
Pet-friendly holiday 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.

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

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.

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.

Lake Side Tiny House
Reconnect with nature at this unforgettable escape. Sitting on the back side of beautiful 5 acre property, tucked in the woods along a beautiful lake. The Hosts home in on the property 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 magical oasis. Full bathroom inside Brand new Mini Split heat and AC unit. Has most kitchen amenities

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!

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

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!

Stunning 2-Bedoom A-Frame in the Woods with Sauna
Secluded Catskills A-frame with mountain views. Restore in the cedar barrel sauna, watch sunsets from the wrap-around deck, or curl up by the fire pit. Inside: lofty king suite, cozy queen, chef’s kitchen and dining, spacious lounge and soaking tub. Your elevated cabin escape awaits!
Popular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

Cozy farmhouse & stunning views on 135 acres

New Paltz Guest Cabin Nestled In The Woods

Mt hikes, city strolls river walks

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

ENTER HOME - Minimalistic style warm & inviting

3 Bedrooms close to Rhinebeck NY

Contemporary Hudson Valley home
Pet-friendly home rentals with a pool

midcentury mod * POOL * walk out trail 2 mohonk

E and T Getaway LLC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Sweet Fern Cottage With Saltwater Pool

Kapitans Cottage Heated Salt POOL Upstate Kingston

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Pool open 5/22! Huge eclectic space. 1.5hr to city

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

Remote Waterfall Cabin at Swiftwater Acres

Stylish Private Studio 1 block from Main St Beacon

Dreamy Catskills mountain getaway w/ yoga studio

Tiny cottage on DiR mini farm

The Waterfall Casita: A-frame with 30ft Waterfall

Black A-Frame: Catskills Cabin

Patchin Mills Quaint Country Cottage

Hot tub with stunning views, 5 min to Woodstock
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $291 NZD | $305 NZD | $263 NZD | $254 NZD | $324 NZD | $320 NZD | $380 NZD | $498 NZD | $356 NZD | $276 NZD | $264 NZD | $266 NZD |
| 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 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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 1,890 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Wappinger holiday 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!
Destinations to explore
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- Rentals with outdoor seating Wappinger
- Rentals with a fireplace Wappinger
- Rentals with a washing machine and dryer Wappinger
- House rentals Wappinger
- Family-friendly rentals Wappinger
- Rentals with a fire pit Wappinger
- Rentals with a patio Wappinger
- Fitness-friendly rentals Wappinger
- Pet-friendly rentals Dutchess County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Fairfield Beach
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Kent Falls State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Campgaw Mountain Ski Area
- Wawayanda State Park
- Compo Beach
- Storm King Art Center
- Sherwood Island State Park
- Paterson Great Falls National Historical Park
- Opus 40
- Walkway Over the Hudson State Historic Park





