
House vacation rentals in Kent
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Top-rated house rentals in Kent
Guests agree: these houses are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

The Red Country Cottage
Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat scenic Harlem Valley Rail Trail from the cottage. Enjoy the evening sitting by the fire/comfortable patio. Visit the 60’s themed movie theater and restaurant walking distance, near by brewery/winery/cafe/restaurants, wedding venues, Lime Rock Racing, skiing. Direct train to Wassaic from MetroNorth

State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector

Deluxe Mtn Loft, self checkin/out, fast WiFi
Atop Silver Mountain, outdoor living in the private forest overlooking the Hudson Valley. Enjoy nature with 200+ bird species, yoga, meditation, or quiet reading in the fresh, crisp mountain air Revel in privacy and tranquility, yet stay connected with 500Mbps WiFi, a 60” HD TV and wood burning fire stove. Unwind on a huge deck with cushioned chaise lounges for stargazing and Bar BQ Grill. Enjoy picnics by the private pond, deck, chaise lounges, a dock, paddle boat, fishing and fire-pit!

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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!

DeMew House in Historic Kingston
PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Honeybug Snug near Omega Institute!
Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.
Popular amenities for Kent house rentals
House rentals with a pool

Private Hudson Valley Country Retreat

midcentury mod * HOT TUB * walk out trail 2 mohonk

Bluestone Escape - Where everyone is at home.

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Upstate Modern Scandinavian Barn in the Catskills

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Weekly house rentals

Modern Barn, Luxurious Home near Lake Waramug

Millstone Manor with East Mountain View

Country Escape - HOST & Co.

Woodland A-Frame

Rustic Farmhouse; Cozy Apartment; Litchfield Cnty

Creekside Couple's Retreat w/Hot tub, Sauna & More

The House on High Meadow Farm

Designers Historic Connecticut Home
Private house rentals

North Cliff House - Private Dock & Sauna

Halo Hollow Haus - Litchfield Lake & Ski Haven

Beautiful sun filled cottage in the woods

The Art House: 5-Acre Getaway w/ Fireplace

Magical Woodland Getaway

Berkshires Black Abbey

Enjoy spectacular fall in Litchfield Hills!

The Owl Cottage@Mohawk Mountain
When is the best time to visit Kent?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $474 CAD | $492 CAD | $463 CAD | $519 CAD | $617 CAD | $591 CAD | $574 CAD | $624 CAD | $492 CAD | $518 CAD | $617 CAD | $495 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 |
Quick stats about house rentals in Kent

Total vacation rentals
Explore 30 vacation rentals in Kent

Nightly prices starting at
Kent vacation rentals start at $238 CAD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Kent vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kent rentals

4.9 Average rating
Kent stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Yale University
- Fairfield Beach
- Six Flags New England
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Walnut Public Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Sherwood Island State Park
- Bayview Beach
- Rockland Lake State Park




