
Vacation rentals in Kent
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Top-rated vacation rentals in Kent
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Vibrant, secluded dome home in Litchfield County!
Positive vibes, tranquility and refuge await! Reconnect with nature at this unforgettable escape on 3+ acres. Allowing an open flow of light, atmosphere, and energy, dome homes can offer a spiritual experience, and this property offers all that times two. Consider these naturally efficient domes your break from it all 10 minutes or less to; Skiing (Mohawk Mt.) Lake Waramaug Appalachian Trail Housatonic River Ct Wine Trail Kent Falls Antiques, art galleries, farmers markets, brewery, & more

Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Cozy house w/ fireplace close to Mohawk ski area
Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals

Newly Built Cottage in Housatonic Valley
This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Farm House
A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers we sell at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, chickens, barn cats and a resident farm dog, Finula. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Luxury in the Litchfield Hills
Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

(°) The Wandering Peacock (°)
The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

Adventure Basecamp - Hot Tub - Mohawk Mtn
Equipped with essentials such as air conditioning, cleaning products, cooking basics, and a dedicated workspace. Guests can prepare meals in the fully equipped kitchen, which includes dishes, silverware, and cooking utensils, dishwasher, and microwave. A washer and dryer, hair dryer, heating, and hot tub are also available for guests' use. 2 Min – Appalachian Trail 4 Min - Kent Town center 9 Min – Kent falls 10 Min - Bulls Bridge 19 Min - Mohawk Mountain Ski Area
Popular amenities for Kent vacation rentals
Other great vacation rentals in Kent

Fully Renovated Rural Barn

Beautiful Cabin in Cornwall CT.

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The Pool Cottage at Narrow Valley Estate

Charming Home in Kent

Airstream Forest Glamping near Metro North Train

The House on High Meadow Farm

Country retreat on 4 private acres
When is the best time to visit Kent?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $416 CAD | $416 CAD | $398 CAD | $416 CAD | $418 CAD | $404 CAD | $422 CAD | $422 CAD | $438 CAD | $429 CAD | $485 CAD | $447 CAD |
| 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
Are there pet-friendly vacation rentals in Kent?
Four-legged friends are welcome in Kent. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Kent?
Yes! Work meets play with ease at over 30 vacation rentals in Kent featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Kent vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Kent, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Kent?
Kent has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in boutique hotel rentals in Kent?
Experience the best of Kent with our boutique hotel rentals, starting at about $280 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do boutique hotel rentals in Kent have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Kent. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kent have wifi?
Absolutely! We offer over 30 house rentals with wifi in Kent. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kent have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Kent. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Kent

Total vacation rentals
Explore 80 vacation rentals in Kent

Nightly prices starting at
Kent vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Kent vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Kent rentals

4.9 Average rating
Kent stays are highly rated by guests—averaging 4.9 out of 5!
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