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

Total holiday rentals
Explore 30 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at $98 AUD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wappinger holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
4.99 out of 5 average rating, 159 reviews
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.
4.84 out of 5 average rating, 138 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 reviews
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.
4.94 out of 5 average rating, 302 reviews
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!
4.89 out of 5 average rating, 279 reviews
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!
4.96 out of 5 average rating, 363 reviews
Balmville Mid-Century Gem & Work From Home Retreat
Gather with friends and family or enjoy a work from home getaway in this mid century gem, located in the lovely hamlet of Balmville. This section of the Hudson River Valley is known for its well-maintained historic homes, river views, and vibrant culture. Enjoy dinner and cocktails in the city of Newburgh just 1.5 miles away, or cross the bridge to Beacon (just 5 miles away) and enjoy all Main Street has to offer. Hike Mount Beacon, Breakneck Ridge, and more.
4.99 out of 5 average rating, 210 reviews
Hudson Valley Studio in the Village of Fishkill NY
This spacious studio is in a quiet cul-de-sac and under a half mile walk from the Village of historic Fishkill, NY. Also, only a 10 minute drive to Beacon, NY! It is a private dwelling that includes a full kitchen, 1 new Queen bed, 1 new pull out bed, and a separate room for laundry. Plenty of drawers and closet place caters to up to 4 guests for whichever Hudson Valley activity you're in town for. Come enjoy the atmosphere of this Hudson Valley studio!
4.91 out of 5 average rating, 145 reviews
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)
4.95 out of 5 average rating, 402 reviews
Hilltop Hideaway Forest Villa on 13 acres!
Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.
4.95 out of 5 average rating, 369 reviews
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.
4.96 out of 5 average rating, 389 reviews
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.
4.92 out of 5 average rating, 181 reviewsPopular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

Modern Upstate Gem Surrounded by Trees and Hot Tub
4.88 out of 5 average rating, 152 reviews
Beacon Creek House
4.99 out of 5 average rating, 167 reviews
Hudson Valley Hygge House~ comfort in the country!
4.95 out of 5 average rating, 374 reviews
4 Bd Paradise Gorgeous Design Close to All!
4.96 out of 5 average rating, 152 reviews
Historic 4BR Family Home Near Buttermilk Falls
4.75 out of 5 average rating, 237 reviews
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 116 reviews
3Br Hilltop Ranch on 130acre farm w/ falls & creek
4.95 out of 5 average rating, 306 reviews
Cozy Riverfront Victorian in the Hudson Valley
4.93 out of 5 average rating, 193 reviewsPet-friendly home rentals with a pool

Huge eclectic space w/fireplace. 1.5hr to city
4.97 out of 5 average rating, 225 reviews
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
4.95 out of 5 average rating, 137 reviews
midcentury mod hot tub*walk out trail R2R/Mohonk
4.98 out of 5 average rating, 549 reviews
Lake Views | Pool + Hot Tub | 1hr NYC | Ski Access
4.92 out of 5 average rating, 118 reviews
Charming Historic Cottage in the Redwoods
4.98 out of 5 average rating, 103 reviews
Luxe modern A Frame, Hot tub and new heated pool
4.97 out of 5 average rating, 120 reviews
Airy & Private Escape on Mountain Rest Road *Pool*
4.95 out of 5 average rating, 456 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviewsPrivate, pet-friendly home rentals

The Cove Cabin
4.96 out of 5 average rating, 463 reviews
Top Side
5.0 out of 5 average rating, 149 reviews
The Treehouse Lovenest
4.84 out of 5 average rating, 521 reviews
Get Away to "Hygge" Tiny House on 75 Private Acres
4.99 out of 5 average rating, 382 reviews
Beacon Modern victorian+garden—steps to mainstreet
4.98 out of 5 average rating, 232 reviews
Mountain View Retreat
4.9 out of 5 average rating, 518 reviews
Stunning 2-Bedroom A-Frame in the Woods with Sauna
4.98 out of 5 average rating, 298 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 132 reviewsWhen is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 AUD | $253 AUD | $218 AUD | $239 AUD | $234 AUD | $316 AUD | $315 AUD | $413 AUD | $295 AUD | $229 AUD | $219 AUD | $220 AUD |
| 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 |
Destinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Compo Beach
- Mohawk Mountain Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery





