Holiday Rentals in Kent, CT

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Kent, CT holiday rentals
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57 Holiday rentals and Airbnb in Kent, CT

Best family friendly Kent, CT holiday rentals

Among the 57 accommodations in Kent, CT, here are the 4 best family friendly rentals

Lakeside Country Home In Northwestern Connecticut - Kent, CT
No reviews

Lakeside Country Home In Northwestern Connecticut

apartment, Kent
This four-bedroom cottage is situated in Kent, Connecticut, a six-minute drive from the town centre and 32 kilometres from Mohawk Mountain, ideal for skiing enthusiasts.
The property boasts a private lake with access for kayaking and paddleboarding, a sauna, a hot tub, and a movie room, perfect for families or groups of up to seven guests.
The Perfect Getaway Cabin - Kent, CT
9.8 33 reviews

The Perfect Getaway Cabin

cabin, Washington
This Washington cabin is situated on 20 acres of land, just a short distance from hiking trails and a tranquil pond. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The comfortable retreat has three bedrooms and one bathroom, accommodating up to six guests. The cabin offers a fully equipped kitchen, a wrap-around deck with outdoor seating, a fire pit, a barbecue, and access to streaming services, board games, and books.
Cozy Country Cabin - Kent, CT
9.5 11 reviews

Cozy Country Cabin

apartment, Cornwall
This one-bedroom flat is located in the Housatonic River Valley, close to Kent Falls and 24 kilometres from the 10 Mile train station, offering outdoor activities and access to dining.
Guests can enjoy a jacuzzi, massage chair, and a deck with BBQ facilities, with parking and internet provided for up to two people.
Kent Midcentury Modern - Kent, CT
8.0 5 reviews

Kent Midcentury Modern

bungalow, Kent
This detached bungalow in Kent is situated a short walk from the Appalachian Trail and the Housatonic River, and less than 1 kilometre from Kent village centre's shops and restaurants.
This family-friendly property accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, offering air conditioning, Wi-Fi, a kitchen with a fridge, microwave oven, and dishwasher, plus a sunroom with a large table, a patio with a Weber charcoal grill and fire pit, and a garden.

Best Kent, CT holiday rentals with parking

Private New House On 10 Acres Of Pristine Nature - Kent, CT
10 228 reviews

Private New House On 10 Acres Of Pristine Nature

apartment, Warren
This charming house is located just outside Warren, within easy reach of hiking trails, a pond, and a selection of restaurants, galleries and shops. The accommodation has consistently received excellent ratings for its location, cleanliness and overall experience.
The house is spread over three floors and can accommodate up to six guests. It features a fully equipped kitchen, a spacious living area, a dedicated TV room, a private garden, a fitness centre and parking.
Modern Woodland Retreat In Kent, Ct - Kent, CT
No reviews

Modern Woodland Retreat In Kent, Ct

apartment, Kent
This newly renovated three-bedroom post-and-beam house is situated on a secluded 25-acre woodland near Kent, Connecticut, a short drive (minutes) from the town and approximately 32km from Mohawk Mountain ski area.
The property boasts an open-plan kitchen/dining area, living room, yoga room, and screened-in porch, sleeping up to six guests and offering three fireplaces, two bathrooms (one ensuite with whirlpool tub), and parking, with outdoor amenities (available Spring 2025) including a patio with BBQ and fire pit.
Private Luxury Estate | Library, Pool & Fireplace - Kent, CT
10 1 review

Private Luxury Estate | Library, Pool & Fireplace

apartment, Kent
This two-bedroom flat is situated on a private 9-acre estate in Kent, offering seclusion yet remaining a mere few minutes from the town's amenities, and is within 11 kilometres of Mohawk Mountain and 8 kilometres of Kent Falls.
The property boasts a renovated interior with a chef's kitchen, a library with over 4,000 books, a primary bedroom suite with a spa-style bathroom, a living room with a fireplace, and a separate guest suite, accommodating up to four guests with internet, air conditioning, a swimming pool, and parking.
Dog Tail Corners Main House - Kent, CT
10 2 reviews

Dog Tail Corners Main House

apartment, Dover Plains
This 1860 farmhouse lodging is situated in Kent, approximately 1.6 kilometres from Bulls Bridge and adjacent to the Appalachian Trail, offering a natural retreat.
This pet-friendly dwelling accommodates up to six guests across three bedrooms and two bathrooms, featuring original hardwood floors, a sunroom, and outdoor amenities including a fire pit and BBQ, with internet and air conditioning provided.

Frequently asked questions about holiday rentals in Kent, CT

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Best Kent, CT holiday rentals with a balcony

Charming And Relaxing 4b Farmhouse Group Getaway - Across From Covered Bridge - Kent, CT
9.0 6 reviews

Charming And Relaxing 4b Farmhouse Group Getaway - Across From Covered Bridge

apartment, Cornwall
This West Cornwall holiday home is conveniently located near the West Cornwall Covered Bridge and Housatonic River, a 1.6km stroll away, and 3.2km from Housatonic Meadows State Park.
The four-bedroom property, sleeping eight guests, boasts three bathrooms, a fully equipped kitchen, garden, balcony, parking, and is within easy reach of outdoor activities.
The Kent Collection - The Garden Cottages - Kent, CT
9.7 3 reviews

The Kent Collection - The Garden Cottages

house, Kent
The Garden Cottages are situated in Kent, approximately 39 kilometres from both the Flanders Nature Centre and the Abbey of Regina Laudis.
This 19th-century property offers self-catering accommodation with free Wi-Fi, private parking, air conditioning, and a terrace; guests can enjoy the on-site garden, outdoor fireplace, and proximity to local attractions.
Dainty New Preston Cottage W/ Dock & Lake Views! - Kent, CT
9.1 75 reviews

Dainty New Preston Cottage W/ Dock & Lake Views!

house, Washington
The Dainty New Preston Cottage is situated in New Preston, Connecticut, approximately 21 kilometres from Flanders Nature Center, 23 kilometres from Abbey of Regina Laudis, and 39 kilometres from the Russian Railway Museum, offering a peaceful retreat in a scenic location. The property has received excellent ratings for user experience, location, and cleanliness.
This charming cottage offers 121 square metres of living space with three bedrooms and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a spa, free Wi-Fi, parking, and access to a private dock with beautiful lake views, providing a relaxing and enjoyable stay.
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent, CT
9.5 2 reviews

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

cabin, New Milford
The Creek Side Cabin is situated in New Milford, Connecticut, approximately 37 kilometres from both the Russian Railway Museum and the Flanders Nature Center.
This self-catering lodge boasts a 65-square-metre floor area, featuring one bedroom, one bathroom, and a Jacuzzi, comfortably accommodating up to seven guests; enjoy its wood-fired hot tub, fire pit and private garden.

Best pet friendly Kent, CT holiday rentals

Among the 57 accommodations in Kent, CT, here are the 4 best pet friendly rentals

Beautiful Country House In Cornwall Ct. - Kent, CT
10 103 reviews

Beautiful Country House In Cornwall Ct.

cabin, Cornwall
This five-bedroom lodge, located in Cornwall, is just 15 minutes from the Mohawk Mountain Ski Area and 2 minutes from Kent Falls.
The property features a fully equipped kitchen, a living room with a fireplace, a dining room, a finished basement with laundry facilities, and a private garden, perfect for families or groups of up to 10 guests.
Artistic Barn: Wood Burning Hottub, Sauna And Pizza Oven - Kent, CT
9.4 6 reviews

Artistic Barn: Wood Burning Hottub, Sauna And Pizza Oven

apartment, Kent
This five-bedroom riverside property in Kent, Connecticut, is situated less than 1.6km from the Housatonic River and Bull's Bridge, and 4.3km from the Herrick Preserve, offering easy access to outdoor activities.
Sleeping up to eleven guests, this self-catering holiday home boasts three bathrooms, a fully equipped kitchen including dishwasher, a jacuzzi, sauna, free Wi-Fi, and BBQ facilities, ensuring a comfortable and relaxing stay.
Country Retreat With Pool 10 Mn From Kent Ct - Kent, CT
10 8 reviews

Country Retreat With Pool 10 Mn From Kent Ct

apartment, Kent
This Kent, Connecticut mountainside property is situated approximately 3km from Lake Waramaug State Park and within 10km of Hopkins Vineyard and Mount Bushnell State Park, offering easy access to outdoor activities.
This three-bedroom, two-bathroom house sleeps seven guests and boasts a private outdoor pool, patio, fully equipped kitchen, free Wi-Fi, and a fireplace; nearby attractions include opportunities for swimming, boating, fishing, wine tasting, and hiking.
Kent Collection | Garden Cottages | The Bunk House - Kent, CT
10 4 reviews

Kent Collection | Garden Cottages | The Bunk House

apartment, Kent
This charming cottage is located in the Kent countryside, just a short drive from the village of [insert specific village name] and within easy reach of Canterbury, famous for its cathedral. The property has received excellent ratings for location, cleanliness, and overall experience.
The cottage has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It's fully equipped with modern amenities, including a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, internet access, and a garden for relaxing.
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