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Holiday homes in Hillsdale You’ll Love

Top-Rated Hillsdale Holiday homes for Every Budget and Style!

Looking for a holiday home in Hillsdale (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Hillsdale.

We found 8 Holiday-homes in Hillsdale and the surrounding area (within 50 miles)

Modern Lakehouse Retreat by CozySuites in Copake, USA

Modern Lakehouse Retreat by CozySuites

Holiday home in Copake near Hillsdale, Florida
Modern Lakehouse Retreat by CozySuites is located in Copake, just 25 miles from Norman Rockwell Museum and 29 miles from Cranwell Spa & Golf Club.
  • Parking

no reviews

from $55.00 Show details »

Hillside Hideaway in Copake Falls, USA

Hillside Hideaway

Holiday home in Copake Falls near Hillsdale, Florida , 1315 Lakeview Rd
Hillside Hideaway is located in Copake Falls, just 27 miles from Norman Rockwell Museum and 31 miles from Tanglewood Musical Center.
  • Parking

no reviews

from $58.00 Show details »

Colonial Classic in Copake, USA

Colonial Classic

Holiday home in Copake near Hillsdale, Florida
Colonial Classic offers accommodations in Copake, 23 miles from Norman Rockwell Museum and 27 miles from Tanglewood Musical Center.
  • Parking
  • Pets allowed

no reviews

from $391.33 Show details »

Tory Hill in Hillsdale, USA

Tory Hill

Holiday home in Hillsdale, Florida , 24 Tory Hill Road
Offering a garden, Tory Hill features accommodations in Hillsdale.
  • Parking
  • Pets allowed

Fabulous 8 Reviews 8.9

from $206.92 Show details »

Linden by AvantStay Countryside Berkshire Escape in North Egremont, USA

Linden by AvantStay Countryside Berkshir...

Holiday home in North Egremont near Hillsdale, Florida
Linden by AvantStay Countryside Berkshire Escape is located in North Egremont, just 11 miles from Norman Rockwell Museum and 16 miles from Tanglewood ...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $57.00 Show details »

Hudson Valley and The Berkshires Cottage in Hillsdale, USA

Hudson Valley and The Berkshires Cottage

Holiday home in Hillsdale, Florida , 73 Stone Ledge Road Unit 2
Hudson Valley and The Berkshires Cottage offers accommodations in Hillsdale, 16 miles from Norman Rockwell Museum and 26 miles from Cranwell Spa & Gol...
  • Parking

Exceptional 1 Reviews 10.0

from $166.29 Show details »

Hudson Valley and The Berkshires Getaway in Hillsdale, USA

Hudson Valley and The Berkshires Getaway

Holiday home in Hillsdale, Florida , 73 Stone Ledge Road
Hudson Valley and The Berkshires Getaway offers accommodations in Hillsdale, 16 miles from Tanglewood Musical Center and 16 miles from Tanglewood.
  • Parking

no reviews

from $361.42 Show details »

Charming, Quiet, Modern, River Front in Hillsdale, USA

Charming, Quiet, Modern, River Front

Holiday home in Hillsdale, Florida , 156 Stone Ledge Road
Charming, Quiet, Modern, River Front is located in Hillsdale, just 16 miles from Tanglewood Musical Center and 17 miles from Tanglewood.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Exceptional 1 Reviews 10.0

from $65.00 Show details »

Number of Holiday homes in Hillsdale 8
Number of guest ratings 109
Average price per night $328.00
Lowest price per night $50,00
Highest price per night $4.626,94

Top 10 Cheapest Holiday-homes in Hillsdale

Discover the Cheapest Holiday-homes in Hillsdale – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Hillsdale

Check out the Most Booked Holiday-homes in Hillsdale – Based on Guest Popularity.

Holiday homes in Hillsdale (Florida), comfortable and familiar

Staying in a holiday or vacation home in Hillsdale can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Hillsdale for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Hillsdale should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com