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Pet-friendly holiday rentals in Wappinger

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wappinger pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in New Windsor
4.98 out of 5 average rating, 102 reviews

4 Bd Paradise Gorgeous Design Close to All!

MarciaRating, 5 stars3 weeks ago
We had an amazing stay. Everything was as pictured and the space was just what we needed for our family. Spiro also went the extra mile in making the house ready for our daughter’s graduation. Communication was easy and very responsive. Thanks for everything!!!
Guest favourite
Home in Rhinebeck
4.96 out of 5 average rating, 171 reviews

Honeybug Snug near Omega Institute!

ChristinaRating, 5 stars1 week ago
we stayed at Garrett's while attending a retreat at Omega. it's a beautiful little home on a gorgeous property. very comfortable and clean, it is a very charming space.
Top Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars2 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Top Guest favourite
Home in Spring Glen
4.98 out of 5 average rating, 185 reviews

Creekside cottage on 65 acres

SavaRating, 5 stars2 weeks ago
The place was super serene and peaceful—perfect for a relaxing getaway. The house was incredibly well maintained, clean, and cozy. Highly recommend to anyone looking for a comfortable and quiet retreat
Top Guest favourite
Home in Kingston
4.94 out of 5 average rating, 308 reviews

Hudson Valley Hygge House~ comfort in the country!

HallieRating, 5 stars2 months ago
My boyfriend and I were looking for a relaxing weekend escape from NYC and couldn’t have picked a better spot. We came to explore Kingston but loved the house so much that we were just as happy staying in, playing games, and soaking in the cozy vibes. The home is beautiful and thoughtfully appointed — I can only imagine how magical it must be in the summer with the porch, or in the fall with the foliage. Even in late winter, it was idyllic. The location is perfect — just about 10 minutes from Kingston, so it’s super easy to pop into town while still feeling tucked away. We’d absolutely stay here again!
Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 338 reviews

Woodstock Historic Artist Estate - The Pond House

CodyRating, 5 stars1 month ago
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.
Guest favourite
Home in Hyde Park
4.93 out of 5 average rating, 138 reviews

Historic Hudson River View House

MarkRating, 5 stars2 weeks ago
Eve’s place is great! It is warm and welcoming with lots of charm. It fit the three of us (my wife, me, and our son) comfortably. It is a 15-20 minute drive to Vassar College, 10 to Marist or the Culinary Institute, and 20 to Bard College. It is right on the Hudson River in a quiet neighborhood. Communication was easy and helpful. I recommend Eve’s place highly.
Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 281 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

AvisRating, 5 stars1 week ago
we had a lovely time at Seth’s cottage by the river. Everything was very well appointed and comfortable. I think the beds were the best I’ve had an Airbnb. There was easy access to new Paltz and kingston. I have no hesitation in recommending Seth’s place.

Pet-friendly home rentals with a pool

Guest favourite
Cottage in Pine Bush
4.89 out of 5 average rating, 268 reviews

Seclusion and Romance - Pool is open and heated!

OwenRating, 5 stars2 weeks ago
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 376 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

LydiaRating, 5 stars2 weeks ago
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.
Guest favourite
Apartment in Suffern
4.94 out of 5 average rating, 131 reviews

Renovated Forest Oasis with Pool & Fire-pit

NicoleRating, 5 stars3 weeks ago
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!
Top Guest favourite
Apartment in New Paltz
4.93 out of 5 average rating, 331 reviews

Peaceful and Private Boutique Apartment *Pool*

SylviaRating, 5 stars2 weeks ago
This was the absolute best choice ever! I am coming back and staying for an entire week this summer to explore further some great places we found and to enjoy this adorable apartment! The beds were the most comfortable I've ever experienced in an Airbnb and I've stayed at many. I slept soundlessly, which is rare for me! The snacks and attention to detail was great. The apartment was so comfortable! I felt right at home. It was easy to make excellent meals in the well equipped kitchen - we had everything we needed and the pots, pans and knives are all brand new, again much better than other Airbnbs I've visited. Sitting on the cafe chairs looking out at the beautiful backyard and woods was so incredibly peaceful and serene. We saw deer grazing and soaked in the sweet and natural landscape while we ate breakfast and coffee. What a fantastic stay! I didn't want to leave. Our time here was way too short. I definitely will be back! Don't overthink it, just book it!
Guest favourite
Guest suite in Holmes
4.97 out of 5 average rating, 195 reviews

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!

PatriciaRating, 5 stars3 weeks ago
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.
Superhost
Cabin in Kerhonkson
4.95 out of 5 average rating, 148 reviews

Pool - Hot Tub - Game Room - Mini Golf - Country

IvanRating, 5 stars2 weeks ago
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!
Top Guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 353 reviews

Modern Upstate Cabin, near Rhinebeck NY

JenniferRating, 5 stars1 week ago
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.
Guest favourite
Guesthouse in Stanfordville
4.93 out of 5 average rating, 181 reviews

Eco Cottage in the Woods

KymRating, 5 stars1 week ago
The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!

Private, pet-friendly home rentals

Guest favourite
Apartment in Amenia
4.92 out of 5 average rating, 105 reviews

Amenia Main St Cozy Studio

AvocetRating, 5 stars4 weeks ago
Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.
Guest favourite
Home in Highland
4.89 out of 5 average rating, 47 reviews

Hudson Valley Boutique Airb&b

DaniRating, 5 stars1 day ago
It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.
Top Guest favourite
Home in Wappingers Falls
4.97 out of 5 average rating, 33 reviews

Caroline House Beacon Getaway

Khadi AzulRating, 5 stars3 weeks ago
We had a wonderful time for my graduation weekend. Jessica’s home is even prettier in person! Super clean, well appointed, and easy to access by car, I truly enjoyed my stay. Jessica is a wonderful host and will be back :)
Guest favourite
Home in Poughkeepsie
4.93 out of 5 average rating, 42 reviews

3000 sq ft Poughkeepsie home with chef's kitchen

MichaelRating, 5 stars1 week ago
Bruce was a superlative host. Communicative and flexible, and we were greeted with a thoughtful (and abundant) welcome basket. The house clearly has been updated recently and is maintained immaculately yet comfortably. It did feel like there were a lot of rules -- but having spoken with Bruce, they were eminently understandable; I only mention it because if you're someone who's not good with following directions and/or honoring rules, it might not be the most favorable conditions for a good guest-host outcome, but IMHO that would be the guest's loss. We felt it was good value. Really nice front porch conducive to lounging. Details attended to well also, such as large, absorbent bath towels. Wish all hosts had their acts together like Bruce and a comportment like him.
Superhost
Cottage in Carmel Hamlet
4.83 out of 5 average rating, 159 reviews

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome

DavidRating, 5 stars2 weeks ago
Wylda's cabin is just perfect—a cozy space right by the water, set on a quiet little street among the trees. I stayed here with a colleague for a work event, and the place was perfect. I highly suggest staying here! We were here during the spring, and the surrounding forest was beautiful; I imagine this place would be extra special during the winter. Wylda is a great host: excellent communication, and lots of suggestions. 10/10!
Guest favourite
Apartment in Wappingers Falls
4.84 out of 5 average rating, 55 reviews

Village Center Duplex

MartinRating, 5 stars2 weeks ago
Great spot for Vassar College parents. Easy, clean. Couple nice restaurants in walking distance. Overall a great stay in a simple affordable location
Superhost
Apartment in Newburgh
4.77 out of 5 average rating, 79 reviews

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking

VirginiaRating, 5 starstoday
We loved staying in Newburgh with Marin! Especially liked the unlock by phone feature, the clean and bright space, and its proximity to local eats/drinks. We also made good use of the projector. Looking forward to a second stay in the future.
Guest favourite
Apartment in Poughkeepsie
4.92 out of 5 average rating, 182 reviews

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #1

RodmanRating, 5 stars1 month ago
Delightful and accommodating host. Perfect getaway apartment with a nice little park across the street. Plenty of restaurants nearby. Less than 10 mins from Walkway Over the Hudson scenic destination. Ideal location for nature enthusiasts and tourists looking to explore the sights. Tania is a wonderful and friendly hostess! Highly recommended.

Quick stats about holiday rentals that are pet-friendly in Wappinger

  • Total rentals

    30 properties

  • Nightly prices starting at

    $66 NZD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

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