Latest Vacation Rentals in Litchfield County, CT

Photo for 3 Br Private Vacation Home Vacation Rental In Bantam, Connecticut

Bantam (7)

3 Br Private Vacation Home Vacation Rental In Bantam, Connecticut

This is our oasis our unique and recently updated cabin in the country, less than 2hrs from NYC. Walking up the driveway will transport you straight to Switzerland as you gasp at the commanding...

Created on Oct 2, 2022
Photo for 2 Br Private Vacation Home Vacation Rental In Barkhamsted, Connecticut

Barkhamsted (2)

2 Br Private Vacation Home Vacation Rental In Barkhamsted, Connecticut

Nestled between The Berkshires and the City of Hartford, beautiful country any time of year, fly fisherman s pardise located on the Farmington River across from The Church Pool. We offer a fully...

Created on Jun 6, 2022
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Bethlehem (7)

3 Br Private Vacation Home Vacation Rental In Bethlehem, Connecticut

Forget your worries in this spacious and serene space. Comfort, quiet and relaxation so close to home is just what the doctor ordered for you and your family. Private enough to feel like your 1000...

Created on Oct 30, 2022
Photo for 4 Br Private Vacation Home Vacation Rental In Bridgewater, Connecticut

Bridgewater (2)

4 Br Private Vacation Home Vacation Rental In Bridgewater, Connecticut

Secluded but conveniently located near New Milford and Bridgewater, this idyllic 10+ room retreat is spread over 3 levels. Enter the center hallway with a large living room, den, formal dining...

Created on Jun 30, 2022
Photo for 3 Br Private Vacation Home Vacation Rental In Canaan, Connecticut

Canaan (4)

3 Br Private Vacation Home Vacation Rental In Canaan, Connecticut

Newly renovated three bedroom, two and half bath home on 6 bucolic acres in Canaan Valley, CT.Cozy up this season in our sunny three bedroom, two and a half bath home on 6 acres in Northwest...

Created on Aug 7, 2022
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Colebrook (1)

2 Br Private Vacation Home Vacation Rental In Colebrook, Connecticut

Quarantine in a rustic cottage in Colebrook, Ct in beautiful Litchfield County...less than mile to Mass. border and Camp Jewel! Small simple rooms, can relax by the woodstove inside and a large...

Created on Dec 7, 2021
Photo for 4BR House Vacation Rental in Cornwall, Connecticut

CORNWALL (2)

4BR House Vacation Rental in Cornwall, Connecticut

Charming 110 year old center hall colonial, cedar shake, grand home in Cornwall Village. Our home sits on 7 bucolic acres both wooded and open with sweeping views of the sunset. The Colonel's Hous

Created on Mar 26, 2018
Photo for 2 Br Cottage Vacation Rental In Warren, Connecticut

Cornwall Bridge (18)

2 Br Cottage Vacation Rental In Warren, Connecticut

Mint country 1-BR Cottage on Warren's most scenic walking street. Shared Tennis Court, First floor living room, queen sleeper sofa, dining nook, stainless steel fully furnished kitchen, powder...

Created on May 24, 2022
Photo for 3 Br Private Vacation Home Vacation Rental In East Canaan, Connecticut

East Canaan (1)

3 Br Private Vacation Home Vacation Rental In East Canaan, Connecticut

This beautiful house is on 3 acres to enjoy. No pets/no smoking/ no parties. 3 bedroom, 3 bathroom. 1 queen, a full, a double, 2 twins , queen futon and 10 queen size air mattress provided. Garage...

Created on May 21, 2018
Photo for 3 Br Condo Vacation Rental In Canaan, Connecticut

Falls Village (10)

3 Br Condo Vacation Rental In Canaan, Connecticut

Located on the property of the Isabella Freedman Jewish Retreat Center, there are 4 total condo units available for rent. Each unit can be rented individually and sleep up to 6 adults or multiple...

Created on Jul 13, 2022
Photo for 3 Br Cottage Vacation Rental In Gaylordsville, Connecticut

Gaylordsville (2)

3 Br Cottage Vacation Rental In Gaylordsville, Connecticut

Antique country cottage just a 90 minute drive from NYC & accessible by train. The cottage sits on 3.2 acres of historic property nestled between the Famous Merwinsville Hotel & Brown's Forge...

Created on Jun 6, 2022
Photo for 5 Br Private Vacation Home Vacation Rental In Goshen, Connecticut

Goshen (23)

5 Br Private Vacation Home Vacation Rental In Goshen, Connecticut

Connecticut's Premier Private Lake Community: come bring your family and friends (furry family members too) and enjoy all this community has to offer. House is second tier lakefront, with access...

Created on Oct 30, 2022
Photo for 2 Br Cottage Vacation Rental In Harwinton, Connecticut

Harwinton (3)

2 Br Cottage Vacation Rental In Harwinton, Connecticut

Come relax by the lake! Peaceful, rejuvenating, and lots of fun on one of the cleanest lakes in CT. No gas engines allowed on the water, which ensures a peaceful stay. The beach is just 30 seconds...

Created on Aug 7, 2022
Photo for 1 Br Private Vacation Home Vacation Rental In Kent, Connecticut

Kent (24)

1 Br Private Vacation Home Vacation Rental In Kent, Connecticut

Want to be socially distant in the beautiful Berkshire Mountains?Club Getaway is a resort in the heart of Kent CT, Surrounded by stunning scenery; Club Getaway is offering cabins to rent for the...

Created on Jun 29, 2022
Photo for 5 Br Private Vacation Home Vacation Rental In Lakeville, Connecticut

Lakeville (21)

5 Br Private Vacation Home Vacation Rental In Lakeville, Connecticut

Large, bright and airy home. Available for 6 weeks over the summer. This is our own home where we normally live with three kids.Open plan feel of living area.Large deck over looking big yard with...

Created on Aug 7, 2022
Photo for 5 Br Private Vacation Home Vacation Rental In Litchfield, Connecticut

Litchfield (31)

5 Br Private Vacation Home Vacation Rental In Litchfield, Connecticut

Welcome to the charming 4-bedroom country house in historic Connecticut. The house dates back to 1774 and included General Lafayette as its overnight guest (yes, the guy from Hamilton). It sits on...

Created on Oct 2, 2022
Photo for 3 Br Private Vacation Home Vacation Rental In Morris, Connecticut

Morris (14)

3 Br Private Vacation Home Vacation Rental In Morris, Connecticut

This contemporary and fully equipped A-frame style home sits on the picturesque west shoreline of Connecticuts Bantam Lake. Enjoy easy first-floor living with a master bedroom, walk-in closet and...

Created on Oct 2, 2022
Photo for 6 Br Private Vacation Home Vacation Rental In New Hartford, Connecticut

New Hartford (4)

6 Br Private Vacation Home Vacation Rental In New Hartford, Connecticut

Gorgeous and private, cozy log cabin retreat located in the center of 62 Acres of wooded land with a half mile driveway. Amazing property for peace and quiet, laughter, and making memories.We hope...

Created on Jul 31, 2022
Photo for 1 Br Condo Vacation Rental In Killington, Vermont

New Milford (29)

1 Br Condo Vacation Rental In Killington, Vermont

The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines, and a free fall jump tower for the dare...

Created on Oct 30, 2022
Photo for 16 Br Private Vacation Home Vacation Rental In Warren, Connecticut

New Preston Marble Dale (30)

16 Br Private Vacation Home Vacation Rental In Warren, Connecticut

The Boulders Estate on Lake WaramaugTwo grand lakefront homes on 25 acres with waterfront access to Lake Waramaug, comprised of two large properties with shared dock access to kayaks and lounge...

Created on Nov 13, 2022
Photo for 4 Br Cabin Vacation Rental In Norfolk, Connecticut

Norfolk (6)

4 Br Cabin Vacation Rental In Norfolk, Connecticut

In the woods and on a lake, Wood burning stove for heat, galley Kitchen, Gas grill, canoes and kayaks. Swim right off of the dock. Internet and Direct TV for the sports fan. Sleeps 8 on individual...

Created on Jul 31, 2022
Photo for 3 Br Private Vacation Home Vacation Rental In Litchfield, Connecticut

Northfield (1)

3 Br Private Vacation Home Vacation Rental In Litchfield, Connecticut

Calling all history buffs and nature lovers! Relax and recharge in this beautiful WATERFRONT 190-year-old piece of Connecticut history. Hiking, fishing, boating all from the backyard or within...

Created on Jun 29, 2022
Photo for 2 Br Private Vacation Home Vacation Rental In Plymouth, Connecticut

Plymouth (3)

2 Br Private Vacation Home Vacation Rental In Plymouth, Connecticut

Enjoy a lakefront getaway at Bungalow Bliss. Experience idyllic lakefront living and expansive views from the many unique spaces. This private lakefront community is ideal for swimming, fishing,...

Created on Jul 31, 2022
Photo for 4 Br Private Vacation Home Vacation Rental In Hartland, Connecticut

Riverton (1)

4 Br Private Vacation Home Vacation Rental In Hartland, Connecticut

Re.Treat Hartland is nestled into northwest Connecticut on 38 acres, equipped with all the amenities a home needs. The kitchen is fully stocked with pots, pans, cooking utensils, mugs, beautiful...

Created on Oct 2, 2022
Photo for 3 Br Private Vacation Home Vacation Rental In Roxbury, Connecticut

Roxbury (21)

3 Br Private Vacation Home Vacation Rental In Roxbury, Connecticut

Designed with enhanced classic finishes, charming architecture, and an updated interior, this 3-bedroom, 2.5-bathroom vacation rental is the perfect place to spend your well-earned time off. Spend...

Created on Nov 20, 2022
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