
Holiday houses in Litchfield
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Top-rated holiday rentals in Litchfield
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Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
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Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch
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Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area
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Country Suite
Situated above a charming residential barn this cozy two room suite offers comfort and privacy for those traveling through bucolic Litchfield CT This airy loft boasts WiFi cable TV a hi-tech key free security lock automatic outside lighting A large bedroom overlooks the front of the property in this quiet wooded neighborhood large enough to have a king size bed large bathroom work space and kitchenette Keurig and coffee incl. The front room faces a sweeping lawn on this well kept property
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Litchfield Hills Hideaway
Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.
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Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.
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Artist's Garden Apartment
Private second floor apartment with entrance. Detached from the host's main house. Overlooks perennial herb and flower gardens located in the backyard. Walking distance to White Memorial Nature Preserve and the historic Litchfield Center. Walk or bike from the backyard to shopping, restaurants, art galleries, bakeries, or to a 3000 acre nature preserve and take in the Flora and Fauna. Quiet residential neighborhood that is close to so many amenities and activities.
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The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..
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The Litchfield Nook - Cozy Uptown Apartment
Welcome to a cozy and peaceful nook in the hills! This well appointed apartment provides a home away from home feel. The unit is located on the first floor of a multi unit family house and sleeps 4 comfortably. You will be within walking distance to the iconic Litchfield Green and White Memorial Foundation. Everything that there is to see and do in Litchfield is within a short driving distance. Enjoy the beauty of Litchfield and come join us as our guest!
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Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.
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Home in historic Litchfield village
An enjoyable, easy 10 minute walk to the town center for shops & restaurants. A Craftsman Style home, it is casual & comfortable. Though private, we have neighbors that border our property. Guests best suited to our home would be small families or 2 or 3 couples looking for a very quiet small town getaway or a place to call home for a special event in the area. Please note 2 night minimum required and property to be used only by registered guests.
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The Village Apt
Bright apartment overlooking the historic Litchfield Green. Housed above the popular Village Restaurant in the center of town. Walking distances to fine restaurants, shopping, antique shops and jewelry stores. Close proximity to local vineyards, hiking trails, the famous White Flower Farm.
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Popular amenities for Litchfield holiday rentals
Other great holiday rentals in Litchfield

Fully Renovated Rural Barn
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Escape to Bantam Lake
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Litchfield Modern Farmhouse
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Cozy Guest House on 15 Acres
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Lake View Cottage
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Spacious Country Comfort
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Woodland Country Retreat-Pool+FirePit-nearWineries
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Historic Charm
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When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $456 NZD | $441 NZD | $424 NZD | $402 NZD | $446 NZD | $508 NZD | $508 NZD | $535 NZD | $483 NZD | $512 NZD | $454 NZD | $469 NZD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
What are the best places to stay in Litchfield?
Many guests choose vacation rentals near the Litchfield Historic District for easy access to shops, dining, and cultural attractions. The countryside outside the center has cottages and farmhouse-style stays for a peaceful setting.
What are the best things to do in Litchfield with kids?
Kids can explore nature at White Memorial Conservation Center, try pond-dipping or wildlife watching, and enjoy picnicking by Lake Bantam. Interactive exhibits at the Litchfield History Museum engage visitors of all ages.
What are some of the best things to do in Litchfield?
Explore Litchfield’s preserved historic district, wander nature trails at White Memorial Conservation Center, and visit boutique shops or local art galleries. The area also has gardens and small museums reflecting regional heritage.
How is the weather in Litchfield?
Litchfield has cold winters, with temperatures ranging from 16–35°F (-9–1°C) in January, and warm summers near 59–82°F (15–28°C) in July. Rainfall is spread throughout the year, so packing layers and a waterproof jacket is helpful.
When is the best time to visit Litchfield?
Late spring through early fall is often recommended for milder temperatures and local festivals. Fall brings colorful foliage, while summer has outdoor events and access to area lakes.
What are the best places to visit in Litchfield?
Often recommended spots in Litchfield include the Litchfield Historic District, the Litchfield History Museum, and White Memorial Conservation Center. Visiting area gardens and Lake Bantam is also suggested by locals.
What are some hiking trails in Litchfield?
Litchfield has a variety of nature trails, with many found at White Memorial Conservation Center and Topsmead State Forest. Both locations are often suggested for gentle walks, birdwatching, and forest scenery.
What are some family activities we can do in Litchfield?
Families are encouraged to explore White Memorial Conservation Center for nature walks, enjoy picnicking at Lake Bantam, and visit the Litchfield History Museum for hands-on exhibits. Seasonal outdoor activities like kayaking and maple sugaring are also popular.
What are some of the best day trip ideas from Litchfield?
From Litchfield, explore local vineyards, nearby state parks, or towns known for antique shops and regional art. Farm tours and seasonal flower fields can be found around the surrounding countryside.
Are there any pet friendly accommodations available in Litchfield?
Many accommodations in Litchfield welcome pets, especially home and cabin rentals around the countryside. Several parks and trails, like those at White Memorial Conservation Center, make outings with dogs enjoyable.
What are some local tips for visiting Litchfield?
Litchfield has walkable streets, so comfortable footwear helps when exploring historic areas and parks. Many local shops, galleries, and farmers markets feature items crafted by area artists and growers.
What is Litchfield known for?
Litchfield is known for its well-preserved colonial architecture, lush countryside, and scenic walking trails. The town’s history and arts community are reflected in its museums, galleries, and seasonal events.
What are the best hidden gems to explore in Litchfield?
Many enjoy wandering the trails of Topsmead State Forest, exploring small art galleries, or discovering historic cemeteries around the town. Maple sugaring demonstrations and local gardens offer quieter experiences.
What are the best foods to try in Litchfield?
Litchfield’s food scene highlights New England staples like fresh-baked breads, locally sourced cheeses, and produce from regional farms. Some area restaurants also feature maple treats and seasonal pies.
What should I bring for a trip to Litchfield?
Bring comfortable shoes for exploring, layers for shifting temperatures, and rain gear, especially in spring or fall. If you plan to spend time on trails or at the lake, insect repellent and sunscreen are also useful.
What is the nightlife in Litchfield like?
Litchfield’s nightlife is relaxed, with casual wine bars, neighborhood pubs, and a few spots for live music around the town center. Evenings often focus on conversation and locally inspired food and drink.
What are the most popular events or festivals in Litchfield?
Litchfield frequently hosts outdoor concerts and art fairs in the summer, as well as holiday parades and craft festivals in late fall. The town green is a popular gathering place for these seasonal events.
Are there family friendly vacation rentals in Litchfield?
Litchfield has a selection of family friendly rentals, including homes with outdoor space or proximity to parks and nature trails. Many options are near the historic center and recreational sites, making it easy to explore together.
Quick stats about holiday rentals in Litchfield

Total holiday rentals
Explore 140 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 6,970 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
140 of Litchfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Yale University
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- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
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- Hammonasset Beach State Park
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- Mohawk Mountain Ski Area
- Yale University Art Gallery
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