Best Vacation Homes in Kingston
Ski Chalet
10.0(315 Reviews)
1 Bedroom
1 Bath
2 Guests
625 ft²
Private Pool
Fireplace/Heating
Pool
Ocean View
US $405/Night
7 Nights - US $2,833
House
10.0(4 Reviews)
1 Bedroom
1 Bath
6 Guests
Pet Friendly
Parking
Air Conditioner
Internet
US $944/Night
7 Nights - US $6,610
Bed & Breakfast
10.0(285 Reviews)
1 Bedroom
1 Bath
- Pool
Balcony/Terrace
Breakfast- Parking
US $256/Night
7 Nights - US $1,795
Cottage
10.0(285 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $264/Night
7 Nights - US $1,850
House
10.0(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
2604.87 ft²
- Pet Friendly
- Parking
- Internet
Child Friendly
US $661/Night
7 Nights - US $4,624
Apartment
10.0(245 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $308/Night
7 Nights - US $2,156
Cabin
10.0(223 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $205/Night
7 Nights - US $1,437
Cottage
10.0(201 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $459/Night
7 Nights - US $3,211
Kingston Luxury Rentals
New
House
7 Bedrooms
5 Baths
26 Guests
7599.32 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $7,196/Night
7 Nights - US $50,372
House
5 Bedrooms
3 Baths
22 Guests
7599.32 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $7,188/Night
7 Nights - US $50,314
House
12 Bedrooms
10 Baths
33 Guests
10763.91 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $4,930/Night
7 Nights - US $34,512
House
10.0(3 Reviews)
24 Bedrooms
21 Baths
52 Guests
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $4,752/Night
7 Nights - US $33,267
House
14 Bedrooms
7 Baths
37 Guests
6996.54 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $4,530/Night
7 Nights - US $31,708
House
10.0(9 Reviews)
5 Bedrooms
7 Baths
22 Guests
11000 ft²
- Hot Tub
Skiing- Fireplace/Heating
- Balcony/Terrace
US $4,143/Night
7 Nights - US $28,998
House
12 Bedrooms
8 Baths
48 Guests
7800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $4,099/Night
7 Nights - US $28,690
House
13 Bedrooms
8 Baths
36 Guests
6500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $3,935/Night
7 Nights - US $27,542
Kingston Pet Friendly Vacation Rentals
Cottage
10.0(178 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $439/Night
7 Nights - US $3,070
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2002.09 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- View
US $430/Night
7 Nights - US $3,013
Cabin
9.6(228 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $237/Night
7 Nights - US $1,656
House
10.0(157 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $312/Night
7 Nights - US $2,185
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1679.17 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $492/Night
7 Nights - US $3,444
Cottage
10.0(150 Reviews)
2 Bedrooms
1 Bath
4 Guests
925 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $331/Night
7 Nights - US $2,319
Cabin
10.0(129 Reviews)
1 Bedroom
1 Bath
3 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $340/Night
7 Nights - US $2,378
Cottage
10.0(124 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $351/Night
7 Nights - US $2,454
Kingston Large Vacation Homes
House
10.0(88 Reviews)
2 Bedrooms
1 Bath
18 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $907/Night
7 Nights - US $6,350
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
1905.21 ft²
- Balcony/Terrace
- Parking
- Internet
- Child Friendly
US $254/Night
7 Nights - US $1,779
House
3 Bedrooms
2 Baths
10 Guests
1550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $875/Night
7 Nights - US $6,124
House
10.0(1 Review)
1 Bedroom
6 Baths
16 Guests
6491 ft²
- Skiing
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $1,473/Night
7 Nights - US $10,311
Bed & Breakfast
10.0(3 Reviews)
9 Bedrooms
9 Baths
20 Guests
249.96 ft²
- Skiing
- Fireplace/Heating
- View
- Parking
US $169/Night
7 Nights - US $1,183
New
House
1 Bedroom
3 Baths
10 Guests
1615 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $569/Night
7 Nights - US $3,981
House
6 Bedrooms
5 Baths
18 Guests
3548 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,091/Night
7 Nights - US $7,636
House
3 Bedrooms
1 Bath
12 Guests
3548 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $700/Night
7 Nights - US $4,900
Why Choose Rent By Owner for your Kingston 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.
Popular Areas for Kingston Vacation Rentals
Where are the best neighborhoods to stay in Kingston?
When exploring Kingston, New York, selecting the right neighborhood can greatly enhance your stay. Downtown Kingston offers a vibrant atmosphere, perfect for those seeking convenient access to local shops and cultural spots. If you prefer a quieter, more residential setting, the Uptown area provides charming streets and easy proximity to parks and community amenities. For travelers wishing to experience a blend of history and natural beauty, areas near the waterfront or historic districts offer scenic views and a tranquil ambiance. No matter your preferences, Kingston’s diverse neighborhoods ensure you’ll find the ideal place to relax and enjoy your visit to this beautiful New York destination.
Downtown Saugerties
This vibrant district offers an authentic local atmosphere where you can enjoy easy access to charming shops and eateries, making it an ideal base for exploring the region's cultural appeal. Staying here puts you close to the area's scenic beauty and lively community events.
View 180+ Rentals in Downtown SaugertiesShady
Nestled in the picturesque surroundings of Woodstock, Shady provides a tranquil retreat immersed in natural beauty, perfect for relaxing getaways or outdoor adventures. Its peaceful setting makes it a favorite choice for those seeking a serene escape in this scenic part of the region.
View 168+ Rentals in ShadyCatskill Heights
Perched above the town, Catskill Heights offers stunning views and easy access to outdoor activities, making it an excellent location for nature lovers and adventure seekers alike. Here, you can enjoy a quiet, elevated stay while being close to the area's main attractions.
View 102+ Rentals in Catskill HeightsBest Times to Visit Kingston
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures a memorable experience, especially when seeking the perfect vacation rentals in this destination’s vibrant seasons and local events.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm and lively days, making it ideal for exploring the region’s scenic beauty and outdoor activities. You can enjoy longer daylight hours and a vibrant atmosphere in the area’s local events.
Average Temperature Daytime: 75-85°F - Nighttime: 60-65°F
Fall (September to November)
The fall season offers stunning foliage and mild weather, providing a picturesque backdrop for your stay. Visitors often flock here to witness the colorful landscape and enjoy seasonal festivities in the region.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures, which may quiet down tourism but create a cozy atmosphere. It’s a peaceful time to enjoy the region’s winter scenery and indoor attractions.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Early Spring (March to April)
In early spring, the area begins to awaken with gradually rising temperatures and fewer visitors. This period offers a serene experience before the busy summer season kicks in.
Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
Weekly Weather Forecast for Kingston
How to Book Your Kingston 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 Kingston
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 perfect for relaxing or entertaining guests.
- Take advantage of a well-maintained backyard or garden area ideal for outdoor dining or casual gatherings amidst nature.
- Make the most of a scenic balcony or porch that offers picturesque views of the surrounding region’s natural beauty.
- Benefit from access to a swimming pool or hot tub, providing a refreshing escape during your stay here.
- Explore nearby trails and outdoor paths directly from your rental for hiking or biking adventures in the area.
- Utilize outdoor grilling facilities to enjoy barbecues with friends or family while soaking up the fresh air.
- Relax in a designated outdoor seating area equipped with lounge chairs or hammocks for leisure and unwinding.
Top Attractions Around Kingston
What attractions are nearby?
In this vibrant region, you can enjoy a variety of outdoor activities, cultural experiences, and scenic attractions that showcase the best of Kingston, New York, USA, making it an ideal destination for your next getaway.
Family Activities
- Kingston Waterfront Park: Enjoy a family picnic and scenic views along the Hudson River in this peaceful park setting.
- Unison Arts Center: Engage your kids with interactive art programs and workshops at this vibrant community arts space.
- Kingston Antique Center: Discover unique treasures and family-friendly browsing experiences in a historic setting.
- Kingston Farmers Market: Savor fresh local produce and enjoy lively weekend visits with your loved ones at this bustling market.
Adult Activities
- Historic District Exploration: Stroll through the charming streets of the area’s historic district to appreciate well-preserved architecture and learn about local history.
- Hudson River Cruises: Enjoy a scenic cruise along the Hudson River, offering stunning views and a relaxing way to experience this region’s natural beauty.
- Art Gallery Visits: Visit local art galleries that showcase regional talents, providing an enriching cultural experience during your stay.
- Dining Experiences: Savor diverse culinary delights at renowned restaurants in the area, perfect for discovering authentic flavors of this destination.
Other Places to Stay in Kingston, NY
Greene County
Catskill State Park
Windham
Hunter
Saugerties
Catskill
Woodstock
Tannersville
Athens
Fleischmanns
Town of Halcott
Town of Durham
Kingston Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining establishments: Savor the regional flavors by visiting popular eateries, making your stay more authentic and memorable.
- Discover nearby outdoor activities: Take advantage of the area's natural beauty with outdoor pursuits such as hiking, kayaking, or strolling through scenic parks.
- Plan for cultural experiences: Immerse yourself in local history and art by exploring galleries, museums, or attending community events that highlight the region’s unique heritage.
- Select a well-located vacation rental: Choose accommodations that offer easy access to key attractions and amenities to maximize your enjoyment during your visit here.
Transportation Options
- Kingston Bus Service: This affordable and convenient option provides local transportation around the area, making it easy to explore your surroundings without hassle.
- Amtrak Trains: Connecting you to major cities along the Northeast Corridor, Amtrak services here offer a reliable way to travel further afield from this destination.
- Local Taxi Services: Taxis provide quick and direct travel within the region, ideal for short trips or when arriving at the nearby transportation hubs.
- Rental Cars: Renting a vehicle offers flexibility and independence, allowing you to discover hidden gems and scenic routes in and around the area at your own pace.
Local Customs Options
- Greetings and Handshakes: You’ll notice that locals often exchange warm greetings with handshakes, reflecting the friendly and welcoming spirit of this region.
- Local Cuisine Customs: When dining here, it’s common to share traditional dishes that highlight regional flavors, offering you an authentic taste of this destination's culinary heritage.
- Celebration of Arts and Music: Participating in or observing local arts festivals and musical events reveals the community’s deep appreciation for creative expression in the area.
- Respect for Historical Sites: Visitors are encouraged to honor the preservation of historical landmarks and local traditions, which are cherished aspects of this destination’s identity.
Kingston Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Kingston?
There are a lot of options in Kingston. If you plan on staying in the Kingston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kingston:
- Romantic Luxury Chalet with Private Pool
- Streamside Cottage Half Mile to Town of Woodstock
- Shandaken Inn
- THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
- Village Center: Gracious & Spacious Retreat "Above the Books"
- 7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf
- Charming Cabin With Rushing Stream In Backyard For Peaceful Retreat
- Catskill Spring Adventures! Book this cottage w/hot tub & indoor fireplace
- Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
- Legendary Big Pink in Saugerties/Woodstock Minimum 3 night booking
2. How many vacation rentals have private pools in Kingston?
There are 197 vacation rentals with private pools near Kingston. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Kingston are best for families?
If you are looking for a family-friendly vacation home in Kingston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kingston:
4. How many Rentbyowner vacation rentals are available in Kingston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 2921 in the Kingston 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 Kingston.
5. What is the cancellation policy for vacation rentals in Kingston, New York?
Cancellation policies vary by listing, so it is important to review the specific terms on the property’s page or contact the owner directly before booking.
6. How do I confirm my reservation at a vacation rental in this region?
You can confirm your booking once the owner reviews and approves your reservation request, or if instant booking is available, immediately after completing your payment.
7. Are there any house rules I should be aware of when staying in a vacation rental here?
Yes, each property has its own house rules outlined in the listing; be sure to read these carefully prior to confirming your reservation.
8. What amenities are typically included in vacation rentals around this destination?
Most rentals offer essential amenities such as Wi-Fi, parking, and kitchen facilities, but it’s best to check the individual listing details for a comprehensive list.
9. How can I get assistance if I encounter issues during my stay in a vacation rental in this area?
Support is available through the property owner or manager, and contact information is provided in your reservation details; for further help, customer service can assist you.
Kingston Top Rated Vacation Rentals
House
10.0(173 Reviews)
5 Bedrooms
4 Baths
10 Guests
6395 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,889/Night
7 Nights - US $13,221
Cabin
10.0(170 Reviews)
9 Bedrooms
5 Baths
30 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,786/Night
7 Nights - US $12,499
House
10.0(142 Reviews)
5 Bedrooms
4 Baths
13 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $768/Night
7 Nights - US $5,374
House
10.0(117 Reviews)
5 Bedrooms
4 Baths
10 Guests
4655 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,080/Night
7 Nights - US $7,563
House
10.0(107 Reviews)
3 Bedrooms
3 Baths
8 Guests
2650 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $967/Night
7 Nights - US $6,766
Other
10.0(87 Reviews)
7 Bedrooms
5 Baths
18 Guests
4300 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,476/Night
7 Nights - US $10,332
House
10.0(71 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,024/Night
7 Nights - US $7,167
House
10.0(71 Reviews)
3 Bedrooms
2 Baths
6 Guests
2100 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $777/Night
7 Nights - US $5,439
