
Places to stay near Millbrook Vineyards & Winery
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Top-rated vacation rentals near Millbrook Vineyards & Winery
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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.

(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.

Large, private apartment in scenic Hudson Valley
We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.

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.

Spilt Milk Cottage - Hudson Valley, NY
Completely renovated 1BR + den cottage inside a circa 1800's dairy barn. Come stay in a perfect WFH base with easy access to the Metro North train and everything the Hudson Valley has to offer. Master bedroom features a full size massaging and adjustable bed with plenty of storage and an office nook. The den is perfect for cuddling up and watching movies or the queen size foldout works as a 2nd bed. Highspeed internet, and a well equipped kitchen to cook up all those locally sourced goodies!

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.

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

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.

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.

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.

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!

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.
Popular amenities for vacation rentals near Millbrook Vineyards & Winery
Condo rentals with wifi

Windham Condo

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Cozy West Point Hide Away and Cadet’s Get Away

Country Condo Hunter Mountain

Cozy & walking distance to town *fall dates!*

Rustic Spa Retreat

Hunter Mtn. Close Clean Cozy Condo *Great Reviews*
Family-friendly house rentals

Tranquil Tree-House on the beautiful Hudson River

Vacation Home In Millerton

The Farmhouse

Hilltop Hideaway- fire pit, hot tub, mountain view

Eclectic one-bedroom house

DeMew House in Historic Kingston

Modern farmhouse in Hudson Valley

Village Cape Getaway
Apartment rentals with air conditioning

*The Ridge House*

Historic Strand House - Unit 2 Woolsey Suite

Arcady - Modern, 1br cottage

Historic Hyde Park Studio | Minutes from FDR & CIA

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Woodland Neighborhood Retreat

Cozy 1 bedroom apartment in the Rondout Kingston

Quiet Studio Apartment in Pawling
Other great vacation rentals near Millbrook Vineyards & Winery

Sunny and Spacious Studio - a serene getaway

Acorn Hill Cottage -A mid century farmhouse gem

Fabulous Lemon Cottage in Rhinebeck, NY

the farmhouse suite @barn & bike

Hoppy Hill Farm House

Sweet Saugerties A-Frame - 10 mins from Woodstock

Little Yellow Cottage New Paltz - Kitchen wash/dry

Romantic Sunset, Oct. leave colors, 3 steps.
Destinations to explore
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Rockland Lake State Park
- Norman Rockwell Museum
- Taconic State Park
- Wintonbury Hills Golf Course
- Sleeping Giant State Park
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Mohawk Mountain Ski Area
- Opus 40
- Beartown State Forest
- Talcott Mountain State Park