to call or txt.About pets:Pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Step Back in Time at Our Rustic 4BR/2.5BA Farmhouse GetawayLooking for a peaceful escape into the countryside? Our spacious, well-loved 4-bedroom, 2.5-bath farmhouse offers an authentic rural retreat just steps from the Housatonic River and the historic West Cornwall Covered Bridge. This is not a modern hotel — it’s a 140-year-old farmhouse with all the charm that comes with it.Perfect for those who appreciate character and country living, the home sleeps up to 8 guests and offers a unique mix of old-fashioned coziness and natural beauty.Please note: This is a historic home in a country setting — there may be bugs, wildlife nearby, and limited water pressure when multiple fixtures are in use (we’re on a well). If you're looking for sleek and polished, this might not be the place for you.✨ What You’ll Love:Steps from the Housatonic River & West Cornwall Covered BridgeScreened-in porch, front porch, and upper deck for outdoor relaxationGreat access to hiking, fishing, antique stores, wineries, and farm standsA peaceful place to disconnect, recharge, and experience true country lifeAmenities:✔ 4 Bedrooms with vintage charm✔ Two kitchens (main one fully equipped; second one good for yoga or overflow cooking)✔ Spacious common areas with lots of seating✔ Screened-in porch & outdoor fire pit✔ High-Speed Wi-Fi & Smart TV✔ Free parking across the street for up to 3 cars✔ Washer/Dryer (note: water pressure is impacted if too many appliances run at once)🏠 The House:This home has large windows that bring in natural light, and multiple places to gather — including a front porch perfect for morning coffee, and a backyard with space for lawn games.Expect older fixtures, and a little “country character.” This isn’t a luxury retreat, but something much rarer: a true farmhouse experience.Kitchens:Main Kitchen (1st Floor): Fully stocked for cookingSecond Kitchen (2nd Floor): Functional but sparsely stocked, great light for stretching or yogaBedrooms:1 Full (1st Floor)1 Queen + 1 Full (2nd Floor)1 King with Ensuite (3rd Floor Master)Optional: 2 twin mattresses in lounge for extra sleeping spaceBathrooms:Ensuite with King Bedroom (3rd Floor)Full bath off kitchen (1st Floor)Half bath upstairs (2nd Floor)🛁 About the Water:We are on a private well system — there's plenty of hot water, but if you shower while someone’s doing laundry or dishes, the pressure may drop. Please plan accordingly.Other Things to Note:Yes, you may hear creaks and the occasional critter — it’s the country!Not updated or modern — it’s rustic and simple.No smoking or vaping anywhere on the propertySmall dogs under 35 lbs allowed with prior approval and strict rulesNo parties or eventsReady to Unplug?Whether you're looking to explore the natural surroundings or just relax on the porch with a book and some fresh air, this home invites you to slow down and enjoy a different pace of life.Ask about off-season discounts for longer weekday stays!Let us know if you have any questions — we're happy to help!About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Bright and comfortable, our one level, midcentury home is surrounded by 4 acres of nature gardens and forest, with a secluded pool for relaxing in the warmer months. The interior includes hardwood flooring, living room fireplace, spacious sun room, and well stocked kitchen. There are 3 large bedrooms, the primary bedroom pampers with an amazing remodeled bathroom. The comfortable floor plan makes it easy to share public space while offering plenty of private areas. There is a private office for remote working. Relaxation is offered in all parts of the house and grounds. Try the screened in porch for evening dining, or morning coffee on the light filled deck or rest yourself poolside hidden in the secret garden. Gardens burst full of color here, with 60-year-old rhododendrons and abundant annuals including irises and peonies. Winding paths along ancient stone walls and woods full of bird life make this an easy place to find peace and respite. Close to East Hamlet Preserve for hiking, Lake Waramaug beach for swimming and only 10 minutes to Kent town center’s variety of restaurants and shopping. 4 miles to Warren and 25 mins to nearest train station into NYC.Pool and grounds are not fenced, so this property is not suitable for pets and children.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.