Family-friendly holiday rentals in Claverack

4.96 out of 5 average rating, 118 reviews

The kitchen features deep black cabinetry paired with warm wood countertops. A window above the sink allows natural light to illuminate the floral wallpaper. Modern fixtures and a stylish faucet enhance the space, offering a functional area for meal preparation.

Cabin in Hudson

Cozy Grove Luxury Cabin

Luxurious, lovingly-appointed mid-century country retreat located less than 15 minutes from restaurants, galleries, and shopping in downtown Hudson, nestled between farmers’ markets, breweries, cideries, distilleries, hiking, and more! Recently-renovated 1958 cabin features a deep soaking tub, outdoor hot tub, woodstove, and upscale amenities. Set back from the road amidst a grove of pine and apple trees, it's the perfect spot for kicking back in luxury after a day exploring local attractions.

FamilyKitchenHiking

4.99 out of 5 average rating, 124 reviews

A bright, modern kitchen features white cabinetry and stainless-steel appliances, including a refrigerator and microwave. The dining area includes a small table with clear chairs and a potted plant, while natural light filters through two windows, highlighting the clean, airy design.

Guest suite in Hudson

Le Soleil Suite - Fire Pit, Mtn Views, Near Hudson

A charming one-bedroom suite in a rural neighborhood 10 minutes by car from downtown Hudson. Your rental is an independent unit next to the main house. It has a full kitchen, bathroom, electric fireplace and a private backyard with a grill, firepit and pool (June to Sept.). If we are around, we give you privacy. Watch sunset over the Catskills from the living room. 1 Br w/ queen bed, 1 pullout sofa, 1 fold-out twin mattress upon request. Close to Hudson, hiking, skiing, Olana and Art Omi.

FamilyIndoor spacesDecor

4.83 out of 5 average rating, 121 reviews

Two framed art pieces featuring feathers are displayed on a weathered wood wall. Above the artwork, a mounted skull adds a rustic touch to the design. The arrangement showcases natural elements that blend seamlessly with the cottage's decor.

Cottage in Hudson

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

1 minute off Warren St - salt water pool and hot sauna respite! No expense spared reviving this Historic 18th century 80 acre estate - heated pool, cedar barrel sauna, heated bathroom floors, original wood finishes, french door patio under stain glass windows from NYC’s iconic Chelsea Hotel. You’ve found the perfect combination of transcendentalist oasis with modernity providing a most comfortable stay. Enjoy a dip, steam, rolling meadows, goat petting, cocktail by fire on your patio!

FamilyKitchenPets

4.91 out of 5 average rating, 103 reviews

A treehouse-style home is nestled among lush greenery, with multiple large windows and screens providing a connection to nature. The residence features a rustic design with wooden accents, surrounded by towering trees for a secluded feel.

Treehouse in Hudson

Secluded Magic Treehouse Escape

Poetic. Unique. Romantic. 25ft high. The sounds, smells, and fresh air of nature are all yours. 10mins to town. Surrounded by old oaks, maples, and pine trees. Details abound. Simple and minimal yet elegant. Rustic Luxe. Windows all around bring in nature, screens keep it outside. All the modern conveniences, and then some. Hot and cold running water, equipped kitchen, full bath, 2 bedrooms with queen beds, nice linens and details, plus outside shower, 2 decks, BBQ, fast WIFI, TV, etc.

Indoor spacesKitchenWi-Fi

The exterior of a large farmhouse features a welcoming porch with a wooden bench and decorative elements. Lush greenery surrounds the pathway leading to the entrance, enhancing the inviting appearance of the dark wood siding and multiple windows reflecting natural light.

4.95 out of 5 average rating, 294 reviews

Livingston Farmhouse Escape with hot tub and sauna

Perfect country getaway conveniently located near Hudson, Red Hook, Tivoli and Germantown; in the heart of a sweet hamlet. Farm stands and swimming holes abound! Our home is an open and airy 3 bedrooms; space to spread out, and a large kitchen equipped with all a cook could want. Generous living room with cozy fireplace and Roku TV. Sonos throughout first floor. Huge property with fire pit for s'mores and late night fun; grill, patio dining, sauna and hot tub. Extensively renovated in 2026.

FamilyIndoor spacesLocation

4.97 out of 5 average rating, 167 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.

FamilyKitchenAmenities

4.92 out of 5 average rating, 111 reviews

Hudson River Sunset Getaway

With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

FamilyKitchenLaundry

A spacious living area features exposed wooden beams and a white brick fireplace with a fire burning gently. Comfortable seating is arranged around a wooden coffee table, and large windows allow for natural light and views of the outdoors.

4.93 out of 5 average rating, 125 reviews

Quiet• pvt farmhouse•stunning mntn views nr Hudson

This welcoming and private 4-bedroom, 2.5-bath farmhouse is a sight to behold. Spacious and sun-drenched, with large windows, exposed beams and an open floor plan, this home looks out over a view from Bear Mountain through the Catskills with stunning sunsets. Here is a blissful sanctuary to relax and recharge, atop a hill on 8 private acres, yet in less than 15 minutes you can be shopping or dining in Hudson. Two stories of space and comfort-- you will want to return!

Indoor spacesFamilyHeating

A spacious living area features a large, cushioned sectional sofa in a warm hue, complemented by a round coffee table. Natural light floods through tall windows, highlighting a minimalistic bookshelf and a stylish armchair in the corner, enhancing the room's cozy atmosphere.

4.98 out of 5 average rating, 121 reviews

Chic Hudson Farmhouse w/ Fireplace & Porch

1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.

FamilyIndoor spacesAmenities

A charming country home is showcased, featuring a dark exterior and a vibrant blue door. The spacious deck extends outward, surrounded by lush green grass and vibrant purple flowers lining the front. Tall trees add to the natural ambiance of the peaceful setting.

4.97 out of 5 average rating, 102 reviews

30 Van Wyck, a contemporary Hudson getaway.

Welcome to 30 Van Wyck. Conveniently located in bucolic Claverack, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine from a local producer in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.

Indoor spacesKitchenLayout

A charming country home is presented with a welcoming red front door. A pergola covers the entryway, surrounded by well-maintained landscaping that includes shrubs and a stone path. The exterior features light yellow siding, providing a warm, inviting appearance.

4.83 out of 5 average rating, 298 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.

KitchenIndoor spacesDecor

4.91 out of 5 average rating, 598 reviews

Cottage in Craryville

Farm Cottage w/ Donkeys, Fire Pit & Wood Stove

Welcome to The Cottage at Raspberry Ridge, a charming Hudson Valley farm stay surrounded by gardens, woodlands, donkeys, and chickens. This cozy 3-bedroom retreat blends rustic character with modern comfort, offering a wood-burning stove, peaceful outdoor spaces, and access to the farm grounds. Just minutes from Hudson, Great Barrington, hiking trails, and local farms, it's the perfect place to slow down and reconnect.

FamilyIndoor spacesValue

Popular amenities for Claverack family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 191 reviews

An open living area features high ceilings with exposed wooden beams. A comfortable gray sofa and a round coffee table sit on a traditional rug. A kitchen island with bar seating is visible, along with a modern television mounted on the wall.

Cabin in Catskill

Modern cabin retreat

KitchenFamilyGetting around

4.98 out of 5 average rating, 239 reviews

An inviting kitchen and dining area features wood beams and large windows allowing natural light. A wooden table is surrounded by mid-century chairs. The kitchen is equipped with modern appliances and ample storage, creating a functional and open space for meals.

Home in Craryville

Modern Home in Woods With Hot Tub

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 371 reviews

A tiny home features a private hot tub on the deck, illuminated by soft LED lights. The structure is surrounded by natural wood paneling, with doors leading into the cozy interior, where warm light spills out, creating an inviting ambiance.

Tiny home in Chatham

Boutique TINY home+private HOT TUB-walk to Main St

Indoor spacesKitchenAccess

Superhost

A spacious outdoor area is surrounded by vibrant planters filled with blooming flowers. Comfortable seating is arranged around a fire pit, with a green umbrella providing shade. A pink flamingo float is set nearby, alongside a wooden hot tub and a stock tank plunge pool.

4.94 out of 5 average rating, 194 reviews

Hudson getaway w/ hot tub+ plunge pool on 20 acres

KitchenIndoor spacesLong stay

4.99 out of 5 average rating, 153 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

FamilyIndoor spacesTV

5 out of 5 average rating, 115 reviews

A spacious living area is framed by rustic wooden pillars, featuring a large tan sofa and two green armchairs. A wooden coffee table rests on a light rug, with natural light streaming through a wide window adorned with sheer curtains.

Farm stay in Germantown

Nordic modern getaway on an Alpaca Farm

Indoor spacesFamilyCleanliness

4.98 out of 5 average rating, 132 reviews

The spacious kitchen features an island with a wood countertop and built-in storage. Mint green cabinetry offers a serene ambiance. Natural light flows through large windows, illuminating the dining area with a wooden table and cozy seating, creating an inviting space for gatherings.

Home in Ghent

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

FamilyKitchenTV

4.95 out of 5 average rating, 168 reviews

Vibing Hot Tub Cottage | Pet-Friendly | Hudson, NY

FamilyKitchenBackyard

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 111 reviews

An open living space features a large sectional sofa surrounding a central glass coffee table. A decorative chandelier hangs from the exposed wooden beams. Natural light streams in through multiple floor-to-ceiling windows, revealing views of the surrounding greenery.

Barn in East Chatham

Luxury Barn Retreat Near Hudson & the Berkshires

Indoor spacesFamilyView

4.96 out of 5 average rating, 394 reviews

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

Home in Germantown

Scandinavian Cottage/Mountain Views/Fire pit

Indoor spacesKitchenTV

4.91 out of 5 average rating, 255 reviews

An open-plan kitchen and dining area features a modern design with green cabinetry and natural wood accents. A wooden dining table is surrounded by four chairs, and large windows allow natural light to fill the space. A ladder leads to a loft area.

Cabin in Catskill

A-Frame w/ Big Yard | 15 min to Hudson, NY

FamilyKitchenDecor

4.93 out of 5 average rating, 155 reviews

The kitchen features a cozy layout with a farmhouse sink, marble countertops, and a rustic wooden table. Pendant lights hang from the ceiling, and vintage cookware is displayed on the wall, complemented by artwork and warm-toned accents.

Townhouse in Hudson

Bespoke + Luxe Designer Rental in Hudson NY

KitchenFamilyBathroom

4.97 out of 5 average rating, 226 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

Indoor spacesKitchenLocation

4.97 out of 5 average rating, 131 reviews

The modern cabin is illuminated by string lights, creating a warm ambiance against the dark backdrop of surrounding trees at night. The deck extends outward, providing a welcoming entrance, while large windows hint at the interior’s cozy atmosphere.

Cabin in Red Hook

Design-Forward Riverfront Cabin on 120 Acres

FamilyKitchenAir conditioning

4.95 out of 5 average rating, 495 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

KitchenIndoor spacesAccess

4.94 out of 5 average rating, 231 reviews

A well-lit studio space features a spacious bed dressed in white linens with decorative pillows. Light wooden cabinets and a dining table with four chairs are visible in the background, complemented by a full kitchen equipped with essential appliances.

Guest suite in Hudson

Harmony Valley Home, bright & inviting studio

FamilyIndoor spacesWalkability

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 109 reviews

Home in Athens

Lake House close to Skiing & Indoor Hot Tub

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 169 reviews

A modern tiny house is surrounded by tall trees, with warm light emanating from its large windows. The sleek black exterior contrasts with the natural greenery, creating a blend of contemporary design and serene nature. The rising dusk hints at a tranquil evening.

Tiny home in Ghent

Country Getaway Tiny House in woods w/Pool/Sauna

KitchenFamilyLayout

5 out of 5 average rating, 109 reviews

A modern log cabin sits beneath a clear sky, featuring a spacious deck supported by sturdy beams. The exterior shows natural wood tones, surrounded by lush greenery and trees. A manicured lawn leads to a gravel driveway, providing access to the property.

Cabin in Craryville

The Copake Cabin - A rustic-modern retreat.

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 175 reviews

The exterior view of the guest house is framed by a large tree, showcasing the red brick barn-style structure. Outdoor seating areas are visible, along with a shaded patio featuring a red umbrella. The surrounding lawn is well-kept, leading to fenced paddocks in the background.

Farm stay in Red Hook

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Indoor spacesFamilyBarbecue

4.98 out of 5 average rating, 100 reviews

A peaceful backyard is featured, showcasing two green swings suspended from a sturdy frame. The grassy lawn is bordered by a wooden fence, and a relaxing seating area with a lounge chair is visible in the background, surrounded by greenery and trees.

Home in Catskill

Catskill Village Ski Hike Lake Pet Main St Pool

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 391 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

FamilyIndoor spacesSleep quality

4.95 out of 5 average rating, 133 reviews

The kitchen features green cabinetry with a white countertop. Shelves above hold various jars and glasses. A window allows natural light to brighten the space, with a view of nature visible outside. Additional storage includes a fridge and a stainless steel trash bin.

Cabin in Athens

Charming Lakefront Cabin with Hot Tub

FamilyKitchenAccuracy