
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

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.

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.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

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

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 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!

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.

Cozy retreat, centrally located in Beacon NY
Private studio apartment for single person or couple (3rd guest can sleep on sofa). It is walking distance to Metro-North and Main St. Beacon. Private entrance on the right-side of the house. Queen bed with mini-fridge and microwave (no kitchen, no cleaning fee!). A quiet homebase to explore all the Hudson Valley has to offer. **Winter Advisory ** I will refund 100% if you chose to cancel your reservation due to a forecasted snow event within 24hrs of arrival
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

Cozy cottage with firepit and walking trails

Dutch Touch Woodstock Cottage

The Waterfall House

Hyde Parks Hideaway
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

Kapitan’s Cottage Private Upstate Winter Retreat

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Peaceful and Private Boutique Apartment *Pool*

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Light-Filled Upstate Home, Perfect Location
Private, pet-friendly home rentals

Unique Barn Loft on Century Old Farm

Tiny cottage on DiR mini farm

Dog Friendly Uptown Apt Near Stockade + Backyard

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Charming Apartment in the Heart of Cold Spring

Leonardo Lane Cottage

Swan Cottage with Expansive Hudson River Views

Rondout Rendezvous
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,056 GYD | G$37,220 GYD | G$35,965 GYD | G$31,365 GYD | G$39,938 GYD | G$39,520 GYD | G$46,838 GYD | G$61,475 GYD | G$43,911 GYD | G$46,838 GYD | G$46,002 GYD | G$46,002 GYD |
| 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 G$12,546 GYD per night before taxes and fees

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

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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!
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- Hunter Mountain
- Mountain Creek Resort
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- Fairfield Beach
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
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- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Hunter Mountain Resort
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- Brotherhood, America's Oldest Winery
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- Opus 40
- Compo Beach
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- Mohonk Preserve




