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Holiday homes in Highland (Page 2)

Enjoy your stay and find the best Holiday homes in Highland at affordable prices

Searching for a holiday home in Highland (Florida)? Explore a great selection of vacation homes in Highland to find the one that best fits to your needs, starting from $160 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Highland and region (30 miles)

Quaint Woodstock Escape - 2 Mi to Tinker...

Holiday home in Woodstock near Highland, Florida
Quaint Woodstock Escape - 2 Mi to Tinker St! is situated in Woodstock, 41 km from Mohonk Preserve, 42 km from Historic Huguenot Street, and 43 km from...
  • Parking

no reviews

from $383.00 Show details »

Woodstock Getaway with Hot Tub about 2 M...

Holiday home in Woodstock near Highland, Florida
Boasting a hot tub, Woodstock Getaway with Hot Tub about 2 Mi to Dtwn! is situated in Woodstock.
  • Parking

no reviews

from $306.00 Show details »

SUNDOWN BB

Holiday home in Kerhonkson near Highland, Florida , 6 Lakeview Terrace
Boasting mountain views, SUNDOWN BB provides accommodation with a terrace and a patio, around 33 km from Mohonk Preserve.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 10 Reviews 9.6

from $193.50 Show details »

Cozy Campbell Hall Getaway with Porch!

Holiday home in Campbell Hall near Highland, Florida
Set 34 km from DM Weil Gallery, 36 km from Bear Mountain State Park and 37 km from Loren Campbell Baseball Field, Cozy Campbell Hall Getaway with Porc...
  • Parking

no reviews

from $352.33 Show details »

Cozy Woodstock Home with Fire Pit!

Holiday home in Woodstock near Highland, Florida
Situated in Woodstock, 44 km from Mohonk Preserve and 46 km from Historic Huguenot Street, Cozy Woodstock Home with Fire Pit! provides accommodation w...
  • Parking

no reviews

from $326.00 Show details »

Welcome to Harmony Hills (pool, hot tub,...

Holiday home in Saugerties near Highland, Florida , 23 Callinan Lane
Set 46 km from The State University of New York at New Paltz, Welcome to Harmony Hills (pool, hot tub, gym) offers accommodation in Saugerties with ac...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $480.00 Show details »

Stylish Pine Plains Home Near Parks and...

Holiday home in Pine Plains near Highland, Florida
Stylish Pine Plains Home Near Parks and Hiking! is set in Pine Plains, 45 km from Bardavon Opera House, 48 km from Marist College, as well as 22 km fr...
  • Parking

Exceptional 3 Reviews 10.0

from $227.00 Show details »

Dutchess County Getaway by Country House...

Holiday home in Tivoli near Highland, Florida , 3 Washburn Ave
Offering a garden and garden view, 3 Bedroom House for 5 is located in Tivoli, 43 km from Bardavon Opera House and 46 km from Historic Huguenot Street...
  • Parking
  • Pets allowed

no reviews

from $279.29 Show details »

bright serene, spacious barn at gallatin...

Holiday home in Red Hook near Highland, Florida , 1845 Jackson Corners Road
Featuring mountain views, bright serene + spacious barn upstate NY provides accommodation with a garden and a balcony, around 47 km from Vassar Colleg...
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 2 Reviews 10.0

from $294.02 Show details »

Updated Home with Patio Half Mile to Wes...

Holiday home in Highland Falls near Highland, Florida
Situated in Highland Falls, 14 km from Bear Mountain State Park, 22 km from Metro-North Harriman Station and 40 km from Mid Hudson Childrens Museum, U...
  • Parking

Pleasant 1 Reviews 7.0

from $395.67 Show details »

West Shokan Home Near Woodstock and Area...

Holiday home in West Shokan near Highland, Florida
Set 43 km from Historic Huguenot Street, 44 km from Loren Campbell Baseball Field and 44 km from The State University of New York at New Paltz, West S...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $170.00 Show details »

UpdatedandPet-Friendly Cabin By Hikes an...

Holiday home in Bearsville near Highland, Florida
Situated in Bearsville, 47 km from Mohonk Preserve, 49 km from Historic Huguenot Street and 50 km from The State University of New York at New Paltz, ...
  • Parking
  • Pets allowed

Superb 9 Reviews 9.3

from $273.33 Show details »

Schunemunk Mnt hse 15 mins to Legoland &...

Villa in Monroe near Highland, Florida , 6 Crestwood Trail
Boasting mountain views, Schunemunk Mnt hse 15 mins to Legoland &woodbury offers accommodation with a balcony and a kettle, around 28 km from Bear Mou...
  • Parking
  • Pets allowed
  • Family rooms

Superb 5 Reviews 9.4

from $172.10 Show details »

Charming Sharon Dwelling with Deck and F...

Holiday home in Sharon near Highland, Florida
Charming Sharon Dwelling with Deck and Fire Pit! is an accommodation located in Sharon, 48 km from Bardavon Opera House and 50 km from Marist College.
  • Parking

no reviews

from $357.86 Show details »

Pet friendly travelers lounge w/ indoor...

Chalet in Monroe near Highland, Florida , 7 Beverly Trail
Boasting a garden, a terrace, and a restaurant, Pet friendly travelers lounge w/ indoor fireplace features accommodation in Monroe with free WiFi and ...
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms

Pleasant 3 Reviews 6.3

from $120.94 Show details »

Number of Holiday homes in Highland 40
Number of guest ratings 320
Average price per night $523.21
Lowest price per night $160.00
Highest price per night $1.539.56

Most popular Holiday-homes in Highland

The most popular Holiday-homes in Highland based on average guest rating (Top 10).

Cheapest Holiday-homes in Highland

The cheapest Holiday-homes in Highland based on room rate per night (Top 10).

Most booked Holiday-homes in Highland

The most booked Holiday-homes in Highland based on popularity with guests (Top 10).

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