
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.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Mountain View Escape
Luxurious, private one-bedroom cottage with stunning views of the Mohonk Mountains and all the comforts and amenities of a boutique hotel. Lovingly restored with attention to every detail, this cozy cottage is peaceful, quiet, and inspiring. Perfect for a romantic getaway or work retreat. Minutes from New Paltz, fine dining, hiking, farmer's market. Explore the local scenery, or stay in and watch the sunset from the porch or the fire pit. Or simply relax in the luxurious king size bed.

3Br Hilltop Ranch on 130acre farm w/ falls & creek
Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

Mountain Views for Miles
This brick ranch from the 1950s offers unequaled panoramic views of the Shawangunk Mountains and a front-row seat to Mohonk's Skytop Tower. Dressel Farms borders this property and offers direct access to the Wallkill Valley Rail Trail. The open-concept design is perfect for entertaining. Enjoy the fully stocked kitchen, charming farmhouse dining table, wood fireplace, outdoor fire pit, grill, hammock, and outdoor shower. We go above and beyond to ensure our guests enjoy their visit.

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!

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!

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Welcome to Hudson Valley Hideaway — a stylish, family-friendly 4BR/2BA home tucked in the corner of Beacon just 1.5 miles from downtown & the Hudson River. Enjoy a chic living room w/ 85” TV, stocked kitchen, dining room, 1Gb WiFi, workspace & A/C. Sleep soundly in 1 King, 2 Queens & 1 Twin XL. Outside, unwind in the fenced oasis w/ pool, slide, hot tub, grill & fire pit. Modern comfort meets cozy Hudson Valley charm. SPECIAL: 20% OFF all winter stays!

Charming Home in Peekskill NY
Enjoy this stylish home located less than a 10 minute drive from many walking/biking trails and tons of restaurants and local entertainment. It is also a 2 minute drive from the NY Presbyterian Hudson Valley Hospital perfect for Traveling Nurses and other short-term healthcare professionals. The neighborhood is quiet and situated at the end of a cul-de-sac, so there is no through traffic, suitable for walking your dog.
Popular amenities for Wappinger pet-friendly home rentals
Pet-friendly house rentals

New Paltz Guest Cabin Nestled In The Woods

Creekside cottage on 65 acres of land

Balmville Mid-Century Gem & Work From Home Retreat

Architect's Hudson Valley Home in the Woods

The Waterfall House

Contemporary Hudson Valley home

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Comfortable home away from home- near everything
Pet-friendly home rentals with a pool

E and T Getaway LLC

Peaceful and Private Boutique Apartment *Pool*

BoHo Scandi Farm Retreat, Fire, Pool, Dog Paradise

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome

New Paltz dog friendly retreat w/salt water POOL
Private, pet-friendly home rentals

Private Lake House 1 Hour to NYC & Near Westpoint

Pet Friendly 3BR by Roundhouse

Glenbrook Country Villa

3000 sq ft Poughkeepsie home with chef's kitchen

Village Center Duplex

Cozy Catskills Cabin

The Little Lake Cabin w/ hot tub, kayaks & firepit

Beacon Modern victorian+garden—steps to mainstreet
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $233 SGD | $228 SGD | $220 SGD | $192 SGD | $244 SGD | $242 SGD | $286 SGD | $376 SGD | $268 SGD | $208 SGD | $199 SGD | $201 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 $77 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 fireplace Wappinger
- Rentals with a washing machine and dryer Wappinger
- Rentals with a patio Wappinger
- Rentals with outdoor seating Wappinger
- House rentals Wappinger
- Family-friendly rentals Wappinger
- Fitness-friendly rentals Wappinger
- Rentals with a firepit 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
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Hunter Mountain Resort
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Wawayanda State Park
- Sherwood Island State Park
- Compo Beach
- Paterson Great Falls National Historical Park
- Opus 40
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Mountain Creek Water Park




