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Pet-friendly vacation rentals in Woodbury

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Woodbury

  • Total vacation rentals

    Explore 20 vacation rentals in Woodbury

  • Nightly prices starting at

    Woodbury vacation rentals start at G$20,920 GYD per night before taxes and fees

  • Verified guest reviews

    Over 730 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Woodbury vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodbury rentals

  • 4.8 Average rating

    Woodbury stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Woodbury

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A contemporary two-story home is presented, featuring a combination of wood and gray siding. Stone steps lead to an inviting entrance, while surrounding greenery provides a natural backdrop. Large windows allow for ample natural light, enhancing the exterior's modern design.
Home in Highland Falls

Modern 3BD West Point USMA House w/ HotTub!

Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!

Outdoor spacesWalkabilityAccess

4.99 out of 5 average rating, 114 reviews
Superhost
An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.
Home in Newburgh

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

PetsOutdoor spacesCheckout

4.81 out of 5 average rating, 136 reviews
Guest favorite
A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.
Home in Chester

Serene Private Home • Light-Filled • Hot Tub •Deck

Spacious 3,600 sq ft home designed for comfort and ease in upstate New York 🌿 Light-filled rooms, open flow, and a hot tub + deck create a calm, elevated stay ✨ An open layout with multiple living areas makes it easy to gather while still having space to relax and unwind & enjoy throughout. The space functions as a self-contained part of a larger property, offering privacy and independence without feeling segmented. A comfortable base near farms, villages, dining, and outdoor activities.

Outdoor spacesHospitalityLaundry

4.92 out of 5 average rating, 167 reviews
Top guest favorite
Home in New Windsor

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 105 reviews
Top guest favorite
Chalet in Warwick

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

PetsWalkabilityCheck-in

4.99 out of 5 average rating, 186 reviews
Guest favorite
A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.
Home in Putnam Valley

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

PetsOutdoor spacesValue

4.94 out of 5 average rating, 138 reviews
Top guest favorite
Apartment in Stony Point

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Outdoor spacesPetsView

4.98 out of 5 average rating, 130 reviews
Top guest favorite
A spacious living area features large windows allowing ample natural light. A gray sectional couch is complemented by a mustard yellow chair and a round ottoman. Wooden flooring is contrasted by a blue area rug, adding warmth to the minimalist design.
Home in Newburgh

Balmville Mid-Century Gem & Work From Home Retreat

Gather with friends and family or enjoy a work from home getaway in this mid century gem, located in the lovely hamlet of Balmville. This section of the Hudson River Valley is known for its well-maintained historic homes, river views, and vibrant culture. Enjoy dinner and cocktails in the city of Newburgh just 1.5 miles away, or cross the bridge to Beacon (just 5 miles away) and enjoy all Main Street has to offer. Hike Mount Beacon, Breakneck Ridge, and more.

WalkabilityOutdoor spacesCleanliness

4.99 out of 5 average rating, 210 reviews
Top guest favorite
The exterior of a historic home is showcased, featuring a covered wrap-around porch adorned with patriotic bunting and seating. The interior displays a modern kitchen with granite countertops and stainless-steel appliances, a cozy living room with a comfortable seating area, and a stylish dining space set for six.
Home in Highland Falls

Top-Rated West Point 3 Bed 2 Bath Walk to Thayer

Welcome to the West Point Grad Mom House — Whether you’re visiting your Plebe, Yearling, Cow or Firstie our home was designed with West Point families in mind just steps from Thayer Gate. Why families love staying here: • Walk to Thayer Gate, Main Street • Easy access to West Point • Spacious gathering areas • Historic charm combined with modern comfort • Thoughtful touches from a fellow Grad Mom who understands how special these visits are

PetsWalkabilityIndoor spaces

5.0 out of 5 average rating, 105 reviews
Top guest favorite
Two wooden chairs are positioned on a gravel area, surrounded by vibrant yellow flowers. A stack of firewood is arranged nearby. In the background, a cabin with large windows is partially visible, framed by greenery.
Cabin in Warwick

[Rabbit Hill Cabin] Hiking/Private/Forest view

<Rabbit Hill Cabin> Take it easy at this unique and tranquil getaway in the woods. Gaze at the stars and enjoy the peacefulness of this fun , privately located little cabin. Warwick Permit #34238 Please feel free to inquire if you are traveling with more than 6 guests and book our neighboring listing . 🐕 Dogs permitted - $50 fee ⚡️level 2 EV Charger on premises . - Weber grill -Drip coffee maker and also a Kuerig

Outdoor spacesWalkabilityCondition

4.93 out of 5 average rating, 102 reviews
Top guest favorite
An inviting front porch features a comfortable bench and potted plants. The view captures a gravel path leading to a barn and lush greenery, with a gentle rain enhancing the tranquil atmosphere.
Farm stay in Goshen

Bright Farm House- Tranquil setting

Secluded 3-bedroom newly renovated late 1800 Farm house on a 50 acre working farm nestled in the Hudson Valley. Only 60 miles from NYC and close to everything the Hudson Valley has to offer. Many farms with seasonal apple picking and pumpkin picking ,West point , Woodbury Commons Premium outlets ,Resorts Casino. Tons of great local breweries ,Hudson Valley Wine Trail .. LegoLand Theme park is just 5 minutes away

PetsWalkabilityGetting around

4.89 out of 5 average rating, 416 reviews
Guest favorite
Chalet in Cold Spring

Mountain View Retreat

15 Minutes drive from Cold Spring & Beacon. 1 hour, 15 min by train or car from NYC. High-speed internet (wifi cell), cable, central AC, fireplace, large deck, mountain views, portable fire pit, gas grill and a 8 person hot tub. Featured in TIME OUT, "Best Airbnb Hudson Valley Rentals" Price change after 8 guests. Add guest number when booking, you can adjust it after booking. Specify beds you will need.

Outdoor spacesWalkabilityCleanliness

4.9 out of 5 average rating, 516 reviews

Popular amenities for Woodbury pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favorite
A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.
Home in Putnam Valley

Luxury Lake House Sauna 1h From NYC

WalkabilityPetsAccuracy

4.99 out of 5 average rating, 190 reviews
Superhost
A private hot tub sits on a cement pad, surrounded by greenery and trees. In the background, lounge chairs are arranged in a clearing, adding to the serene outdoor setting.
Home in Newburgh

Charming Getaway 16mi to West Point!

PetsOutdoor spacesBathroom

4.93 out of 5 average rating, 109 reviews
Guest favorite
The exterior of a historic Gothic Victorian house displays a charming white façade with detailed gables and a covered front porch. Lush green lawns and trees surround the property, while a shaded outdoor seating area under a red umbrella adds to the inviting ambiance.
Home in Cornwall-on-Hudson

Cozy Riverfront Victorian in the Hudson Valley

PetsOutdoor spacesHospitality

4.93 out of 5 average rating, 191 reviews
Superhost
A spacious backyard features a heated pool surrounded by a stone patio, overlooking the scenic lake. Vibrant fall foliage adorns the landscape, and the serene water reflects the clear sky. A cozy home is visible, nestled against the lush greenery.
Home in Greenwood Lake

Luxury Villa w Lake View & Private Heated Pool

PetsOutdoor spacesHot tub

4.91 out of 5 average rating, 116 reviews
Guest favorite
Home in Newburgh

Escape NYC! Spacious Withers Mansion Hudson Valley

WalkabilityPetsGetting around

4.84 out of 5 average rating, 264 reviews
Top guest favorite
A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.
Home in Cold Spring

Hilltop Hideaway Forest Villa on 13 acres!

Outdoor spacesWalkabilityAmenities

4.95 out of 5 average rating, 368 reviews
Guest favorite
An aerial view captures a spacious lakefront property surrounded by lush greenery. Trees frame the yard, which gently slopes toward the water. The exterior of the house is clad in light gray, with multiple windows reflecting the natural surroundings. A patio area is visible near the water's edge.
Home in Putnam Valley

Crystal Wave LakeHouse

WalkabilityOutdoor spacesBeach

4.92 out of 5 average rating, 146 reviews
Guest favorite
A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.
Home in Monroe

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Outdoor spacesWalkabilityCheckout

4.96 out of 5 average rating, 141 reviews

Pet-friendly home rentals with a pool

Guest favorite
An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.
Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Outdoor spacesPetsGrill

4.95 out of 5 average rating, 135 reviews
Top guest favorite
Home in Redding

Retreat with Heated Pool, 1 Mile to NYC Train

Outdoor spacesPetsWifi

4.99 out of 5 average rating, 104 reviews
Guest favorite
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

Outdoor spacesWalkabilityRiver

4.88 out of 5 average rating, 220 reviews
Top guest favorite
A comfortable outdoor seating area features two armchairs and a coffee table, positioned near a vibrant blue pool. An umbrella offers shade, and the surrounding trees provide a serene backdrop, creating a relaxing atmosphere for outdoor gatherings.
Home in Florida

Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet

Outdoor spacesPetsView

4.96 out of 5 average rating, 106 reviews
Guest favorite
An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.
Apartment in Union

2 Bed Apt | Quick Access to NYC

PetsOutdoor spacesAir conditioning

4.9 out of 5 average rating, 537 reviews
Guest favorite
A spacious and inviting pool area features a large, unheated swimming pool surrounded by a stone deck. Sun loungers are positioned near the water, and lush greenery provides a natural backdrop, creating a serene outdoor environment.
Guest suite in Holmes

Huge eclectic space w/ private pool. 1.5hr to city

PetsWalkabilityHiking

4.97 out of 5 average rating, 224 reviews
Guest favorite
An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.
Home in Grahamsville

Spacious Catskills Farmhouse on over 5 acres!

PetsOutdoor spacesValue

4.91 out of 5 average rating, 125 reviews
Guest favorite
A charming red barn-style house is framed by a vibrant field of wildflowers. Various hues of blue, red, and white blossoms create a colorful foreground, while lush greenery surrounds the property, contributing to a serene natural setting.
Barn in Katonah

Magic Red Barn with Heated Salt Pool (opened now)

Outdoor spacesPetsHot tub

4.96 out of 5 average rating, 145 reviews

Private, pet-friendly home rentals

Guest favorite
Apartment in Newburgh

Special Nest w Private Entrance River View Porches

WalkabilityPetsBiking

4.89 out of 5 average rating, 274 reviews
Guest favorite
A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.
Cottage in Monroe

Cozy Lake Cottage

PetsOutdoor spacesQuiet

4.99 out of 5 average rating, 205 reviews
Top guest favorite
A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.
Cabin in Greenwood Lake

Cabinessence -on Greenwood Lake, NY #34370

PetsOutdoor spacesHeating

4.96 out of 5 average rating, 497 reviews
Top guest favorite
A charming outdoor space features two light blue chairs positioned under a decorative pergola. A small barbecue grill is visible, surrounded by pots of various flowers and greenery. The area is bordered by mulch, with a small black table and chair set in the background.
Apartment in Fort Montgomery

1 Bed. apt, private entrance-close to West Point.

Outdoor spacesPetsBiking

4.84 out of 5 average rating, 119 reviews
Guest favorite
A rustic log cabin is framed by tall trees, showcasing a spacious porch with a wooden railing. The front door features two circular glass panels, allowing natural light to enter the home. Lush greenery surrounds the property, enhancing its secluded appearance.
Cabin in Warwick

Magnificent Log Cabin Getaway with Private Lake

Outdoor spacesPetsFamily

4.97 out of 5 average rating, 153 reviews
Top guest favorite
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

Outdoor spacesWalkabilityKitchen

4.99 out of 5 average rating, 158 reviews
Guest favorite
An A-frame structure is positioned among trees, showcasing wooden siding and large windows. An outdoor deck features seating for relaxation, while warm light emanates from within. The surrounding landscape hints at a peaceful and wooded environment, enhancing the retreat's tranquil atmosphere.
Cabin in Carmel Hamlet

The Treehouse Lovenest

PetsOutdoor spacesAccuracy

4.84 out of 5 average rating, 519 reviews
Guest favorite
An outdoor area is visible through a large window, featuring a vintage clawfoot bathtub and a wooden stool. A hammock is suspended nearby. Lush greenery surrounds the space, creating a serene atmosphere.
Home in Spring Glen

Creekside cottage on 65 acres

Outdoor spacesWalkabilityAir conditioning

4.94 out of 5 average rating, 247 reviews

When is the best time to visit Woodbury?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,632 GYDG$41,632 GYDG$33,263 GYDG$32,636 GYDG$96,652 GYDG$126,568 GYDG$132,008 GYDG$144,351 GYDG$99,372 GYDG$101,673 GYDG$123,640 GYDG$64,435 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Destinations to explore