Litchfield Area Rentals
From $3936 per night (USD)VRBO
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
Stunning waterfront 7+bedroom, 6-bathroom home on a private peninsula on Candlewood Lake with private dock. The home is ...
From $3936 per night (USD)VRBO
From $410 per night (USD)VRBO
Canaan Valley Home, A Berkshires Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Views and authentic charm. Built in 1825, this 4-Bedroom, 2.5 Bath home is ideally located in the heart of Canaan Valley ...
From $410 per night (USD)VRBO
From $1007 per night (USD)VRBO
Mohawk Mtn Retreat- Just 5 mins to Mohawk for Ski!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Summary: Mohawk Mountain Retreat is a spacious 5 bed, 3.5 bath escape located just minutes from the hamlet of Cornwall, ...
From $1007 per night (USD)VRBO
From $312 per night (USD)Expedia
Beach, Paddle Boards. Swim
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private community b ...
From $312 per night (USD)Expedia
From $443 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 $443 per night (USD)VRBO
From $420 per night (USD)VRBO
Newly renovated year-round LAKEFRONT rental on Highland Lake!!! Sleeps 8-9!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to this newly renovated, freshly decorated, cozy waterfront retreat with breathtaking views of the lake! Nestle ...
From $420 per night (USD)VRBO
From $318 per night (USD)VRBO
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Swim, Kayak and Fish all day. Amazing sunsets and millions of stars. Make s’mores at the fire pit. Play games, read, or ...
From $318 per night (USD)VRBO
From $853 per night (USD)Expedia
Lakefront Oasis - Kayaks - Hot Tub - Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Candlewood Shore – Your Ultimate Lakefront Getaway Escape to the tranquility of Candlewood Lake at this beaut ...
From $853 per night (USD)Expedia
From $471 per night (USD)VRBO
Charming lakeside cottage and guest cottage with spectacular views
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
***NOTE: We are looking for longer-term rentals and will give a generous discount for 2-3 months or longer*** Charming ...
From $471 per night (USD)VRBO
From $707 per night (USD)VRBO
VillaRosa-Lake Waramaug
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Views and nature abound in this little piece of paradise. Sit back, relax and enjoy all that Litchfield County has to of ...
From $707 per night (USD)VRBO
From $569 per night (USD)VRBO
Artistic barn: wood burning hottub, sauna and pizza oven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
The wandering peacock provides guest with a warm and whimsical interior and lush gardens with an outdoor wood burning ho ...
From $569 per night (USD)VRBO
From $1351 per night (USD)VRBO
5 bedroom, 14 acre private estate - complete privacy
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Pool - reopens 5/8/2026 This is a fully renovated house situated on 14 acres in Litchfield County, CT. This is a 5 be ...
From $1351 per night (USD)VRBO
From $553 per night (USD)VRBO
Charming Litchfield lake house - minutes from lake access point and Mohawk Ski
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your Woodridge Lake retreat! Enjoy Lake activities, skiing, fall foliage, country lifestyle, historic Litch ...
From $553 per night (USD)VRBO
From $1029 per night (USD)VRBO
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, ...
From $1029 per night (USD)VRBO
From $1079 per night (USD)VRBO
Historic Litchfield County Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Kick back and relax in this calm, classic 1910 colonial home with original charm and character. You’ll have the whole ho ...
From $1079 per night (USD)VRBO
From $419 per night (USD)VRBO
Beautiful brook-side log cabin on 3 private acres - 2 bed, 1.5 bath, entire home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fall asleep to the sound of the rushing brook in this beautifully restored, 2 bedroom, 1.5 bath log home. The cabin sits ...
From $419 per night (USD)VRBO
From $438 per night (USD)VRBO
Cozy Lake Cottage with Deep long-term discounts, Hot Tub, Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Deep monthly and long term discounts. 33% off monthly, 3+ months 50%. Let the sun shine in! Bright and cozy cottage ...
From $438 per night (USD)VRBO
From $1317 per night (USD)VRBO
Retreat in Style: Luxury for Family & Friends
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stay in our Entertainer's home, blending history and modern luxury. Gather and create unforgettable memories with family ...
From $1317 per night (USD)VRBO
From $395 per night (USD)VRBO
Gather your family at this country estate
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
This property is set in the countryside across from Judd Farm Day Camp this is one of the properties of "Watertown Count ...
From $395 per night (USD)VRBO
From $628 per night (USD)VRBO
Spectacular Lake front house
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to the prestigious Candlewood Lake area, where there is always something to do for the entire family. ...
From $628 per night (USD)VRBO
From $622 per night (USD)VRBO
Historic Berkshires Farmhouse with Guest House, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to a beautifully restored 1800s farmhouse tucked on private acreage in the southern Berkshires — just minutes fro ...
From $622 per night (USD)VRBO
From $1153 per night (USD)VRBO
Spacious Litchfield County Lake House steps away from Lake Waramaug Perfect...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Lakeside Sensation Spaci ...
From $1153 per night (USD)VRBO
From $474 per night (USD)VRBO
The Art House: 5-Acre, Private Getaway with Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on 5 acres, "The Art House" is the perfect place for those looking to relax and unwind, as well as to explore a ...
From $474 per night (USD)VRBO
From $275 per night (USD)Expedia
Pristine Cozy Walkable Downtown 2BR Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, pristine 2BR retreat in downtown Torrington. Guest favorite professionally cleaned after every stay. Minutes from ...
From $275 per night (USD)Expedia
From $890 per night (USD)VRBO
Bantam Beauty - Surrounded By Nature!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Bantam Beauty, a peaceful getaway located in the beautiful Litchfield Hills. Only 2 hours from NYC & you' ...
From $890 per night (USD)VRBO
From $329 per night (USD)Expedia
Charming and relaxing 4b farmhouse group getaway - across from covered bridge
- 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 $329 per night (USD)Expedia
From $738 per night (USD)VRBO
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
The outstanding POOL has been installed and IT IS operational in time for the next season. It boasts a wrap-around DECK ...
From $738 per night (USD)VRBO
From $2688 per night (USD)VRBO
Charming Country House with Pool, Spa, and Garden
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the hills of Litchfield County, this charming country house is surrounded by 2.5 acres for lots of privacy, y ...
From $2688 per night (USD)VRBO
From $419 per night (USD)VRBO
Charming renovated farmhouse with hot-tub in Goshen, CT.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to our artfully renovated farmhouse! Perfect for a relaxing getaway with family or friends, this charming home of ...
From $419 per night (USD)VRBO
From $376 per night (USD)Expedia
Modern Terryville Cottage w/ Deck & Lake View!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience a peaceful retreat by the lake at this modern Terryville vacation rental! Complete with 2 bedrooms, a luxury ...
From $376 per night (USD)Expedia
From $404 per night (USD)VRBO
Cozy, spacious, New England Farmhouse close to Hotchkiss School & Lime Rock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
This is a fabulous location that gives you classic New England charm with modern amenities. Enjoy staying in our cozy fa ...
From $404 per night (USD)VRBO
From $184 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 $184 per night (USD)Expedia
From $274 per night (USD)VRBO
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Overlook near South Farms is a private, 1 bedroom apartment, located off a historical home in East Morris in Litchfi ...
From $274 per night (USD)VRBO
From $1260 per night (USD)VRBO
Stunning renovated horse farm with pool, hot tub, and 6 bedrooms.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 9
Bring your family to the stunning Iron Horse Farm, a gem in Morris, CT on 4 acres, steps from Litchfield and surrounding ...
From $1260 per night (USD)VRBO
From $408 per night (USD)VRBO
Norfolk Home: beautiful peacful land, woodstove & nature, walk to downtown arts.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom 2 bath home is located at the end of a dead end road in the picturesque Northwest Connecticut town of Norfolk. ...
From $408 per night (USD)VRBO
From $460 per night (USD)VRBO
Magical woodland home, a property promising a serene getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in the Litchfield Hills this property promises a serene getaway. Just 2 hrs from NYC, our post and beam home is ...
From $460 per night (USD)VRBO
From $341 per night (USD)VRBO
Mountain Cabin Getaway With Rustic Charm with Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This characteristic cabin getaway is located on a historic railroad street nestled in a charming village within the Hous ...
From $341 per night (USD)VRBO
From $1179 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 $1179 per night (USD)VRBO
From $684 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 $684 per night (USD)VRBO
From $678 per night (USD)Expedia
Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Hat Shop House! Only 90 mins from NYC, this charming New England farmhouse is the perfect place to get a ...
From $678 per night (USD)Expedia
From $1082 per night (USD)VRBO
5-bedroom house with gunite pool on 2 acres. Hot tub and wood burning fire place
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Serene Country Estate on 2 lovely manicured acres. Featuring gunite pool, separate hot tub, serene pond, flower garden, ...
From $1082 per night (USD)VRBO
From $474 per night (USD)Expedia
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Nature Within Reach! Dear nature lover-Welcome to our woodland oasis, less than 2 hours from New York City! Enjoy the so ...
From $474 per night (USD)Expedia
From $409 per night (USD)VRBO
Steele Brook Manor Tranquil get away nestled in Litchfield County.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Steele Brook Manor is an old home with modern updates. Enjoy the tranquility of a dead end street with plenty of privat ...
From $409 per night (USD)VRBO
From $279 per night (USD)Expedia
Walk to Memorial Park: Pet-Friendly Bethlehem Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dedicated Workspace | Walk to Restaurant w/ Live Music | 1 Mi to Long Meadow Pond Experience a captivating retreat in B ...
From $279 per night (USD)Expedia
From $243 per night (USD)VRBO
Charming 2-bedroom cottage with AC and WiFi in welcoming New Hartford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom cottage in New Hartford is perfect for your escape. The cozy space features 1 queen bed, 2 twin beds, and ...
From $243 per night (USD)VRBO
From $989 per night (USD)VRBO
The 1782 Darling House on the Litchfield Green
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Built in 1782 the Abel Darling House is nestled in the Litchfield historic district within steps of the Litchfield Green ...
From $989 per night (USD)VRBO
From $297 per night (USD)VRBO
Charming renovated 3-bedroom house in serene Winsted
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this cool, newly renovated house in picturesque Winsted. 4 minutes walk to Highland lake. With 3 bedrooms incl ...
From $297 per night (USD)VRBO
From $895 per night (USD)Expedia
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Our cozy home welcoming guests with vacation vibes in the private, friendly Woodridge Lake community, just minutes loop ...
From $895 per night (USD)Expedia
From $630 per night (USD)VRBO
Bluewater Lodge at Candlewood Lake
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Candlewood Lake, a serene lakefront retreat in New Milford, CT. Enjoy stunning views of Candlewood Lake and se ...
From $630 per night (USD)VRBO
From $485 per night (USD)Expedia
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on one of the prettiest streets in Washington CT and abutting 900+ acre Hidden Valley section of Steep Rock Pres ...
From $485 per night (USD)Expedia
From $563 per night (USD)VRBO
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood f ...
From $563 per night (USD)VRBO
From $1097 per night (USD)VRBO
Lakeside Oasis with Hot Tub; 5 min to Ski Mountain!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Hot tub up and running for the winter! Unwind above tranquil waters, marinate in the pool, bundle beneath the blanket a ...
From $1097 per night (USD)VRBO
From $470 per night (USD)VRBO
Bright and Spacious Secluded Forest Home with Sprawling Yard and Private Brook
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to "Gunn Brook Mountain House," a sun-filled mid-century home on 14 private acres with 1,000+ feet of brook front ...
From $470 per night (USD)VRBO
From $378 per night (USD)Expedia
The Jefferson Guest House, Spacious, Special Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bask in this tranquil estate. Exceptional views, the sunrises are world class, many have said `the sky speaks to you he ...
From $378 per night (USD)Expedia
From $367 per night (USD)VRBO
Cozy Sharon Chalet Lakeside Cottage with Large Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sharon Chalet! Just steps from the glistening water of Mudge Pond and a 5 min walk to the Sharon Town Beach. ...
From $367 per night (USD)VRBO
From $367 per night (USD)Expedia
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Woodbury is waiting for you at this 3-bedroom cabin. With 2 full beds and 1 queen bed, this tranquil retreat offers WiFi ...
From $367 per night (USD)Expedia
From $798 per night (USD)VRBO
Charming Home with Fireplace and Indoor Pool in Sharon, CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled at the edge of the Sharon Wildlife Area this 3 bedroom 2.5 bath home has an indoor pool and outdoor firepit. The ...
From $798 per night (USD)VRBO
From $302 per night (USD)VRBO
Cozy Cottage in Historic Norfolk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind at our unique and cozy cottage nestled in the quaint and historic village of Norfolk, CT. In just a few minutes, ...
From $302 per night (USD)VRBO
From $299 per night (USD)VRBO
2BR Lakefront Cottage | Hot Tub, Fire Pit & Lake Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Relax and recharge at this cozy 2-bedroom lakefront cottage overlooking Fall Mountain Lake in Terryville, Connecticut. ...
From $299 per night (USD)VRBO
From $249 per night (USD)Expedia
Mid Century Modern Studio w/ Full Kitchen - Newly Built
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our MCM Studio apartment is a one block walk to the picturesque village of Kent yet surrounded by fields, woods and is a ...
From $249 per night (USD)Expedia
From $596 per night (USD)VRBO
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Little Bell Cabin! A peaceful retreat where nature’s magic surrounds you. Whether you`re here to unwind, ...
From $596 per night (USD)VRBO
From $137 per night (USD)VRBO
Best Outdoors near the Berkshires
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Looking for a quiet escape near the scenic Berkshires without being in the middle of tourist traffic? This cozy countrys ...
From $137 per night (USD)VRBO
From $536 per night (USD)VRBO
The Farm Retreat House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A sprawling 5 acre landscape with views. 3-Bedroom, 2.5 Bath Farmhouse that has been fully renovated. An open concept l ...
From $536 per night (USD)VRBO
From $1490 per night (USD)Expedia
Lakeside/Sleeps24+/HotTub/GameRoom/Private 2Acres
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 24
A charming lakeside retreat on 2 private acres between Lake Lillinonah and Candlewood Lake, sleeping 24+. Enjoy a game r ...
From $1490 per night (USD)Expedia
From $511 per night (USD)VRBO
Woodland Sanctuary House with Hot Tub, Fire Pit, and Woodstove
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Escape to this peaceful private home nestled in the heart of Barkhamsted's scenic woodlands, offering the perfect blend ...
From $511 per night (USD)VRBO
From $598 per night (USD)VRBO
Lakefront Oasis with Spectacular Views – 4BR, 3BA, Sleeps 7, private swim dock.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to this beautifully remodeled 4-season lakefront home, offering stunning panoramic views of the serene clear wate ...
From $598 per night (USD)VRBO
From $392 per night (USD)VRBO
Woodland A-Frame
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your peaceful woodland retreat in Sharon, CT. This recently renovated, light-filled A-frame is nestled on 16 ...
From $392 per night (USD)VRBO
From $496 per night (USD)VRBO
“Avi Triangle “ Base floor apartment waterfront with WiFi, lovely New Milford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a peaceful stay at this 2-bedroom apartment water front . Free three kayak is only 10 minutes from the water fall ...
From $496 per night (USD)VRBO
From $319 per night (USD)VRBO
Riverfront Paradise with Stylish Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish, newly renovated 900 sq. ft. one-room cottage overlooking pond and Housatonic River in scenic fly fishing estat ...
From $319 per night (USD)VRBO
From $369 per night (USD)Expedia
Renovated Apartment on Main St.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy small-town charm in the heart of Salisbury at this newly renovated apartment, designed by AIA award-winning archit ...
From $369 per night (USD)Expedia
From $395 per night (USD)VRBO
Spacious 4-bedroom house on riverfront; walk to delightful Washington, CT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming, spacious 4BR, 1900 sqft riverfront home at end of dead-end road on 3 acres with a deep swimming hole, shady tr ...
From $395 per night (USD)VRBO
From $335 per night (USD)VRBO
Cozy barn apartment in country setting in charming Litchfield
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You will feel right at home in this bright and cozy guesthouse barn apartment. Bucolic setting with small country kitch ...
From $335 per night (USD)VRBO
From $240 per night (USD)VRBO
Cozy cottage with AC and lake access in charming Connecticut suburb.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the peacefulness of Litchfield county, Ct. This cottage is nestled in the middle of the woods in Watertown CT, whe ...
From $240 per night (USD)VRBO
From $582 per night (USD)Expedia
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this cozy, beautifully restored apartment that blends vintage charm with modern artistic touches. Enjoy handc ...
From $582 per night (USD)Expedia
From $400 per night (USD)VRBO
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Haus Oak Haus, a cozy cabin-style retreat in Torrington, CT. Just under a mile from historic downtown, this m ...
From $400 per night (USD)VRBO
From $325 per night (USD)VRBO
Historic Farmhouse in Northwest Connecticut. Fishing on the Farmington!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy a charming getaway in this historic New England home built in 1767. Nestled on 30 wooded acres with private hiking ...
From $325 per night (USD)VRBO
From $515 per night (USD)VRBO
Lakeville Lodge with Private Pool – Walkable to Lake, Restaurants, & Salisbury!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Lakeville Lodge – a rare-find Connecticut retreat for families & couples conveniently nestled in the foothill ...
From $515 per night (USD)VRBO
From $114 per night (USD)Expedia
Charming Country Home in Sharon, CT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Convenience at it's best in this cozy home in the Litchfield Hills - directly next to Sharon Hospital and a 5-minute wal ...
From $114 per night (USD)Expedia
From $1485 per night (USD)VRBO
Lakefront Escape on Highland
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Make unforgettable memories at this one-of-a-kind, family-friendly lakehouse. Set on a private shoreline, it offers the ...
From $1485 per night (USD)VRBO
From $505 per night (USD)Expedia
Escape to Bantam Lake. Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our modern lakefront cottage was designed to make you feel right at home, yet away from it all. Wake up to sparkling lak ...
From $505 per night (USD)Expedia
From $179 per night (USD)VRBO
Peaceful Modern Private Room with Comfort & Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience refined comfort in this thoughtfully designed private double room. Housed within a contemporary home, this sp ...
From $179 per night (USD)VRBO
From $825 per night (USD)Expedia
Elegant 3 Bedroom Modern Peaceful Home with Pool in CT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Experience the peaceful countryside in this modern 3-bedroom home with a dedicated office. Thoughtfully designed, it com ...
From $825 per night (USD)Expedia
From $504 per night (USD)VRBO
Riverton Retreat Entire Home Farmington River
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated vacation home in the heart of Connecticut's Litchfield Hills. Cozy, comfortable & fully furnished ...
From $504 per night (USD)VRBO
From $870 per night (USD)Expedia
Lakehaven • Hot Tub, Decks, Fires & More
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps up to 8 across 3 bedrooms, with a full bath on every level. • Bedrooms: queen · king + TV · full bunk with twin ...
From $870 per night (USD)Expedia
From $684 per night (USD)VRBO
Enchanted Cottage~Complete Privacy~Pool & EVC!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Magical retreat is in an exclusive location.Listen to the rushing river from every room. A long driveway leads to y ...
From $684 per night (USD)VRBO
From $485 per night (USD)Expedia
Deck & Wooded Views! 2 Mi to Frederick Gunn School
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Jetted Tub | 2 Mi to Mayflower Inn & Steep Rock Preserve | 3 Mi to Dtwn Washington Live out your Stars Hollow dreams at ...
From $485 per night (USD)Expedia
From $2826 per night (USD)VRBO
Winsted Lakefront Escape: Dock & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Lakeside Propane Grill | Paddleboard | Near Mohawk Mtn | Dedicated Work Desk Lake days start at your doorstep at this W ...
From $2826 per night (USD)VRBO
From $720 per night (USD)Expedia
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Lorelai at Middle Street Manor is a 3-bedroom, 2.5-bath retreat one block from Railroad Street and a five-minute wal ...
From $720 per night (USD)Expedia
From $429 per night (USD)VRBO
Art House 3 Beds Close to Warner Theater
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this cozy, beautifully restored apartment that blends vintage charm with modern artistic touches. Enjoy handc ...
From $429 per night (USD)VRBO
From $289 per night (USD)VRBO
Step back in time with our 2-bedroom cottage in charming New Hartford!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You will feel like you have stepped back in time when you come to visit West Hill Lake! From the cute, quaint little cot ...
From $289 per night (USD)VRBO
From $311 per night (USD)VRBO
Lakeridge Family Retreat 3-bedroom Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Lakeridge Family Retreat, a cozy and inviting 3-bedroom, 1.5-bath home nestled in a peaceful Connecticut comm ...
From $311 per night (USD)VRBO
From $629 per night (USD)VRBO
Litchfield Hills 3BR New Milford Retreat with Ravine Views & Covered Porch
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perched atop a distinctive rock ledge in New Milford’s Litchfield County, this charming 3BR/3BA country hideaway offers ...
From $629 per night (USD)VRBO
From $504 per night (USD)VRBO
Viewpoint 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 $504 per night (USD)VRBO
From $546 per night (USD)Expedia
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 $546 per night (USD)Expedia
From $2622 per night (USD)VRBO
3 Lake Cottages, Waterfront for 25 Guests
- Bedrooms:
- 5
- Bathrooms:
- 13
- Sleeps:
- 16
Gorgeous property features 3 socially distant cottages with full access to 100-foot lakefront, large play area, dock, sw ...
From $2622 per night (USD)VRBO
From $352 per night (USD)VRBO
Charming Waterfront Cottage Rental near Topsmead State Forest, Connecticut
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming waterfront cottage rental is located on Harwinton Lake, Connecticut, and can accommodate four guests. Ther ...
From $352 per night (USD)VRBO
From $1059 per night (USD)VRBO
Litchfield Hills
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Litchfield Hills is a cozy two-bedroom getaway set on 70 acres of beautiful countryside in Litchfield County. You'll ...
From $1059 per night (USD)VRBO
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Clean Cozy Modern Private Guest Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Experience a tranquil, sunlight-filled retreat in this thoughtfully designed private room. Situated on the second floor ...
Click For PricingExpedia
From $459 per night (USD)VRBO
Lakefront Retreat Private Dock Canoe Kayak Firepit Sleeps 8 Litchfield Hills CT
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to lake views from nearly every room. Step outside to your private dock, push out the canoe or paddleboards, cas ...
From $459 per night (USD)VRBO
From $517 per night (USD)Expedia
Tranquil Home 10 mins from Mohawk Mountain: Skiing, hiking, nature!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Modern riverside retreat on 14 private acres in Litchfield, 5 mins from Downtown. Spacious rooms, heated concrete floors ...
From $517 per night (USD)Expedia