Pet-friendly holiday rentals in Dutchess County

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Top-rated pet-friendly home rentals in Dutchess County

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Guest favourite

Cottage in Clinton Corners

4.94 out of 5 average rating, 162 reviews

brand new (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.

29 Sep – 6 Oct

$275 SGD per night

Guest favourite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

29 Dec – 5 Jan

$1,087 SGD per night

Guest favourite

Guest house in Kingston

4.93 out of 5 average rating, 138 reviews

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

22–29 Jan

$173 SGD per night

Superhost

Farm stay in Red Hook

4.78 out of 5 average rating, 259 reviews

Farmland Tranquility at The Greig Farm Schoolhouse

Welcome to Greig Farm, a family-run farm since 1942! The Schoolhouse is part of the farm's west homestead, where it sits between our south barn, a plant nursery, and a beautiful pond filled with hundreds of koi fish. We're an active fruit and vegetable farm, open to the public all year long. In the warm months (May-Oct), come pick-your-own fruit and vegetables. Our farm market has a full breakfast/lunch menu and tons of local produce, meat, and other groceries if you'd prefer to cook!

16–23 Oct

$178 SGD per night

Guest favourite

Guest house in Stanfordville

4.92 out of 5 average rating, 164 reviews

Eco Cottage in the Woods

The cottage is light and airy, surrounded by forest. You may see birds and deer from the bedroom or living room. The queen bed is divided from the living room by a bookcase wall. There is a sofa bed in the living room which faces a patio overlooking the woods. We have a 16x36 unheated gunite pool, professionally maintained. The cottage works well for a couple or a couple with children. 2 night minimum required. Pets welcome. Pet owners passing through may stay 1 night.

24–31 Jan

$185 SGD per night

Guest favourite

Cabin in Rhinebeck

4.91 out of 5 average rating, 298 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

27 Oct – 3 Nov

$232 SGD per night

Superhost

Cottage in North East

4.86 out of 5 average rating, 130 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 bunnies , dairy and beef cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. Get away from the stress: no Six O’clock news, no Wi-Fi, no beeping microwave. Strap the bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventures.

23–30 Mar

$195 SGD per night

Guest favourite

Cottage in Red Hook

4.98 out of 5 average rating, 599 reviews

bright serene + spacious barn

a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful notch of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking • we look forward to having you here, at gallatin farmstead!

6–13 Nov

$480 SGD per night

Guest favourite

Cottage in Pine Plains

4.98 out of 5 average rating, 120 reviews

Pine Plains Cottage

Located just 2 hours north of NYC, our country cottage in bucolic Pine Plains is newly renovated and furnished in a modern yet cozy style, welcoming you to a relaxing retreat! It is located in the heart of Pine Plains, a short walk to the town center. Perfect for 2-4 people. We currently have a 2 night min. stay and 3 night min. for holiday weekends. Contact us directly for week/month/shorter stays and to inquire if we can accommodate your pet or a shorter stay!

10–17 Sep

$172 SGD per night

Guest favourite

Cottage in Rhinebeck

4.87 out of 5 average rating, 147 reviews

Secluded peaceful loft in barn by woods

La Barn Bleue sits on top of a hill by a forest, in a secluded and peaceful property. The main house, where we live is 150 feet down the hill. The apartment sleeps up to 4 people. The bedroom/lounge loft has one king bed and 2 twin beds. Ideal for families and kids above 5 years old. Because we used a rope railing, we cannot host kids under 5 years old for security reasons. We offer Wifi, AC/heat split unit, outdoor Picnic table, bbq, petanque court and pool!

26 Dec – 2 Jan

$216 SGD per night

Superhost

Flat in Salt Point

4.82 out of 5 average rating, 136 reviews

Arcady - Modern, 1br cottage

Renovated 600 sq ft 1br/1ba cottage! Welcome to Arcady - an ideal rustic paradise. Our recently renovated barn cottage situated on 6 acres of land with private creek and within easy drive of 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.

16–23 Jul

$185 SGD per night

Guest favourite

Home in Millerton

4.96 out of 5 average rating, 116 reviews

Vacation Home In Millerton

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.

14–21 Mar

$258 SGD per night