Family-friendly holiday rentals in Claverack

4.98 out of 5 average rating, 146 reviews

The charming farmhouse stands amid lush greenery, framed by mature trees. A wraparound porch invites relaxation, while well-maintained grass leads to the entrance. Large windows allow natural light to fill the interior, enhancing the welcoming atmosphere of the property.

Home in Ghent

Stylish Hawthorne Valley Farmhouse Retreat

Hawthorne is a renovated 1920s farmhouse set on 11 acres of pastoral fields, forest and pond, featuring stylish, comfortable, art-filled white and green rooms. Take in the view from the sun porch, nap on the big L-shaped sofa, share cocktails in the field overlooking the valley, and cozy up by the fieldstone fireplace at night. A fully equipped house, with Watson Kennedy goods throughout. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, with Malin+Goetz & Molton Brown supplies make this your luxe country getaway. Now with unlimited WiFi. The perfect getaway for one to three couples, Hawthorne offers multiple rooms and lots of space for maximum relaxation and taking in the country. >> Enjoy the view from the sun-drenched front porch. >> Nap on the big L-shaped sofa in the living room. The two extra deep Restoration Hardware couches are 7’ long; they also serve as larger than usual single beds >> Cozy up with a book by the fieldstone fireplace in the fully screened back porch (with glass panels in Fall and Winter). >> Share sunset cocktails in the Adirondack chairs up in the field overlooking the valley. >> Cook in the well-equipped kitchen. >> Eat your candle-lit dinner in the dining room overlooking the valley. This is a fully equipped country farmhouse, with Watson Kennedy goods throughout the home. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, and Malin+Goetz bath supplies make this your luxe country getaway. You will be the only guests in the house, with no one else on-site. Lots of hiking in the valley and nearby conservancy areas, biking on country roads, cross-country, downhill or snowshoe during the snowy months, or take in all the antique shops and history year-round. This peaceful property is minutes from the Hawthorne Valley Farm store, 20 minutes to the world-class food and vintage mecca of Hudson, and 30 minutes from the culture and history of Tanglewood, Jacobs PIllow and the Berkshires. For recreation there is hiking in the valley and nearby conservancy areas, biking on country roads, or cross-country, downhill or snowshoeing during the snowy months. Hawthorne is a 2-hour drive from NYC or a 2-hour Amtrak ride from Penn Station to Hudson, and then a 20 minute drive by car or taxi. The house is conveniently close to the Taconic Parkway, while set in a peaceful and quiet valley.

FamilyKitchenTV

4.96 out of 5 average rating, 124 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.

Indoor spacesFamilyNearby

4.99 out of 5 average rating, 126 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.

KitchenIndoor spacesCheckout

4.84 out of 5 average rating, 123 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!

KitchenIndoor spacesComfort

4.91 out of 5 average rating, 105 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.

FamilyKitchenTV

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.

4.94 out of 5 average rating, 296 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.

Indoor spacesFamilyWi-Fi

A spacious living area features a large sectional sofa with dark cushions, complemented by a wooden chair with patterned fabric. A modern ceiling fan hangs above, and a sleek fireplace is positioned nearby. Large windows invite natural light, providing a view of the greenery outside.

4.92 out of 5 average rating, 266 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

CASA LUNA Perfect peaceful upstate NY country retreat. An all year round escape. 2 hours from NYC driving or Amtrak. 15 mins to downtown Hudson with great restaurants and shopping. 20 mins to water skiing on Copake Lake and 25 mins snow skiing at Catamount, Berkshires. Private & secluded. Columbia County, New York. 4 bedrooms, 2.5 bathrooms, salt water swimming pool, koi pond, claw foot bath tub, steam room. If CASA LUNA is booked check CASA SOL https://www.airbnb.com/rooms/1627143

FamilyKitchenTV

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, 126 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!

KitchenIndoor spacesHiking

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, 123 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.

Indoor spacesFamilyTV

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, 103 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.

FamilyKitchenOutdoor spaces

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, 304 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.

FamilyKitchenComfort

4.91 out of 5 average rating, 599 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.

KitchenIndoor spacesGetting around

Popular amenities for Claverack family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 134 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

Indoor spacesFamilyTV

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, 196 reviews

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

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 241 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 spacesFamilyWalkability

4.96 out of 5 average rating, 112 reviews

Home in Athens

Lake House close to Skiing & Indoor Hot Tub

KitchenFamilyGetting around

4.92 out of 5 average rating, 252 reviews

Home in Craryville

The City Farmers Upstate. Farm house with hot tub

Indoor spacesFamilyParking

An outdoor area is illuminated by warm lights, featuring a hot tub nestled beneath a canopy. Comfortable seating is arranged nearby, surrounded by lush greenery. A wooden deck provides a relaxing space, with a partially enclosed yard that enhances privacy.

4.95 out of 5 average rating, 170 reviews

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

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 318 reviews

Home in Lee

Berkshire Mountain retreat with Urban eco-luxuries

KitchenFamilyOutdoor spaces

4.97 out of 5 average rating, 107 reviews

Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

KitchenFamilyCondition

Family- and pet-friendly home rentals

The exterior of a single-story home is showcased, featuring a classic mid-century modern design. A spacious screened-in porch and well-maintained grounds overlook the serene river. The backdrop includes rolling hills and a cloudy sky, hinting at the scenic beauty of the surrounding landscape.

4.87 out of 5 average rating, 118 reviews

Owl's Nest (Rip's Retreat)

Indoor spacesFamilyOutdoor spaces

4.93 out of 5 average rating, 434 reviews

A spacious bedroom is bathed in natural light from large windows, showcasing a cozy queen-size bed with crisp linens. An inviting red chair and a small side table create a nook for relaxation, while a vintage lamp adds warmth to the serene atmosphere.

Apartment in Hudson

Chic Parisian Apartment on Warren St | Hudson

Indoor spacesFamilyLayout

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

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 187 reviews

Farm stay in Saugerties

Catskills Family Retreat: Pool, Sauna and Animals!

KitchenFamilyLayout

4.93 out of 5 average rating, 156 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

Indoor spacesFamilyAir conditioning

Cabin in Town of Hillsdale

A spacious deck features two wooden lounge chairs and a small side table, surrounded by lush greenery. The railing provides unobstructed views of the wooded area, allowing natural light to create a serene atmosphere.

Secluded Mountain Getaway with Swimming Pond.

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 128 reviews

4.89 out of 5 average rating, 371 reviews

A modern studio space features an open layout with hardwood floors and high ceilings. A kitchenette is equipped with essential appliances, while a dining area with two chairs is present. Natural light enters through large windows, and houseplants add a touch of greenery.

Guest suite in Hudson

Secluded mid-century guest house in Hudson

KitchenFamilyQuiet

A cozy living area features a leather sectional sofa alongside a plush, oversized armchair. A low coffee table is positioned on a patterned area rug. Light streams through large windows adorned with sheer curtains, creating a warm and inviting atmosphere in the space.

4.95 out of 5 average rating, 222 reviews

Spacious 2BR Flat in the Heart of Hudson

FamilyIndoor spacesOutdoor spaces

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 111 reviews

Hudson River Sunset Getaway

KitchenFamilyDecor

5.0 out of 5 average rating, 111 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.

FamilyIndoor spacesAir conditioning

4.98 out of 5 average rating, 103 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

FamilyIndoor spacesParks

4.98 out of 5 average rating, 176 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

FamilyIndoor spacesGetting around

4.98 out of 5 average rating, 102 reviews

A two-story house stands on a gently sloping hill, surrounded by lush green grass. The property features a large, covered porch that wraps around part of the home, offering views of the expansive yard and surrounding trees.

Home in Tivoli

Upstate Getaway btw Rhinebeck+Hudson

KitchenFamilyBackyard

Home in Town of Taghkanic

A bright living area features large windows that invite natural light. The space includes a dark sofa, a vibrant yellow armchair, and a soft, patterned area rug. A coffee table is centrally placed, accompanied by a small side table with a decorative lamp.

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

KitchenIndoor spacesValue

4.99 out of 5 average rating, 123 reviews

Superhost

An aerial view captures the lakefront vacation house surrounded by greenery and calm waters. The property features a spacious lawn leading to the lake, with several vehicles parked near the house, highlighting its accessibility and serene location in the lake community.

Holiday home in Athens

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Indoor spacesKitchenAccuracy

4.86 out of 5 average rating, 128 reviews