Pet-friendly vacation rentals in Ulster

4.91 out of 5 average rating, 749 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

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

5 out of 5 average rating, 106 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!

4.97 out of 5 average rating, 116 reviews

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

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.

4.95 out of 5 average rating, 240 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.

Guesthouse 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!

4.99 out of 5 average rating, 135 reviews

The home's front facade is shown in evening light, with warm illumination emanating from the windows. The entrance features a traditional door framed by greenery, and side lights provide additional light. The pathway is lined with garden lighting, enhancing the welcoming appearance.

Home in Kingston

Uptown kid & dog friendly home w/fireplace & yard

Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

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, 103 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).

Superhost

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.

4.79 out of 5 average rating, 202 reviews

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.

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, 154 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 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, 414 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 well-lit bedroom features a spacious bed covered with a soft white comforter. A large mirror leans against the wall, reflecting natural light. In the foreground, a vibrant green plant adds a touch of nature. The doorway leads to an inviting living area with warm lighting.

4.79 out of 5 average rating, 165 reviews

Comfy 2-BR Apt. Cozy & Convenient

Indulge in the charm of our delightful Kingston, NY apartment! Relax in two luxurious full beds amidst stunning trails, exquisite dining, and charming boutiques. Immerse yourself in vibrant Midtown, steps from the historic Stockade District. Rejuvenate, cook in our well-equipped kitchen, or dine on the private patio. Book now for an unforgettable stay! FUN FACT: Discover the fascinating historical gem of America's oldest corner, just a leisurely 10-15 minute stroll away.

4.93 out of 5 average rating, 162 reviews

A welcoming entrance is framed by lush green vines, highlighting a pair of white double doors. A red mailbox is mounted to the side, and a decorative mat with a floral design rests on the ground, inviting guests into the space.

Apartment in Rosendale

Shack in the Heart of Rosendale

This unique, centrally located 500 sq ft ground-floor, 1.5 story apartment is in an ideal location to explore Rosendale and the surrounding areas. Located in a 1890s Brownstone, the Shack is a comfortable refurbished studio with hand hewn beams, brick walls and a wood burning stove. Sleep in a queen Murphy bed (pulls down) and prepare food in the kitchenette. Keep in mind nobody above you and the town shuts down at 10 PM so you have a decent amount of peace and quiet.

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, 141 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 Ulster pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.9 out of 5 average rating, 186 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

4.98 out of 5 average rating, 121 reviews

A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.

Home in Rhinebeck

Slate Cabin - Stylish Country Escape x Rhinebeck

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.

4.93 out of 5 average rating, 181 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

4.95 out of 5 average rating, 149 reviews

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.

Home in Kingston

River Retreat, Walk to Hutton Bk Yds, Dog Friendly

4.93 out of 5 average rating, 349 reviews

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.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

4.97 out of 5 average rating, 194 reviews

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

Cheerful Catskill Village Cottage

4.95 out of 5 average rating, 464 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

Superhost

A bright living area features a white brick fireplace, complemented by a flat-screen TV mounted on the wall. A dark couch is positioned near the fireplace, with a wooden dining table nearby, showcasing several chairs around it. Natural light streams through the window.

4.87 out of 5 average rating, 107 reviews

Saugerties/Woodstock Country Charm House

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 231 reviews

Condo in Windham

Hideaway Windham/Hunter Fireplace, Snow & Skiing

4.91 out of 5 average rating, 104 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

4.89 out of 5 average rating, 133 reviews

An evening view of the spacious outdoor deck, illuminated by warm lights from the large windows. Comfortable seating arrangements include a coffee table and plush chairs, creating an inviting setting for relaxation. The surrounding nature adds to the tranquil atmosphere of the retreat.

Chalet in Ruby

Enchanting Upstate Cabin w Pool, Firepit

4.93 out of 5 average rating, 405 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

Kapitans Cottage Private POOL Minutes to Kingston

4.93 out of 5 average rating, 381 reviews

A spacious main area is highlighted by a large bed covered with a floral quilt. A comfortable sofa is positioned nearby, while a wooden café counter with four chairs overlooks natural light coming through the three windows. A coffee bar and kitchen appliances are integrated into the space.

Apartment in New Paltz

Peaceful and Private Boutique Apartment *Pool*

4.96 out of 5 average rating, 378 reviews

A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.

Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

An aerial view captures The Evergreen retreat set on three acres, showcasing a spacious yard surrounded by trees. A heated pool is visible beside a patio area with a dining table, while a fire pit is centrally located, enhancing the outdoor experience.

4.98 out of 5 average rating, 113 reviews

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

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, 164 reviews

Upstate Modern Scandinavian Barn in the Catskills

Private, pet-friendly home rentals

4.98 out of 5 average rating, 551 reviews

The interior features exposed wooden beams and walls, with a warm wooden floor. A cozy living area accommodates a dark sofa and a fireplace. A dining table with four chairs is positioned nearby, and large glass doors provide access to outdoor views.

Cabin in Boiceville

Winston's Place - Woodland Cozy Catskills Cabin

4.85 out of 5 average rating, 213 reviews

The exterior of the barn studio displays a rustic green facade, featuring a prominent gabled window above a set of double doors. A gravel path leads to a grassy yard adorned with potted plants and garden chairs, creating an inviting outdoor space.

Barn in Woodstock

The Woodstock Barn Studio

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.

4.98 out of 5 average rating, 179 reviews

The Stone House

4.98 out of 5 average rating, 107 reviews

A warm and inviting living space is seen, featuring a round wooden dining table surrounded by four rustic chairs. An adobe wood-burning fireplace is visible in the background, with seating arranged nearby for relaxation. Natural light flows in through a window, enhancing the cozy atmosphere.

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

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

4.9 out of 5 average rating, 162 reviews

Offseason pricing Cozy & walking distance to town

4.77 out of 5 average rating, 235 reviews

A charming exterior of a one-story house is surrounded by vibrant red trees. A welcoming porch features rocking chairs, while a stone pathway leads to the entrance. Lush greenery is visible in the yard, along with a small seating area occupying the lawn.

Apartment in Rhinebeck

Rhinebeck Village Apartment

4.97 out of 5 average rating, 162 reviews

A cozy living room features two light-colored sofas adorned with soft throw pillows and a warm blanket. A wooden coffee table holds a potted plant and magazines. A large window offers a view of the outdoors, while bright artwork adds a personal touch to the space.

Cottage in Saugerties

Cottage on the creek with wonderful waterfall view