Holiday rentals in Red Oaks Mill

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Top-rated holiday rentals in Red Oaks Mill

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Top guest favourite
The image shows a cozy backyard featuring a colorful hammock draped between trees, providing a relaxing view of a two-story gray house. Large windows and a deck with outdoor seating are visible, surrounded by lush greenery, creating a peaceful and inviting atmosphere.
Home in New Paltz
4.9 out of 5 average rating, 147 reviews

Fully stocked creekside sauna retreat with privacy

Welcome to Bluskyz! (Blue Skies) Perfectly nestled between the charming village of New Paltz and the beauty of the Gunks and it’s surrounding countryside. Quiet culdesac road close to everything, ONE HOUR FROM THREE MOUNTAINS and within walking distance to a couple of real country gems. Top of a hill, this home has amazing privacy, and the quiet of being the last home on a dead end street. With a natural spring pool, pergoladining, sauna in the back yard, your private spa in the Gunks awaits

Top guest favourite
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.

Guest favourite
A spacious bed with a white striped blanket is centered in the room, accompanied by two patterned pillows. A yellow accent chair and a small side table with a lamp are visible in the background, contributing to a cozy, inviting atmosphere.
Flat in Poughkeepsie
4.94 out of 5 average rating, 134 reviews

Spacious Studio in Historic home, near Metro North

1st floor studio apartment in a private home. Located in the historic Mt Carmel/Little Italy section of Poughkeepsie. 5 minute walk to Metro North train station and entrance to the Walkway over the Hudson. Many restaurants, coffee/pastry shops within walking distance. There is off street parking and a lovely yard in back. Convenient to Marist College, Vassar College, the CIA, FDR home , Vanderbilt Mansion, Locust Grove, breweries, Rail trails and Wineries. NO third party booking allowed.

Top guest favourite
A spacious dining area features a large wooden table surrounded by eight chairs, situated beneath a vaulted ceiling with exposed beams. Large windows allow natural light to illuminate the space, complemented by potted plants and a cozy rocking chair positioned nearby.
Home in Marlboro
4.99 out of 5 average rating, 220 reviews

Historic 1873 Farmhouse Near Vineyards & Orchards

Come relax at our lovingly restored historic 1873 Marlboro Farmhouse, centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 3400 sq. ft 3 BR/2.5 bath unit that occupies the entire first floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Top guest favourite
A serene outdoor space is displayed, featuring a neatly manicured lawn overlooking misty mountains in the distance. A fire pit area with dark chairs is positioned nearby, and neatly stacked logs are visible to the side, providing a natural rustic touch.
Home in New Paltz
4.99 out of 5 average rating, 101 reviews

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.

Top guest favourite
A serene stream cascades over smooth rocks, surrounded by a wooded area filled with autumn leaves. A wooden bench sits nearby, offering a tranquil spot to enjoy the peaceful atmosphere. The gentle flow of water reflects the greenery of the trees.
Home in Rhinebeck
4.95 out of 5 average rating, 276 reviews

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

Guest favourite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 235 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Top guest favourite
A serene view of Squantz Pond is framed by lush greenery, with vibrant trees and neatly trimmed grass in the foreground. The tranquil water reflects the sky, creating a peaceful atmosphere, while a private dock is visible along the water's edge.
Home in New Fairfield
4.93 out of 5 average rating, 123 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

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, 142 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.

Top guest favourite
A peaceful outdoor view showcases a well-maintained yard with lush green grass and various trees. A pathway made of stones leads to the entrance of the building, which features a covered porch under a metal roof. Sunlight filters through the surrounding foliage.
Guest house in Fishkill
4.91 out of 5 average rating, 121 reviews

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!

Top guest favourite
The warmly colored room features a cozy seating area with a woven coffee table and two cushioned sofas facing each other. Sunlight filters through the orange curtains, highlighting a vibrant floral arrangement on the table and the inviting bed with patterned bedding in the background.
Flat in New Paltz
4.98 out of 5 average rating, 511 reviews

The Treehouse, lush Parisian inspired Studio

The Treehouse, a lush Parisian inspired Studio high in the treetops in the heart of the village of New Paltz. Private entrance leading to private rooftop deck, lovely sun filled space to enjoy the treescape or sunset. The Treehouse strives to be more than a place to sleep. If you’re looking for a place that will move your heart as well as place to call home while staying in New Paltz please consider The Treehouse.

Top guest favourite
A private deck features a circular table accompanied by two chairs, surrounded by greenery and offering panoramic views of rolling hills and meadows. A potted plant with white flowers is placed on the table, enhancing the outdoor setting under a clear blue sky.
Loft in Stanfordville
4.99 out of 5 average rating, 119 reviews

Harley's Hideaway - Cozy Furnished Apartment

A comfortable and welcoming one bedroom apartment that is separate from our main house. Includes single bedroom with queen bed, full bathroom, equipped kitchen, dining area and living room with hardwood flooring, private deck with panoramic views, 42" cable TV, keyless entry, onsite parking and wireless internet access.

Popular amenities for Red Oaks Mill holiday rentals