
Pet-friendly holiday rentals in Wappinger
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Top-rated pet-friendly home rentals in Wappinger
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Pet-friendly house rentals

4 Bd Paradise Gorgeous Design Close to All!
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!!!

Honeybug Snug near Omega Institute!
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.

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Creekside cottage on 65 acres of land
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

Hudson Valley Hygge House~ comfort in the country!
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!
Woodstock Historic Artist Estate - The Pond House
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.

Historic Hudson River View House
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.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
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

Seclusion and Romance - Pool is open and heated!
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!

Kapitan’s Cottage: Private Retreat with Salt Pool
Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Renovated Forest Oasis with Pool & Fire-pit
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!

Peaceful and Private Boutique Apartment *Pool*
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!

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

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

Modern Upstate Cabin, near Rhinebeck NY
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.

Eco Cottage in the Woods
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

Amenia Main St Cozy Studio
Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

Hudson Valley Boutique Airb&b
It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.

Caroline House Beacon Getaway
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 :)

3000 sq ft Poughkeepsie home with chef's kitchen
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.

Lake Cabin Escape–Fenced Yard+Firepit.Dogs welcome
This place was wonderful. We were only there for a quick stay, and it was rainy, but that was ok because the cabin was so cute and cozy and fun. A bit of time sitting in the chairs out front in the morning with my coffee was exactly the quick weekend rejuvenation I needed. The cabin had everything we needed (and plenty of things we didn't need on this trip, but you might! I could see us playing board games or relaxing out on the back patio on a future trip.) A previous reviewer said this spot is what you expect an Airbnb to be, and that's exactly right. We picked it at first because it was convenient to a few Westchester things we needed to do, but we didn't want to drive home afterwards to CT on a summer Friday night. Spending this little bit of time in the Carmel area was genius because now we can't wait to go back there specifically for a real visit!

Village Center Duplex
Great spot for Vassar College parents. Easy, clean. Couple nice restaurants in walking distance. Overall a great stay in a simple affordable location

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking
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.

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #1
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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- Hunter Mountain
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- Rye Playland Beach
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Ringwood State Park
- Rye Town Beach
- Seaside Beach
- Resorts World Catskills
- Calf Pasture Beach
- Jennings Beach
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Sherwood Island State Park
- Rockland Lake State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery