Holiday Rentals in Kent

36 available vacation rental offers

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Kent holiday rentals
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Kent holiday rentals: compare the best deals

Best family friendly Kent holiday rentals

Among the 36 accommodations in Kent, here are the 4 best family friendly rentals

The House On High Meadow Farm - Kent
10 15 reviews
Kent
10/19 – 10/23
HK$5064/nighttotal: HK$20256 (4 )

The House On High Meadow Farm

1 2
apartment , Sharon
This farmhouse is situated in the Housatonic River Valley, approximately 10 kilometres from Kent, Connecticut, providing easy access to Sharon's attractions.
The property boasts four bedrooms, two bathrooms, and a swimming pool, making it ideal for families or groups of up to eight guests seeking a peaceful retreat.
Adventure Basecamp - Hot Tub - Mohawk Mtn - Kent
9.6 286 reviews
Kent
10/19 – 10/23
HK$2817/nighttotal: HK$11268 (4 )

Adventure Basecamp - Hot Tub - Mohawk Mtn

2 2
apartment , Kent
This charming cottage is located in Kent, just 2km from the Appalachian Trail, 4km from the town centre, and within easy reach of Kent Falls, Bulls Bridge, and Mohawk Mountain Ski Area. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage offers two bedrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a spacious living room with a large TV, a sunny deck, outdoor lounge areas, a year-round hot tub, and a large garden perfect for children to play.
Cozy Country Cabin - Kent
9.1 7 reviews
Kent
08/01 – 08/03
HK$1544/nighttotal: HK$3088 (2 )

Cozy Country Cabin

1 2
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.
Country Retreat With Pool 10 Mn From Kent Ct - Kent
10 7 reviews
Kent
10/19 – 10/23
HK$4904/nighttotal: HK$19616 (4 )

Country Retreat With Pool 10 Mn From Kent Ct

3 2
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.

Best Kent holiday rentals with parking

Artist Room At The Wandering Peacock - Kent
9.8 399 reviews
Kent
10/19 – 10/23
HK$3299/nighttotal: HK$13196 (4 )

Artist Room At The Wandering Peacock

1 2
studio , Kent
The Wandering Peacock studio is a converted barn located just a few kilometres from Kent town centre, close to Bulls Bridge, the Appalachian Trail and local waterfalls, offering a peaceful escape in the heart of the countryside. It has received excellent ratings for its location, cleanliness and overall experience.
This self-catering studio is decorated in an eclectic artistic style, with stained glass walls and hand-painted silk artwork. Guests can enjoy a private garden, a seasonal hot tub, a fully equipped kitchen and a shared dance studio, as well as the company of resident peacocks and chickens.
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent
9.5 2 reviews
Kent
10/19 – 10/23
HK$3762/nighttotal: HK$15048 (4 )

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

1 2
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.
Hillside Grove - Kent
9.9 85 reviews
Kent
08/01 – 08/02
HK$7406/nightfor 1 night

Hillside Grove

1 2
apartment , Dover Plains
This Dover Plains country house retreat boasts expansive views and is conveniently located for exploring local attractions.
The four-bedroom, two-bathroom property sleeps eight guests and features a fully equipped kitchen, jacuzzi, expansive patio with Blackstone grill and hot tub, a family game room, and 1 Gig internet access.
Nyc-area Escape  Game Room  Firepit  Chef's Kitchen  Near Boarding Schools - Kent
Kent
10/19 – 10/23
HK$5231/nighttotal: HK$20924 (4 )

Nyc-area Escape Game Room Firepit Chef's Kitchen Near Boarding Schools

3 2
apartment , New Milford
This New Milford holiday home is conveniently located 7 kilometres from Lake Waramaug and 11 kilometres from Lake Waramaug State Park, offering easy access to local attractions such as Hollister House Garden and the White Memorial Conservation Centre.
This family-friendly apartment sleeps six guests and features three bedrooms and three bathrooms, with amenities including air conditioning, Wi-Fi, a fully equipped kitchen, a washer/dryer, and on-site parking, plus outdoor facilities like a fire pit and garden furniture.

Frequently asked questions about holiday rentals in Kent

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Best Kent holiday rentals with a balcony

Ski, Snowshoe And Fish Dome Escape In Nature! - Kent
10 3 reviews
Kent
10/19 – 10/23
HK$3632/nighttotal: HK$14528 (4 )

Ski, Snowshoe And Fish Dome Escape In Nature!

3 2
house , Warren
This Warren house, sleeping up to 11 guests, is situated in a location not specified in the provided details.
The 212 square metre property boasts three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi.
Quiet Historic Retreat - Kent
9.8 9 reviews
Kent
08/01 – 08/03
HK$3195/nighttotal: HK$6390 (2 )

Quiet Historic Retreat

4 2
apartment , New Milford
This Gaylordsville flat is located near New Milford and Kent, offering convenient access to antique shops, restaurants, and outdoor pursuits along the Housatonic River, with the Old Oak Tavern just a short walk away.
This four-bedroom, two-bathroom apartment accommodates six guests and features a well-equipped kitchen with a dishwasher and microwave, air conditioning, a balcony, and a large soaking tub, with nearby fishing, hiking, and ski resorts like Mohawk and Thunder Ridge within approximately 48 kilometres.
Gunn Brook Mountain House - Kent
Kent
10/19 – 10/23
HK$2423/nighttotal: HK$9692 (4 )

Gunn Brook Mountain House

1 2
house , Cornwall
Gunn Brook Mountain House, a beachfront property in Cornwall, is situated 35km from both the Abbey of Regina Laudis and Flanders Nature Centre, and 76km from Bradley International Airport.
This 186 square metre house sleeps 11, boasting three bathrooms, a fully equipped kitchen, fitness centre, private beach access, and a terrace with mountain views; nearby hiking trails and a dartboard provide additional entertainment.
Creek Side Cabin With Wood Fired Hot Tub And Fire Pit - Kent
10 3 reviews
Kent
10/19 – 10/23
HK$4704/nighttotal: HK$18816 (4 )

Creek Side Cabin With Wood Fired Hot Tub And Fire Pit

1 2
cabin , New Milford
This Sherman, Connecticut lodge is situated a short drive (approximately 10km) from New Milford and offers easy access to Candlewood Lake and Squantz Pond.
The 65-square-metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen, a wood-fired hot tub, and kayaks for guest use, alongside access to nearby hiking trails and the Elephant's Trunk Flea Market.

Best pet friendly Kent holiday rentals

Among the 36 accommodations in Kent, here are the 4 best pet friendly rentals

Modern Mountaintop Log Cabin & Sauna - Kent
9.9 64 reviews
Kent
10/19 – 10/23
HK$4606/nighttotal: HK$18424 (4 )

Modern Mountaintop Log Cabin & Sauna

4 2
cabin , Kent
This charming cabin is located near Kent, a short distance from Sharon, Wassaic, Mohawk Ski Area, the Appalachian Trail, local restaurants, and art galleries. The surrounding area offers a peaceful retreat amidst stunning natural beauty, making it ideal for those seeking a tranquil escape. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The property features four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The cabin offers a range of modern amenities including a fully equipped kitchen, air conditioning, a fireplace, a spacious living area, a recreation room, and a wrap-around porch and deck with stunning views of the surrounding landscape.
Hollow Farmhouse - Kent
Kent
08/01 – 08/02
HK$4091/nightfor 1 night

Hollow Farmhouse

1 2
apartment , Dover Plains
This apartment in Dover Plains is located in the Hudson Valley, under 322 kilometres from New York City.
This holiday let welcomes pets and offers 2 bathrooms, accommodating up to 6 guests with a kitchen, air conditioning, internet, and a fitness centre, alongside a flower garden, fire pit, and seasonal vegetable harvesting.
The Kent Collection - The Garden Cottages - Kent
9.5 2 reviews
Kent
10/19 – 10/23
HK$5832/nighttotal: HK$23328 (4 )

The Kent Collection - The Garden Cottages

1 2
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.
Nature Lover’s Retreat In Nwct - Kent
10 17 reviews
Kent
10/19 – 10/23
HK$2594/nighttotal: HK$10376 (4 )

Nature Lover’s Retreat In Nwct

1 2
apartment , Sharon
This one-bedroom apartment near Sharon, northwest Connecticut, provides easy access to Lime Rock Park and the Housatonic River, with numerous hiking trails nearby, including sections of the Appalachian Trail.
The self-catering flat sleeps two, features a kitchen with a fridge, air conditioning, parking, internet access, and welcomes pets; enjoy panoramic views and explore nearby attractions such as Butternut Basin and Mohawk Mountain.
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