Litchfield Area, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Litchfield Area, Connecticut on RentalSaver.com!

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From $366 per night (USD)
VRBO
2023-2024 Academic Listing Connecticut Farm House With Breathtaking Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Monthly rental for the 2023-2024 academic calendar from September 6, 2023 through the May 31, 2024. Fully renovated 191 ...
From $366 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Country living with a Lake View
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A delightful year round cottage dog-friendly vacation home nestled in the Litchfield Hills at the base of the Berkshires ...
From $323 per night (USD)
VRBO
From $305 per night (USD)
VRBO
The Goshen Glass Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A beautiful vacation house renovated. New modern furnished decorated 1 large master bedroom 1 full size bed & 2 twin siz ...
From $305 per night (USD)
VRBO
From $830 per night (USD)
VRBO
The Country Retreat House
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Immerse yourself in country living from the heart of the Litchfield Hills. The space This 13-acre Riverfront oasis mean ...
From $830 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Waterfront modern cottage. Great getaway any time of year, under 2 hrs from NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This sun-filled, modern home is directly on Long Meadow Pond, a lovely, quiet freshwater lake. Enjoy beautiful views all ...
From $316 per night (USD)
VRBO
$ROXBURY BEST LOCATION! PoshPadsCT\PAINTER RIDGE\Mint3BR,Pool,BBQ,Bike,1.5HrsNYC$
From $961 per night (USD)
VRBO
ROXBURY BEST LOCATION! PoshPadsCT\"PAINTER RIDGE\"Mint3BR,Pool,BBQ,Bike,1.5HrsNYC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $961 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Charming, river front compound
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront terraces, Large living room with propane fireplace and french doors to river. Large dining room, with firepl ...
From $192 per night (USD)
VRBO
From $1183 per night (USD)
VRBO
WARREN-NYC 2Hrs, Ski Mohawk!, 5BR Mint Design, Pool, Tennis, 20 Acres PoshPadsCT
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Private Mint 5-Bedroom, 4-Bath Country Estate in one of Warren's Best walking, bike riding locations surrounded by large ...
From $1183 per night (USD)
VRBO
$Beautiful New Milford home(1\/4mile to Candlewood Lake & Marina+big private pool)$
From $489 per night (USD)
VRBO
Beautiful New Milford home(1\/4mile to Candlewood Lake & Marina+big private pool)
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful vacation home fully updated in 2021 with brand new furniture throughout (1/4 mile to Candlewood Lake and local ...
From $489 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Lakeview Cottage with Dock, Kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This newly renovated, cozy cottage on pristine Bantam Lake is super-relaxing and perfect for kids of all ages. Guests ha ...
From $541 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Barn Apartment Hideaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Second level apartment of barn/garage on beautifully renovated antique farmhouse property less than a mile from the quai ...
From $331 per night (USD)
VRBO
From $994 per night (USD)
VRBO
Experience Perch Rocks! A Unique Private Waterfront Cottage on Bantam Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Perch Rocks is a luxury camp on Bantam Lake in Litchfield County! This is a true 'lake cottage' with classic shingle st ...
From $994 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Looking for a vacation home? This beautiful home was built in 2009 on Highland Lake, a 444-acre lake nestled in the Ber ...
From $476 per night (USD)
VRBO
$Quintessential Connecticut Living 5BRD\/3 bath Home with Game Room and Fire Pit$
From $629 per night (USD)
VRBO
Quintessential Connecticut Living 5BRD\/3 bath Home with Game Room and Fire Pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Quiet 5 Air Conditioned* bedroom house in the Connecticut Countryside close to everything, but far away from the hustle ...
From $629 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Litchfield hilltop home with long view and sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Private house on historic Chestnut Hill, 1 mile from center of Litchfield. Located on 4.5 scenic acres with incredible w ...
From $281 per night (USD)
VRBO
From $609 per night (USD)
VRBO
NEW! Beautiful 3br vacation home at Woodridge Lake, Goshen, Litchfield County
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New to market! Bring your loved ones (humans and fur-babies) together at this lovely home equipped with everything you ...
From $609 per night (USD)
VRBO
$BEST TOWN! PoshPadsCT \TUNNEL\ Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs$
From $942 per night (USD)
VRBO
BEST TOWN! PoshPadsCT \"TUNNEL\" Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Roxbury & Washington are the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land pre ...
From $942 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Salisbury Cottage Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect place for a weekend getaway in the Berkshires. Walking distance to Salisbury town, where you will find restaura ...
From $243 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Private Kent Getaway With Views, Pond & Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Close to the charming town of Kent, yet secluded on 9 acres, this cozy house provides all-season access to New England a ...
From $276 per night (USD)
VRBO
$Fall 2024! Cozy WATERFRONT Cottage on Highland Lake, CT - central a\/c and heat.$
From $320 per night (USD)
VRBO
Fall 2024! Cozy WATERFRONT Cottage on Highland Lake, CT - central a\/c and heat.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome our cottage on Highland Lake, a 445-acre lake located in the rolling hills of Northwestern Connecticut. This 2 ...
From $320 per night (USD)
VRBO
$Best Town WASHINGTON! PoshPadsCT\51 SENFF\ 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!$
From $1153 per night (USD)
VRBO
Best Town WASHINGTON! PoshPadsCT\"51 SENFF\" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1153 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Check Out Cute Summer Cottage on Lake Warmaug
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Late Summer Deal. due to recent cancellation. Rate reduction. ONLY $285 per day. CURRENTLY AVAILABLE FOR: A ...
From $505 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Charming country home in Roxbury
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Charming country retreat located in the beautiful northwest corner of the Litchfield hills in bucolic Roxbury, CT. Roxb ...
From $518 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \MOOSEHORN\ 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes$
From $1120 per night (USD)
VRBO
100% ROXBURY! PoshPadsCT \"MOOSEHORN\" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1120 per night (USD)
VRBO
From $889 per night (USD)
VRBO
Modern Barn, NEW Luxurious Home
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
The contemporary Barn welcomes guests as a luxury getaway and gorgeous views of rolling hills & sunsets over Washington, ...
From $889 per night (USD)
VRBO
From $332 per night (USD)
Expedia
The Perfect Escape From The City
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perched on a rise in the beautiful lower Berkshires of Litchfield County, this house is your ideal escape from city life ...
From $332 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Quaint cottage located directly on Long Meadow Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Wonderful lakefront cottage with a sun porch, sunny deck, 2 bedrooms, 1 bathroom, beautiful sunsets, and your own privat ...
From $165 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Guest Cottage on Country Estate
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our 2 bedroom guest house in the center of Watertown! The property sits on a 7 acre estate designed by Olmst ...
From $201 per night (USD)
Expedia
From $1708 per night (USD)
VRBO
Nature & Luxury @Lavender Lake Est (Kosher optional)
Bedrooms:
6
Bathrooms:
9
Sleeps:
20
Dream country home!! We recently purchased the ‘Lavender Lake Estate’ after a multi-year search for the perfect country ...
From $1708 per night (USD)
VRBO
$BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \TOPHET POOL BARN\ Ski,Pool,BBQ,Magical!$
From $872 per night (USD)
VRBO
BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \"TOPHET POOL BARN\" Ski,Pool,BBQ,Magical!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spectacular Vaulted Beamed Ceiling Pool Barn with King Bed and Sleeper Sofa Rec Room & Office Area. Salt water heated p ...
From $872 per night (USD)
VRBO
$BEST TOWN ROXBURY! PoshPadsCT\TOPHET 3BR\Ski,Heated Winter Pool\/Spa,Bikes,GasBBQ$
From $874 per night (USD)
VRBO
BEST TOWN ROXBURY! PoshPadsCT\"TOPHET 3BR\"Ski,Heated Winter Pool\/Spa,Bikes,GasBBQ
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $874 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Secluded Cabin for the Perfect Weekend Escape
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Relax in our quiet, quaint & super cute cottage in Northwest Connecticut. Just 2 hours from NYC. Spend your days antiqui ...
From $302 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Lakefront Summer Stunner in New England Just 2 Hours From NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Inside Our Cabin (Central Air and Heat) We have a brand new kitchen with a stainless steel dishwasher, fridge and range ...
From $275 per night (USD)
VRBO
From $295 per night (USD)
VRBO
In town, walk to everything, close to Kent, South Kent and Marvelwood schools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the heart of the village, this private get-away awaits you. Relax and still be in the center of everything. ...
From $295 per night (USD)
VRBO
$House Nestled Bet Vineyards\/Pool, Sauna and Spa$
From $1030 per night (USD)
VRBO
House Nestled Bet Vineyards\/Pool, Sauna and Spa
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This country home is located in one of the most beautiful streets in the Lake Waramaug area. Views from the two Vineyard ...
From $1030 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A charming lakefront cottage in the foothills of the beautiful Berkshire Mountains. Located on a peaceful lake with a pr ...
From $184 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
2 bedroom lakefront cottage with private dock on very quiet, picturesque lake, private beach area within walking distanc ...
From $264 per night (USD)
VRBO
$Adirondack-Style\/Cottage-Beautiful Lake & Mountain Views-Peaceful!$
From $270 per night (USD)
VRBO
Adirondack-Style\/Cottage-Beautiful Lake & Mountain Views-Peaceful!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
“ROARING BEAR” cabin a fully restored and updated Adirondack style cabin originally built in 1922, situated on a pine fo ...
From $270 per night (USD)
VRBO
$Lakefront Cottage w\/Dock, Kayaks$
From $538 per night (USD)
VRBO
Lakefront Cottage w\/Dock, Kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming lakehouse with dock, gorgeous views, swimming, kayaking, biking, hiking, or just kicking back and relaxing. Loc ...
From $538 per night (USD)
VRBO
From $1236 per night (USD)
VRBO
Litchfield County Four Season Country Paradise
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
3,800 Square foot beautifully furnished gated home with 220v Tesla Charger, large outdoor deck, chaise lounges for sixte ...
From $1236 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \SHEARER\2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs$
From $869 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SHEARER\"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
If you are searching for the perfect country setting within an easy drive to wonderful local restaurants, spas, shopping ...
From $869 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Cozy Log Cabin Retreat with Pool on 4 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gather at the log cabin in the woods and enjoy the private pool (Memorial Day - Sept). Updated with all the essentials l ...
From $332 per night (USD)
VRBO
$WARREN PoshPadsCT \MELIUS 1BR+Sofa Bed COTTAGE\ Ski Mohawk-5Mi!,2Hrs NYC,Tennis$
From $417 per night (USD)
VRBO
WARREN PoshPadsCT \"MELIUS 1BR+Sofa Bed COTTAGE\" Ski Mohawk-5Mi!,2Hrs NYC,Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Mint country 1-BR Cottage on Warren's most scenic walking street. Shared Tennis Court, First floor living room, queen sl ...
From $417 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \SENFF ESTATE\8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ$
From $1564 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SENFF ESTATE\"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Bedrooms:
6
Bathrooms:
8
Sleeps:
15
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1564 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \KIRBY\ 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood$
From $805 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"KIRBY\" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $805 per night (USD)
VRBO
$Private Lakeville\/Salisbury Converted Barn$
From $184 per night (USD)
VRBO
Private Lakeville\/Salisbury Converted Barn
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
PLEASE NOTE LAKEVILLE LAKE IS NOW OPEN TO NON RESIDENTS $15/PERSON PER DAY CHILDREN UNDER ONE FREE INCLUDES PARKING --A ...
From $184 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Litchfield Hills Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full ...
From $258 per night (USD)
VRBO
$Available Month of August! Gracious Country Home in Washington, CT. \n$
From $620 per night (USD)
VRBO
Available Month of August! Gracious Country Home in Washington, CT. \n
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Just 90 minutes from NYC and Boston, Litchfield County is comprised of wonderful restaurants, unique shops, galleries, h ...
From $620 per night (USD)
VRBO
From $621 per night (USD)
VRBO
WINTER SEASON RENTAL 4 Bed 3 Bath 8 Minutes to Mohawk Mountain Ski Area
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please read before sending inquiry. Now booking Winter 2025 as a FULL SEASON SKI house rental. **Now booking Summer 2025 ...
From $621 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \JUDD'S BRIDGE\ 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ$
From $1211 per night (USD)
VRBO
100% ROXBURY! PoshPadsCT \"JUDD'S BRIDGE\" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1211 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Mabels Hollow Farm, En suite bedroom farm stay,
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This is not a whole house rental, please refer to house rental option. It is a large private loft room for a couple wi ...
From $182 per night (USD)
VRBO
From $1206 per night (USD)
VRBO
Historic Estate on 40 Private Acres with Pool, Pond & Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Fallen Fence is one of five original Whittlesey Mansions dating circa 1750 to 1800. The Whittlesey family settled the ar ...
From $1206 per night (USD)
VRBO
$Direct Waterfront on Candlewood Lake with \/ boat slip\/ hot tub & outdoor kitchen$
From $1015 per night (USD)
VRBO
Direct Waterfront on Candlewood Lake with \/ boat slip\/ hot tub & outdoor kitchen
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Candlewood Lake direct waterfront home offering beautiful panoramic views from every corner. This house and property ha ...
From $1015 per night (USD)
VRBO
From $488 per night (USD)
VRBO
Beautiful pet friendly riverfront vacation home on the Bantam River in Washington Depot
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This historic circa 1850s property once served as a gunsmith’s shop along the beautiful Bantam River just across from th ...
From $488 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Litchfield County Farmhouse Retreat in Vineyard Area
Bedrooms:
3
Bathrooms:
6
Sleeps:
5
Our home is a 1790s Federal Colonial located in the heart of Litchfield County. Vineyards, Mohawk ski resort, a covered ...
From $695 per night (USD)
VRBO
$BEST TOWN-WASHINGTON! NYC 2Hrs \Calhoun5BR\ POSHPADSCT Ski,Spa&Pool, Bikes,Views$
From $1138 per night (USD)
VRBO
BEST TOWN-WASHINGTON! NYC 2Hrs \"Calhoun5BR\" POSHPADSCT Ski,Spa&Pool, Bikes,Views
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1138 per night (USD)
VRBO
From $717 per night (USD)
VRBO
All-Year Lakefront Getaway! Great Location, Views + Style
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
YellowBird is our renovated home welcoming guests with vacation vibes on private, friendly Woodridge Lake, just minutes ...
From $717 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This completely remodeled cottage includes all amenities, complete kitchen accessories, linens, towels, washer & dryer ...
From $260 per night (USD)
VRBO
From $260 per night (USD)
VRBO
In Town, walk to everything. Near lake, Hotchkiss, IMS, and Salisbury Schools
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This wonderful, first floor apartment is within walking distance to Lakeville lake. Walk to 5 restaurants, health food s ...
From $260 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Bantam Lake Cottage - Lake access, 6 kayaks, 2 SUP, fire pit, grill and games.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Large single-family one level cottage on a private lane with lake access including small shared beach/lawn, this is a 3- ...
From $471 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Lakeridge Litchfield Resort Townhome Pool Tennis Skiing
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
****Note: 30-day minimum rental, no exceptions**** We are offering for rent a spacious 2 bedroom, sun-lit, 2-story, all- ...
From $154 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \SENTRY HILL\ 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ$
From $1157 per night (USD)
VRBO
100% ROXBURY! PoshPadsCT \"SENTRY HILL\" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1157 per night (USD)
VRBO
From $514 per night (USD)
VRBO
A Haven in the Country-
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Sprawling country home located in historic Washington, CT. 90 minutes from New York City and Boston, Litchfield County ...
From $514 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Secluded retreat,13 acres, Solar, Pool, River Views, Pet & Child Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
UNDER NEW MANAGEMENT: 3 bedrooms (3 queen beds), 2 1/2 baths, plus outdoor shower, 3 decks, GRAND ROOM with dining tabl ...
From $535 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Direct Waterfront with Private Beach - Entire Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newer Listing! Enjoy direct waterfront living on one of the cleanest and tranquil lakes in the state. This fully furnish ...
From $317 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Waterfront Lake Home on Tranquil Harwinton Lake with spectacular 180⁰ view.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a lovely classic New England vacation in this lake front,open concept, home on Harwinton Lake. Relax and enjoy the ...
From $347 per night (USD)
VRBO
From $805 per night (USD)
VRBO
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Prana Residence-Spa is a holistically designed residence provides total relaxation and the transformation of vital life ...
From $805 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our charming cottage retreat, a haven for food enthusiasts and nature lovers alike. Our renovated cottage fe ...
From $304 per night (USD)
VRBO
From $848 per night (USD)
VRBO
Direct Water Front Home, Private Boat Dock, Kayaks
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fully furnished direct waterfront single family home with Westerly views. 3 bedrooms, 2 full bathrooms, and living room ...
From $848 per night (USD)
VRBO
$1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9$
From $413 per night (USD)
VRBO
1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
This former tavern retains a lot of colonial-era charm and is a beautiful and peaceful place to stay. It remains a great ...
From $413 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
RATE NOTE: Email for reduced on rate for off-season visits for more than 6 nights (November through April) . Char ...
From $280 per night (USD)
VRBO
$The Beehive Cottage \/ Cornwall Bridge MONTHLY RENTAL \/ minimum 20 days$
From $118 per night (USD)
VRBO
The Beehive Cottage \/ Cornwall Bridge MONTHLY RENTAL \/ minimum 20 days
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Charming, Rustic, Casual Summer Home set in the middle of a nature preserve. This cottage is not fancy, but fully furni ...
From $118 per night (USD)
VRBO
$Historic Warren\/Kent Home$
From $361 per night (USD)
VRBO
Historic Warren\/Kent Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This wonderful home is available for a ski getaway or a spring or summer get together. A historic 1755, home with trem ...
From $361 per night (USD)
VRBO
From $1049 per night (USD)
VRBO
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A modern and comfortable home nestled in the woods in a vibrant and interesting area. Great for athletes, cooks and gett ...
From $1049 per night (USD)
VRBO
From $805 per night (USD)
VRBO
Super comfy, chic converted barn with saltwater pool on 6 acres.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy all seasons in this lovely and oh-so-comfy home in rural Litchfield County. The Barn on Looking Glass Hill has a ...
From $805 per night (USD)
VRBO
From $443 per night (USD)
VRBO
County Seat Colonial
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your home away from home: come relax and enjoy all Litchfield has to offer. The home is located in the heart of the Litc ...
From $443 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Captivating Artisan Built Home With Spectacular Water Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Originally dating to 1800 's this highly unique property was purchased in 1999 by artist and master craftsman Mario Geno ...
From $277 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Beautiful Cottage and Waterfront Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy classic New England weekends and holidays year-round on Lake Waramaug’s Gold Coast. Waramaug is a Connecticut Her ...
From $254 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Lake Waramaug Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
RATES: 233 per night Digital Detox! Close your screens and experience life again in real time. An immaculate, ...
From $211 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Spacious family home with open floor plan, fireplace…and close to ski area!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Woodridge Retreat! A spacious, pet-free family home...residing on over an acre of wooded land...in a pea ...
From $431 per night (USD)
VRBO
From $654 per night (USD)
VRBO
An acclaimed photographers country estate, arts community, near private schools!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This Federal Style home has many original details, a center hall with an arched entrance and a spiral staircase going up ...
From $654 per night (USD)
VRBO
From $1602 per night (USD)
VRBO
Beautiful Country Estate with Heated Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Tullymargy - Beautiful Country Estate Very Private, 4 Bedrooms, 3.5 baths, 12 rooms, Heated, Saltwater Pool, In-pool Spa ...
From $1602 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Cozy in the hills of Cape Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A classic 1930’s Cape Cod home located in the beautiful Litchfield Hills. Litchfield Green is a five minute drive where ...
From $436 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Close to Lime Rock, Prep Schools, 3 Ski Areas
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to Kellogg Haus located in Falls Village, CT, near 3 ski areas and Lime Rock Park for the car enthusiast. Enjoy ...
From $472 per night (USD)
VRBO
From $129 per night (USD)
VRBO
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Inn at Highland Lake! This first floor unit sleeps up to 4 guests, and offers a fully furnished 1-Bedroom ...
From $129 per night (USD)
VRBO
From $164 per night (USD)
Expedia
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to The Inn at Highland Lake! This second floor unit sleeps up to 8 guests, and offers a fully furnished 3-Bedroo ...
From $164 per night (USD)
Expedia
From $701 per night (USD)
VRBO
Mohawk Manor ~ 5 min to Skiing at Mohawk Mtn!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Mohawk Manor is a spacious and chic escape located just minutes from the hamlet of Cornwall and only 2.5 hours ...
From $701 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Cozy & Chic Cabin by the Lake, with access to private Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind from the daily stress at Deer Ridge Cabin. Bright and airy it has everything you need. Spend a day at the private ...
From $250 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Cozy 2-bedroom Cottage with Access to Bantam Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy, quaint cottage with dedicated Bantam Lake access is the perfect getaway for nature enthusiasts, cyclists, wri ...
From $311 per night (USD)
VRBO
$Serene Salisbury Rental Home on 26 Acres w\/ Deck!$
From $399 per night (USD)
Expedia
Serene Salisbury Rental Home on 26 Acres w\/ Deck!
Bedrooms:
4
Bathrooms:
7
Sleeps:
11
Relax, recharge, and repeat with a retreat to this serene Salisbury vacation rental! Featuring a prime location within w ...
From $399 per night (USD)
Expedia
Click For Pricing
VRBO
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage Ease is superbly nestled in rocky hills surrounding Highland lake, giving you a tree house feel. Mature gardens ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Litchfield County! Cozy & quiet, newly renovated 3 bdrm home near Lake Waramaug.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Kickback, relax, & listen to the babbling of Bee Brook in this newly renovated mid-century cottage. Located on 4 acres ...
Click For Pricing
Expedia
From $252 per night (USD)
VRBO
Hidden Serenity at TuKasa - Pool & Billiards
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About this space Discover serenity in our private nestled in the heart of Litchfield County. Embrace tranquility surroun ...
From $252 per night (USD)
VRBO
From $1280 per night (USD)
Expedia
BERKSHIRE MOUNTAIN LAKEFRONT LOG HOUSE FAMILY RETREAT
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our family's lakefront log home sits on 1.4 acres with an amazing two-tiered deck, comfy couches and chairs, facing west ...
From $1280 per night (USD)
Expedia
From $561 per night (USD)
VRBO
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Bright and comfortable, our one level, midcentury home is surrounded by 4 acres of nature gardens and forest, with a sec ...
From $561 per night (USD)
VRBO
$Charming and Relaxing 4br Farmhouse - Ski + Hiking\n\n$
From $258 per night (USD)
Expedia
Charming and Relaxing 4br Farmhouse - Ski + Hiking\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on ...
From $258 per night (USD)
Expedia
$Country home vacation oasis with pool, hot tub, near lake\/hiking.$
From $486 per night (USD)
VRBO
Country home vacation oasis with pool, hot tub, near lake\/hiking.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax by the pool during the day, hot tub and fire-pit at night. Outdoor cooking on grill, griddle and pizza oven. Spraw ...
From $486 per night (USD)
VRBO
Click For Pricing
Expedia
BANTAM GEM: 5 ACRES, LAKE VIEW, HEATED POOL, BBQ, GYM, LAWN, GREAT ZEN ESCAPE
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your dream rental property nestled in the picturesque hills of Litchfield, CT. This cozy and peaceful home bo ...
Click For Pricing
Expedia
From $645 per night (USD)
VRBO
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Pool-ready for 2025, Charming, and spectacular colonial in every single detail. Modern and rustic interior at the same ...
From $645 per night (USD)
VRBO
From $809 per night (USD)
VRBO
Historic Litchfield County Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
New to VRBO but a 5 STAR SUPERHOST! Kick back and relax in this calm, stylish 1910 historic home (10-12 guests). You’l ...
From $809 per night (USD)
VRBO

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Results: 382 Rentals