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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A serene pond is surrounded by lush greenery, reflecting the trees and sky. A blue pedal boat rests quietly at the dock, inviting exploration. The wooden dock leads into the calm waters, framed by tall grasses and vibrant plants.

Home in Millerton

4.92 out of 5 average rating, 399 reviews

Mountaintop Skyloft

This glorious Silver Mountain SKYLOFT is perfect for a getaway; equipped with hi-speed WiFi (429 mbps) and 60" HD TV. Huge private deck amid the treetops, with 100's of acres of tranquility and privacy Enjoy a romantic evening by the wood burning fire. Jupiter and Mars in the Spring sky. Lots of trails for hiking. Local gourmet food bistro & organic farm market nearby. Just 7 miles from Millerton antiques and cafe. Pets welcome- extra $65/pet/stay (Sofa bed @$99/person/night after 2 )

Top guest favorite

The kitchen features modern white cabinetry with black handles, complemented by a light-colored countertop. A stainless steel sink is positioned under a wall-mounted faucet. A tile backsplash in neutral tones adds texture, while a fire extinguisher is mounted for safety.

Apartment in Pine Plains

4.98 out of 5 average rating, 168 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Superhost

A living room area features a cozy seating arrangement with a green couch and a wooden coffee table. A decorative fireplace with white candles enhances the space. Bookshelves and artwork add interest to the walls, while soft natural light illuminates the room.

Apartment in Kingston

4.77 out of 5 average rating, 115 reviews

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

Top guest favorite

A spacious, sunlit backyard is surrounded by tall trees and a wooden fence. A single white lounge chair is positioned on the green grass, providing a tranquil spot for relaxation. Soft light filters through the trees, creating a peaceful ambiance.

Apartment in Beacon

4.97 out of 5 average rating, 100 reviews

3 beds, Backyard, Front Porch, Central Air

In the heart of Beacon. Large and sunny, on a quiet block. Private with its own entrance. Back-yard w Weber grill, central air, wifi, TV. Walkable to everything: hiking, cafes, breweries, restaurants, movies. Queen-sized beds + air mattress (if requested in advance). Pets OK subject to conditions. Hosts live upstairs and our grown children come to visit so guests may notice the sounds of others. No smoking. QUIET HOURS from 10 PM to 8 AM. Favorable Airbnb reviews required for booking.

Superhost

A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.

Condo in Kingston

4.92 out of 5 average rating, 142 reviews

Cozy & walking distance to cafés *spring avails*

Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

Superhost

A spacious backyard is featured, surrounded by wooden fencing and lush greenery. The area is primarily covered in grass, with a small shrub present. A patio set with a table and chairs is visible, along with a children's play structure in the background.

Apartment in Beacon

4.85 out of 5 average rating, 105 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

Bring the whole family to this super clean place with lots of room for fun. Private Yard ! kitchen/ dining room, living room, main bedroom w/king size bed & private bathroom, kid’s bedroom w/queen size bed & full bathroom across the room. This beautiful Airbnb has prime location. Across the street you will find the beautiful Madam Brett park w/waterfall and walking trail. Close to main street, train station, MT. Beacon also 8 min drive to Bannerman Castle and Dia Beacon Museum.

Superhost

A private cabin is perched on a ridge, nestled among trees. The building features a spacious deck with railing, offering views into the surrounding wooded area. The warm light of the sunset casts a golden hue on the cabin, emphasizing its rustic charm.

Cabin in Rhinebeck

4.89 out of 5 average rating, 373 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

Guest favorite

A stone wall features a rounded opening, showcasing rustic firewood nestled within. Surrounding the wall, lush greenery and blooming flowers create a vibrant garden scene. Various plants, including evergreens and flowering shrubs, add texture and depth to the landscaped area.

Farm stay in Kent

4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

Superhost

A two-story home is surrounded by vibrant autumn foliage. The house features beige siding, black shutters, and a welcoming front porch. Two bright red garage doors complement the exterior, while a spacious driveway leads to the home, providing a serene and inviting entrance.

Cottage in Kent

4.84 out of 5 average rating, 228 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

Equipped with essentials such as air conditioning, cleaning products, cooking basics, and a dedicated workspace. Guests can prepare meals in the fully equipped kitchen, which includes dishes, silverware, and cooking utensils, dishwasher, and microwave. A washer and dryer, hair dryer, heating, and hot tub are also available for guests' use. 2 Min – Appalachian Trail 4 Min - Kent Town center 9 Min – Kent falls 10 Min - Bulls Bridge 19 Min - Mohawk Mountain Ski Area

Guest favorite

A sunny view of the country cottage’s exterior showcases a large, grassy yard framed by a mature tree. The inviting porch features a couple of wooden chairs, while pastures and trees extend into the distance, creating a serene rural setting.

Cottage in North East

4.87 out of 5 average rating, 151 reviews

Sunset Cottage: Unplug - Relax - Recharge

Charming country cottage in Millerton, New York with a variety of nearby destinations. Unwind on a quiet country road with cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. An idyllic setting in which to unplug and enjoy nature. Walk to the 42-mile Rail Trail, strap your bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventure!

Guest favorite

A welcoming front porch is showcased, featuring a red swing that invites relaxation. Lush greenery surrounds the area, with a decorative potted plant positioned near the entrance. A second outdoor seating arrangement is visible in the background, enhancing the tranquil vibe of the cottage.

Home in Rhinebeck

4.98 out of 5 average rating, 150 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.

Superhost

A tranquil lakeside area features a private dock with lounge chairs and an umbrella, providing a place to relax by the water. Nearby, a wooden deck leads to the charming cottage, surrounded by lush greenery and trees, creating a serene atmosphere.

Cottage in Red Hook

4.9 out of 5 average rating, 205 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you.