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

Litchfield Area Rentals

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From $366 per night (USD)
VRBO
Spacious Home nestled along the Blackberry River in Northwest CT
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This beautiful house is on 3 acres to enjoy. 3 bedroom, 3 bathroom. 1 king ,1 queen, 1 full 2 twins , queen futon and do ...
From $366 per night (USD)
VRBO
From $736 per night (USD)
VRBO
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Our farmhouse was built in 1793 and renovated early in the 21st century. It offers all the modern amenities, but in a hi ...
From $736 per night (USD)
VRBO
From $1457 per night (USD)
VRBO
Beautiful Farmhouse on 14 Acres
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Originally built in 1790, this farmhouse is the perfect mix of old world charm and modern convenience. Nestled just outs ...
From $1457 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \SUNNY RIDGE\ 8-BR Estate, Heated Pool, BBQ, Magical$
From $1628 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SUNNY RIDGE\" 8-BR Estate, Heated Pool, BBQ, Magical
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Sunny Ridge Farm is a magnificent country estate on 14 acres in the Sunny Ridge Historic District. It is the largest ho ...
From $1628 per night (USD)
VRBO
From $546 per night (USD)
VRBO
Summer Lake Cottage, private beach, Berkshire Hills, small village
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
This is the lake cottage your grandmother visited during her childhood. Charming, original 1920 features. Big remodeled ...
From $546 per night (USD)
VRBO
From $348 per night (USD)
Expedia
The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Barn, 2 floors of scenic marsh views. 3 minutes from Millerton, lakes and Hotchkiss. Open loft, Queen Be ...
From $348 per night (USD)
Expedia
$BEST TOWN ROXBURY! PoshPadsCT \PAINTER - POOL\ 1.5Hrs NYC, Mint, Ski, Fires, BBQ$
From $1060 per night (USD)
VRBO
BEST TOWN ROXBURY! PoshPadsCT \"PAINTER - POOL\" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 2 hours of NYC - the best restaurants, shopping, land pr ...
From $1060 per night (USD)
VRBO
From $366 per night (USD)
VRBO
2023-2024 Academic Listing Connecticut Farm House With Breathtaking Views
Bedrooms:
2
Bathrooms:
3
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:
1
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 $349 per night (USD)
VRBO
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
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 $349 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Charming, river front compound
Bedrooms:
1
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 $479 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 $479 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 $311 per night (USD)
Expedia
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 $311 per night (USD)
Expedia
From $762 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 $762 per night (USD)
VRBO
From $1010 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 $1010 per night (USD)
VRBO
From $1447 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 $1447 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Beautiful New Milford home(1/4mile to Candlewood Lake & Marina+big private pool)
Bedrooms:
2
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 $404 per night (USD)
Expedia
From $613 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 $613 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Bedrooms:
3
Bathrooms:
5
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 $550 per night (USD)
Expedia
$BEST TOWN! PoshPadsCT \TUNNEL\ 4-BR HEATED SPA-POOL, Bike, Hiking, NYC 1.5 Hrs$
From $1042 per night (USD)
VRBO
BEST TOWN! PoshPadsCT \"TUNNEL\" 4-BR HEATED SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Roxbury & Washington are the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land pre ...
From $1042 per night (USD)
VRBO
$BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \TOPHET POOL BARN\ Ski,Pool,BBQ,Magical!$
From $1199 per night (USD)
VRBO
BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT \"TOPHET POOL BARN\" Ski,Pool,BBQ,Magical!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spectacular Vaulted Beamed Ceiling Pool Barn with King Bed and Sleeper Sofa Rec Room & Office Area. Salt water heated p ...
From $1199 per night (USD)
VRBO
$BEST TOWN ROXBURY! PoshPadsCT\TOPHET 3BR\Ski,Heated Winter Pool/Spa,Bikes,GasBBQ$
From $1048 per night (USD)
VRBO
BEST TOWN ROXBURY! PoshPadsCT\"TOPHET 3BR\"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1048 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Secluded Cabin for the Perfect Weekend Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax in our quiet, quaint & super cute cottage in Northwest Connecticut. Just 2 hours from NYC. Spend your days antiqui ...
From $351 per night (USD)
VRBO
Click For Pricing
VRBO
Come and stay at the oldest house in Litchfield CT!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Idyllic antique country cottage in a private setting. Cozy as it gets, and convenient to everything the area has to off ...
Click For Pricing
VRBO
From $291 per night (USD)
VRBO
Private Kent Getaway With Views, Pond & Pool
Bedrooms:
1
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 $291 per night (USD)
VRBO
From $284 per night (USD)
VRBO
SPRING 2025! Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our cottage on Highland Lake, a 445-acre lake located in the rolling hills of Northwestern Connecticut. Thi ...
From $284 per night (USD)
VRBO
$Best Town WASHINGTON! PoshPadsCT\51 SENFF\ 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!$
From $1244 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 $1244 per night (USD)
VRBO
From $608 per night (USD)
VRBO
One of the Original Summer Cottages on Lake Warmaug
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
New Expanded Deck for great outside living. Propane BBQ. Lots of seating for lazy afternoons or morning coffee. Mar ...
From $608 per night (USD)
VRBO
Click For Pricing
VRBO
Charming country home in Roxbury
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Charming country retreat located in the beautiful northwest corner of the Litchfield hills in bucolic Roxbury, CT. Roxb ...
Click For Pricing
VRBO
$100% ROXBURY! PoshPadsCT \MOOSEHORN\ 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes$
From $1029 per night (USD)
VRBO
100% ROXBURY! PoshPadsCT \"MOOSEHORN\" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
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 $1029 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Lakefront Summer Spectacular 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 $328 per night (USD)
Expedia
From $1035 per night (USD)
VRBO
Modern Barn, NEW Luxurious Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
The contemporary Barn welcomes guests as a luxury getaway and gorgeous views of rolling hills & sunsets over Washington, ...
From $1035 per night (USD)
VRBO
From $337 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 $337 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Guest Cottage on Country Estate
Bedrooms:
1
Bathrooms:
2
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 $218 per night (USD)
Expedia
From $2033 per night (USD)
VRBO
Nature & Luxury @Lavender Lake Est (Kosher optional)
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
Dream country home!! We recently purchased the ‘Lavender Lake Estate’ after a multi-year search for the perfect country ...
From $2033 per night (USD)
VRBO
From $1439 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 $1439 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A charming lakefront cottage in the foothills of the beautiful Berkshire Mountains. Located on a peaceful lake with a pr ...
From $270 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2 bedroom lakefront cottage with private dock on very quiet, picturesque lake, private beach area within walking distanc ...
From $238 per night (USD)
VRBO
From $479 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 $479 per night (USD)
VRBO
From $1131 per night (USD)
Expedia
Litchfield County Four Season Country Paradise
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
3,800 Square foot beautifully furnished gated home with 220v Tesla Charger, large outdoor deck, chaise lounges for sixte ...
From $1131 per night (USD)
Expedia
$100% WASHINGTON! PoshPadsCT \SHEARER\2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs$
From $1022 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SHEARER\"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
If you are searching for the perfect country setting within an easy drive to wonderful local restaurants, spas, shopping ...
From $1022 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Cozy Log Cabin Retreat with Pool on 4 Acres
Bedrooms:
1
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 $336 per night (USD)
VRBO
$WARREN PoshPadsCT \MELIUS 1BR+Sofa Bed COTTAGE\ Ski Mohawk-5Mi!,2Hrs NYC,Tennis$
From $626 per night (USD)
VRBO
WARREN PoshPadsCT \"MELIUS 1BR+Sofa Bed COTTAGE\" Ski Mohawk-5Mi!,2Hrs NYC,Tennis
Bedrooms:
1
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 $626 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Adirondack-Style/Cottage-Beautiful Lake & Mountain Views-Peaceful!
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
“ROARING BEAR” cabin a fully restored and updated Adirondack style cabin originally built in 1922, situated on a pine fo ...
From $278 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \SENFF ESTATE\8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ$
From $2096 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SENFF ESTATE\"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Bedrooms:
5
Bathrooms:
8
Sleeps:
15
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $2096 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \KIRBY\ 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood$
From $828 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"KIRBY\" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $828 per night (USD)
VRBO
From $182 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 $182 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 $769 per night (USD)
VRBO
AUGUST 2025 AVAILABLE for 15K 4BR 3BA @ Woodridge Lake with Pool, Tennis, Gym
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
MONTH OF AUGUST IS AVAILABLE for $15K + electric! Please read before sending inquiry. NOTE **All amenities (gym, tennis, ...
From $769 per night (USD)
VRBO
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Expedia
Beautiful, family-friendly renovated farmhouse 6 minutes from skiing in Cornwall
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Well-appointed antique farmhouse with recently renovated gourmet cook's kitchen, master BR suite with complete privacy a ...
Click For Pricing
Expedia
$BEST TOWN-WASHINGTON! NYC 2Hrs \Calhoun5BR\ POSHPADSCT Ski,Spa&Pool, Bikes,Views$
From $1544 per night (USD)
VRBO
BEST TOWN-WASHINGTON! NYC 2Hrs \"Calhoun5BR\" POSHPADSCT Ski,Spa&Pool, Bikes,Views
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 $1544 per night (USD)
VRBO
From $970 per night (USD)
VRBO
Litchfield Hills Lakefront Home! Amazing location, views and sunsets
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
YellowBird is our renovated home welcoming guests with vacation vibes on private, friendly Woodridge Lake, just minutes ...
From $970 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This completely remodeled cottage includes all amenities, complete kitchen accessories, linens, towels, washer & dryer ...
From $380 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Bantam Lake Cottage - 4 min walk to lake/shared beach, 6 Kayaks, 2 SUP, fire pit
Bedrooms:
2
Bathrooms:
2
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 $419 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \SENTRY HILL\ 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ$
From $1266 per night (USD)
VRBO
100% ROXBURY! PoshPadsCT \"SENTRY HILL\" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1266 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \JUDD'S BRIDGE\ 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ$
From $1166 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 $1166 per night (USD)
VRBO
From $1413 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 $1413 per night (USD)
VRBO
From $1053 per night (USD)
VRBO
Direct Waterfront on Candlewood Lake with / boat slip/ hot tub & outdoor kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Candlewood Lake direct waterfront home offering beautiful panoramic views from every corner. This house and property ha ...
From $1053 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
From $641 per night (USD)
VRBO
Secluded retreat, 13 acres, solar, pool, river views, pet & child friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Soaring ceilings, open floor plan, and expansive windows bring the calm of nature indoors, creating a serene space to u ...
From $641 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $373 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 $373 per night (USD)
VRBO
From $351 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 $351 per night (USD)
VRBO
From $773 per night (USD)
VRBO
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Prana Residence-Spa is a holistically designed residence provides total relaxation and the transformation of vital life ...
From $773 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 $667 per night (USD)
VRBO
Direct Water Front Home, Private Boat Dock, Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully furnished direct waterfront single family home with Westerly views. 3 bedrooms, 2 full bathrooms, and living room ...
From $667 per night (USD)
VRBO
From $413 per night (USD)
VRBO
1770 Colonial 5 Bedrooms 4 1/2 Baths Sleeps 9
Bedrooms:
4
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 $282 per night (USD)
Expedia
Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming, traditional cottage design fully renovated and modernized, located among the very best of locations at H ...
From $282 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Sweet Beehive Cottage / Berkshire foothills. MONTHLY RENTAL / minimum 20 days
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Charming, Rustic, Casual Summer Home set in the middle of a nature preserve. This cottage is not fancy, but fully furni ...
From $131 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Direct Waterfront with Private Beach - Entire Home
Bedrooms:
1
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 $344 per night (USD)
VRBO
From $1064 per night (USD)
VRBO
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Bedrooms:
3
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 $1064 per night (USD)
VRBO
From $739 per night (USD)
Expedia
Super comfy, chic converted barn with saltwater pool on 6 acres.
Bedrooms:
3
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 $739 per night (USD)
Expedia
From $439 per night (USD)
VRBO
County Seat Colonial
Bedrooms:
1
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 $439 per night (USD)
VRBO
From $262 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 $262 per night (USD)
VRBO
From $288 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 $288 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 $471 per night (USD)
VRBO
Spacious family home with open floor plan...close to lake and clubhouse!
Bedrooms:
2
Bathrooms:
3
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 $471 per night (USD)
VRBO
From $570 per night (USD)
VRBO
An acclaimed photographers country estate, arts community, near private schools!
Bedrooms:
2
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 $570 per night (USD)
VRBO
From $1520 per night (USD)
VRBO
Beautiful Country Estate with Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Tullymargy - Beautiful Country Estate Very Private, 4 Bedrooms, 3.5 baths, 12 rooms, Heated, Saltwater Pool, In-pool Spa ...
From $1520 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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)
Expedia
From $163 per night (USD)
VRBO
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Bedrooms:
1
Bathrooms:
1
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 $163 per night (USD)
VRBO
From $247 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 $247 per night (USD)
Expedia
From $743 per night (USD)
VRBO
Mohawk Manor ~ 5 min to Skiing at Mohawk Mtn!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Mohawk Manor is a spacious and chic escape located just minutes from the hamlet of Cornwall, only 2.5 hours fro ...
From $743 per night (USD)
VRBO
From $284 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 $284 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Cozy 2-bedroom Cottage with Access to Bantam Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy, quaint cottage with dedicated Bantam Lake access is the perfect getaway for nature enthusiasts, cyclists, wri ...
From $347 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Relax, recharge, and repeat with a retreat to this serene Salisbury vacation rental! Featuring a prime location within w ...
From $487 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
From $289 per night (USD)
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 ...
From $289 per night (USD)
Expedia
From $809 per night (USD)
VRBO
Historic Litchfield County Home
Bedrooms:
3
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
From $902 per night (USD)
VRBO
BERKSHIRE MOUNTAIN LAKEFRONT LOG HOUSE FAMILY RETREAT
Bedrooms:
3
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 $902 per night (USD)
VRBO
From $617 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 $617 per night (USD)
VRBO
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
Click For Pricing
VRBO
Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Stay comfortably in Litchfield County at this 4-bedroom condo. This condo features modern amenities like a washing mach ...
Click For Pricing
VRBO
From $194 per night (USD)
Expedia
Creekside Retreat Tent
Bedrooms:
0
Bathrooms:
1
Sleeps:
8
Welcome to Creekside Retreat Tent at Freedom Farm Homestead Campground! Nestled beside our seasonal running creek and o ...
From $194 per night (USD)
Expedia
From $187 per night (USD)
VRBO
RIVERSIDE HOMESTEAD on the Farmington River
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Peaceful getaway, newly remodeled riverfront studio apartment that sleeps 3(1 Qn bed, 1 couch for small child) comfortab ...
From $187 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Bright and Spacious 3-bedroom house with large patio and sprawling yard.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the fresh air in this comfortable 3-bedroom house on 2.8 acres. Relax on the deck while you soak in the sun and ta ...
From $316 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Charming and Relaxing 4br Farmhouse for Group Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Step Back in Time at Our Rustic 4BR/2.5BA Farmhouse Getaway Looking for a peaceful escape into the countryside? Our sp ...
From $253 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Country home vacation oasis with pool, hot tub, near lake/hiking.
Bedrooms:
1
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 $478 per night (USD)
Expedia

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Results: 398 Rentals