Pet-friendly holiday rentals in Kingston

4.94 out of 5 average rating, 360 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

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

4.97 out of 5 average rating, 108 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.

A well-designed outdoor space features a wooden deck with lounge seating and a heater. The surrounding garden is lush with greenery, while a barbecue grill is positioned nearby. Large windows on the house allow for plenty of natural light, seamlessly connecting indoor and outdoor living.

4.98 out of 5 average rating, 128 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 for cooking fun, T3 ovens, and baking equipment galore. 2 full floors (+basement) give 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 may not want to leave! INQUIRE ABOUT SPECIAL 2-WK MID-SEPTEMBER DEAL.

4.93 out of 5 average rating, 393 reviews

A cozy living space is highlighted by a light wooden floor and a white shiplap ceiling. A comfortable brown leather couch and an orange accent chair provide seating. A wooden coffee table sits in front of the sofa. Wall art and a floor lamp add warmth to the room.

Cottage in Kingston

Kapitan’s Cottage Private Upstate Catskill Retreat

A vintage rustic country retreat with two floors with modern amenities. 2BR, full & half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck w/ fire pit, BBQ & comfortable deck furniture. Summer Pool access and Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities, parks & Ski slopes.

A two-story Colonial home is highlighted by a welcoming front porch and a chimney. The structure features a combination of light-colored siding and dark shutters. Lush greenery, including shrubs and small trees, surrounds the exterior, adding to the inviting atmosphere.

4.99 out of 5 average rating, 129 reviews

Uptown kid/pet friendly w/fireplace, yard & park

* Sunny Colonial, completely refurbished * Bright & airy with hardwood throughout * Across from Forsyth Park - walking trails, playground, petting zoo & tennis courts * Bring Rover - We love dogs & have a fully fenced-in yard * Fully equipped kitchen for family dinners * Central location to all Kingston amenities & 12 minute walk to historical Stockade District * 5-minute drive to public golf course (Wiltwyck Golf Club) * Fireplace, fire pit and BBQ * Family room in attic with foosball & games

4.95 out of 5 average rating, 229 reviews

A cozy living space features a stylish leather couch and a flat-screen TV. A wooden barn door leads to the adjoining bedroom, while natural light enters through two windows adorned with simple coverings. A plant adds a touch of greenery, enhancing the atmosphere.

Guest house in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

The exterior of the brick house is shown, featuring a green roof and a red door. A deck extends from the entrance, and a grassy lawn surrounds the property. Trees frame the background, indicating a tranquil, natural setting.

4.94 out of 5 average rating, 140 reviews

River Retreat, Walk to Hutton Bk Yds, Dog Friendly

Launch your Hudson Valley adventures from our 1875 Brick house. Bring your pooch. We are steps from The Empire State trail, the Hutton Brick Yards, Kingston beach, the dog park and scenic riverside trail. Bike or drive a mile to the roundout, Kingston's revitalized waterfront area. A few miles more and you'll find the historic stockade district. On your return enjoy our fully stocked remodeled kitchen, Roku-TV and luxury queen beds. Dedicated workspace in the master. With 300+MBPS Wifi.

4.8 out of 5 average rating, 177 reviews

A brick fireplace serves as a focal point, with several white candles arranged on the hearth. Natural light filters through a nearby window adorned with sheer curtains, illuminating the seating area with cozy cushions beside a built-in bookshelf.

Flat in Kingston

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

4.97 out of 5 average rating, 135 reviews

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.

Flat in Kingston

Rondout Rendezvous

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 spacious living room is highlighted by a comfortable green couch adorned with decorative pillows. A sleek coffee table is centered within the space, while a relaxed dog lies on the soft, natural fiber rug, contributing to the inviting atmosphere.

4.97 out of 5 average rating, 118 reviews

Waterfront, Dog & Family Friendly, Cozy Cottage

El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

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, 124 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!

4.96 out of 5 average rating, 399 reviews

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.

Flat in Kingston

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!

Popular amenities for Kingston pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 163 reviews

New Paltz Guest Cabin Nestled In The Woods

The living room features a cozy arrangement with a large white sofa and striped chairs. A coffee table sits atop a textured rug. Natural light floods in through the windows, complementing the wooden beams and elegant chandelier. A piano and decorative elements add charm to the space.

4.97 out of 5 average rating, 144 reviews

The Stone Cottage Close to HITS

4.91 out of 5 average rating, 732 reviews

The exterior of the cottage is shown, featuring rich wood paneling and large glass doors. A stone pathway leads to a charming seating area, which includes a decorative bench. Lush greenery surrounds the property, enhancing the natural environment.

Home in Woodstock

Dutch Touch Woodstock Cottage

A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.

4.96 out of 5 average rating, 260 reviews

Eclectic one-bedroom house

4.96 out of 5 average rating, 335 reviews

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

Architect's Hudson Valley Home in the Woods

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

4.94 out of 5 average rating, 317 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

4.94 out of 5 average rating, 222 reviews

A spacious living area features a comfortable gray sofa alongside a wooden coffee table. Shelves adorned with books and decor create an inviting atmosphere. Floor-to-ceiling windows allow natural light to illuminate the space, while a unique patterned area rug adds texture beneath.

Home in Hurley

Hot tub with stunning views, 5 min to Woodstock

4.97 out of 5 average rating, 194 reviews

The exterior of the house is framed by lush greenery, featuring a wooden pathway leading to the entrance. Potted plants with purple flowers adorn the area, and a decorative wind chime hangs in a circular frame, enhancing the natural setting.

Home in Catskill

Modern Prefabricated Architectural Retreat

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 510 reviews

midcentury mod * HOT TUB * walk out trail 2 mohonk

4.89 out of 5 average rating, 130 reviews

A serene outdoor space is illuminated by soft string lights and torches, surrounding a stone fire pit. Comfortable seating is arranged with natural wooden chairs, inviting guests to gather. The backdrop features a charming house with a triangular roof, nestled among lush trees.

Chalet in Ruby

Enchanting Upstate Cabin w Pool, Firepit

The spacious bedroom features a large bed with a geometric patterned duvet and plush pillows. Flanking the bed are two nightstands with lamps. A cozy area rug complements the hardwood floor. Robes are hung on the wall, and a doorway leads to the en suite bathroom.

4.93 out of 5 average rating, 138 reviews

Bluestone Escape - Where everyone is at home.

4.89 out of 5 average rating, 168 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

4.95 out of 5 average rating, 409 reviews

The living area features a comfortable couch and armchair, with large windows providing natural light and views of the outdoors. A wooden dining table with four chairs is positioned near the windows, while a coffee table sits in front of the couch. Shelves hold various books and decorative items.

Guest suite in New Paltz

Airy & Private Escape on Mountain Rest Road *Pool*

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

5 out of 5 average rating, 157 reviews

Upstate Modern Scandinavian Barn in the Catskills

4.94 out of 5 average rating, 188 reviews

An aerial view showcases a modern dome structure on a spacious property, illuminated against the night. Surrounding pathways are lined with lights, enhancing the serene outdoor setting. Nearby, a tent with soft lighting hints at an inviting gathering space.

Dome in Hobart

Mtn View Lux Dome w/ Heated Plunge Pool

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.

4.79 out of 5 average rating, 112 reviews

Hudson River views with pool and hot tub

Private, pet-friendly home rentals

4.87 out of 5 average rating, 992 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

4.96 out of 5 average rating, 583 reviews

A charming cabin stands surrounded by trees, illuminated by soft string lights. A fire pit with glowing embers is positioned in front, with a charcoal grill nearby. The cabin features large windows, allowing for views of the serene wooded landscape.

Cabin in Kerhonkson

Cozy Cabin - pet friendly + near hiking

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.

Apartment in Kingston

4.91 out of 5 average rating, 158 reviews

Cozy & walking distance to town *fall dates!*

4.99 out of 5 average rating, 164 reviews

The open living area showcases a cozy sofa facing a mounted television. A dining table is positioned nearby, with a modern kitchen featuring stainless steel appliances. Natural light fills the space through windows, highlighting the wooden accents and warm-toned decor.

Cottage in Boiceville

Magnolia Cottage

4.99 out of 5 average rating, 478 reviews

A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.

Bungalow in Cairo

Riverfront, Fireplace & Fire Pit -20 min to Hudson

4.91 out of 5 average rating, 176 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

4.9 out of 5 average rating, 154 reviews

A spacious room is showcased with a cozy bed, a small wooden table, and two chairs. A wooden bench is positioned near the entrance. The bathroom doorway is visible, along with a bright mirror and light fixtures. Natural light enters the room through a window.

Guest suite in New Paltz

Newly built apartment steps from Mohonk preserve.