Vacation Rentals in Kingston, NY

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Kingston, NY holiday rentals
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241 Holiday rentals and Airbnb in Kingston, NY

Recommended Family-Friendly Holiday Rentals in Kingston, NY

Keep the whole group together under one roof with plenty of space to lounge at family holiday rentals in Kingston, NY.

Hudson Valley Green House - Kingston, NY
9.8 73 reviews

Hudson Valley Green House

house, Hurley
This spacious apartment is located in the Hudson Valley, just a short distance from the GreenHouse and offering easy access to the region's many attractions. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has three bedrooms and four bathrooms, comfortably accommodating up to 12 guests. It features a fully equipped kitchen, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
Private 37 Acre Lake Estate On 164 Acres - 11 Br - Kingston, NY
9.4 3 reviews

Private 37 Acre Lake Estate On 164 Acres - 11 Br

apartment, Rifton
This spacious Highland dwelling in Rifton boasts a waterfront location, 4.5km from the Franklin D. Roosevelt Presidential Library and Museum, and within 10km of Apple Greens Golf Course and Historic Huguenot Street.
The 1189 square metre property sleeps 29 guests across 14 bedrooms and 8 bathrooms, offering a Jacuzzi, terrace, garden, free Wi-Fi, and parking; water activities are readily accessible from its lakeside position.
Treetop Views W/ Pool & Hot Tub - Kingston, NY
10 3 reviews

Treetop Views W/ Pool & Hot Tub

apartment, Shokan
This spacious 217 m² holiday home is situated in a rural mountain setting in West Hurley, a short walk from Catskills Park and a 4-minute drive from Esopus Creek.
Offering accommodation for up to six guests, this three-bedroom rental includes a kitchen with a fridge and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, and parking, with pets and families welcome.
Coutant Falls: 95acres Of Waterfalls,ponds, Hottub - Kingston, NY
9.9 100 reviews

Coutant Falls: 95acres Of Waterfalls,ponds, Hottub

apartment, Tillson
Coutant Falls, a secluded 19th-century farmhouse in Tillson, offers a private retreat on 95 acres, feeling worlds away yet easily accessible.
This expansive 6-bedroom, 3-bathroom property accommodates up to 14 guests, boasting a chef's kitchen, a hot tub for six, three swimmable ponds, and extensive grounds for hiking, fishing, and hunting.

Best Kingston, NY holiday rentals with parking

The Arts & Crafts House: Skylights/firepit/jet Tub - Kingston, NY
10 18 reviews

The Arts & Crafts House: Skylights/firepit/jet Tub

apartment, Zena
This Arts and Crafts cottage is located in a secluded glade near waterfalls, approximately 1.6 kilometres from the centres of Woodstock and Kingston.
The property offers 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests, featuring a modern kitchen, jacuzzi tub, a deck with a grill and fire pit, and is ideal for exploring the Catskill Mountains.
Heated Saltwater Pool  4 Min To Woodstock  Private Deck & Fire Pit - Kingston, NY
9.8 38 reviews

Heated Saltwater Pool 4 Min To Woodstock Private Deck & Fire Pit

apartment, West Hurley
This West Hurley holiday home is situated near Catskill State Park and Woodstock Golf Club, within a 3km radius, offering easy access to outdoor activities and leisure.
This 260 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private pool, hot tub, games room, and fully equipped kitchen; barbecue facilities are also available for outdoor dining.
Mod Home|2br+office|patio & Deck - Kingston, NY
10 1 review

Mod Home|2br+office|patio & Deck

apartment, Kingston
This Uptown Kingston flat is conveniently located near major transport links, offering easy access to the city's attractions.
The two-bedroom apartment, sleeping four, boasts a sleek kitchen with butcher block counters, a private deck, driveway parking, and hardwood floors throughout; nearby activities include exploring the Hudson Valley.
New Spectacular Views & Private Space On A Scenic Mountain 40ft Salt Water Pool - Kingston, NY
10 204 reviews

New Spectacular Views & Private Space On A Scenic Mountain 40ft Salt Water Pool

apartment, Rifton
This spacious five-bedroom apartment is located in Rifton, New York, just 15 minutes from the Walkway Over the Hudson and 30 minutes from the Catskill Mountains, offering easy access to the region's attractions. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment can comfortably accommodate 12-16 people, making it perfect for large families or groups. It boasts a fully equipped kitchen, a large garden with a play area, a swimming pool, and a spa, ensuring a relaxing and enjoyable stay for all.

Frequently asked questions about holiday rentals in Kingston, NY

  • What should a first-time visitor not miss in Kingston, NY?

    You'll want to check out the Rondout Creek waterfront with its historic ships and charming cafes. The Senate House State Historic Site is a must-see for anyone interested in history, and the Kingston Museum of Art showcases local talent.
  • What are the best Airbnb and holiday rentals in Kingston, NY?

  • Which neighborhood in Kingston, NY should you consider for a vacation rental?

    The Rondout district is a popular choice with its proximity to the waterfront, restaurants, and shops. The Uptown area offers a more residential feel with access to parks and historic buildings.
  • What are the most popular Airbnbs in Kingston, NY?

  • What are the top family-friendly attractions in Kingston, NY?

    The Hudson River Maritime Museum is a hit with kids, and the Forsyth Nature Center offers trails and exhibits for all ages. The Kingston Point Beach & Park is perfect for a picnic and a dip in the Hudson River.
  • What are the best holiday rentals with a pool in Kingston, NY?

  • When is the best time to book a vacation rental in Kingston, NY?

    Booking in advance is always a good idea, especially during peak seasons like summer and autumn when festivals and events are happening. You can find good deals during the shoulder seasons of spring and early autumn.
  • What are the best rentals for families and kids in Kingston, NY?

  • What events or festivals should visitors check out in and around Kingston, NY?

    The Kingston Wine & Food Festival in September is a highlight, and the Hudson Valley Garlic Festival in October is a fun, family-friendly event. The Kingston Farmers' Market is held every Saturday from May to October.
  • What are the best rentals or Airbnbs with a jacuzzi in Kingston, NY?

  • What are the best budget-friendly activities in Kingston, NY?

    Take a stroll along the Rondout Creek waterfront, explore the historic streets of Uptown, or enjoy a picnic in Kingston Point Park. The Kingston Library offers free events and programs throughout the year.
  • What are the best restaurants with local dishes in Kingston, NY?

    The Stockade Tavern is a classic choice with a menu featuring local ingredients. BSP Kingston offers a casual setting with great food and live music. For something more upscale, try the elegant dining at The Hutton.
  • What are the best walking or cycling routes in Kingston, NY?

    The Rondout Creek Walkway is a scenic path along the waterfront, and the Kingston Point Trail offers a longer route with views of the Hudson River. The Wallkill Valley Rail Trail is a great option for cyclists.
  • Are there pet-friendly attractions in Kingston, NY?

    Many of the parks in Kingston are dog-friendly, including Kingston Point Park and Forsyth Nature Center. Some restaurants and cafes also welcome well-behaved dogs on their patios.
  • What are the benefits of choosing a vacation rental in Kingston, NY?

    Vacation rentals often offer more space and privacy than hotels, and they can be a more affordable option for families or groups. They also provide a more authentic experience, allowing you to live like a local.
  • What are the top sports attractions and facilities in Kingston, NY?

    The Kate Walton Field House offers a variety of sports programs and facilities, and the Kingston YMCA has a pool, gym, and fitness classes. The Rondout Creek waterfront is popular for kayaking and paddleboarding.

Popular destinations

Holiday Rentals with a Balcony in Kingston, NY

Find holiday rentals with a balcony in Kingston, NY and take in the local scenery.

Schoonmaker Retreat: 2 Homes. Sauna + Hot Tub - Kingston, NY
10 1 review

Schoonmaker Retreat: 2 Homes. Sauna + Hot Tub

apartment, High Falls
This High Falls waterside flat is located downtown, offering convenient access to Historic Huguenot Street, approximately 1.5 kilometres away, and is also close to Mohonk and New Paltz Golf Courses.
This spacious 6-bedroom, 7-bathroom apartment accommodates up to 15 guests, featuring a fully equipped kitchen with an ice dispenser, air conditioning, a Jacuzzi, a sauna, and a terrace, with fishing, cycling, and rock climbing opportunities nearby.
Rhinebrook Estate - 8 Bed/8bath + Pool (Sleeps 20) - Kingston, NY
9.6 19 reviews

Rhinebrook Estate - 8 Bed/8bath + Pool (Sleeps 20)

house, Haviland
This spacious estate, located 90 kilometres north of New York City and just 7 minutes from the Taconic Parkway, offers complete privacy and tranquillity on its 26 acres of land. The property has received excellent reviews from previous guests.
This impressive mansion has 8 bedrooms, 11 bathrooms and can accommodate up to 20 guests. The home provides a range of amenities, including a fully equipped kitchen, a large dining room, a lounge with a pool table, a yoga and fitness studio, a sauna, a massage room, a terrace and a garden.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Kingston, NY
No reviews

Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Tillson
This Rosendale apartment is located on historic Main Street, offering a 3-minute walk to the Wallkill Valley Rail Trail and within a 25-kilometre drive of Mohonk Preserve and Minnewaska State Park.
This pet-friendly accommodation for four features two bedrooms, one bathroom, a kitchen with a fridge and microwave, air conditioning, a terrace, garden, parking, and a dedicated workspace with Wi-Fi, ideal for families and remote workers exploring the Hudson Valley.
1890 Capecod Farmhouse:charming, Private, Spacious - Kingston, NY
No reviews

1890 Capecod Farmhouse:charming, Private, Spacious

house, Woodstock
Accommodation. This accommodation is based in Woodstock.
Services and facilities: an iron, a dish washer and free parking. This house also has a terrace!

Premier Pet-Friendly Holiday Rentals in Kingston, NY

Let your dog stretch their legs and explore a new neighborhood alongside you at pet-friendly holiday rentals in Kingston, NY.

Cozy Woodstock Retreat W/hot Tub + Private Stream! - Kingston, NY
9.4 109 reviews

Cozy Woodstock Retreat W/hot Tub + Private Stream!

house, Zena
This luxurious five-bedroom Hudson Valley retreat, near Zena, boasts a private creekside setting between Kingston and Woodstock, offering easy access to the region's best towns within a 16km radius.
Sleeping up to twelve guests, this elegant house features a fully equipped kitchen, Jacuzzi, fitness centre, 75-inch TV, pool table, and a beautiful garden; all bedrooms include luxury hybrid mattresses.
Gorgeous Country Escape/pool/gameroom/firepit - Kingston, NY
10 69 reviews

Gorgeous Country Escape/pool/gameroom/firepit

apartment, Tillson
This charming holiday home is located in the picturesque Hudson Valley, just a short drive from the vibrant town of New Paltz. The property has received excellent ratings for its location, cleanliness, and overall experience.
The spacious house has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities, including a private swimming pool, a hot tub, a fully equipped kitchen, and a large game room perfect for entertainment.
Staycation At Upstate Ny: Fenced Dog Yard & Peaceful Family Escape W/pool & Wifi - Kingston, NY
No reviews

Staycation At Upstate Ny: Fenced Dog Yard & Peaceful Family Escape W/pool & Wifi

apartment, Saugerties
This pet-friendly apartment near Saugerties, New York, is conveniently located approximately 2km from the Esopus Creek and Falling Waters Preserve, offering easy access to outdoor recreation.
The two-bedroom, one-bathroom dwelling sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, air conditioning, a swimming pool, garden, BBQ grill, and free Wi-Fi, making it ideal for families or groups exploring the Catskill Mountains.
Waterfront Cottage - Hot Tub, Kayaks And Fire Pit - Kingston, NY
9.9 104 reviews

Waterfront Cottage - Hot Tub, Kayaks And Fire Pit

house, Lake Katrine
This charming waterfront cottage is situated on the Esopus Creek in the Catskills, just 15km from Saugerties and 20km from Woodstock, offering a peaceful retreat in the heart of the scenic Catskills. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a private hot tub, a fire pit, outdoor dining, and kayaks for exploring the picturesque waterways, ensuring a relaxing and enjoyable stay.
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