Best Vacation Homes in Kent
900 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $441/Night
For 7 Nights US $3,085
1851.39 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
US $377/Night
For 7 Nights US $2,639
2000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $536/Night
For 7 Nights US $3,749
2766.32 ft²
9 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $248/Night
For 7 Nights US $1,738
1800 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $262/Night
For 7 Nights US $1,836
2750 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $533/Night
For 7 Nights US $3,730
4800 ft²
19 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,675/Night
For 7 Nights US $11,723
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $978/Night
For 7 Nights US $6,843
Kent Luxury Rentals
7 Guests
4 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $1,067/Night
For 7 Nights US $7,466
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
US $989/Night
For 7 Nights US $6,926
3200 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $842/Night
For 7 Nights US $5,897
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Villa
- Fireplace/Heating
- Pool
- Air Conditioner
US $659/Night
For 7 Nights US $4,615
2200 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $634/Night
For 7 Nights US $4,438
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $631/Night
For 7 Nights US $4,418
2500 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
US $617/Night
For 7 Nights US $4,316
2604.87 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Parking
- Internet
- Child Friendly
US $609/Night
For 7 Nights US $4,263
Kent Pet Friendly Vacation Rentals
650 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $241/Night
For 7 Nights US $1,686
1200 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $344/Night
For 7 Nights US $2,405
2769 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $572/Night
For 7 Nights US $4,003
1350 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $201/Night
For 7 Nights US $1,409
8 Guests
4 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $183/Night
For 7 Nights US $1,281
2900 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $614/Night
For 7 Nights US $4,299
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $484/Night
For 7 Nights US $3,387
2400 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,453/Night
For 7 Nights US $10,173
Kent Large Vacation Homes
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $943/Night
For 7 Nights US $6,598
3000 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $957/Night
For 7 Nights US $6,696
5000 ft²
10 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $550/Night
For 7 Nights US $3,850
2600 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $538/Night
For 7 Nights US $3,764
6000 ft²
16 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $932/Night
For 7 Nights US $6,524
5000 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $1,268/Night
For 7 Nights US $8,875
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
US $1,000/Night
For 7 Nights US $7,000
10 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $594/Night
For 7 Nights US $4,161
Why Choose Rent By Owner for your Kent Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Kent
When should you plan your Vacation Rentals stay?
Finding the ideal time to visit this destination can enhance your experience, as the region offers unique seasonal charms that are best appreciated during specific periods of the year.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this time, the region experiences warm weather ideal for outdoor activities and exploring. This season is perfect if you seek vibrant local events and lush scenery.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Fall (September - October)
This period offers stunning autumn foliage and mild temperatures, making it an attractive time for scenic drives and outdoor adventures in the area.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December - February)
The winter months bring cooler temperatures, providing a peaceful atmosphere for cozy stays and off-season exploration of the surroundings.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F
Early Spring (March - April)
As the region transitions from winter, early spring offers fewer crowds and a tranquil setting to enjoy the changing landscape and budding nature.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Kent
How to Book Your Kent Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kent
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a spacious patio or deck to relax and unwind amidst the natural surroundings.
- Take advantage of picturesque views from your outdoor seating area, perfect for morning coffee or evening gatherings.
- Benefit from access to lush gardens or landscaped yards that enhance your outdoor experience in this scenic region.
- Make use of grilling facilities or outdoor kitchens to host barbecues and enjoy local flavors with family and friends.
- Experience the serenity of nearby water features, such as ponds or streams, that add to the peaceful ambiance of your stay.
- Utilize communal outdoor amenities like swimming pools or picnic areas available at select properties here.
- Explore expansive outdoor spaces ideal for activities like hiking, birdwatching, or simply soaking up the regional beauty.
Top Attractions Around Kent
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty of this region, perfect for making the most of your stay in Kent, New York.
Family Activities
- Kent Falls State Park: Discover scenic waterfalls and nature trails that provide a perfect outdoor adventure for families in this picturesque part of the region.
- Smithtown Historical Society Museum: Explore local history through engaging exhibits, offering an educational experience that appeals to children and adults alike here in Kent.
- Potter Place Fish Hatchery: Learn about fish conservation and have fun observing hatchery operations in this family-friendly attraction within the area.
- Kent Green Arrow Farm: Experience farm life firsthand with activities like fruit picking and animal interactions, making it an ideal spot for family outings in this part of New York state.
Adult Activities
- Wine Tasting Tours: Explore local wineries known for their exquisite wines and enjoy guided tastings that highlight the region’s viticultural heritage.
- Historic Site Visits: Discover the area's rich history by touring well-preserved landmarks and museums that showcase its cultural significance.
- Nature Hiking Trails: Immerse yourself in scenic landscapes with hiking opportunities through lush parks and nature preserves nearby.
- Local Art Galleries: Experience the vibrant arts scene by visiting galleries that feature works from regional artists and craftsmen.
Other Places to Stay in Kent, NY
Canopus Beach
Clarence Fahnestock State Park
Chuang Yen Monastery
Carmel
Lake Carmel
Kent Lakes
Kent Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Take advantage of the region's renowned culinary scene to enjoy authentic flavors and support local establishments during your stay.
- Visit natural attractions: Discover the area's scenic parks and outdoor spaces that showcase its natural beauty, perfect for relaxing or outdoor activities.
- Plan day trips: Use this destination as a base to explore nearby towns and hidden gems, enriching your travel experience in the region.
- Stay connected with local events: Check out community happenings and seasonal festivals to immerse yourself further in the area's culture and vibrancy.
Transportation Options
- Local Bus Services: You can rely on regional bus routes that connect the area to nearby towns and attractions, making it a convenient transportation option during your stay.
- Car Rentals: Renting a vehicle is a flexible way to explore the region at your own pace, especially if you plan to visit remote or scenic spots around here.
- Taxi and Rideshare Services: Taxis and rideshare options offer quick and easy transportation within the area, ideal for short trips or when arriving from nearby cities.
- Regional Train Connections: The nearby train stations provide accessible rail travel to larger cities, enhancing your ability to explore the broader region effortlessly.
Local Customs Options
- Traditional Corn Husk Crafts: Engage with the local artisans who craft intricate corn husk dolls, a cherished custom here that reflects the area's deep-rooted agricultural heritage.
- Seasonal Harvest Festivals: Experience vibrant seasonal festivals celebrating the region’s harvest, offering a glimpse into the community’s agricultural traditions and local pride.
- Community County Fairs: Attend traditional county fairs showcasing local crafts, foods, and entertainment that foster a strong sense of regional camaraderie and culture.
- Historical Religious Observances: Observe longstanding religious customs during local celebrations and holidays, illustrating the region’s spiritual heritage and communal values.
Frequently Asked Questions About Kent?
1. What are the top vacation rentals in Kent?
There are a lot of options in Kent. If you plan on staying in the Kent area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kent:
- Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
- Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock
- Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
- Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit
- 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
- Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
- Serene Hudson Valley Escape w/Pool & Grill
- A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
- Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
- Hudson Valley Retreat | Hot Tub, Pool & Gym
2. Which vacation homes in Kent are best for families?
If you are looking for a family-friendly vacation home in Kent, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kent:
3. How many Rentbyowner vacation rentals are available in Kent?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 73 in the Kent area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kent.
4. What is the cancellation policy for vacation rentals in Kent, New York?
Cancellation policies vary by listing, so it’s important to review the specific terms on each property’s page or contact the owner directly for details before booking.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are typically outlined in the listing details. Always verify these before confirming your reservation.
6. How do I ensure the vacation rental I choose is suitable for my needs?
Carefully read the property descriptions, amenities offered, and guest reviews on the listing. If you have specific requirements, reaching out to the host can help confirm suitability.
7. What is the check-in and check-out process for vacation rentals in this region?
Check-in and check-out procedures vary between properties, so details are provided in each listing. Contact the property owner if you need clarification about timing or special arrangements.
8. Is it safe to stay in a vacation rental in Kent, New York?
Trustworthy listings include verified reviews and host profiles. For added peace of mind, review previous guest feedback and contact the owner with any safety concerns before booking.
Kent Top Rated Vacation Rentals
2841 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $386/Night
For 7 Nights US $2,700
1500 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Private Pool
- Fireplace/Heating
- Pool
US $524/Night
For 7 Nights US $3,667
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Parking
US $279/Night
For 7 Nights US $1,950
2841.67 ft²
8 Guests
1 Bedroom
3 Bathrooms
House
- Fireplace/Heating
- Pool
- Parking
US $544/Night
For 7 Nights US $3,808
1496.18 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Pool
- Parking
US $517/Night
For 7 Nights US $3,617
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
US $339/Night
For 7 Nights US $2,374
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Other
- Private Pool
- Fireplace/Heating
- Pool
US $307/Night
For 7 Nights US $2,148
5 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $394/Night
For 7 Nights US $2,755
