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

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

Modern Upstate Gem Surrounded by Trees | Hot Tub
Sahir’s place is exactly as described and matches the photos perfectly. Even though it rained during our stay, we still had a fun and relaxing weekend — including our 5-month-old baby and our dog! Everything was super clean, and I loved that it wasn’t too far from NYC or North Jersey.

Balmville Mid-Century Gem & Work From Home Retreat
Even better than the pictures! This was one of our favorite Airbnb experiences, super cute and eclectic house. We loved the style, the bathrooms made me want to renovate my own, and the beds were too comfortable if that’s possible lol. Perfect for vacation. The house was centrally located to the airport and the Bible museums and printery we booked to tour. Overall, we had just a lovely stay and cannot wait to go back!

Mt hikes, city strolls river walks
We had a very short stay, only one night. But it was exactly what we needed and a fabulous location with access to Beacon!
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.

The Yuzu: stunning mountain retreat with hot tub!
We were extremely pleased with Shinto and his house. The house and the surrounding area were more beautiful than the pictures could capture. Shinto was a very accommodating and I couldn’t ask for a better host. Will definitely be returning asap!

Architect's Hudson Valley Home in the Woods
We really enjoyed our stay at Olga’s! The design throughout the space is beautiful, and staying on the second floor feels like floating among the trees. It’s also wonderfully private, with great food spots nearby that make the location super convenient.

Mountain View Chalet: Hot Tub, Firepit, Games
What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.
Pet-friendly home rentals with a pool

E and T Getaway LLC
I would highly recommend this place, Tracy was very helpful. She gave us clear instructions. She had the place prepared for us. She even customized for us a card and guiding us to where everything is, the place was very clean, very well taken care of, and a lot of thoughts went into designing this place with all the amenities and comfortabilities

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
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.

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!

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!

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!

Modern Upstate Cabin, near Rhinebeck NY
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.
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.

Cozy Cabin - pet friendly + near hiking
My wife and I stayed here for our anniversary, we thoroughly enjoyed our time! The whole space was just extremely cozy and in a pristine setting with the beautiful landscape around. The climate control was extremely easy to use especially since we stayed during a colder period. Overall a fantastic stay! The bathroom is a little small, but not really an issue!

Element House - Off Grid Hideout
We stayed during a rainy and cold weekend in May. We were worried due to weather, but it turned out better than we've imagined. Snoozing through sounds of rain.. warm cup of coffee, birds chirping, smell of wet grass! we had a very restful experience. Whatever you think you might need- is there, from phone chargers to umbrellas. Bedding is comfy and very clean. Space heater does a great job keeping the entire unit warm. Can't forget to mention a tasty breakfast!

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.

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

Lux OffGrid Oasis - A frame Farm + River + Animals
Absolutely beautiful stay! Looks just like the pictures if not better! Gentlemen down the street was so nice and helped us come make a fire when we couldn’t get one started. Couldn’t recommend this place enough if ur looking for a cozy stay! Courtney was great to communicate with also and left a cute hand written note for us upon arrival. We will be back!

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
This place the atmosphere the surroundings it was all so lovely and needed, the price paid off. I loved the views the water and the shower outside. The bed was so comfortable very clean the place overall was very comfy I felt so comfortable. I recommend this place for a stay if you love to be away from people and need calmness. Everything was on spot from the house, the area outside to everything included. Thankyou so much for this, 10/10

Nestled in Nature
Amazing. Came for a staycation in peaceful environment, we got exactly what we came for. The host was very responsive and communicative.
Quick stats about holiday rentals that are pet-friendly in Wappinger
Total rentals
30 properties
Nightly prices starting at
₹3,443 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
Wifi availability
30 properties include access to wifi
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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