Litchfield holiday rentals

We found 287 holiday rentals — enter your dates for availability
Discover a selection of 17 homes and other holiday rentals in Litchfield that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a hot tub. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Litchfield

Showing deals for:20 Nov - 27 Nov

Room
Exterior
Large Flagstone Terraces, Gas BBQ, Heated Pool
Barn Style Home - Best Location! Views!
Exceptional
(6 reviews)

"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT

Washington Depot

35% off
AU$11,874
for 7 nights, 1 home
AU$1,696 per night
includes taxes & fees
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Relax with your morning coffee or a glass of wine on our private back patio.
Large open kitchen & dining area has lots of comfortable seating.
Exterior detail
Large dining table has plenty of space for our guests.
Exceptional
(21 reviews)

Bantam Beauty - Surrounded By Nature!

Bantam

8% off
AU$8,073
for 7 nights, 1 home
AU$1,153 per night
includes taxes & fees
Bantam Beauty - Surrounded By Nature!
Dining
Living area
Interior
Private kitchen
Exceptional
(6 reviews)

Litchfield Modern Farmhouse

Litchfield

7% off
AU$3,149
for 7 nights, 1 room
AU$450 per night
includes taxes & fees
Litchfield Modern Farmhouse
Private kitchen
Exterior
Room
Living area
Exceptional
(20 reviews)

Charming 2-bedroom house centrally located in Bristol

Bristol

8% off
AU$1,804
for 7 nights, 1 home
AU$258 per night
includes taxes & fees
Charming 2-bedroom house centrally located in Bristol
Seating area in kitchen close to the screened in porch
Property grounds
Guests love spending quality time together in the living room
Lovely outdoor area and screened in porch to enjoy nature (without the bugs!)
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

8% off
AU$3,640
for 7 nights, 1 home
AU$520 per night
includes taxes & fees
Historic Warren/Kent Home
3rd sleeping area with ground-floor walkout
Summer; forest view
Kitchen
Winter; main room
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
AU$4,047
for 7 nights, 1 cabin
AU$578 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
Interior
Property grounds
Property grounds
Exterior
Wonderful
(9 reviews)

Cozy Lake Garda Home-Baby/Kid/Pet Friendly

Burlington

8% off
AU$4,036
for 7 nights, 1 home
AU$577 per night
includes taxes & fees
Cozy Lake Garda Home-Baby/Kid/Pet Friendly
Living area
Property grounds
Exterior
Private kitchen
Exceptional
(14 reviews)

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

Watertown

8% off
AU$2,083
for 7 nights, 1 cottage
AU$298 per night
includes taxes & fees
Cozy cottage with AC and lake access in charming Connecticut suburb.
Dining
Exterior
Private kitchen
Interior
Exceptional
(17 reviews)

Barn Apartment Hideaway

Washington Depot

15% off
AU$2,886
for 7 nights, 1 apartment
AU$412 per night
includes taxes & fees
Barn Apartment Hideaway
Private kitchen
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

Bristol

13% off
AU$1,550
for 7 nights, 1 apartment
AU$221 per night
includes taxes & fees
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the majestic landscape of Litchfield

Enjoy the wineries and other features of Litchfield. This city's restaurants, golfing and zoo attract many visitors, as does its welcoming and romantic location. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Litchfield

Are you looking for attractions to visit during your stay? Venture out of your holiday home and experience everything that Litchfield has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • The Christmas Shop (7.7 mi / 12.5 km)
  • Connecticut Valley Winery (8.4 mi / 13.5 km)
  • Mohawk Mountain Ski Area (8.8 mi / 14.1 km)
  • Hopkins Vineyard (9 mi / 14.5 km)
  • Quassy Amusement Park (15.4 mi / 24.7 km)
  • Lake Compounce (15.6 mi / 25 km)

Exploring the natural features in Litchfield

Whether you're looking for adventure or just want to take in the scenery, Litchfield is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Litchfield Town Green (0.1 mi / 0.1 km)
  • White Memorial Conservation Center (2 mi / 3.3 km)
  • Bantam Lake (3.4 mi / 5.5 km)
  • Woodridge Lake (5.1 mi / 8.1 km)
  • Mount Tom State Park (5.9 mi / 9.5 km)
  • Harwinton Conservation and Recreation Area (6.4 mi / 10.3 km)

Transport options to and around Litchfield

Fly into Oxford, CT (OXC-Waterbury - Oxford), the closest airport, located 18.7 mi (30.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Hartford, CT (BDL-Bradley Intl.), which is 28.8 mi (46.4 km) away.

Frequently asked questions

What is the best area to stay in Litchfield when booking a holiday rental?
When considering a holiday rental in Litchfield, Connecticut, the town's charming historic district is an excellent choice. This area is characterised by its picturesque New England architecture and tree-lined streets, making it a delightful spot for those looking to immerse themselves in local culture. You'll find a variety of properties available, from quaint cottages to spacious family homes, providing ample options for any traveller's needs.The historic district is conveniently located near several attractions, including the Litchfield Historical Society, which offers fascinating insights into the town's rich heritage, and the beautiful White Memorial Conservation Centre, great for nature lovers who enjoy hiking and exploring the outdoors. Additionally, the area boasts lovely local shops and restaurants, allowing visitors to experience the warm hospitality and unique flavours of the region.
Where are the best Litchfield ski resort rentals?
For ski resort rentals near Litchfield, travellers should consider the areas around Mohawk Mountain and the nearby town of Cornwall. Mohawk Mountain, located just a short drive from Litchfield, offers various accommodation options, including charming lodges and cozy cabins that cater to both couples and families. Many of these properties come equipped with amenities such as fireplaces, fully stocked kitchens, and comfortable living areas, making them ideal for relaxing after a day on the slopes.In the town of Cornwall, visitors can find quaint historic homes and modern chalets that provide a peaceful retreat in a picturesque setting. These rentals often feature large windows with stunning views of the surrounding hills, outdoor spaces for barbecues, and easy access to local hiking trails. Additionally, some properties may offer amenities such as hot tubs or proximity to local shops and dining options, enhancing the overall experience.For those seeking a more rustic atmosphere, the countryside around Litchfield is dotted with beautiful farmhouses and cabins that retain their original charm while providing modern comforts. These rentals typically include essentials like Wi-Fi, laundry facilities, and ample space for storing ski equipment, making them suitable for winter sports enthusiasts.
What is the most popular type of holiday rental accomodation in Litchfield?
In Litchfield, holiday houses are the most popular type of holiday rental, with about 39 available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable and home-like environment. Many also include outdoor spaces such as gardens or patios, superb for relaxing after a day of exploring the scenic surroundings. Additionally, there are around 12 apartments and several cottages available, offering a variety of choices for travellers.
Are there any family house rentals in Litchfield?
In Litchfield, Connecticut, there are around ten family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its charming New England scenery, with many properties situated close to parks and family-friendly attractions. Visitors can find spacious homes featuring amenities such as full kitchens for preparing family meals, large living rooms for relaxation, and outdoor spaces superb for gathering or playing.Nearby, families can explore the picturesque Litchfield Town Green, which often hosts community events and offers lovely walking paths. The local parks, such as White Memorial Conservation Centre, provide opportunities for nature walks, picnics, and wildlife viewing, ensuring plenty of outdoor fun for all ages.
Can I rent a holiday home with a pool or hot tub in Litchfield?
In Litchfield, Connecticut, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque town, known for its charming New England atmosphere, offers a variety of properties located within scenic landscapes. Travellers can expect amenities such as private swimming pools, relaxing hot tubs, and spacious outdoor areas superb for family gatherings or quiet retreats. Many rentals also include fully equipped kitchens, comfortable living spaces, and sometimes additional features like fire pits or access to local hiking trails.
Are there pet-friendly house rentals in Litchfield?
In Litchfield, Connecticut, there are several pet-friendly house rentals available that cater to travellers looking to enjoy the charming countryside. Many of these properties feature amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, making them great for families or groups with pets.Litchfield is known for its picturesque setting, and visitors will appreciate the proximity to local parks and nature trails. The nearby White Memorial Conservation Centre offers ample opportunities for outdoor activities, including hiking and birdwatching, ensuring that both pets and their owners can enjoy the beautiful surroundings. Additionally, the serene atmosphere of the area makes it an ideal retreat for those looking to relax in a pet-friendly environment.
Are there any remote work holiday rentals in Litchfield?
In Litchfield, Connecticut, there are numerous holiday rentals well-suited for remote work, with about 54 options available. This picturesque town offers a serene environment, superb for those looking to blend work and leisure. Many of these properties come equipped with reliable Wi-Fi, dedicated workspaces, and comfortable desk chairs, ensuring a productive atmosphere.Litchfield is known for its charming New England aesthetics, featuring historic homes and serene landscapes. The town also boasts local parks and recreational areas, providing a lovely backdrop for breaks or outdoor activities after work hours. Nearby attractions like the Litchfield Historical Society and various hiking trails add to the appeal, allowing for both relaxation and exploration during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Litchfield?
In Litchfield, holiday rentals often come well-equipped with a variety of amenities to enhance the stay. Most properties feature kitchens, allowing guests to prepare their own meals, alongside essential appliances such as coffee and tea makers. Many rentals also provide outdoor spaces, including decks or patios, where visitors can relax and enjoy the serene surroundings. Onsite parking is commonly available, making it convenient for those travelling by car.
When is the best time to visit Litchfield for a holiday rental?
The best time to visit Litchfield for a holiday rental is during the peak season from June to August, particularly in July when the area comes alive with summer activities. This vibrant time attracts families and outdoor enthusiasts who are eager to explore the natural beauty of Litchfield, with its picturesque landscapes and numerous hiking trails.Visitors can anticipate warm temperatures, typically ranging from the mid-teens to low 30s Celsius, creating an ideal climate for outdoor adventures like kayaking on the nearby lakes or exploring the charming town centre. July is particularly bustling, offering a lively option filled with local events and festivals that celebrate the region's rich heritage and community spirit.For those seeking a more budget-friendly option, consider visiting in December. While this month marks the low season, it presents a unique opportunity to experience Litchfield in a quieter, more tranquil setting. You can enjoy the serene beauty of the snow-covered landscapes and partake in festive activities, making it a wonderful time for cosy retreats.Ultimately, your choice of when to visit Litchfield will depend on whether you prefer the lively summer atmosphere filled with activities or the peaceful charm of winter.
What are the top attractions in Litchfield?
In Litchfield, Connecticut, visitors can explore a variety of charming attractions that showcase the area's rich history and natural beauty. The Litchfield Historic District is a highlight, featuring beautifully preserved homes and buildings that date back to the 18th and 19th centuries, offering a glimpse into the town's past. Nearby, the Litchfield Green serves as a central gathering place, surrounded by quaint shops and local eateries, great for leisurely strolls.Nature enthusiasts will appreciate the scenic vistas at White Memorial Conservation Centre, which boasts extensive trails for hiking and opportunities for birdwatching. The area is also home to the picturesque Bantam Lake, where visitors can enjoy activities such as fishing and kayaking during the warmer months. For those interested in art and culture, the Litchfield Arts and Crafts Festival showcases local artisans, while the nearby Litchfield Community Centre often hosts various events and programs throughout the year.
Are all fees included in the Litchfield holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Litchfield holiday homes with parking?
Stayz offers a wide selection of holiday homes in Litchfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Litchfield holiday homes?
You can find great discounts on holiday homes in Litchfield on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Litchfield holiday home booking on Stayz?
To find Litchfield holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Litchfield?
A long-stay holiday home in Litchfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Litchfield holiday home?
Book your Litchfield holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Litchfield?
Prices for holiday homes in Litchfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Litchfield to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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