Pet-friendly holiday rentals in Kingston

4.99 out of 5 average rating, 117 reviews

A spacious interior featuring hardwood flooring and a vaulted ceiling. A comfortable seating area includes a white sofa and a circular coffee table. A large bed is set against the wall, and the kitchen area is visible in the background, showcasing modern appliances.

Guesthouse in Hurley

Cozy Hillside Hideaway with Hot Tub

Enjoy the peace and quiet of the Catskills with easy access to all that mid Hudson valley has to offer. 5 minutes to Uptown Kingston and the O&W and Wallkill rail trails; 15-25 minutes to Rhinebeck, Ashokan Reservoir, Woodstock, Saugerties and New Paltz; 30-45 minutes to Lake Minnewaska, Mohonk Mtn House, Belleayre, Hunter and Wyndham. Also close to a number of wedding venues (Hasbrouck House, Senate Garage, Hutton Brickyards…). Guest apt is attached to our home but you have a private entrance.

5 out of 5 average rating, 142 reviews

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

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!

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.

4.94 out of 5 average rating, 126 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.

4.99 out of 5 average rating, 213 reviews

Cabin in Saugerties

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

4.97 out of 5 average rating, 162 reviews

An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.

Cabin in Saugerties

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

4.99 out of 5 average rating, 147 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

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.

5 out of 5 average rating, 115 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).

4.97 out of 5 average rating, 100 reviews

An aerial view reveals a charming townhouse with a green metal roof and white exterior, surrounded by trees. Indoor spaces are characterized by natural light, showcasing a cozy seating area and dining table beneath exposed wooden beams, enhancing a sense of openness and warmth.

Townhouse in Kingston

Elegant Kingston Townhouse | Walk to Hot Spots!

Nestled in the esteemed Historic Stockade District or Uptown, this stunning townhouse offers the perfect blend of convenience and charm. Immerse yourself in the vibrant atmosphere of Kingston as you stroll to local favorites like Rough Draft Bar and Books, Kingston Bread, Stockade Tavern, Chleo, and so much more. Located just a short drive from hiking, swimming holes, skiing and more, the house is also the ideal jumping off point for discovering all that the Hudson Valley has to offer.

The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.

4.97 out of 5 average rating, 175 reviews

DeMew Place

Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

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.

4.98 out of 5 average rating, 184 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!

A spacious bedroom features a queen bed adorned with simple linens. A large wooden barn door provides entry to the adjoining room. Two comfortable chairs sit beside a sleek television stand, with natural light filtering through large windows framed by greenery.

4.96 out of 5 average rating, 430 reviews

Dog Friendly Uptown Apt Near Stockade + Backyard

2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston only a short walk from the Historic Stockade District. Renovated in 2020, this 1-bedroom apartment is accented with vintage decor, indoor plants and has a huge backyard for your pup. Use the full kitchen or walk to the many restaurants in the Stockade. The expansive backyard includes a stone patio, outdoor table for dining, Adirondack chairs & hammock. Free driveway parking, WIFI, and Netflix!

A light-filled living area features a supple leather sectional sofa accompanied by a yellow armchair. A sleek side table rests in front of the fireplace, while a large flat-screen TV is mounted on the wall. Natural light filters through sheer curtains.

4.94 out of 5 average rating, 154 reviews

Fresh & Charming Private Uptown Apartment

Welcome to our inviting and light 2-bedroom apartment in uptown Kingston. The location is a walker's paradise with the best of the historic Stockade district just a stroll away, and is well-situated to explore the Hudson Valley and the Catskill Mountains. Comforts include a leather sectional sofa, Roku SmartTV, HD projector, dishwasher, deluxe bedding for a dreamy night's sleep, blackout curtains, a sound machine, and two armchairs on the front porch.

Popular amenities for Kingston pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.9 out of 5 average rating, 192 reviews

The spacious great room features vaulted wooden ceilings and large windows allowing natural light to fill the space. Comfortable seating arrangements include a red chair and a variety of couches, while a stone fireplace stands as a central element. Warm wood finishes enhance the cozy environment.

Home in Hurley

Fox Lodge: Hudson Valley / Catskills Getaway

4.94 out of 5 average rating, 194 reviews

A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.

Home in Saugerties

Upstate Waterfront Saugerties Retreat-Near HITS

4.98 out of 5 average rating, 192 reviews

A serene landscape is captured, featuring a tall tree with budding leaves beside a rustic barn. Mist gently envelops the grassy area, creating a tranquil atmosphere as light filters through the trees in the background.

Home in Saugerties

The Stone House

Superhost

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

4.95 out of 5 average rating, 382 reviews

Architect's Hudson Valley Home in the Woods

The bedroom features two twin beds with light bedding and decorative pillows. A wooden bedside table stands between the beds, alongside a vase of flowers. A round mirror and shelf adorn the wall, with natural light filtering through a nearby window.

4.9 out of 5 average rating, 151 reviews

Serene Kingston home on 1 acre! Kid & Pet Friendly

4.97 out of 5 average rating, 101 reviews

A fire pit is surrounded by four wooden Adirondack chairs on a gravel circle, positioned near a serene waterfront. Lush green trees frame the scene, providing a natural backdrop to this inviting outdoor gathering space.

Home in Lake Katrine

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit

Superhost

The exterior of the house showcases a combination of stone and brick, framed by well-kept landscaping. A mature tree offers shade in the front yard, while a pathway leads to the entrance. The roof features a peak with multiple gables.

4.78 out of 5 average rating, 128 reviews

Hudson River views with pool and hot tub

4.99 out of 5 average rating, 147 reviews

An aerial view showcases a three-story chalet-style home surrounded by lush greenery. The extensive decks feature ample seating, while the structured landscaping blends seamlessly into the natural surroundings. The driveway leads to the main entrance, providing a welcoming approach.

Home in Port Ewen

Hudson River View w/ Hot Tub & Sauna near Kingston

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 113 reviews

A large private swimming pool is surrounded by lounge chairs and shaded areas. Colorful floating accessories rest on the water's surface. The two-story home is visible in the background, framed by trees, creating a serene outdoor setting.

Cabin in Kingston

Perfect Summer House in Kingston - 1.5hr from NYC

4.98 out of 5 average rating, 541 reviews

An outdoor area features a spacious in-ground swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are positioned nearby, offering a relaxing space in the shade of lush greenery. Tall trees provide privacy and a natural feel to the setting.

Home in New Paltz

midcentury mod * POOL * walk out trail R2R/Mohonk

4.94 out of 5 average rating, 390 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

Guesthouse in Olivebridge

A charming red cottage is set against a backdrop of lush greenery and blue skies. The landscaped yard features well-maintained grass and a variety of trees, providing a serene outdoor environment. Nearby, an additional outbuilding is visible, enhancing the rustic atmosphere.

4.93 out of 5 average rating, 282 reviews

Sweet Fern Cottage With Saltwater Pool

4.93 out of 5 average rating, 419 reviews

A heated saltwater pool is set within a gated bluestone patio, surrounded by lush greenery. The clear blue water reflects sunlight, creating a serene atmosphere. The pool area is framed by a mature tree line, providing privacy and a peaceful outdoor space.

Cottage in Kingston

Secluded Kingston Cottage with Heated Pool

4.89 out of 5 average rating, 211 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

4.89 out of 5 average rating, 127 reviews

A tranquil saltwater pool is set against a natural stone backdrop, surrounded by lush greenery. Poolside, a sunbed and umbrella are positioned, providing a relaxation spot. The patio features a rugged stone surface, enhancing the outdoor experience amidst a serene atmosphere.

Home in Saugerties

Highwoods Haven | saltwater pool and hot tub

5 out of 5 average rating, 115 reviews

An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.

Home in Accord

Design Scandi Retreat, Heated Pool, Dogs Welcome

Private, pet-friendly home rentals

4.88 out of 5 average rating, 1,077 reviews

An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.

Farm stay in High Falls

Dave's Milk Barn

A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.

4.98 out of 5 average rating, 222 reviews

Lovely 1 bedroom apt. with free parking in Rondout

Religious building in Woodstock

4.99 out of 5 average rating, 224 reviews

1913 Church-History and Magic in the Forest

4.95 out of 5 average rating, 111 reviews

The A-frame cabin is surrounded by lush greenery, featuring a sloped black exterior and large windows. A wooden deck is visible, equipped with two Adirondack chairs. Soft landscape lighting enhances the entrance, while the tranquil wooded setting provides a serene atmosphere.

Cabin in Kerhonkson

Black A-Frame: Catskills Cabin

Superhost

A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.

Condo in Kingston

4.89 out of 5 average rating, 174 reviews

walking distance to town and waterfront

4.91 out of 5 average rating, 192 reviews

A tiny house is nestled in a snow-covered yard, surrounded by trees. A picnic table sits adjacent to the house, with a small fire pit nearby. In the background, a canoe is positioned on the ground, and other structures are visible, creating a tranquil outdoor setting.

Tiny home in Kingston

Tiny house on the Esopus creek

4.99 out of 5 average rating, 167 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

Contemporary Cabin in Catskill Mountains