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Holiday homes in Highland You’ll Love

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

Looking for a holiday home in Highland (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 Highland.

We found 4 Holiday-homes in Highland and the surrounding area (within 60 miles)

The Juniper House near Poughkeepsie & New Paltz in Highland, USA

The Juniper House near Poughkeepsie & Ne...

Holiday home in Highland, Florida , 14 Tina Drive
Offering a garden, The Juniper House near Poughkeepsie & New Paltz features accommodations in Highland.
  • Parking
  • Pets allowed
  • Family rooms

Superb 10 Reviews 9.1

from $369.70 Show details »

Hudson Valley Retreat in Hyde Park, USA

Hudson Valley Retreat

Holiday home in Hyde Park near Highland, Florida , 42 West Dorsey Lane
Hudson Valley Retreat is located in Hyde Park, just 5.5 miles from Vassar College and 10 miles from Mid Hudson Childrens Museum.
  • Parking

no reviews

from $87.00 Show details »

Beautiful home with mountain top views with an EV and NEMA connection!! in Poughkeepsie, USA

Beautiful home with mountain top views w...

Holiday home in Poughkeepsie near Highland, Florida , 6 Kristi Ln
Beautiful home with mountain top views with an EV and NEMA connection!! is located in Poughkeepsie, just 5.9 miles from Bardavon Opera House and 6.7 m...
  • Parking
  • Pets allowed
  • Family rooms

Fabulous 7 Reviews 8.8

from $435.56 Show details »

Private 37 Acre Lake Estate On 164 Acres - 11 Br in Highland, USA

Private 37 Acre Lake Estate On 164 Acres...

Holiday home in Highland, Florida , 201 Swartekill Road
Private 37 Acre Lake Estate On 164 Acres - 11 Br offers accommodations in Highland, 7.1 miles from Historic Huguenot Street and 7.6 miles from The Sta...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $5.793.87 Show details »

Number of Holiday homes in Highland 4
Number of guest ratings 254
Average price per night $329.00
Lowest price per night $50,00
Highest price per night $4.541,73

Top 10 Cheapest Holiday-homes in Highland

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

Top 10 Most Booked Holiday-homes in Highland

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

Holiday homes in Highland (Florida), comfortable and familiar

Staying in a holiday or vacation home in Highland 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 Highland 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 Highland 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