
Pet-friendly vacation 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.

(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
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
4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
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
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
3 Bedrooms close to Rhinebeck NY
Watch the sunset from the patio or just enjoy the evening sitting on the enclosed front porch. With in walking distance to state parks and centrally located between Rhinebeck NY and Hyde Park NY. They are a short 10 minute drive away. Rhinebeck offers multiple shops, restaurants and historic sites. Hyde Park is home to the Culinary Institute and it’s many restaurants as well as FDR estate. You are within walking distance to our local library, park, River & Post restaurant and pickleball court.
4.94 out of 5 average rating, 140 reviews
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, 174 reviews
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
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, 195 reviews
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, 115 reviews
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, 186 reviews
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, 266 reviewsPopular amenities for Dutchess County pet-friendly home rentals
Pet-friendly house rentals

Nature Retreat with Pond Views and Fire Pit
4.96 out of 5 average rating, 159 reviews
The Wheelhaus—Restored Home in Hamlet of Amenia
4.86 out of 5 average rating, 141 reviews
Historic Hudson River View House
4.93 out of 5 average rating, 157 reviews
Modern farmhouse in Hudson Valley
4.96 out of 5 average rating, 112 reviews
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
4.95 out of 5 average rating, 401 reviews
Charming Historic Home Near Waterfront Restaurants
4.94 out of 5 average rating, 179 reviews
Saugerties Log Home W/ Game Room
5.0 out of 5 average rating, 167 reviews
The Cat's Meow Farmhouse Red Hook Rhinebeck
4.98 out of 5 average rating, 102 reviewsPet-friendly home rentals with a pool

Sackett & Van Dam Guest House @ Little 9 Farm 1706
4.98 out of 5 average rating, 178 reviews
Modern Upstate Cabin, near Rhinebeck NY
4.96 out of 5 average rating, 398 reviews
Eco Cottage in the Woods
4.93 out of 5 average rating, 204 reviews
Huge eclectic space w/fireplace. 1.5hr to city
4.97 out of 5 average rating, 225 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Upstate Getaway btw Rhinebeck+Hudson
4.98 out of 5 average rating, 104 reviews
Luxury Retreat with pool in historic Kingston
5.0 out of 5 average rating, 129 reviews
Viewtop Farmhouse-Fall in the Hudson Valley
4.94 out of 5 average rating, 141 reviewsPrivate, pet-friendly home rentals

Top Side
5.0 out of 5 average rating, 148 reviews
Private ground floor guest suite in Hudson Valley
4.84 out of 5 average rating, 138 reviews
Pine Plains Cottage
4.96 out of 5 average rating, 168 reviews
Rhinebeck Village Apartment
4.78 out of 5 average rating, 248 reviews
The Treehouse Lovenest
4.84 out of 5 average rating, 520 reviews
Swan Cottage with Expansive Hudson River Views
4.99 out of 5 average rating, 192 reviews
Newly renovated cutie
4.96 out of 5 average rating, 287 reviews
Quiet Studio Apartment in Pawling
5.0 out of 5 average rating, 155 reviewsDestinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Storm King Art Center
- Hudson Chatham Winery
- Ski Sundown
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