
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.

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.

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.

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.

The 1772 Lefevre Stonehouse Suite
Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the free ranging chickens as you gaze at the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees.

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.
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!

New Paltz Guest Cabin Nestled In The Woods

Bear Mountain, Westpoint, & Hikers Retreat

Slate Cabin - Stylish Country Escape x Rhinebeck

Modern Upstate Gem Surrounded by Trees | Hot Tub

Beacon Creek House

Luxury Townhouse Near West Point
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

Peaceful and Private Boutique Apartment *Pool*

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Light-Filled Upstate Home, Perfect Location

Modern Upstate Cabin, near Rhinebeck NY
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

Private, spacious apartment

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 | $231 SGD | $226 SGD | $219 SGD | $191 SGD | $243 SGD | $240 SGD | $285 SGD | $374 SGD | $267 SGD | $285 SGD | $280 SGD | $280 SGD |
| 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 $76 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Wappinger holiday rentals include wifi 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 a firepit Wappinger
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- Family-friendly rentals Wappinger
- Rentals with a washing machine and dryer Wappinger
- Rentals with a patio Wappinger
- Rentals with a fireplace Wappinger
- Pet-friendly rentals Dutchess County
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- Pet-friendly rentals United States
- 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
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- Opus 40
- Compo Beach
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- Mohonk Preserve




