
Pet-friendly vacation rentals in Wappinger
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Wappinger
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Stylish Private Studio 1 block from Main St Beacon
Stylish, private garden level bedroom & bath w/ self check-in private entrance. Art/antiques/vintage bar-cart/mini-fridge/ microwave/43in 4KTV w Netflix/ black-out curtains/outdoor seating area. 1 block from Main St, 3 min free shuttle/20 min walk from Metro-North station. Close to DIABeacon & hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact me before booking. -To add pet,click "guests" dropdown, scroll to bottom&select "pet" to pay fee. $45 xtra for 2nd pet

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly
Just over an hour from NYC, this secluded, dog-friendly lakefront chalet offers 200’ of private shoreline, fenced yard and sunroom with stunning lake views. Thoughtfully decorated with treasures from my travels, it blends quiet luxury and modern comfort. Cozy up by the fireplace, enjoy a vinyl or a movie, take in Autumn colors, spot local wildlife, hike nearby trails, unwind by the fire pit and rest in the king size bed. Romantic, peaceful, beautifully secluded – your perfect fall escape awaits.

Beacon Creek House
Welcome to our serene oasis in Beacon, NY. If Gilmore Girls and Schitt’s Creek had a baby, it would be Beacon. Nestled beside a tranquil creek, our home features 2 cozy bedrooms, a stylish bathroom, and an open living space with a daybed. Designed with wabi-sabi aesthetics and eco-friendly materials. Just steps from Main Street and less than a 5 min drive from the train station, with scenic trails, shops and restaurants nearby. Book your stay and experience our artfully designed home and city!

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.

Eclectic one-bedroom house
This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

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.

Grant - A Tranquil One Bedroom Steps from River
The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this sun-drenched unit features 11 foot ceilings, oversized windows, and murals by artist Megan Galante. High end furnishings throughout provide a relaxing stay or a peaceful work-from-home environment. Ferry to Beacon within walking distance. Amenities include a large backyard/porch, Fios 300Mbps WiFi, LG washer/dryer, dishwasher & more.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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!

Lake Side Tiny House
Reconnect with nature at this unforgettable escape. Sitting on a beautiful 5 acre property, tucked back in the woods along a beautiful lake. Come stay and unwind. Plenty to explore and just be. Lake access for swimming or with paddle board, canoe, or kayak. Just ask and can be assisted with. The whole property has been curated to be a playground. Full bathroom inside unit. Brand new Mini Split heat and AC unit. Works amazing Has most kitchen amenities besides an oven. Enjoy

3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi
The whole group will enjoy easy access to everything from this centrally located home. Ample space inside and out for creativity, relaxing and enjoying! Located in a quiet, residential, family-oriented neighborhood. This retreat is less than 1 mile from Marist College, and the Walkway Over the Hudson. A ten-minute drive to The Culinary, Vassar College and all FDR historic sites/attractions. Also, enjoy 125 cable and Roku tv Channels. Make this home your home away from home!

Cabin in the Heart of the Hudson Valley, Cabin 1
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!
Popular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

4 Bd Paradise Gorgeous Design Close to All!

Honeybug Snug near Omega Institute!

Modern Woodland Retreat, Hudson Valley & Catskills

Entire Home (private pool), Event Friendly
Woodstock Historic Artist Estate - The Pond House

Hilltop Hideaway Forest Villa on 13 acres!

Architect's Hudson Valley Home in the Woods

Victorian Haven
Pet-friendly home rentals with a pool

Private Hudson Valley Country Retreat

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Kapitan’s Cottage Private Upstate Catskill Retreat

Peaceful and Private Boutique Apartment *Pool*

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY
Private, pet-friendly home rentals

Little cabin under the ridge

Caroline House Beacon Getaway

Village Center Duplex

Peaceful Cottage-in Private 5-acre field

Private, spacious apartment

Stunning 2-Bedoom A-Frame in the Woods with Sauna

Private space, with yard

Lakefront Cottage near Hudson Valley
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 CAD | $250 CAD | $241 CAD | $211 CAD | $268 CAD | $265 CAD | $314 CAD | $413 CAD | $295 CAD | $314 CAD | $309 CAD | $309 CAD |
| 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 |
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 $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Wappinger vacation rentals include wifi access

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

4.8 Average rating
Wappinger stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with outdoor seating Wappinger
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- Rentals with a firepit Wappinger
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- Pet-friendly rentals Dutchess County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Fairfield Beach
- Rye Beach
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Rye Playland Beach
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Jennings Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Ringwood State Park
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Sherwood Island State Park
- Glen Island Beach
- Rye Town Beach
- Rockland Lake State Park
- Wawayanda State Park
- Taconic State Park




