
Pet-friendly vacation rentals in Wappinger
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Wappinger

Total vacation rentals
Explore 30 vacation rentals in Wappinger

Nightly prices starting at
Wappinger vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wappinger vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wappinger rentals

4.9 Average rating
Wappinger stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Wappinger
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Historic 1 BR Family Home Near Buttermilk Falls
This historic upstate New York family home was lovingly restored by 4th generation owners. Once a 1790 Stagecoach Stop, this 1 BR home is now the perfect stay for guests visiting Buttermilk Falls Resort & Spa, coming for a wedding in the Hudson Valley, or exploring local agritourism. Enjoy our large kitchen and sitting area, 180-degree sunroom, and newly-renovated bathroom. Our home is a duplex that sits on 5 wooded acres, and the other side of the home is also available for rent on AirBnB.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Cabin in the heart of the Hudson Valley, Cabin 3
Our little cabin is perfect for one or two guests for short stays while visiting local family, touring the areas wineries or nature trails, or for a clean, quiet over night stop while traveling long distances. Explore the Shawangunk Wine Trail, hike Minnewaska, sip cider at Angry Orchard, visit The Walkway Over the Hudson, or sample and shop the areas diverse farm stands and breweries. There is so much to see and do in the Hudson Valley and our cabin is close to it all!

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
Welcome to your pet-friendly Beacon retreat! This spacious 3-bedroom, 1.5-bath townhouse is just one block from Main Street, placing you steps away from Beacon’s best coffee shops, restaurants, boutiques, and galleries. Enjoy a short walk to the Roundhouse, Hudson Valley Brewery, and other local favorites. The train station and Dia:Beacon museum are just a 6-minute drive, and the Loop Bus stop is only 2 blocks away for easy local transit.

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Welcome to Hudson Valley Hideaway — a Modern stylish family friendly home in Beacon, NY, just 1.5 miles from downtown and the train. Bright, stylish home with 4 bedrooms, w/ 1 King bedroom, 2 queens and a Twin XL, stocked kitchen, and cozy living spaces. Enjoy a private fenced backyard retreat with pool, hot tub, fire pit, and grill. Perfect for relaxing or exploring the Hudson Valley, with easy access to Route 84 and local attractions.
Popular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

Hudson Valley Mountaintop Riverview

Eclectic one-bedroom house

Entire Home, Private Indoor Pool

Hudson Valley Boutique Airb&b

Luxury Lake House Sauna 1h From NYC

Hudson Valley Hygge House~ comfort in the country!

3Br Hilltop Ranch on 130acre farm w/ falls & creek

Beacon Creek House
Pet-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Huge eclectic space w/ private pool. 1.5hr to city

midcentury mod * POOL * walk out trail R2R/Mohonk

Mountain View Retreat w/ Hot Tub, Theater, and Gym

New Paltz dog friendly retreat w/ salt water pool
Woodstock Historic Artist Estate - The Pond House

The Cottage by the Lake: Hudson Valley Indulgence

Peaceful Light-Filled Guesthouse salt pool/sauna
Private, pet-friendly home rentals

Lakefront Cottage near Hudson Valley

Dave's Milk Barn

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Lake Side Tiny House

Black A-Frame: Catskills Cabin

Cozy retreat, centrally located in Beacon NY

Beacon Modern victorian+garden—steps to mainstreet

Secluded Lakefront Chalet•Firepit•Yard Dogfriendly
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 632 | ﺩ.ﺇ 661 | ﺩ.ﺇ 569 | ﺩ.ﺇ 624 | ﺩ.ﺇ 613 | ﺩ.ﺇ 826 | ﺩ.ﺇ 823 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 771 | ﺩ.ﺇ 599 | ﺩ.ﺇ 573 | ﺩ.ﺇ 577 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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- Harriman State Park





