Holiday Rentals in Litchfield

101 available vacation rental offers

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Litchfield holiday rentals
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Litchfield holiday rentals: compare the best deals

Best family friendly Litchfield holiday rentals

Among the 101 accommodations in Litchfield, here are the 4 best family friendly rentals

Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day! - Litchfield
9.6 15 reviews
Litchfield
09/12 – 09/19
HK$2414/nighttotal: HK$16898 (7 )

Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day!

3 2
cottage , Bethlehem
This charming cottage is located in Bethlehem, Connecticut, just a short distance from Woodbury Ski Area, Flanders Nature Center, and Camp Columbia State Park. It enjoys a peaceful setting on a lake and is within walking distance of the beach. Guests have consistently rated it excellent, praising its comfortable atmosphere and convenient location.
The property is a three-bedroom, one-bathroom dwelling that comfortably accommodates up to six guests. It has a fully equipped kitchen, air conditioning, and Wi-Fi, along with a private deck, fire pit, and access to kayaks and other outdoor games.
Cozy Farmhouse Style 3 Beds | Near Downtown - Litchfield
9.7 65 reviews
Litchfield
09/12 – 09/19
HK$1588/nighttotal: HK$11116 (7 )

Cozy Farmhouse Style 3 Beds | Near Downtown

2 2
apartment , Torrington
This charming apartment is situated in Torrington, just 10 kilometres from the historic town of Litchfield, and across the street from a sports complex. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment offers two bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
Cozy Lakefront Bungalow W Firepit/dock/kayaks - Litchfield
10 46 reviews
Litchfield
09/12 – 09/19
HK$4770/nighttotal: HK$33390 (7 )

Cozy Lakefront Bungalow W Firepit/dock/kayaks

2 2
apartment , Plymouth
This waterfront property is situated just 14.5 kilometres from Black Rock State Park and other attractions in Plymouth, offering a peaceful escape with easy access to local sights. The house has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The two-bedroom home comfortably accommodates up to four guests and provides a relaxing space with modern amenities. Enjoy the on-site water park, spa tub, and barbecue grills, or take advantage of the swimming pool, terrace, and garden.
Best Town, Restaurants! Poshpadsct "7-br Estate" 2hrs Nyc, Heated Pool, Ski, Bbq - Litchfield
9.8 40 reviews
Litchfield
07/12 – 07/31
HK$17265/nighttotal: HK$328035 (19 )

Best Town, Restaurants! Poshpadsct "7-br Estate" 2hrs Nyc, Heated Pool, Ski, Bbq

1 2
apartment , Washington
This charming country house is situated in a peaceful, scenic neighbourhood in Washington, Connecticut, just a short distance from Lake Waramaug beaches, Mohawk Skiing, and a variety of restaurants and boutiques. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property spans 465 square metres and includes an eight-bedroom main house and a separate pool guest house. Guests can enjoy a range of amenities, including a heated swimming pool, a screening room, a gourmet kitchen, a private dining terrace, a trampoline, and a tennis court.

Best Litchfield holiday rentals with a balcony

Cozy Modern Farmhouse Private Apt - 3 Beds - Litchfield
10 4 reviews
Litchfield
09/12 – 09/19
HK$2078/nighttotal: HK$14546 (7 )

Cozy Modern Farmhouse Private Apt - 3 Beds

2 2
apartment , Torrington
This two-bedroom flat is situated in Torrington, just 10 kilometres from Litchfield, and is close to the Warner Theater, White Memorial Conservation Center, and Mohawk Mountain Ski Area. The property has received excellent reviews from previous guests.
The flat offers 65 square metres of living space and can comfortably accommodate up to five guests. It features a fully equipped kitchen, a dining area, a washing machine, free Netflix, and on-demand hot water.
3 Lake Cottages, Waterfront For 25 Guests - Litchfield
Litchfield
09/12 – 09/19
HK$21485/nighttotal: HK$150395 (7 )

3 Lake Cottages, Waterfront For 25 Guests

13 2
apartment , Morris
This lakeside property in Morris offers exclusive 100-foot lakefront access and is situated near the historic Bantam/Litchfield area, a region noted for its colonial history and the nation's first law school, with nearby attractions including the White Memorial Conservation Centre and the Litchfield Historical Society Museum.
This extensive holiday home comprises three distinct cottages, accommodating up to 16 guests, and features private kitchens, a 50-guest community room with recreational facilities, ample parking for 12 vehicles, and on-site management, with kayaks and a swimming raft available for use on the lake.
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm - Litchfield
10 1 review
Litchfield
09/12 – 09/19
HK$1418/nighttotal: HK$9926 (7 )

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

1 2
apartment , Torrington
This Torrington flat is located 22 kilometres from the Witch's Dungeon Classic Movie Museum and 26 kilometres from the Abbey of Regina Laudis.
This 74 square metre apartment offers private first-floor access, a cosy cabin-style interior, a fully equipped kitchen with an oven and washing machine, air conditioning, a fireplace, a balcony, and garden access, accommodating up to two guests.
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown - Litchfield
10 1 review
Litchfield
07/12 – 07/31
HK$3211/nighttotal: HK$61009 (19 )

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

3 2
apartment , Torrington
This Torrington flat is located in a revitalising mixed-use district, a few minutes from downtown amenities and the attractions of Litchfield County, including the KidsPlay Museum and White Memorial Conservation Centre.
This 102 square metre apartment accommodates up to four guests, offering two bedrooms, one bathroom, in-unit laundry, air conditioning, a kitchen with a fridge, and a terrace or balcony, all within a secure building with parking and high-speed internet.

Frequently asked questions about holiday rentals in Litchfield

  • What essentials should you bring to Litchfield, Connecticut?

    Comfortable walking shoes are a must, given the town's walkability and the hiking trails. Depending on the season, pack layers of clothing as the weather can be variable. Sunscreen, insect repellent, and a reusable water bottle are also recommended, especially during warmer months.
  • What are the best Airbnb and vacation rentals in Litchfield?

    The Village Apt, Perfect - Peaceful Retreat and Cozy Litchfield House W\/ Fenced-in Yard & Fire Pit are the most popular Airbnb and vacation rentals in Litchfield among travelers.

  • What famous events or festivals are happening in Litchfield, Connecticut?

    Litchfield hosts several smaller, local events throughout the year. Information on specific dates and events is best found on the town's official website closer to your travel dates. There aren't large, nationally renowned festivals specifically tied to Litchfield.
  • What are the most popular Airbnbs in Litchfield?

    Among the Airbnbs in Litchfield, The Village Apt, Cozy Litchfield House W\/ Fenced-in Yard & Fire Pit and Perfect - Peaceful Retreat are the most popular ones.

  • What are some less-famous attractions in Litchfield, Connecticut that are worth a visit?

    The Bantam River, while not a major attraction, offers scenic walks and views. Exploring the smaller, independent shops and boutiques around the town square can be a rewarding experience. Many of Litchfield's residential areas offer beautiful examples of New England architecture.
  • What are the best vacation rentals with a pool in Litchfield?

  • What are the best activities for engaging with locals and understanding their culture in Litchfield, Connecticut?

    Simply strolling around the town square and interacting with shopkeepers provides a good sense of the local atmosphere. Attending any local events or farmers' markets (if scheduled during your visit) offers opportunities to meet residents. The Litchfield Historical Society may also offer insights into the town's cultural heritage.
  • What are the best rentals for families and kids in Litchfield?

    The best rentals for families and kids in Litchfield are Artist's Garden Apartment, County Seat Colonial and Center Of Litchfield House - Walk To Town.

  • What unique natural landscapes and terrain features can travellers explore in Litchfield, Connecticut?

    Litchfield's landscape is characterised by its rolling hills, forests, and Bantam Lake. The White Memorial Conservation Center provides hiking trails through varied terrain, showcasing the region's natural beauty. It's a great place to observe local wildlife.
  • What are the best rentals or Airbnbs with a jacuzzi in Litchfield?

    The best vacation rentals or Airbnb with a jacuzzi in Litchfield are 1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9, Fantastic Cape In Historic Litchfield and Estate Guest House With Views.

  • How many days are ideal for a visit to Litchfield, Connecticut, and what are some itinerary suggestions?

    Two days would allow for a comfortable exploration of the town's main attractions and a relaxed pace. Day one could focus on the town square, the Litchfield Historical Society, and some local dining. Day two could be dedicated to exploring the White Memorial Conservation Center and enjoying the natural surroundings.

Nearby regions

Best Litchfield holiday rentals with a sauna

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield
9.6 18 reviews
Litchfield
09/12 – 09/19
HK$10903/nighttotal: HK$76321 (7 )

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust

6 2
apartment , Watertown
This charming house is located in a peaceful rural setting just six miles from Black Rock State Park, Bellamy-Ferriday House and Garden, and The Christmas Shop. It has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
This spacious residence spans 502 square metres and comfortably accommodates up to 12 guests in its four bedrooms and four bathrooms. You'll enjoy a range of amenities, including a private pool and spa, a fitness centre, a sauna, a tennis court, and a fully equipped kitchen.
Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature! - Litchfield
10 1 review
Litchfield
07/24 – 07/26
HK$9239/nighttotal: HK$18478 (2 )

Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature!

4 6
apartment , Litchfield
This modern riverside flat offers a secluded escape on 14 acres, located just a 5-minute drive from the amenities of Downtown Litchfield.
This 4-bedroom, 3-bathroom dwelling accommodates up to 8 guests and features a chef's kitchen, infrared sauna, and direct river access, with Bantam Lake, Mohawk Mountain, and local wineries all within easy reach.

Best Litchfield holiday rentals with a fireplace

Pristine Walkable Downtown 2br Apartment - Litchfield
10 1 review
Litchfield
09/12 – 09/19
HK$1961/nighttotal: HK$13727 (7 )

Pristine Walkable Downtown 2br Apartment

2 2
apartment , Torrington
This downtown Torrington flat offers a prime location with easy access to regional attractions such as the Witch's Dungeon Classic Movie Museum, located 25 kilometres away, and Lake Compounce, 32 kilometres distant.
This 65 square metre residence, suitable for up to seven guests, features a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, air conditioning, and on-site laundry facilities, alongside an outdoor seating area and private parking.
The Goshen Glass Chalet - Litchfield
9.8 201 reviews
Litchfield
09/12 – 09/19
HK$2300/nighttotal: HK$16100 (7 )

The Goshen Glass Chalet

3 2
apartment , Goshen
This charming chalet is situated in Goshen, a peaceful lake community just a short drive from Woodridge Lake, offering a tranquil escape surrounded by stunning natural beauty. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The chalet has three bedrooms and two bathrooms, accommodating up to six guests comfortably. You'll enjoy a well-equipped kitchen, a spacious living area with a fireplace, a private garden, a tennis court, and a jacuzzi, making it perfect for relaxing and enjoying the surrounding area.
Boutique Cabin-style Suite Near The Warner Theater - Litchfield
9.8 25 reviews
Litchfield
09/12 – 09/19
HK$1437/nighttotal: HK$10059 (7 )

Boutique Cabin-style Suite Near The Warner Theater

1 2
apartment , Torrington
Haus Oak Haus, a one-bedroom apartment in Torrington, Connecticut, is situated less than 1.6 kilometres from Torrington's historic downtown.
This self-catering property sleeps two guests and offers amenities including Wi-Fi, air conditioning, parking, and a kitchen; its cabin-style design blends modern and reclaimed features.
Flying Brook Farm - Litchfield
Litchfield
09/12 – 09/19
HK$4719/nighttotal: HK$33033 (7 )

Flying Brook Farm

1 2
apartment , Litchfield
This Silo House accommodation in Litchfield Hills, Connecticut, is situated on a 170-acre estate, approximately a 10-minute drive from Mohawk Ski Mountain.
This pet-friendly apartment sleeps four guests and offers a full kitchen, a pellet stove, a patio, a soaking tub, and access to the estate's grounds for swimming and kayaking in warmer months.
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