Pet-friendly holiday rentals in Town of Thompson

5 out of 5 average rating, 221 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

4.94 out of 5 average rating, 154 reviews

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, holiday festivals, Holiday Mountain (skiing+tubing), Kartrite Waterpark,Callicoon+Livingston Manor with dining,shopping.

4.95 out of 5 average rating, 381 reviews

A hot tub is positioned under softly glowing string lights along a snowy bank, inviting relaxation. Surrounding the tub are wooden chairs and a table, with the cascading brook flowing nearby. Snow-covered trees frame the serene winter scene.

Cabin in Wurtsboro

The Water House - Winter Spa on a Cascading Brook

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.

4.93 out of 5 average rating, 151 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

4.99 out of 5 average rating, 246 reviews

A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.

Cabin in Millrift

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

4.98 out of 5 average rating, 192 reviews

A cozy A-frame cabin is illuminated by string lights, set amidst a serene forest. A fire pit is surrounded by three chairs, creating a welcoming outdoor gathering space. The gentle flow of the nearby river can be seen, enhancing the tranquil atmosphere.

Cabin in Yulan

Romantic Fall A-Frame - River, Fire Pit, Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

4.88 out of 5 average rating, 417 reviews

The cabin is set against a backdrop of tall trees and a clear blue sky. A spacious front porch is visible, surrounded by a lush green lawn. The gravel driveway leads to the entrance, providing access to the welcoming exterior of the home.

Cabin in Rock Hill

Trails Head Cabin

Welcome to Trails Head Cabin! Located on a quiet dead end road, this cabin sits at the head of the Neversink River unique area and offers activities such as hiking, fishing and hunting. My wife and I have fully renovated the inside of the cabin, and have begun to update the exterior. A five minute drive to Resorts World Casino and Holiday Mountain Ski and Fun Park. A twenty-five minute drive to Bethel Woods Center for the Arts (sight of the 1969 Woodstock Festival). See you soon!

5 out of 5 average rating, 163 reviews

A cozy living area is highlighted by a corner fireplace and a flat-screen television. A sectional sofa with cushions and an armchair create a comfortable seating arrangement. A decorative shelving unit displays greenery and decorative items, while warm lighting adds a welcoming touch.

Bungalow in Hurleyville

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Spend some time in a classic Catskill Bungalow! Beautifully renovated and nestled in the quiet yet all-inclusive Hamlet of Hurleyville; this clean space offers a great place to rest your head and bones. In the cooler months enjoy a beverage by the fireplace or in the warmer months have one on the porch and look out at all the green there is around. Walk to town for dinner, shopping, or a movie at the PAC (VisitHurleyville.org). Please see below for more information on our pet policy.

4.98 out of 5 average rating, 125 reviews

The exterior of the riverfront chalet is presented, featuring an A-frame design painted in soft green. Snow covers the ground, and evergreen trees surround the property. A wooden deck with chairs is visible, along with a porch light inviting a warm welcome.

Chalet in Monticello

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

4.95 out of 5 average rating, 156 reviews

A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.

Cabin in Mountain Dale

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

4.97 out of 5 average rating, 111 reviews

A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.

Home in Monticello

Catskills Winter Lakeside Serenity

Serene getaway to a lakefront luxury MidCentury house 90 mins from NYC/3 hours from Philadelphia. Equipped with dock, firepit, outdoor deck and patio, guitar, instruments for family music making, games, books, and lake toys galore. 3-beds, 2-baths, fully equipped kitchen, large dining & living areas. Minutes to Callicoon, Livingston Manor, Narrowsburg, Bethel Woods, spas, Catskills Casino, Monticello Racetrack, Kartrite Waterpark, Holiday Mountain.

4.96 out of 5 average rating, 391 reviews

A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.

Home in Livingston Manor

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Popular amenities for Town of Thompson pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 101 reviews

A cozy living area features wooden walls and a plush sectional sofa, complemented by a dark coffee table. A smart TV is visible on the wall, while a doorway leads to a bathroom. Natural light enhances the inviting atmosphere.

Home in Glen Spey

Cozy and Quiet Lakeview House

4.95 out of 5 average rating, 190 reviews

The exterior of a country home is framed by lush trees, with an American flag gently waving from the porch. Flower containers add color along the stone pathway leading to the steps, which provide access to a screened-in area overlooking the river.

Home in Damascus

Delaware River retreat

4.91 out of 5 average rating, 593 reviews

Home in Cochecton

Woodsy Retreat, Sunny Home with Paths and Stream

4.9 out of 5 average rating, 145 reviews

The exterior view of a one-room schoolhouse is shown, featuring solar panels on the roof. A welcoming porch and large window enhance the facade, while colorful flowers bloom along the front garden. The surrounding greenery creates a natural, serene setting.

Home in Livingston Manor

Cozy renovated One Room Schoolhouse

4.96 out of 5 average rating, 115 reviews

A circular stone patio surrounds a central fire pit, featuring six red Adirondack chairs. The modern house with a welcoming entrance is partially obscured by lush green trees in the background, creating a natural and serene environment.

Home in Montgomery

Modern Woodland Retreat, Hudson Valley & Catskills

4.94 out of 5 average rating, 364 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

5 out of 5 average rating, 203 reviews

Home in Equinunk

Art House Bird Sanctuary at EBC Sculpture Park

4.89 out of 5 average rating, 122 reviews

Home in Napanoch

Special: Rustic Farmhouse with Firepit & Power

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 117 reviews

Cabin in Willow

Far Away, So Close

4.96 out of 5 average rating, 288 reviews

Cabin in Hamlin

Mid-century A-frame nestled amongst the trees

An inviting living space showcases expansive floor-to-ceiling windows, allowing natural light to illuminate the room. A cozy sofa is complemented by stylish chairs, while a large area rug unifies the seating arrangement. Dining space is visible in the background, enhancing the open floor plan.

4.83 out of 5 average rating, 218 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

Cabin in Livingston Manor

An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.

4.97 out of 5 average rating, 329 reviews

Experience The Zen House

5 out of 5 average rating, 130 reviews

Cabin in Tobyhanna

Christmas Decor Cabin: HotTub/Sauna•Fireplace/Skii

4.9 out of 5 average rating, 110 reviews

Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

4.92 out of 5 average rating, 397 reviews

A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.

Chalet in Lackawaxen

Secret Getaway Nestled in a Woodland Setting

4.86 out of 5 average rating, 105 reviews

A serene landscape capturing a peaceful lake surrounded by dense greenery. The calm water reflects the trees and sky, creating a tranquil scene. Soft ripples disturb the surface, while patches of grass and fallen branches line the water's edge.

Home in Woodridge

Sauna hot tub, skiing family getaway

Private, pet-friendly home rentals

4.87 out of 5 average rating, 1,008 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

4.93 out of 5 average rating, 384 reviews

A unique octagonal structure features a raised deck surrounded by a wooden railing. Large windows provide views of the surrounding trees and landscape. A staircase leads to the entrance, emphasizing the elevated position of the house in a serene woodland setting.

Cabin in Beach Lake

the tree house, by camp caitlin

4.88 out of 5 average rating, 289 reviews

A rustic cabin is positioned among lush trees, featuring a cozy front porch with wooden steps. The exterior showcases natural tones, complemented by decorative wildlife silhouettes. An expansive grassy area surrounds the cabin, inviting outdoor activities.

Cabin in Ferndale

Catskill mountain getaway

A wooden deck is softly illuminated by candlelight, creating a serene atmosphere. A staircase leads to a wooden hot tub surrounded by lush foliage. The evening sky, deepening into twilight, adds to the tranquil ambiance of the outdoor space.

4.92 out of 5 average rating, 145 reviews

Blue House | Cedar tub•BBQ•fire pit•stargazing

A stone path leads to a tranquil outdoor area surrounded by trees, featuring several seating options including adirondack chairs. A flowing stream can be seen in the background, providing a serene backdrop to this private space.

4.97 out of 5 average rating, 270 reviews

Beautiful & Secluded Streamside Catskills Cabin

5 out of 5 average rating, 198 reviews

The exterior of the Fern Hill Lodge is showcased amid vibrant fall foliage. The house features warm wooden siding and a spacious wooden deck with steps leading to the entrance, all set against a backdrop of colorful autumn leaves scattered on the ground.

Cabin in Barryville

The Fern Hill Lodge: Secluded Serenity on 20 Acres

5 out of 5 average rating, 101 reviews

The exterior of a blue farmhouse cottage is shown, featuring a metal roof and a welcoming front porch with two white chairs. Lush green grass surrounds the house, complemented by blooming hydrangeas and decorative potted plants. Trees and open land are visible in the background.

Cottage in Grahamsville

“Green Meadow Cottage”, updated 1850’s farmhouse.