
Holiday rentals in Wappinger
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Wappinger
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

*FREE Wine Bottle-Romantic Hudson River Views
*FREE Bottle of wine during February* Cozy suite with fireplace and private deck views of the majestic Hudson River nestled in a quiet safe residential well-maintained neighborhood away from the city of Newburgh close to the Newburgh-Beacon bridge and the prestigious Powelton Country Club. This suite has a full kitchenette and a separate living space with couch, smart TV, queen bed and table. Private deck accessible by sliding glass door where you can enjoy sunrises and soak in peaceful views.

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.

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

Secluded Hilltop Cabin near Beacon & Cold Spring
3 private acres atop small mountain. Feels like you're way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

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.

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Spacious & Private Hudson Valley Getaway
Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

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.

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!

Ela - a 1 Bed Escape, Washer/Dryer in Unit
Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.
Popular amenities for Wappinger holiday rentals
Stay near Wappinger's top sights
Other great holiday rentals in Wappinger

Hillside Views in Hudson Valley

Beacon Hills Retreat Apartment

Old Mill Cottage - Upstate Mountain Views

Glenbrook Country Villa

Cozy retreat, centrally located in Beacon NY

Cabin in the heart of the Hudson Valley, Cabin 3

Woodland Neighborhood Retreat

Studio under the Walkway over the Hudson
When is the best time to visit Wappinger?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 149 | € 128 | € 126 | € 127 | € 128 | € 132 | € 151 | € 145 | € 132 | € 140 | € 127 | € 127 |
| 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 |
Frequently Asked Questions
Are there Wappinger vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wappinger, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Wappinger?
Experience the best of Wappinger with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Wappinger have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Wappinger?
Yes! Work meets play with ease at over 50 vacation rentals in Wappinger featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Wappinger?
Make yourself at home in Wappinger by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in Fishkill Plains, over 350 vacation rentals in New Hamburg, and over 30 vacation rentals in Wappingers Falls.
Do bed and breakfast rentals in Wappinger have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wappinger have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Wappinger?
Wappinger has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Wappinger?
Four-legged friends are welcome in Wappinger. Choose from more than 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Wappinger have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Wappinger. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Wappinger

Total holiday rentals
Explore 90 holiday rentals in Wappinger

Nightly prices starting at
Wappinger holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 4,540 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Wappinger holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wappinger rentals

4.8 Average rating
Wappinger stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with a patio Wappinger
- Rentals with a fireplace Wappinger
- Rentals with a firepit Wappinger
- Family-friendly rentals Wappinger
- Rentals with outdoor seating Wappinger
- Fitness-friendly rentals Wappinger
- House rentals Wappinger
- Pet-friendly rentals Wappinger
- Rentals with a washing machine and dryer Wappinger
- 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
- Mount Peter Ski Area
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Taconic State Park
- Sherwood Island State Park
- Wawayanda State Park
- Paterson Great Falls National Historical Park
- Compo Beach
- Opus 40
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Poets' Walk Park




