
House vacation rentals in Kent
Find and book unique houses on Airbnb
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 ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Kent vacation rentals include wi-fi 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!
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

Mindful Escape: Theater, Trails, Wood Stove
Exhale and recharge in this luxurious space at the foot of the Shawangunk Mountains. This gem features an open-concept kitchen and living room, perfect for connecting with nature. Enjoy the high-end Foster Leather Sofa, cozy movie nights on a 120" projector screen, and a wood-burning stove for chilly evenings. Every detail, from fresh linens to a meaningful library, is thoughtfully curated. Discover hidden messages throughout the house, inviting you to explore and unwind in this serene retreat.

The Owl Cottage@Mohawk Mountain
**Less than 5 minute walk to Mohawk Ski Area.** 5 min drive to Mohawk Pond Snuggle up at "The Owl Cottage" Cute as can be with Natural, Romantic Charm. Enjoy the lights of night skiing from the **NEW HOT TUB** and outside fire pit. Newly renovated kitchen with gas stove. SMALL PETS considered 35 mins to Wassaic Train Station Great meeting spot between Boston & NYC Short Drive to: Mohawk Ski Area Mohawk Pond Covered Bridges Short drive to Kent, Litchfield, Washington, Great Barrington MA

Cozy house w/ screened porch near Kent & falls
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

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.

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

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!

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.

Tucked-away Charming Forest Cabin w/ Private Brook
Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Litchfield County Getaway
Welcome to Litchfield County! With only a 10 minute drive to Kent, and 20 to 25 minutes to the beautiful towns of Washington, Litchfield, Sharon, Roxbury, Cornwall, and Goshen, you will quickly realize the breathtaking beauty of Northwest CT. Surrounded by beautiful hikes, lakes, wineries, shops, galleries, and eateries, you wouldn't want to miss either spring or summer in this stunning corner of Connecticut.
Popular amenities for Kent house rentals
House rentals with a pool

The Getaway-HOST & Co.

midcentury mod * POOL * walk out trail R2R /TOWN

Entire Home (private pool), Event Friendly

Hilltop House - HOST & Co.

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hudson River Sunset Getaway
Weekly house rentals

Hillside Grove

Charming and relaxing 4b farmhouse group getaway

Charming Home in Kent

Creekside Couple's Escape w/ Hot Tub Sauna & More!

The House on High Meadow Farm

Country retreat on 4 private acres

The Mountain Laurel Overlook

Nature lover’s retreat in NWCT
Private house rentals

Sunlit Cottage on 5 Wooded Acres | Sharon CT

Blue Skies Cottage & Dock on Candlewood Lake

Cozy cottage

Woodland A-Frame

Catskill Mountains Forest Nest for 2

Cottage Litchfield Hills, Morris & Washington, CT

Lake View Cottage

Designers Historic Connecticut Home
When is the best time to visit Kent?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,186 | ﺩ.ﺇ 1,168 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,359 | ﺩ.ﺇ 1,616 | ﺩ.ﺇ 1,546 | ﺩ.ﺇ 1,502 | ﺩ.ﺇ 1,634 | ﺩ.ﺇ 1,289 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,645 | ﺩ.ﺇ 1,326 |
| 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 |
Destinations to explore
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- Hunter Mountain
- Yale University
- Six Flags New England
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Bousquet Mountain Ski Area
- Mohonk Preserve
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Ski Sundown
- Hudson Chatham Winery





