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Featured Litchfield Cottages

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Cottage at Highland Lake, year-round, waterfront with a boat dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Winsted CT
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
Cozy 2-bedroom Cottage with Access to Bantam Lake

Cozy 2-bedroom Cottage with Access to Bantam Lake

Morris CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls Home w/ Fire Pit: Hike & Ski!

3 out of 5
Ashley Falls MA
Guests staying at this cottage enjoy free WiFi in public areas and an arcade/game room. If you plan to drive, free parking is available.
Kitchen
Parking included
Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown CT
This cottage features a water park and barbecue grills.
Kitchen
Pet friendly
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Plymouth CT
Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
Pool & Private Acreage: Luxe Hudson Valley Home

Pool & Private Acreage: Luxe Hudson Valley Home

3 out of 5
Pine Plains NY
Guests staying at this cottage enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. If you drive, take advantage of free parking. This smoke-free cottage also has a garden.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Litchfield

    The Litchfield Inn

    The Litchfield Inn

    432 Bantam Road Litchfield CT
    The price is $328 total per night from Nov 30 to Dec 1
    $328 total
    per night
    Nov 30 - Dec 1
    9/10 Wonderful! (952 reviews)
    The Abner Hotel

    The Abner Hotel

    15 West St Litchfield CT
    The price is $335 total per night from Dec 15 to Dec 16
    $335 total
    per night
    Dec 15 - Dec 16
    9.2/10 Wonderful! (45 reviews)
    Charming 1870 cape cottage in Litchfield

    Charming 1870 cape cottage in Litchfield

    Litchfield CT
    10/10 Exceptional! (65 reviews)

Cottages

Book a cottage in Litchfield
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Litchfield. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Litchfield better.

Cottage apartments in Litchfield range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Litchfield
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Litchfield and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Litchfield cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Litchfield. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Litchfield Cottages essential information

Accommodation
64 Cottages
Lowest Price
$328
Highest Price
$335
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, Idillic summer getaway in Litchfield Hills, CT., The Cottage at Highland Lake, year-round, waterfront with a boat dock , Cozy 2-bedroom Cottage with Access to Bantam Lake, Ashley Falls Home w/ Fire Pit: Hike & Ski!, Cozy cottage with AC and lake access in charming Connecticut suburb., Summer Lake Cottage, private beach, Berkshire Hills, small village, Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape, Pool & Private Acreage: Luxe Hudson Valley Home

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