
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.

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

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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.

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.

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.

Dream getaway apartment in the foot of Gunks Ridge
Beautifully decorated space full of original art located in the foot of Shawangunk Ridge on the side of a large farm field and a forest. Get together with friends at the handmade farm dining table, feel hygge next to a wood-fired place, enjoy nature tranquility, and recharge. We provide ALL you need: clean towels, cooking essentials, complimentary high-end loose tea /coffee, friendly atmosphere, and good local advice. Apartment is a half basement part of a house but has full privacy.

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!

Newly built apartment steps from Mohonk preserve.
Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

Cabin in the heart of the Hudson Valley, Cabin 2
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!

Glenbrook Country Villa
1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.
Popular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

New Paltz Guest Cabin Nestled In The Woods

Honeybug Snug near Omega Institute!

Bear Mountain, Westpoint, & Hikers Retreat

Slate Cabin - Stylish Country Escape x Rhinebeck

Modern Upstate Gem Surrounded by Trees | Hot Tub

The Waterfall House

Luxury Townhouse Near West Point

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Pet-friendly home rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Airy & Private Escape on Mountain Rest Road *Pool*

Light-Filled Upstate Home, Perfect Location

Secluded Woodstock Retreat with Pool and Sauna
Private, pet-friendly home rentals

Unique Barn Loft on Century Old Farm

Tiny cottage on DiR mini farm

Lake Cabin Escape Firepit•Fenced yard•Dogs welcome

Village Center Duplex

Dog Friendly Uptown Apt Near Stockade + Backyard

Lake Side Tiny House

Charming Apartment in the Heart of Cold Spring

Leonardo Lane Cottage
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 AUD | $256 AUD | $247 AUD | $215 AUD | $274 AUD | $271 AUD | $322 AUD | $422 AUD | $302 AUD | $322 AUD | $316 AUD | $316 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 |
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 $86 AUD per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
Destinations to explore
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- Rentals with a fire pit Wappinger
- Family-friendly rentals Wappinger
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- 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
- Fairfield Beach
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Kent Falls State Park
- Mount Peter Ski Area
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Bear Mountain State Park
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- Paterson Great Falls National Historical Park
- Opus 40
- Compo Beach
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve




