Vacation rentals in Stanford

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Top-rated vacation rentals in Stanford

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Top guest favorite

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

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.

4.98 out of 5 average rating, 130 reviews

Top guest favorite

The exterior of a cottage is shown, featuring a dark blue façade with a shingled roof and a central star accent. A welcoming porch is lined with four red chairs and decorative flower pots. Lush green grass and trees provide a serene setting.

Cottage in Clinton Corners

(Hudson Valley) Laughing Duck Cottage

Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

4.96 out of 5 average rating, 252 reviews

Top guest favorite

A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.

Home in Staatsburg

Contemporary Hudson Valley home

Our home is a 1970s architectural gem located in the convenient upstate NY town of Staatsburg. It has been thoughtfully modernized and designed to encourage maximum serenity and enjoyment of both the indoor and outdoor spaces. The floating staircase, huge picture windows, expansive deck and wooded outdoor space make this home perfect for an upstate getaway - while still being close to some of the major area attractions and towns. Our historic street also features 1700s homes and a farm/brewery.

4.87 out of 5 average rating, 109 reviews

Top guest favorite

An aerial view captures a spacious property featuring a two-story home surrounded by lush greenery. A well-manicured lawn includes seating areas with blue outdoor furniture, a firepit area, and solar panels on the roof, enhancing the natural landscape.

Home in Amenia

Hilltop Home on 10 acres, hot tub, firepit + solar

Welcome to our retreat in the Smithfield Valley, between the charming towns of Amenia, Millerton and Millbrook, and near the ski slopes of Catamount, Mohawk and Butternut. Our house overlooks the Elk Ravine farm, surrounded by scenic woods on a 10+ acre estate. Our home has 3 bedrooms, 3 full bathrooms, sleeps 9, a spiral staircase into a kids loft, a media room with fold-out bed, hot tub, BBQ grill, firepit, large lawn, parking for up to 4 cars, a high-grade HEPA air purifier, and more.

4.99 out of 5 average rating, 94 reviews

Top guest favorite

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

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

4.95 out of 5 average rating, 303 reviews

Guest favorite

The sunroom features multiple windows allowing natural light to fill the space. Two rocking chairs are positioned beside potted plants. A ceiling fan hangs overhead, and the wooden floor enhances the comfortable atmosphere. Views of the garden and trees are visible through the windows.

Guest suite in Stanfordville

Charming Guest Suite in the Hudson Valley

Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.

4.94 out of 5 average rating, 173 reviews

Top guest favorite

An open-concept living area is visible, featuring a spacious dining table with several chairs and a cozy seating area. Large windows allow natural light to illuminate the space, showcasing scenic views of the outdoors. Wooden beams and a fireplace add warmth to the inviting atmosphere.

Home in Stanfordville

Hilltop Hideaway- fire pit, hot tub, mountain view

Escape to our cozy retreat, a perfect place to take in breathtaking sunsets and Catskill Mountain views. This tranquil getaway is ideal for those looking to unwind. Enjoy your morning coffee or evening glass of wine on the peaceful deck. Explore nearby quaint towns, scenic hiking trails, and local gems—just minutes from Millbrook Winery and so much more. Whether you're seeking adventure or simply a quiet place to recharge, this is the perfect spot to relax and take it all in.

5.0 out of 5 average rating, 37 reviews

Top guest favorite

Cabin in Red Hook

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Our Scandi cabin offers a serene retreat with stunning lakeside views that create a tranquil atmosphere. The wood-burning sauna invites ultimate relaxation, while the peaceful design focuses on simplicity and comfort. Surrounded by a breathtaking landscape, the cabin connects you with nature, making it the perfect escape to unwind, recharge, and enjoy the beauty of both the interior and the natural surroundings. A truly peaceful haven for those seeking calm and rejuvenation.

5.0 out of 5 average rating, 17 reviews

Top guest favorite

The exterior of a charming cottage is seen, featuring a front porch with two black chairs and potted plants. Stone steps lead up to the entrance, flanked by shrubs and trees, creating a serene setting within the landscaped grounds.

Cottage in Rhinebeck

Intimate Cottage on Private Estate

Bulls Head Cottage is a thoughtfully-designed retreat nestled within a 2.5 acre estate 5 minutes from Omega Institute and 10 minutes from the charming Village of Rhinebeck. The 720 square foot guest cottage is a relaxing place for up to 2 guests, offering cozy indoor and outdoor space including an office overlooking the property's pond. Enjoy quick access to hiking, shopping, fine dining and more. Under 2 hours from New York City by car or train. Pets not typically allowed.

4.93 out of 5 average rating, 195 reviews

Top guest favorite

A modern two-story ranch home is positioned on a landscaped yard, featuring a mix of greenery and well-maintained pathways. Large windows dominate the front façade, allowing ample natural light. Decorative outdoor lighting stands in the foreground, adding subtle illumination to the exterior.

Home in Clinton Corners

High Meadows | Modern Farmhouse, Pool, 13 acres

Relax and unwind in a private upstate retreat with stunning meadow views set amongst 13 acres in historic Dutchess County. Just a 2 hour drive or train ride from NYC will bring you to a refuge of rejuvenation in the country and serve as your centrally located hub to explore the nearby towns, enjoy the best shopping and culinary destinations and embrace the natural beauty of the Hudson Valley. Come find your peace while fully enjoying all that the region has to offer.

4.99 out of 5 average rating, 73 reviews

Top guest favorite

The exterior of Long Pond Cottage is featured, showcasing a charming Victorian design surrounded by lush greenery. A welcoming porch with seating invites relaxation, while vibrant flowers add a touch of color to the landscape. The tranquil setting is enhanced by the surrounding trees.

Home in Rhinebeck

Long Pond Cottage, Country Retreat in Rhinebeck

Nestled down a quiet, country road, you’ll find this charming, idyllic retreat. Less than 15 minutes from the village of Rhinebeck, Long Pond Cottage captures the best of the Hudson Valley. This two bedroom, one bathroom Victorian sits on just under an acre of land, offering ample outdoor space to enjoy the warmer months, and is the perfect cozy spot when the weather turns colder. Self check-in at 4pm and check-out 11am. Pet friendly.

4.98 out of 5 average rating, 194 reviews

Top guest favorite

A bright and airy bedroom is presented with two metal frame beds, one featuring light green bedding and the other adorned with pink covers. A colorful patterned area rug adds vibrancy to the space, while wall art and a lamp complement the natural light from the window.

Home in Clinton Corners

Quaint, 1840 farmhouse close to Rhinebeck

seconds from the TSP for an easy commute north or south. A central point to nearby towns of Rhinebeck, MIllbrook, Red Hook, Millerton and Hudson for daily adventures. Our house has been completely redone on the interior to accentuate its character and bring it up to date with all the modern amenities. Specifically designed for families with game room and firepit to relax and take away the every day stress!

5.0 out of 5 average rating, 80 reviews