Hillsdale vacation rentals

Why visit Hillsdale

1. Outdoor activities: Hillsdale is a haven for adventure seekers with skiing, hiking, and exploring national parks.
2. Charming neighborhoods: Discover friendly locals and family-friendly activities in picturesque surroundings.
3. Cultural experiences: Visit historic landmarks like the Hillsdale House and local taverns to immerse in the area's rich history.
4. Relaxing atmosphere: Enjoy a romantic setting perfect for unwinding, whether in nature or city strolls.
5. Diverse accommodations: Choose from cozy vacation homes, condos, or unique hotel experiences to suit your needs.

Popular types of accommodation in Hillsdale

If you're exploring vacation rentals in Hillsdale, you're in for a treat! Our most popular accommodations include charming houses, cozy condos, and quaint cottages. Whether you're searching for a spacious Hillsdale house, a comfortable room hotel in Hillsdale, or a unique room hotel experience, we have options that cater to every traveler's needs. Enjoy your stay with transparency, savings, and reassurance!

• Houses: The top choice for travelers in Hillsdale, these spacious homes offer privacy and comfort for families, groups, or couples seeking a home-away-from-home experience.
• Condos: A popular option for those looking for modern amenities and a community feel, condos in Hillsdale provide convenience and style.
• Cottages: Quaint and charming, cottages are ideal for a cozy getaway amidst the scenic beauty of Hillsdale.
• Apartments: Offering flexibility and ease, apartments are great for solo travelers or couples wanting a convenient base.
• Cabins: Perfect for nature lovers, cabins provide a rustic experience with close proximity to outdoor adventures.**

Top attractions near Hillsdale

Hillsdale, New York, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a blend of skiing, sports, and cultural experiences. Explore nearby national parks, serene lakes, and nature reserves, while also visiting local landmarks like the historic tavern and Hillsdale House. With its rich history and abundance of outdoor activities, Hillsdale promises a memorable vacation for travelers looking to immerse themselves in nature and adventure.

1. Taconic State Park: Located 4 miles from Hillsdale, this national park offers stunning scenery and a variety of outdoor adventures, including hiking, fishing, and picnicking amidst beautiful natural landscapes.
2. National Shrine of the Divine Mercy: Situated 13 miles away, this serene shrine is a place of cultural significance, attracting visitors seeking spiritual reflection and peace in its tranquil environment.
3. Jug End State Reservation: Just 3 miles from Hillsdale, this preserve features a network of trails perfect for hiking and enjoying the diverse flora and fauna of the region.

Things to do recommended for couples

For a romantic getaway in Hillsdale, indulge in skiing at Catamount Ski Area, just 2 miles away. Enjoy a concert at Tanglewood Music Center, 16 miles from town. Don't miss a wine tasting at Hudson Chatham Winery, 11 miles away, perfect for an intimate evening together.

Things to do recommended for families

Families will love exploring Lake Mansfield Park, only 8 miles away, for relaxation and outdoor fun. Tyringham Cobble and Stissing Lake Park, both 16 miles from Hillsdale, offer beautiful scenery and peaceful vibes, perfect for enjoying nature together.

What do I need to keep in mind when booking a vacation in Hillsdale

When planning your trip—whether you're traveling with a group, family, or pets, or seeking extended stays—be sure to prioritize your preferences with the right filters. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Hillsdale with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
• Traveling to Hillsdale with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, considering your location in relation to family-friendly attractions can make your trip more enjoyable.
• Taking your pets with you to Hillsdale: For many families, a vacation just isn't the same without their furry companion. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
• Planning for a long term stay visiting Hillsdale: If you’re searching for vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Hillsdale

Hillsdale, New York, offers a delightful blend of adventure and relaxation, making it an ideal destination for tourists. Nestled in the scenic Hudson Valley, visitors can explore charming neighborhoods filled with friendly locals and family-friendly activities. Whether you're hitting the slopes or strolling through the city center, the picturesque surroundings provide a romantic atmosphere perfect for unwinding. With many attractions within walking distance, Hillsdale is a fantastic base for your New York getaway.

• Great Barrington: Nestled approximately 8 miles from Hillsdale, Great Barrington is a vibrant town renowned for its outdoor adventures and sports experiences. Visitors flock here for exceptional skiing at nearby resorts, making it a winter wonderland for snow enthusiasts. In addition to skiing, the town is surrounded by stunning natural landscapes, including mountains and lakes, perfect for hiking and exploring. Great Barrington also boasts a lively downtown area with unique shops, restaurants, and cultural events, making it an ideal stop for a day of adventure and relaxation.
• Stockbridge: Located about 13 miles from Hillsdale, Stockbridge is a charming town steeped in culture and romance. This picturesque destination is famous for its art scene, with attractions like the Norman Rockwell Museum and the Berkshire Theatre Festival. Visitors can enjoy live music concerts and theatrical performances throughout the year. The town is also home to beautiful lakes and historic monuments, providing a serene backdrop for a leisurely day of exploration. Stockbridge's quaint downtown area features delightful shops and eateries, perfect for an intimate getaway.
• Copake: Just 5 miles from Hillsdale, Copake is a haven for outdoor adventurers. Known for its skiing options, including local ski fields and resorts, Copake attracts thrill-seekers year-round. The surrounding landscape offers breathtaking views of mountains and lakes, ideal for hiking, fishing, and enjoying nature. This small town also features a friendly community atmosphere, making it a great place to unwind after a day of outdoor activities. Visitors can explore local parks and take advantage of the scenic beauty that Copake has to offer.

Best time to go to Hillsdale

If you're planning a trip to Hillsdale, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January to February and July, while off-peak times, like March, October and December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.0°F (-3.9°C)	Light Rain	Mostly Cloudy	Slightly High	Average
February	26.6°F (-3.0°C)	Light Rain	Mostly Cloudy	Slightly High	Average
March	34.5°F (1.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
April	46.2°F (7.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Average	Average
June	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
July	72.0°F (22.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	70.0°F (21.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	62.8°F (17.1°C)	Light Rain	Mostly Sunny	Average	Average
October	51.6°F (10.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Average
December	31.3°F (-0.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Booking with Vrbo is a breeze

Are you interested in finding ways to save on your upcoming trip? Keeping a flexible schedule for your travel dates can really pay off, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo rental that fits your budget, feel free to utilize our filters to sort by price, location, and type of vacation home. We’re here to help you make the most of your travel experience!

Unlock savings with One Key

Plan your group getaway by booking an eligible Vrbo property and earn OneKeyCash™ on your reservation. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and the chance to earn and redeem OneKeyCash™ on qualifying bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan your upcoming travels, pick up right where you left off, or manage and organize your itinerary. You can easily access the properties you've saved or booked previously, categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-us/trips.