Discover Your Perfect Montgomery Place Vacation Rental in Red Hook, New York, for a Memorable Getaway
Discover Your Perfect Montgomery Place Vacation Homes
Best Vacation Homes in Montgomery Place
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Why Choose Rent By Owner for your Montgomery Place Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Montgomery Place Vacation Rentals
Where are the best neighborhoods to stay in Montgomery Place?
When choosing a neighborhood to stay in Montgomery Place, Red Hook, New York, you’ll find a charming blend of scenic surroundings and convenient access to local amenities. This area offers a peaceful atmosphere perfect for relaxing getaways, while still being close enough to explore the cultural and natural attractions nearby. Whether you prefer a quiet retreat or an active exploration of the region, the neighborhood provides a variety of options that cater to different preferences. Booking your vacation rentals here ensures a comfortable and authentic experience in one of New York’s most inviting communities.
Downtown Saugerties
Located within easy reach of Montgomery Place, Downtown Saugerties offers a charming setting filled with local shops and eateries that enhance your stay in the region. This vibrant neighborhood provides convenient access to the area's attractions, making it an ideal choice for exploring the best of here.
View 143+ Rentals in Downtown SaugertiesBest Times to Visit Montgomery Place
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as this destination offers distinct charms throughout the year, making it essential to consider seasonal weather patterns and local events when planning your stay.
Peak Season Highlights
Spring (April to June)
During this time, the area blooms with lively colors and moderate weather, making it ideal for exploring the scenic surroundings of Montgomery Place and enjoying outdoor activities.
Fall (September to November)
Autumn offers a stunning display of foliage, attracting visitors seeking to experience the region's vibrant fall scenery while touring local attractions and scenic routes.
Off-Season Highlights
Winter (December to February)
The quieter winter months provide a cozy atmosphere with fewer crowds, perfect for those seeking a peaceful retreat amidst cooler temperatures.
Summer (July to August)
While summer can be bustling, the hottest months are still favored by visitors looking to enjoy outdoor leisure and the region’s natural beauty at a more relaxed pace.
Weekly Weather Forecast for Montgomery Place
How to Book Your Montgomery Place Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Montgomery Place
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck to unwind and take in the scenic views of the area.
- Benefit from spacious yards perfect for outdoor activities or relaxing in the fresh country air.
- Make use of well-maintained gardens that add to the charm and serenity of your stay here.
- Take advantage of outdoor dining areas ideal for family meals or entertaining guests under the open sky.
- Access nearby walking trails or nature paths for exploring the natural beauty of this destination.
- Relax by a private outdoor pool or hot tub, offering a luxurious way to enjoy the region’s pleasant climate.
- Utilize ample parking spaces located conveniently near your outdoor amenities for easy access during your visit.
Top Attractions Around Montgomery Place
What attractions are nearby?
Explore a variety of outdoor activities, local wineries, and scenic nature spots just minutes from your vacation rental in this charming area of Red Hook, offering an authentic and relaxing experience during your stay.

Family Activities
- Red Hook Waterfront Park: Enjoy scenic views and outdoor fun along the waters of the Hudson River, perfect for family picnics and leisurely strolls.
- Mills Mansion and Gardens: Explore this historic estate with its beautiful gardens and interactive tours that teach kids about American history and architecture.
- Local Farmers Market: Visit the area's farmers market for fresh produce, artisanal treats, and family-friendly shopping experiences that support local vendors.
- Hiking Trails in the Region: Discover nearby nature trails suitable for all ages, offering opportunities to spot local wildlife and enjoy the natural beauty of the area.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned vineyards and enjoy guided wine tastings that showcase the area's rich viticultural heritage.
- Hudson River Cruises: Experience scenic boat cruises along the Hudson River, offering stunning views and a relaxing way to appreciate the area's natural beauty.
- Farmers Markets: Visit local farmers markets where you can sample fresh produce, artisanal goods, and support regional farmers in this vibrant part of the region.
- Historic District Walks: Discover the area's history on guided or self-directed walks through historic districts filled with charming architecture and cultural landmarks.
Montgomery Place Travel Tips
How Can You Make the Most of Your Stay?
- Embrace Local Flavors: Explore the area's farm-to-table eateries and markets to enjoy authentic regional cuisine during your stay.
- Discover Scenic Surroundings: Take advantage of nearby outdoor spaces and scenic drives to fully appreciate the natural beauty here.
- Plan Cultural Engagements: Schedule visits to local galleries, historic sites, or community events to immerse yourself in the region’s vibrant culture.
- Optimize Your Travel Timing: Consider visiting during off-peak seasons to experience a more relaxed atmosphere and better property availability here.
Transportation Options
- Car Rentals: Renting a car provides the flexibility to explore Red Hook and the surrounding region at your own pace during your stay.
- Local Taxis and Rideshares: Taxis and rideshare services offer convenient transportation options for quick trips within the area and nearby attractions.
- Public Transit: The regional bus services connect Montgomery Place with larger towns and transit hubs, making it easy to access other parts of the region without a car.
- Bicycle Rentals: Biking is an eco-friendly way to enjoy the scenic views here, with several local rental shops available for exploring the area’s quiet streets and paths.
Local Customs Options
- Traditional Irish Celebrations: Here, you’ll find local gatherings that honor Irish heritage with lively music and dance, reflective of the region’s historical roots.
- Farmers' Market Traditions: Embracing fresh produce and artisanal goods, the farmers’ markets highlight the area's agricultural customs and community spirit.
- Holiday Festivities: During holidays, expect to see unique regional customs such as vibrant parades and local craft displays that add charm to your stay.
- Folk Art and Craftsmanship: The area takes pride in its handcrafted goods, showcasing skills passed down through generations that often influence local events and markets.
Frequently Asked Questions About Montgomery Place?
1. What are the top vacation rentals in Montgomery Place?
There are a lot of options in Montgomery Place. If you plan on staying in the Montgomery Place area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Montgomery Place:
- Luxurious & Enchanting Log House in Heart of Hudson Valley/Catskills, Upstate NY
- Hamptons on the Hudson in South Saugerties
- Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
- Stunning Five Bedroom Historic Red Hook, NY Home
- THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
- NEW Modern waterfront home close to Catskill mountains, fire pit, EV charging
- Hudson River views with pool and hot tub
- Special Second Day November discounts @ the River. Text host for discount
- Village Retreat - Stylish + Historic Hudson Valley
- Sunny Clutter Free Modern Home
2. How many Rentbyowner vacation rentals are available in Montgomery Place?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 41 in the Montgomery Place area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Montgomery Place.
Best Vacation Homes in Montgomery Place
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- Pet Friendly
- TV