Holiday rentals in Wappingers Falls

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Top-rated holiday rentals in Wappingers Falls

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.
Home in Rhinebeck
4.98 out of 5 average rating, 122 reviews

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.

Top guest favourite
A comfortable living area features a fireplace and a mounted TV. Large windows are adorned with light curtains, allowing natural light to filter in. A cozy armchair, small side table, and a round coffee table enhance the inviting atmosphere. Decorative wall art adds a touch of character.
Flat in Poughkeepsie
4.98 out of 5 average rating, 100 reviews

Charming Getaway in Historic Poughkeepsie

Escape to the Hudson Valley for a getaway on a tree-lined street in Poughkeepsie's Union Street Historic District. Recently renovated apartment is clean and comfortable. Minutes to the downtown waterfront, Metro North train station, Walkway over the Hudson, the Convention Center, Bardavon theater, coffee, restaurants and breweries, and a short drive to Marist College, Vassar College, Locust Grove, Roosevelt Mansion, the Dutchess Rail Trail, and many more historic Hudson Valley trails and sites.

Top guest favourite
The living area features a comfortable black leather couch positioned near a wooden coffee table. A large television is mounted on the wall opposite the seating. Light-colored walls and wood flooring create a spacious ambiance, with a door leading outside visible in the background.
Guest suite in Wappingers Falls
4.83 out of 5 average rating, 128 reviews

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.

Top guest favourite
A cozy bedroom features a spacious bed adorned with a light grey blanket and a green accent pillow. Sunlight streams through a window with a wooden blind, illuminating a small potted plant and a stack of books on a bedside table. A framed photograph adds a personal touch to the wall.
Home in Beacon
4.96 out of 5 average rating, 154 reviews

Cozy Beacon Cottage Backyard & Deck - Near Main St

Come stay in our quaint 1950's Mid-Century cottage while exploring the best of what Beacon and the Hudson Valley has to offer! Our sweet little 2BR/1Bath home is perfectly situated on a quiet, tree lined cul-de-sac making it ideal for putting a record on and relaxing or working remotely. The house is walkable from the Beacon Train Station (the walk from the train station to Main St is uphill). Main St is also a 10 minute stroll through a beautiful neighborhood. Uber is also readily available

Top guest favourite
Flat in Wappingers Falls
5 out of 5 average rating, 235 reviews

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

Guest favourite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 117 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Top guest favourite
A spacious living area is designed with tall windows dressed in yellow curtains, allowing natural light to fill the room. A blue sofa with accent pillows is positioned near a round mirror. A dining table and chairs offer a comfortable space for meals, complemented by a Smart TV on a stand.
Place to stay in Beacon
4.96 out of 5 average rating, 633 reviews

Luxe Loft 1 on Main St.- Steam Shower! Views! W/D

Located on Beacon’s Main St The Luxe Loft Studios place you in the heart of it all just steps from the Metro North train, Dia Museum, top restaurants, galleries & shopping. Designed for relaxation & rejuvenation, each studio offers an indulgent steam shower, a fully equipped kitchen with Keurig and complimentary coffee and tea, bottled water, Smart TV, a queen-size bed with hotel-quality linens, and a Samsung washer and dryer. Explore Beacon and the Hudson Valley with ease no car required.

Top guest favourite
Home in New Hamburg
4.94 out of 5 average rating, 271 reviews

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.

Superhost
A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.
Cabin in Rhinebeck
4.88 out of 5 average rating, 426 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

Guest favourite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 427 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Guest favourite
Guest suite in Newburgh
4.92 out of 5 average rating, 214 reviews

Idyllic Hudson River View Suite

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.

Top guest favourite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 401 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Popular amenities for Wappingers Falls holiday rentals

Quick stats about holiday rentals in Wappingers Falls

  • Nightly prices starting at

    Wappingers Falls holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wappingers Falls rentals

  • 4.8 Average rating

    Wappingers Falls stays are highly rated by guests – averaging 4.8 out of 5!