Holiday rentals in Spackenkill

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Top-rated holiday rentals in Spackenkill

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Guest favourite
The exterior of the historic family home is shown, featuring a light grey facade with blue shutters and a red front door. The welcoming entrance includes steps and a porch, surrounded by lush green grass and trees, set on a gently sloping lawn.
Home in Milton
4.75 out of 5 average rating, 236 reviews

Historic 4BR Family Home Near Buttermilk Falls

This historic upstate New York family home was lovingly restored by 4th generation owners. Once a 1790 Stagecoach Stop, this 4 BR home is now the perfect stay for guests visiting Buttermilk Falls Resort & Spa, coming for a wedding in the Hudson Valley, or exploring local agritourism. Enjoy our large kitchen, a dining table for 10, a comfortable living room, and bright sunroom. Our home is a duplex that sits on 5 wooded acres, and the other side of the home is also available for rent on AirBnB.

Superhost
An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.
Home in Newburgh
4.81 out of 5 average rating, 134 reviews

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Superhost
A spacious living room is furnished with a light brown sectional sofa and a decorative armchair, inviting relaxation. A flat-screen TV is mounted on a dark wall, paired with a classic wood fireplace. Large windows with sheer curtains allow natural light to brighten the room.
Home in Poughkeepsie
4.78 out of 5 average rating, 151 reviews

Newly Renovated & Comfortable Home-Vassar/Marist

Leave the busy city and the hustle and bustle behind. Relax and rejuvenate yourself in the Hudson Valley. This retreat has all the amenities (fully equipped kitchen, spacious deck/backyard, fire pit, grill, and parking on premises available). Take a walk or bike ride at the Hudson Valley Rail Trail, hike at Mt. Beacon, explore Dutchess Wine Trail c/o Clinton Vineyards, shop at the Poughkeepsie Galleria, or relax at Hand and Stone Massage. There is so much for you, family and friends to do.

Top guest favourite
Guest suite in Wappingers Falls
4.84 out of 5 average rating, 136 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.

Guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Apartment in Poughkeepsie
4.97 out of 5 average rating, 386 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Guest favourite
The outdoor patio features a gravel pathway leading to a centrally located fire pit, surrounded by four comfortable chairs. A pink umbrella shades a nearby table with four chairs, and lush greenery enhances the tranquil ambiance of the enclosed backyard.
Flat in Poughkeepsie
4.89 out of 5 average rating, 121 reviews

Under the walkway near the train in Little Italy

Beautiful downtown apt under the walkway over the Hudson. It sits on a beautiful street in a safe neighborhood within walking distance to the metro north (3 blocks, which means you do hear trains lol), restaurants (across street from Farmers and Chefs), bars and bakeries. The walkway is also near by. Outdoor back patio and fire pit are exclusive for this listing. There is a studio below that can be rented which will give you the entire building. Be mindful of the guests staying down stairs.

Top guest favourite
Home in Marlboro
4.99 out of 5 average rating, 234 reviews

Hudson Valley Farmhouse | Winery & Hiking Getaway

Tucked into the Hudson Valley, our restored 1873 farmhouse is made for slow mornings, fresh coffee, and easy weekends between hiking trails and nearby wineries 🌿 This is a private 3BR/2.5 bath first-floor unit within a shared home. Designed for a calm, quiet stay. Only registered guests are permitted on the property. Located in Marlboro near Beacon, New Paltz, Kingston West Point, Vassar, Marist, Warwick & Wallkill with a garden to enjoy and harvest fresh herbs and seasonal vegetables.

Top guest favourite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Flat in Marlboro
4.97 out of 5 average rating, 456 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.

Guest favourite
The living room features a variety of seating options including a blue accent chair, a brown sofa, and woven armchair. A coffee table rests on a patterned rug, while natural light filters through sheer curtains, illuminating the space. A television is positioned on an antique cabinet.
Flat in Poughkeepsie
4.93 out of 5 average rating, 397 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

Built in 1910, this 3 bedroom apartment is located close to many Hudson Valley attractions - only 0.5 miles from the Poughkeepsie train station. Located within 2 miles of both Marist and Vassar Colleges, as well as a short drive from The Culinary Institute of America. Historic villages of Hyde Park and Rhinebeck are just a short drive along the river. As well as fast access to hiking and biking trails in local Shawangunk mountains, Mohonk Preserve, and Minnewaska State Park.

Top guest favourite
A landscaped backyard is visible, featuring a stone pathway leading to a seating area with a patio table and an umbrella. Vibrant flowers and greenery surround the space, creating a tranquil outdoor environment with diverse foliage and decorative elements.
Guest suite in Poughkeepsie
4.96 out of 5 average rating, 158 reviews

Suite of Rooms in Historic Home

Wonderfully decorated 3rd floor suite of rooms in the Academy Historic District. Two Newly renovated bedrooms, one with queen bed, the other with 2 twin beds. There is an additional day bed in the living area/ sitting room space , a TV with Netflix & Amazon Prime with wifi connection throughout. The bathroom has modern fixtures and a claw-foot tub/shower. There is a private entrance with additional half bath . A private porch and use of the beautiful backyard.

Guest favourite
A light-filled living room features a comfortable seating arrangement with beige and blue accents. A decorative fireplace is positioned below a mounted TV, showcasing a scenic view. Large windows allow natural light to brighten the space, complemented by a patterned rug and a round coffee table.
Home in Poughkeepsie
4.95 out of 5 average rating, 395 reviews

4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking

This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)

Guest favourite
An outdoor seating area is showcased, featuring a covered patio with comfortable furniture arranged for relaxation. The surrounding landscape includes manicured shrubs and a gravel pathway that leads to an expansive green lawn. Trees line the background, offering a serene natural setting.
Home in Wappingers Falls
4.9 out of 5 average rating, 102 reviews

La Casita - Home Away From Home.

✨ Discover Serenity at La Casita 🏠 — Your Hudson Valley Escape ✨ Cozy 3-bedroom, 1.5-bath retreat near Dutchess, Marist 🦊 University, Vassar, and the Culinary Institute of America 🧑‍🍳, it’s ideal for visits or getaways. Enjoy nearby wineries 🍷, orchards 🍎, farm markets, and hiking trails 🥾, or simply unwind and soak in the beauty of Hudson Valley’s seasons 🌻☀️🍁⛄️. Need anything specific? We’re happy to help make your stay perfect!

Popular amenities for Spackenkill holiday rentals