Vacation rentals in Wappinger

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Top-rated vacation rentals in Wappinger

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Guest favorite

Tiny home in Marlboro

4.96 out of 5 average rating, 280 reviews

Orchard Views from a Light-Filled Tiny Home with a Fire Pit

Wake up in a lofted bedroom wrapped in windows and descend a knotty wood staircase into the open layout of this radiant tiny home. Take a long hot shower and relax. Make coffee in a cozy kitchen, then gather around a slate fire pit in the evening and wait for the stars to emerge. Featured in Travel+Leisure, Time OUT NY + Airbnb Campaigns. #Tinyescapeny for more pics! We are located on the Shawangunk wine trail and nestled in between 15 wineries and orchards. Hike, cook, grill, roast marshmallows and feel the stress just melt away. Wifi, King Casper Mattress, LUX toiletries (Glossier, Keihls, Drunk Elephant etc) . Heating+A/C, Smart TV Moonshadow Valley Tiny home provides an amazing escape! You'll have everything you need so you'll be able to truly relax. Just 90min from New York City! - Short drives will take you to amazing hikes, skiing, local swimming holes, and organic farmstands, bars, and restaurants. Take a short drive to Beacon, Hudson, Woodstock, or Phoenicia! Whatever your desires, you'll find them fulfilled at this beautiful Hudson Valley Tiny House #tinyescapeny for more pics The tiny home features - 276 sq/ft. farmhouse including the second floor and a reading nook! - Panoramic windows, exceptional light - 30 acres of rolling hills, orchard and vineyard + orchard views Sleeping - King sized Eightsleep memory foam mattress and amazing pillows - Twin Memory foam daybed WIFI: - for keeping in touch with the real world and streaming shows on your personal devices. Kitchen - A modern kitchen with a mini-fridge, induction cooktop for cooking, microwave, and electric kettle. Despite the small but well stocked with basics like oil, salt, pepper etc. - Dining table that expands to fit your needs - Outdoor slate fire pit with chairs table, umbrella, and charcoal grill. - we don’t provide wood or charcoal Couch/Daybed - Memory foam twin mattress - Storage ottomans with blankets - Throw pillows + standard pillows Bathroom 36" shower, designer sink, Toto toilet, LED lighting, towel bars, low sohn vent fan, storage shelves. Keeping you toasty: High efficiency split system A/C with heat pump, LP furnace with thermostat. Baseboard heat included We can accommodate up to four people- Camping and tented options available (you provide the tent) FREQUENTLY ASKED QUESTIONS: Q: Can I get to the house without a car? A: The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable. Q: Do I need to bring towels or linens? What about a hairdryer? A: Nope! I provide all these things. Including Keihls + Glossier body products Q: How will I receive the key? A: The house features lockbox that has a one time code Q: Is the place professionally cleaned between guests? A: Yes, and I take pride in providing a clean home for guests. Q: What's up with the cleaning fee? A: I get a lot of questions about this, so I'll just break it down so you understand why it is what it is: All of that (100% ) goes directly to my cleaner. She is a professional who does an exceptional job and who I insist on compensating fairly for her work. The dry-flush toilet cartridges cost me about $20 apiece. (Of course, if you happen to use more than one cartridge, I cover that cost alone). Q: What's my total booking price? A: I honestly have no idea. With fees included, Airbnb only shows the guest, and not the host, the total cost. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and Airbnb actually uses some crazy algorithm to adjust it automatically, so I don't actually control this. Q: I am looking for a last-minute stay. Can I make a same-day booking? A: If you're looking for a same-day booking and the place is free, please inquire and I'll try! It depends on whether my cleaning crew can spring into action at the last-minute, which isn't a sure thing. Check-in may also have to be later than the listed time in order to make sure the place is ready. Still, can't hurt to ask. Q: I know it says "No Animals". Can I bring my small/well-behaved dog? A: I love dogs, but there is a farm dog who gets very nervous when other dogs are around, and so we can not allow animals. This is also for your dog's safety, as there are coyotes in the area. Basically: Please don't try to sneak one in--this really doesn't end well as we charge a 500$ fee for unauthorized pets of any kind Q: I'm a blogger/YouTuber/influencer. Can I stay for free? A: No. One last thing: I really, really appreciate that you followed directions and read the whole thing. Please put the phrase "I see Moonshadows!" at the top of your message so I know you did so as such bookings tend to go so much smoother! And thanks for hanging in there! The house features a gorgeous panoramic view and absolute relaxation. Use the firepit and outdoor furniture. Make yourself at home! I am always available to help! Please text or call me with any question you might have. The tiny house is set on a 30-acre farm offering views of rolling vineyards and apple orchards. Restaurants and nightlife spots are close by. Drive 20 minutes to reach the charming town of Beacon, home to great eateries, shops, and art galleries. The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable.. -There's a chicken coop nearby so you're welcome to buy some of our farm-fresh eggs (make breakfast on the cooktop!). Just tell me your order in advance and they'll be waiting for you. -The home features an eco-friendly, odorless, waterless toilet Laveo Flush toilet. This provides the same comfort as a regular flush toilet. This is the same toilet Matt Damon used in The Martian. When you "flush", it basically deposits your business into a sanitary and completely odor-free vessel without using water. It's actually cleaner and smells less (as in: not at all) than a composting or even regular toilet. This system features cartridges that are changed out between guests, and offer around 20 flushes per stay. This is typically adequate for two guests for two nights, but guests are advised to conserve flushes. In addition, I will be sending info on how to "swap" the cartridge if you run out (I cannot overstate how simple this is to do, promise, it’s done in 30 seconds) Guests will also need to dispose of this on their way out (again: I promise it's easy and NOT MESSY!) - We have a regular staircase that takes you to the memory foam king bed. The reading nook requires climbing and the ladder to the loft solid wood and very secure. If you have any restrictions to your movement, we recommend sleeping on the memory foam twin on the first floor Please read: The house is very much immersed in nature. Nature has bugs and animals. You may see both. There may even be an ant, fly, or non smelly stinkbug, or similar such bug in the house. I promise it won't hurt you. This time of year it’s not uncommon to have a fly or lady bug makes its way into the home when the front door is opened. Little tiny bugs can sometimes make it through the mesh on window. -While the house is very isolated and very quiet, you may hear farm equipment on occasion from the neighboring orchards (on our farm, the most you'll see is a tractor/mower). -Theres another tiny home on the property, you may bump into folks going there in the shared parking area, the house itself is still very much private and the other tiny home is completely out of view - We recently reseeded the lawn! There's a bit of hay keeping the seeds warm. Please make a note of this before you book.

May 28 – Jun 4

€ 163 per night

Guest favorite

Farm stay in New Paltz

4.92 out of 5 average rating, 612 reviews

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 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. Our home is located just seven minutes from New Paltz and two minute from Gardiner. The property is on 60 acres of rural land that you are welcome to explore. The room includes a queen size bed, a pullout futon for an extra (small) person, mini fridge, microwave and coffee machine. Enjoy your morning coffee on the large stone patio while listening to the roosters crow and birds singing. We raise around 250 egg layer chickens and 800 meat chickens on the property. They Love treats from you. If you’d like they will take snacks right from your hand. The roosters are tame and friendly. We now also have Lucy the goose. She watches over the chicken flock. The rail trail, where you can bring your bike and ride into New Paltz, is only a quarter of a mile away through our property then down a quiet country road. Our home is just minutes from Minnewaska State Park, Mohonk Preserve, and the historic Mohonk Mountain House. The New Paltz area has some of the finest restaurants you can dine at. The Town of Gardiner is only two minutes down the road. There you will find Café Mio and a pizzeria for a quieter dining experience. Gardiner also has Yard Owl Brewery, Gardiner Brewing Company (this is my son and daughters newly opened farm brewery on our main farm property in our old dairy barn), The Gardiner Mercantile and Tuthilltown Spirits each of which are great places to stop in and have a drink and a lite meal. Wright's Farm (Our Farm) is also 1 mile south on 208 features homemade baked goods, local cheeses, fruits and vegetables, fresh from the farm pork and chicken, wine, local spirits, hard cider Gardiner Brewing Company canned beer, bedding plants and fabulous hanging baskets and finally pick your own strawberries (second week in June-end of June), cherries (third week in June-first of July) and apples in September and October. The guest have their own access via private entrance to the bedroom suite , hot tub and the 60 acres. We are farmers and work a lot therefore we are only here early in the morning and after 7 or 8 o'clock at night. At those times we would love to interact with our guest if they are willing. If guest would like to come to our farm we are always here to talk to our guests and if we have time give them a tour of our farm and new farm brewery. Set on secluded grounds, this Historic stone home is situated on 60 acres of land with chickens, ducks and 3 goose as our neighbors. The Hamlet of Gardiner is a 3-minute drive away, and New Paltz is just a bit farther. It’s best if you have a car. There is no public transportation here. You can get a taxi or an Uber from New Paltz. Bring your bikes. The rail trail is only 1/4 mile away. Drive your car into the town of Gardiner and park at the rail trail parking lot. If you are coming by bus you will arrive in New Paltz. From there you will need to take a taxi or Uber to our home. This is a very rural area so please stop at the store prior to your arrival. We do have a supermarket that is 3 miles away and Wright's Farm Market open 8-6 year round that is 1 mile away. If you bring your dog please be a where that you may not leave the dog in the room unattended.

Sep 1 – 8

€ 144 per night

Superhost

Apartment in Wappingers Falls

4.84 out of 5 average rating, 217 reviews

Private Spacious Strawberry Hill Loft Home

Private spacious and sparkling clean loft apartment just minutes from Metro North station, Rt 9, active Wappinger Falls, Beacon, DIA and Poughkeepsie downtown waterfront. Walkway Over the Hudson, Marist College, Vassar College, Locust Grove, Roosevelt Mansion, Mount Beacon, Catskills, New Paltz, Bowdoin Park minutes away. 15 ft cathedral ceilings and windows are sure not to disappoint! Located on a quiet private street perched atop a buff with views of beautiful sunsets over the Hudson Valley.

Jun 8 – 15

€ 148 per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 344 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Jan 12 – 19

€ 123 per night

Guest favorite

Tiny home in Marlboro

4.93 out of 5 average rating, 219 reviews

Cozy 1860's Cottage Near Weeds Orchards,Glorie Fms

Totally restored 1860's cottage with modern amenities, on a dead end mountain road. The cottage sits on a 4.6 acre wooded lot great for hiking, hunting or just relaxing. Start a fire + sit on the back patio with a bottle of wine + look out into the woods. Or take a quad ride through the mountain trails(when available). Located within a mile of Weeds Orchards and Glorie Farm Wineries. Come explore all the Hudson Valley has to offer.* *A cleaning fee of $25 will be charged for 1 night stays.

Nov 21 – 28

€ 125 per night

Guest favorite

Guest suite in Marlboro

4.96 out of 5 average rating, 391 reviews

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.

May 10 – 17

€ 113 per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 308 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Dec 31 – Jan 7

€ 127 per night

Guest favorite

Tiny home in Newburgh

4.88 out of 5 average rating, 521 reviews

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!

Dec 16 – 23

€ 135 per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 741 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 4 – 11

€ 115 per night

Guest favorite

Home in Wappingers Falls

4.98 out of 5 average rating, 102 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. 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.

Aug 12 – 17

€ 182 per night

Superhost

Apartment in Poughkeepsie

4.85 out of 5 average rating, 124 reviews

Charming Stay | Prime Location | Strong WiFi

This charming home is centrally located in the heart of the Hudson Valley minutes away from historic sites, hiking, distilleries, the CIA, and countless other eateries! Includes WiFi perfect for working remotely. Enjoy fresh air on your private outdoor space. Equipped with a full kitchen to enjoy a home cooked meal. Relax in the living room watching your favorite movies on Netflix. This cozy getaway is steps away from the very best of the Hudson Valley!

May 8 – 15

€ 134 per night

Guest favorite

Guest suite in Beacon

4.93 out of 5 average rating, 239 reviews

Quiet apartment with garden access, mountain views

Feel at home in our serene village retreat. Spacious, private, and comfortable, with abundant personality and charm provided by our one-of-a-kind artwork and handmade details. Enjoy the mountain views from the living room, and take advantage of our spacious backyard and garden. Located on a quiet street only blocks away from Main Street’s charming shops and restaurants. Perfectly situated for exploring all that the Hudson Valley has to offer.

Sep 23 – 30

€ 144 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wappinger vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wappinger's top sights

Poughkeepsie Galleria Mall20 locals recommend

Bowdoin Park12 locals recommend

SplashDown Beach77 locals recommend

The Falcon86 locals recommend

Double O Grill7 locals recommend

Heritage Food and Drink20 locals recommend

Other great vacation rentals in Wappinger

Guest favorite

Guest suite in Beacon

4.97 out of 5 average rating, 289 reviews

Hiker's nest

May 7 – 14

€ 105 per night

Guest favorite

Apartment in Hopewell Junction

4.81 out of 5 average rating, 16 reviews

Cozy Gem in Hopewell

Feb 17 – 24

€ 126 per night

Guest favorite

Apartment in Wappingers Falls

4.83 out of 5 average rating, 18 reviews

Village Center Duplex

Dec 8 – 15

€ 153 per night

Guest favorite

Guest suite in Marlboro

4.98 out of 5 average rating, 42 reviews

Viridian House

Dec 6 – 13

€ 129 per night

Superhost

Place to stay in Wappingers Falls

4.89 out of 5 average rating, 55 reviews

Private Hideaway Hudson Valley

Sep 29 – Oct 6

€ 112 per night

Guest favorite

Guest suite in Wappingers Falls

4.95 out of 5 average rating, 82 reviews

Long term stays in a serene, green apartment

Superhost

Apartment in Wappingers Falls

4.78 out of 5 average rating, 98 reviews

Hikers Hideaway/Travelers Rest at Take a Pebble

Jul 6 – 13

€ 120 per night

Guest favorite

Bungalow in Wappingers Falls

4.95 out of 5 average rating, 96 reviews

Charming Hudson Valley Bungalow in New Hamburg

Oct 7 – 14

€ 155 per night

Show all

Quick stats about vacation rentals in Wappinger

Total rentals
100 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
4.5K reviews
Nightly prices starting at
€ 28 before taxes and fees

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 bed and breakfast rentals in Wappinger?
Experience the best of Wappinger with our bed and breakfast rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wappinger have air conditioning?
Absolutely! We offer over 40 house 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 60 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 New Hamburg, over 270 vacation rentals in Chelsea, and over 40 vacation rentals in Fishkill Plains.
Do apartment rentals in Wappinger have wifi?
Absolutely! We offer over 10 apartment 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 40 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 bed and breakfast rentals in Wappinger have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Wappinger. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Wappinger

Top-rated vacation rentals in Wappinger

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Wappinger vacation rentals

Stay near Wappinger's top sights

Other great vacation rentals in Wappinger

Guest suite in Beacon

Apartment in Hopewell Junction

Apartment in Wappingers Falls

Guest suite in Marlboro

Place to stay in Wappingers Falls

Guest suite in Wappingers Falls

Apartment in Wappingers Falls

Bungalow in Wappingers Falls

Quick stats about vacation rentals in Wappinger

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there Wappinger vacation rentals on Airbnb with pools?

How much does it cost to stay in bed and breakfast rentals in Wappinger?

Do house rentals in Wappinger have air conditioning?

Are there vacation rentals with a dedicated workspace in Wappinger?

Where should I stay in Wappinger?

Do apartment rentals in Wappinger have wifi?

Do house rentals in Wappinger have a kitchen?

Are there family-friendly vacation rentals in Wappinger?

Are there pet-friendly vacation rentals in Wappinger?

Do bed and breakfast rentals in Wappinger have free parking?

Destinations to explore