Pet-friendly holiday rentals in Dutchess County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Dutchess County

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

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Top guest favourite

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

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

4.98 out of 5 average rating, 132 reviews

Top guest favourite

The exterior of a cottage is shown, featuring a dark blue façade with a shingled roof and a central star accent. A welcoming porch is lined with four red chairs and decorative flower pots. Lush green grass and trees provide a serene setting.

Cottage in Clinton Corners

(Hudson Valley) Laughing Duck Cottage

Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

4.96 out of 5 average rating, 254 reviews

Top guest favourite

A charming cottage with a light brown exterior is framed by a lush green landscape. A pathway leads to the front steps, where a star decorates the facade. Clear blue skies complement the serene surroundings.

Cottage in Pine Plains

Patchin Mills Quaint Country Cottage

Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

5.0 out of 5 average rating, 172 reviews

Top guest favourite

A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.

Home in Staatsburg

Contemporary Hudson Valley home

Our home is a 1970s architectural gem located in the convenient upstate NY town of Staatsburg. It has been thoughtfully modernized and designed to encourage maximum serenity and enjoyment of both the indoor and outdoor spaces. The floating staircase, huge picture windows, expansive deck and wooded outdoor space make this home perfect for an upstate getaway - while still being close to some of the major area attractions and towns. Our historic street also features 1700s homes and a farm/brewery.

4.87 out of 5 average rating, 109 reviews

Top guest favourite

A serene stream cascades over smooth rocks, surrounded by a wooded area filled with autumn leaves. A wooden bench sits nearby, offering a tranquil spot to enjoy the peaceful atmosphere. The gentle flow of water reflects the greenery of the trees.

Home in Rhinebeck

3Br Hilltop Ranch on 130acre farm w/ falls & creek

Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

4.95 out of 5 average rating, 307 reviews

Guest favourite

The sunroom features multiple windows allowing natural light to fill the space. Two rocking chairs are positioned beside potted plants. A ceiling fan hangs overhead, and the wooden floor enhances the comfortable atmosphere. Views of the garden and trees are visible through the windows.

Guest suite in Stanfordville

Charming Guest Suite in the Hudson Valley

Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.

4.94 out of 5 average rating, 175 reviews

Superhost

The farmhouse's porch features classic rocking chairs, inviting relaxation. Sunlight highlights the white columns and dark shutters, with a tranquil view of the surrounding nature. The exterior blends historic details with a serene setting, showcasing the charm of the property.

Home in Salt Point

Grand Arcady - 3br/2ba renovated farm house

Welcome to Grand Arcady. This lovingly renovated 1860's 3br farm house is a perfect blend of historic charm and modern conveniences. Situated on 6 acres of land with private creek and small vineyard, it's an easy drive to Rhinebeck, Millbrook, Omega Institute, Poughkeepsie and thousands of Hudson Valley Attractions. 10 min drive from Omega, 1 min drive from a town beach - enjoy everything area has to offer including hikes, mansions, farm visits, wineries and much more.

4.8 out of 5 average rating, 123 reviews

Top guest favourite

The exterior of Long Pond Cottage is featured, showcasing a charming Victorian design surrounded by lush greenery. A welcoming porch with seating invites relaxation, while vibrant flowers add a touch of color to the landscape. The tranquil setting is enhanced by the surrounding trees.

Home in Rhinebeck

Long Pond Cottage, Country Retreat in Rhinebeck

Nestled down a quiet, country road, you’ll find this charming, idyllic retreat. Less than 15 minutes from the village of Rhinebeck, Long Pond Cottage captures the best of the Hudson Valley. This two bedroom, one bathroom Victorian sits on just under an acre of land, offering ample outdoor space to enjoy the warmer months, and is the perfect cozy spot when the weather turns colder. Self check-in at 4pm and check-out 11am. Pet friendly.

4.98 out of 5 average rating, 196 reviews

Guest favourite

An entertainment area is displayed with a wall-mounted television above a sleek console. A decorative lamp and a wooden sculpture add warmth. A serving tray with glasses and an ice bucket is positioned nearby, along with a board game for casual gatherings.

Home in Highland

Hudson Valley Boutique Airb&b

Bring the whole family to this great place with lots of room for fun. Located in The Hudson Valley in close proximity to" Walkway over The Hudson" , New Paltz, Lake Minnewaska, Beacon, Poughkeepsie, New Paltz, and Woodstock ! Grill out on the back deck or visit one the wonderful local restaurants! Within 10 minute ride to Marist College, Vassar College, The Culinary Institute of America, And SUNY New Platz College.

4.86 out of 5 average rating, 116 reviews

Guest favourite

A spacious entertainment area features a stone bar with soft LED strip lighting and a large flat-screen TV mounted on the wall. A billiard table with red felt occupies the center, surrounded by patterned rugs. Natural light enters through glass doors leading to the patio.

Home in West Park

Rustic Hudson R. home with firepit/bar/billiard

Apartment on 1st floor with private entrance with rustic vibes! This 2 bedroom has a huge entertainment area with a stone bar, 70in tv, two 3seat leather couches, a dart board, fireplace, outdoor patio and fire pit. Perfect for couples or families! We also provide special gifts for each guest 😊 Also it’s a kitchenette with double burner hot plate, microwave, mini fridge, kureig, sink

4.88 out of 5 average rating, 187 reviews

Top guest favourite

The exterior of a spacious house is shown, featuring a light-colored facade and a neatly landscaped yard. A winding pathway leads to the entrance, surrounded by lush greenery and colorful flowers. A large window reflects the natural light filtering through the trees.

Home in Millerton

The House in a Beautiful Small Upstate Town

This is a house to enjoy with the family with a lot of space and many activities, in a small town but with a lot of tourism. You can visit the town which it has a small cinema, and Rail trail for walking or biking, and it has many restaurants nearby. This house includes a living room, kitchen, 4 bedrooms, 3 full bathrooms, deck, and a big backyard. You can also do BBQ s outside.

4.97 out of 5 average rating, 268 reviews

Top guest favourite

A two-story house showcases a welcoming front porch with hanging flower pots. The lawn is well-kept and bordered by garden beds. The exterior features a blend of white and muted green siding, with prominent green shutters on the upper windows.

Home in Millerton

The 1913 House, book 6 days get the 7th free.

Cozy turn of the century house, recently renovated, and minutes from historic downtown Millerton. Close to area attractions including: Millbrook Hunt Country, area clubs, local schools (Hotchkiss, IMS, Millbrook School, and Salisbury Boys School), dozens of Hudson Valley farms and farmstands, and multiple ski resorts.

4.9 out of 5 average rating, 186 reviews