Holiday houses in Litchfield
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Quick stats about holiday rentals in Litchfield
Total holiday rentals
Explore 150 holiday rentals in Litchfield
Nightly prices starting at
Litchfield holiday rentals start at $98 AUD per night before taxes and fees
Verified guest reviews
Over 7,340 verified reviews to help you choose
Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 60 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!
Top-rated holiday rentals in Litchfield
Guests agree: these stays are highly rated for location, cleanliness and more.
The oldest home in Litchfield.
You will simply fall in love with The Red House 1735! Cozy antique home adorned with vintage treasures. Conveniently located near everything the area has to offer. Walk across the street to White Memorial Conservation, with some of the most beautiful trails in Litchfield County. 5 minute drive to the town of Litchfield with quaint shops and restaurants. Bantam Lake, CT Wine Trails, Mohawk Ski Mountain, and so much more is within a short driving distance. We welcome you to enjoy our country oasis
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!
Lake Retreat, Paddle Board, Swim
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private community beach and paddleboarding at the lake, a 5-minute walk away. Or exploring nearby hiking trails. Only a 15-min drive to downtown Lichfield to indulge in great restaurants and shopping. Experience local wineries. Conveniently located 2 hrs from NYC, this peaceful cabin offers a quick escape to nature while being close to everything! Deer Ridge Cabin CT is your perfect getaway!
Pristine Downtown 2BR Cozy Fireplace & Parking
Stay in a professionally cleaned, cozy, 1st floor, 2BR apartment designed for comfortable short stays, weekend visits, work trips, and longer stays alike. Located just minutes from downtown Torrington, you’ll be within minutes of restaurants, coffee shops, the Warner Theatre, Nutmeg Ballet, and local events while still enjoying a relaxing place to unwind after a busy day. Our goal is simple: A spotless, comfortable, and stress-free stay that feels easy from check-in to checkout.
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 Fiberoptic WiFi Smart TV 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
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.
Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area
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!
Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.
SerenityCT
New! Litchfield, Connecticut Nestled on 7 acres in the heart of a charming, quintessential New England town, our Chalet styled home offers a unique vacation rental. Enjoy the feel of nature without sacrificing the luxury of comfort. Experience rich history, nearby vineyards, hiking trails, breweries, nature and so much more!
Beautiful Brook-side Log Cabin on 3 Private Acres
Fall asleep to the sound of the rushing brook in this beautifully restored log home. The cabin sits in the middle of three wooded acres overlooking Catlin Brook as it cascades through the gorge below. It seems like wilderness, yet all the amenities of Harwinton are just a few minutes away.
The Overlook...HOST & Co.
Enjoy The View! Be surrounded in the beauty of Litchfield's Historic District. Antique shops, cafés, restaurants, and unique gift shops all just steps away. Regardless of which adventure the day brings, The Overlook will leave you refreshed and ready for the next!
Popular amenities for Litchfield holiday rentals
Other great holiday rentals in Litchfield
Hemlock Hill Suite
Peaceful Retreat 10 min from Mohawk Mtn w/ Sauna!
Peaceful Barn Retreat
The Pool Cottage at Narrow Valley Estate
The Jefferson Guest House, Spacious, Special Views
The Cottage @ 228 Maple
Cozy Guest House on 15 Acres
1800’s Farmhouse in the hills of Litchfield County
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $376 AUD | $363 AUD | $349 AUD | $340 AUD | $386 AUD | $419 AUD | $419 AUD | $442 AUD | $398 AUD | $422 AUD | $375 AUD | $387 AUD |
| 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.
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- University of Connecticut
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