Holiday houses in Kingston

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Top-rated holiday rentals in Kingston

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Top Guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 128 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Top Guest favourite
A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.
Apartment in Kingston
4.97 out of 5 average rating, 370 reviews

The Ivy on the Stone

The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Top Guest favourite
A spacious living room features large windows allowing natural light to fill the area. A grand piano is positioned near a comfortable seating arrangement, which includes a sofa and chairs. A decorative area rug adds warmth, while framed artworks adorn the walls.
Home in Kingston
4.98 out of 5 average rating, 121 reviews

Large 2-BR apartment in historic waterfront home

This sophisticated, cozy, pet-friendly historic home in Kingston's beautiful, walkable downtown waterfront (Rondout National historic district) is close to restaurants, sidewalk cafes, boutiques, parks, a beach, museums, galleries, and more. It features a beautiful front porch and back deck, fenced-in yard, living room, master bedroom (queen bed), 2nd bedroom with (full-sized bed), and den/study adjacent to the second bedroom. It is the perfect retreat for a couple, friends, or a small family.

Top Guest favourite
The open living area features a cozy couch and chairs with decorative red pillows. A glass coffee table sits on a plush rug, and natural light fills the space through large windows. A staircase leads to the loft, with a modern kitchen visible in the background.
Home in Kingston
4.93 out of 5 average rating, 298 reviews

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Top Guest favourite
A spacious bedroom features a wrought iron bed dressed in neutral linens, accompanied by decorative pillows. Exposed brick and stone walls add character, while wooden beams and a warm area rug enhance the inviting atmosphere. Soft lighting from bedside lamps casts a gentle glow.
Apartment in Kingston
5 out of 5 average rating, 109 reviews

Garden apt with river views in downtown Kingston

Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

Top Guest favourite
A private cabin is nestled among lush greenery, showcasing a large deck with two Adirondack chairs positioned for relaxation. The cabin features large glass doors that open to the natural surroundings, enhancing the peaceful atmosphere.
Guesthouse in Kingston
4.99 out of 5 average rating, 167 reviews

Chic, Private Cabin with Stunning River Views

Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

Top Guest favourite
The entrance features a striking red door adorned with a brass plaque labeled 'DeMew Townhouse.' Lush green vines and colorful flower pots with blooming flowers are positioned at the foot of the stairs, enhancing the welcoming atmosphere of the entryway.
Apartment in Kingston
4.96 out of 5 average rating, 297 reviews

DeMew Townhouse in Historic Kingston

DeMew Townhouse is beautiful duplex apartment located in a renovated 1850s building overlooking Hideaway Marina in the Rondout district of Kingston. The building boats a rich history: the main floor of the building served as a speakeasy during Prohibition. It has hand rubbed oak floors, a renovated kitchen and bath and 14 windows providing views of the Rondout. With a spacious open plan, the DeMew Townhouse is the perfect location from which to explore Kingston and the Hudson Valley.

Top Guest favourite
A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.98 out of 5 average rating, 166 reviews

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!

Top Guest favourite
The kitchen features modern appliances, including a black refrigerator and stainless-steel oven. A wooden dining table sits in the center, adorned with a bowl of fresh fruit. Shelves above display plants and kitchenware, while natural light filters through the windows, creating an inviting ambiance.
Apartment in Kingston
4.98 out of 5 average rating, 245 reviews

Renovated apartment in midtown Kingston

Our renovated Kingston apartment. House was built in 1888 and has been lovingly renewed and restored. We fussed over every detail and tried to make the space as comfortable and inviting as we could. Many of the furniture pieces we made, or restored. We refinished the old floors and completed re jigged the layout for a more open plan, connected living space. Kitchen and bathroom are completely brand new! The house is in the middle of everything Kingston, and the HV has to offer.

Top Guest favourite
A bright living area features large windows that invite natural light. A circular rug provides a soft contrast to the wooden flooring, and a modern sectional sofa is accompanied by two armchairs. A decorative mirror and artwork enhance the elegant ambiance.
Home in Kingston
5 out of 5 average rating, 120 reviews

Luxury Retreat with pool in historic Kingston

This historical brick building turned into a private residence on the Hudson River is your luxury retreat with top-notch amenities and finishes; perfect for a getaway weekend and longer stay. The house is 7 min walk from the marina and restaurants in the historic district of Kingston and seconds from the Hudson River. Perfect location for hiking lovers, boat lovers, and nature lovers.

Top Guest favourite
The exterior of the Strand House is depicted, showcasing the historic brick façade with a classic sign. Large black-framed windows are evenly spaced along the front, and a set of steps leads to the main entrance. Flowers add a touch of color near the entrance.
Apartment in Kingston
4.95 out of 5 average rating, 309 reviews

Historic Strand House - Unit 3 Forst Suite

Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.

Top Guest favourite
A spacious living area is highlighted by a blend of modern and vintage furnishings. A wooden sofa is paired with colorful cushions, and an armchair sits nearby. Natural light fills the room, accentuating the hardwood flooring and decorative items on the mantel.
Home in Kingston
4.99 out of 5 average rating, 270 reviews

Historic Uptown Home, Cedar Sauna, Walk Everywhere

Our beautiful 1840's Greek Revival is ready to be your home away from home during your stay in Kingston. Recently renovated and updated with modern amenities, this historic home retains much of its charm and comfort. It's conveniently located a short walk away from great restaurants, shops, outdoor activities and historic landmarks.

Popular amenities for Kingston holiday rentals

When is the best time to visit Kingston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$251 NZD$255 NZD$236 NZD$248 NZD$270 NZD$282 NZD$302 NZD$302 NZD$297 NZD$314 NZD$275 NZD$257 NZD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Kingston?

    Many visitors choose to stay in Uptown near the Stockade District for historic charm, or in the Rondout Waterfront area for river views and lively cafés. Both neighborhoods feature walkable streets and creative spaces.

  • What are the best things to do in Kingston with kids?

    Families often explore the Hudson River Maritime Museum, ride vintage trains on the Catskill Mountain Railroad, or visit children’s museums. Riverfront playgrounds and parks are also popular for active outings.

  • What are some of the best things to do in Kingston?

    Explore the historic Stockade District, browse the Rondout Waterfront’s galleries, and tour the Hudson River Maritime Museum. Kingston also has live music venues, farmers markets, and arts workshops throughout the year.

  • How is the weather in Kingston?

    Kingston has cold winters with temperatures from 16–40°F (-9–4°C) and snowy days, while summers bring warm afternoons around 74–82°F (23–28°C). Rain falls throughout the year, so a rain jacket is useful for outdoor plans.

  • When is the best time to visit Kingston?

    Late spring through early autumn is often recommended for milder weather, festivals, and outdoor activities around the riverfront. In autumn, the surrounding landscapes display vibrant foliage, making scenic walks especially popular.

  • What are the best places to visit in Kingston?

    Visit Rondout Waterfront District for galleries and river views, tour the Stockade District for its historic sites, and stop by the Hudson River Maritime Museum. Local art spaces and seasonal markets bring fresh energy to these areas.

  • What are some hiking trails in Kingston?

    Explore nature paths at Bluestone Wild Forest, stroll the nearby rail trails, or venture into the Catskill foothills for wooded hikes. Trails often wind through forests, alongside reservoirs, and offer peaceful scenery.

  • What are some family activities we can do in Kingston?

    Kingston has engaging museums and scenic riverfront parks that welcome families year-round. Families often explore heritage train rides, enjoy outdoor trails, and participate in seasonal festivals around the city.

  • What are some of the best day trip ideas from Kingston?

    Plan a day discovering the Hudson Valley’s farm markets, neighboring small towns with vibrant main streets, or scenic state parks. Art museums, river excursions, and historic sites around Kingston add to the region’s appeal.

  • Are there any pet friendly accommodations available in Kingston?

    Kingston has a variety of pet-friendly rentals, especially in neighborhoods near parks and outdoor spaces. Many hosts provide amenities for guests traveling with pets, making it easier to explore the city together.

  • What are some local tips for visiting Kingston?

    Locals recommend exploring both the Uptown Stockade District and the historic Rondout Waterfront for their distinct experiences. Check community calendars for art walks or farmers markets, and try the area’s coffee shops tucked inside repurposed buildings.

  • What is Kingston known for?

    Kingston is known for its locally rooted arts scene, vibrant waterfront, and rich colonial and industrial history. The city’s Stockade District, historic homes, and creative spaces reflect a blend of heritage and contemporary culture.

  • What are the best hidden gems to explore in Kingston?

    Seek out murals created during the O+ Festival, discover small artisan studios in historic neighborhoods, or stroll through T.R. Gallo Park for peaceful river views. Lower-profile cafés and bakeries often welcome visitors with local flavors.

  • What are the best foods to try in Kingston?

    Kingston has locally inspired dishes such as farm-to-table fare, wood-fired pizza, and inventive vegan options. Bakeries, cider houses, and historic taverns add to the city’s culinary range.

  • What should I bring for a trip to Kingston?

    Bring weather-appropriate layers, especially as temperatures can range from 16–82°F (-9–28°C) through the year. Comfortable walking shoes suit Kingston’s cobblestone and riverfront areas, and a light rain jacket is helpful in all seasons.

  • What is the nightlife in Kingston like?

    Nightlife in Kingston centers around local music venues, arts bars, and restaurants, especially in the Stockade District and the Rondout Waterfront. Events and live performances reflect the city’s creative spirit, and many venues host local musicians.

  • What are the most popular events or festivals in Kingston?

    The city hosts recurring events such as the O+ Festival for arts and wellness, and summertime music or food festivals along the waterfront. Heritage parades and craft fairs are frequently suggested for visitors during holiday weekends.

  • Are there family friendly vacation rentals in Kingston?

    Many rentals in Kingston are suited for families, with options that feature multiple bedrooms, kitchens, and easy access to parks or attractions. Neighborhoods near the waterfront and Uptown are frequently suggested for visiting with children.

Quick stats about holiday rentals in Kingston

  • Total holiday rentals

    Explore 250 holiday rentals in Kingston

  • Nightly prices starting at

    Kingston holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 22,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Kingston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Kingston rentals

  • 4.9 Average rating

    Kingston stays are highly rated by guests—averaging 4.9 out of 5!

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