Vacation rentals in Stanfordville

4.93 out of 5 average rating, 120 reviews

A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.

Apartment in Amenia

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

4.96 out of 5 average rating, 369 reviews

A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.

Cabin in Red Hook

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

A spacious deck features a six-person dining table with an umbrella, surrounded by five decorative chairs. Two Adirondack chairs are positioned at one end, offering a comfortable seating area. Large windows can be seen in the background, providing views of the surrounding greenery.

4.89 out of 5 average rating, 100 reviews

Beautiful Hudson Valley Home on Creek w/ Treehouse

Located in the heart of the Hudson Valley, 90 miles from NYC, our 2 bedroom home is perfect for families, couples & friends seeking a private, secluded nature retreat. Our guests enjoy 3 acres of forested land with a beautiful creek, treehouse, & .7 miles of private walking trails. 5 minutes to farm stands, antique stores, critically acclaimed Stissing House restaurant, Millbrook Vineyard & springfed pond. Fully equipped kitchen. High speed internet and good cell service for Verizon & T-Mobile.

4.98 out of 5 average rating, 215 reviews

The kitchen features modern white cabinetry with black handles, complemented by a light-colored countertop. A stainless steel sink is positioned under a wall-mounted faucet. A tile backsplash in neutral tones adds texture, while a fire extinguisher is mounted for safety.

Apartment in Pine Plains

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

4.93 out of 5 average rating, 303 reviews

A wooden deck extends from the cabin, featuring a round table with two transparent chairs. The view includes a forest of bare trees under a setting sun, casting warm light across the space.

Cottage in Rhinebeck

Ridgetop 2 Br Cabin- Views, 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, comfortable bedrooms & quiet workspaces- learn more at cascadafarm.com

Guesthouse in Stanfordville

A bright living room features a sofa facing large glass doors that open to a view of the forest. A cozy armchair is situated nearby, along with a simple coffee table. A bookshelf contains various items, and a wood stove is positioned in the corner.

4.93 out of 5 average rating, 186 reviews

Eco Cottage in the Woods

The cottage is light and airy, surrounded by forest. You may see birds and deer from the bedroom or living room. The queen bed is divided from the living room by a bookcase wall. There is a sofa bed in the living room which faces a patio overlooking the woods. We have a 16x36 unheated gunite pool, professionally maintained. The cottage works well for a couple or a couple with children. 2 night minimum required. Pets welcome. Pet owners passing through may stay 1 night.

4.96 out of 5 average rating, 248 reviews

The A-frame cabin is nestled among tall trees, with warm light spilling from large windows, creating an inviting glow. A winding path leads to the entrance, while surrounding greenery enhances the sense of seclusion and natural beauty.

Cabin in Pine Plains

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Guest suite in Stanfordville

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.

4.93 out of 5 average rating, 163 reviews

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.

4.93 out of 5 average rating, 173 reviews

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.

4.99 out of 5 average rating, 139 reviews

A cozy living area features a light-colored couch with patterned cushions, illuminated by natural light. A television sits against a textured wall adorned with decorative plates. A dining table with modern chairs is visible, alongside an opening leading to a well-lit kitchen.

Cottage in Pine Plains

Pine Plains Cottage

Located just 2 hours north of NYC, our country cottage in bucolic Pine Plains is newly renovated and furnished in a modern yet cozy style, welcoming you to a relaxing retreat! It is located in the heart of Pine Plains, a short walk to the town center. Perfect for 2-4 people. We currently have a 2 night min. stay and 3 night min. for holiday weekends. Contact us directly for week/month/shorter stays and to inquire if we can accommodate your pet or a shorter stay!

4.97 out of 5 average rating, 353 reviews

A yellow sign is displayed among green foliage, featuring a goat and two ducks illustrated on it. The bold text indicates 'SLOW FREE RANGE DUCKS & GOATS at PLAY,' emphasizing the friendly atmosphere surrounding the property.

Farm stay in Ancram

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

4.96 out of 5 average rating, 193 reviews

An airy room is highlighted by wooden beams and large windows that overlook greenery. A spacious bed with a patterned duvet is positioned beside a cozy bed. A round table and chairs are situated in one corner, complemented by a woven rug and a decorative basket.

Home in Rhinebeck

Honeybug Snug near Omega Institute!

Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.

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Pool

Free parking on premises

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Other great vacation rentals in Stanfordville

Superhost

A private heated pool area is surrounded by a spacious patio, featuring lounge chairs and a shaded table. The red two-story cabin is visible in the background, with large windows and step access to the pool area. Lush greenery completes the inviting outdoor space.

4.95 out of 5 average rating, 55 reviews

Charming lakeside cabin with private heated pool

Cottage in Clinton Corners

A spacious living area showcases wooden beams overhead and a cozy seating arrangement. A striped armchair and floral sofa complement a central coffee table on a textured rug. An inviting stone fireplace adds warmth, with a view into the well-lit kitchen area featuring yellow chairs.

5 out of 5 average rating, 42 reviews

Sun Bear Cottage: 3-Bdrm with Sauna

5 out of 5 average rating, 62 reviews

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

Enjoy the Hudson Valley at our quiet Farmhouse!

5 out of 5 average rating, 16 reviews

A modern kitchen is depicted, featuring stainless steel appliances and a large island with a wood accent. Green cabinetry complements the light countertop, while natural light filters in through the window. Wood flooring extends throughout the space, enhancing the contemporary design.

Home in Pine Plains

Family-Friendly by Polo + EV Chgr

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.

5 out of 5 average rating, 14 reviews

Hilltop Hideaway- fire pit, hot tub, mountain view

5 out of 5 average rating, 65 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

A serene house is nestled among lush greenery, showcasing a mix of wooden siding and large windows. A welcoming front door is framed by natural landscaping, while a gentle slope leads up to the entrance, creating a sense of seclusion and calm.

4.94 out of 5 average rating, 31 reviews

A Modern Retreat