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Holiday homes in Highland

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)
Idyllic Home on the Hudson with Updated Interior! in Highland, USA

Idyllic Home on the Hudson with Updated...

Holiday home in Highland, Florida
Idyllic Home on the Hudson with Updated Interior! is situated in Highland, 11 km from Marist College, 11 km from Vassar College, and 16 km from Histor...
  • Parking

Very poor 3 Reviews 2.7

from $236.00 Show details »

Private 1BR Apt in a brick ranch house in Highland, USA

Private 1BR Apt in a brick ranch house

Holiday home in Highland, Florida , 130 South Riverside Road
Situated in Highland, 8.3 km from The State University of New York at New Paltz and 8.4 km from Loren Campbell Baseball Field, Private 1BR Apt in a br...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $162.00 Show details »

Secluded Country Getaway in Highland, USA

Secluded Country Getaway

Holiday home in Highland, Florida , 98 Half Moon Road
Featuring mountain views, Secluded Country Getaway provides accommodation with a tennis court and a terrace, around 8.1 km from Bardavon Opera House.
  • Parking
  • Allergy-free room
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Okay 4 Reviews 5.7

from $297.43 Show details »

Pet friendly Home in Poughkeepsie- Hot Tub- Private cook experience option in Poughkeepsie, USA

Pet friendly Home in Poughkeepsie- Hot T...

Holiday home in Poughkeepsie near Highland, Florida , 41 Eileen Boulevard
Boasting garden views, Pet friendly Home in Poughkeepsie- Hot Tub- Private cook experience option provides accommodation with a terrace and a coffee m...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $290.00 Show details »

Cozy Cottage-Hot tub-Dog Friendly ! in Poughkeepsie, USA

Cozy Cottage-Hot tub-Dog Friendly !

Holiday home in Poughkeepsie near Highland, Florida , 30 Eastern Parkway
Cozy Cottage-Hot tub-Dog Friendly!, a property with a garden and a terrace, is located in Poughkeepsie, 8 km from Bardavon Opera House, 11 km from Mar...
  • Parking
  • Pets allowed

Very good 2 Reviews 8.5

from $160.00 Show details »

Salt Point Guest House on Working Horse Farm! in Salt Point, USA

Salt Point Guest House on Working Horse...

Holiday home in Salt Point near Highland, Florida
Situated in Salt Point, 18 km from Marist College and 19 km from Bardavon Opera House, Dutchess County Guest House on Working Horse Farm! provides acc...
  • Parking
  • Pets allowed
  • Internet facilities
  • Hairdryer
  • Iron

Exceptional 1 Reviews 10.0

from $380.00 Show details »

New Paltz Home with Fire Pit and Gas Fireplace! in New Paltz, USA

New Paltz Home with Fire Pit and Gas Fir...

Holiday home in New Paltz near Highland, Florida
Situated in New Paltz, 7.2 km from DM Weil Gallery and 8.1 km from Loren Campbell Baseball Field, New Paltz Home with Fire Pit and Gas Fireplace! prov...
  • Parking

no reviews

from $464.00 Show details »

Wallkill Riverfront Retreat Canoe and Relax! in New Paltz, USA

Wallkill Riverfront Retreat Canoe and Re...

Holiday home in New Paltz near Highland, Florida
Wallkill Riverfront Retreat Canoe and Relax! is set in New Paltz, 8.5 km from Loren Campbell Baseball Field, 9 km from The State University of New Yor...
  • Parking

no reviews

from $353.00 Show details »

High Falls Restorative Cabin in the Woods! in High Falls, USA

High Falls Restorative Cabin in the Wood...

Holiday home in High Falls near Highland, Florida
Situated 16 km from Historic Huguenot Street, 17 km from Loren Campbell Baseball Field and 18 km from The State University of New York at New Paltz, H...
  • Parking

no reviews

from $381.67 Show details »

Minnewaska Lodge in Gardiner, USA

Minnewaska Lodge

Lodge in Gardiner near Highland, Florida , 3116 Route 44/55
This lodge is located in scenic upstate New York and is 8.7 km from Lake Minnewaska State Park.
  • Parking
  • Pets allowed
  • Bar
  • Kids' outdoor play equipment

Fabulous 173 Reviews 8.8

from $316.80 Show details »

Spacious Stone Ridge Family Home 6 Private Acres! in Stone Ridge, USA

Spacious Stone Ridge Family Home 6 Priva...

Holiday home in Stone Ridge near Highland, Florida
Located 16 km from Mohonk Preserve, 20 km from Historic Huguenot Street and 21 km from Loren Campbell Baseball Field, Spacious Stone Ridge Family Home...
  • Parking

no reviews

from $330.00 Show details »

Cozy Kingston NY Cottage, In the Roundout in Kingston, USA

Cozy Kingston NY Cottage, In the Roundou...

Holiday home in Kingston near Highland, Florida , 22 Hone Street
Set in Kingston, 2.7 km from George H.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Very good 4 Reviews 8.2

from $249.00 Show details »

Peaceful Hurley Retreat about 1 Mi to Main Street in Hurley, USA

Peaceful Hurley Retreat about 1 Mi to Ma...

Holiday home in Hurley near Highland, Florida
Situated in Hurley, 26 km from Historic Huguenot Street and 27 km from Loren Campbell Baseball Field, Peaceful Hurley Retreat about 1 Mi to Main Stree...
  • Parking
  • Pets allowed

no reviews

from $287.33 Show details »

Charming Cottage with Deck Mtn and Lake Views! in Wallkill, USA

Charming Cottage with Deck Mtn and Lake...

Holiday home in Wallkill near Highland, Florida
Charming Cottage with Deck Mtn and Lake Views! is situated in Wallkill, 21 km from Historic Huguenot Street, 21 km from Loren Campbell Baseball Field,...
  • Parking
  • Pets allowed

no reviews

from $252.67 Show details »

The Stables in Kingston, USA

The Stables

Holiday home in Kingston near Highland, Florida , CONNIFER LANE
Featuring garden views, The Stables offers accommodation with a patio and a coffee machine, around 27 km from Loren Campbell Baseball Field.
  • Parking

Exceptional 22 Reviews 9.6

from $295.00 Show details »

Chic Catskills Summer Getaway with Hot Tub and Firepit in Kingston, USA

Chic Catskills Summer Getaway with Hot T...

Holiday home in Kingston near Highland, Florida
Chic Catskills Spring Getaway with Hot Tub and Firepit is set in Kingston, 27 km from Historic Huguenot Street, and offers a patio, garden, and free W...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $343.33 Show details »

Modern NY Home with Views By Hudson Valley Hiking! in Hopewell Junction, USA

Modern NY Home with Views By Hudson Vall...

Holiday home in Hopewell Junction near Highland, Florida
Boasting a spa bath, Modern NY Home with Views By Hudson Valley Hiking! is situated in Hopewell Junction.
  • Parking

Very good 1 Reviews 8.0

from $377.00 Show details »

Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hiking in Kerhonkson, USA

Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hikin...

Holiday home in Kerhonkson near Highland, Florida , 19 Franko Drive
Boasting garden views, Hot Tub-Fire Pit-Deck-BBQ-Spacious-Hiking features accommodation with a garden and a balcony, around 24 km from Mohonk Preserve...
  • Parking
  • Pets allowed
  • Family rooms
  • Electric vehicle charging station

no reviews

from $448.22 Show details »

Grand Pine Bush Retreat on 2 Acres with Deck! in Pine Bush, USA

Grand Pine Bush Retreat on 2 Acres with...

Holiday home in Pine Bush near Highland, Florida
Featuring a spa bath, Grand Pine Bush Retreat on 2 Acres with Deck! is located in Pine Bush.
  • Parking
  • Pets allowed

no reviews

from $414.67 Show details »

Pet-Friendly Pond View Loft with Private Pool! in Walden, USA

Pet-Friendly Pond View Loft with Private...

Holiday home in Walden near Highland, Florida
Pet-Friendly Pond View Loft Ski, Hike and More! is situated in Walden, 18 km from DM Weil Gallery, 31 km from Historic Huguenot Street, and 31 km from...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $206.00 Show details »

Historic Cornwall-On-Hudson Cottage with Deck! in Cornwall-on-Hudson, USA

Historic Cornwall-On-Hudson Cottage with...

Holiday home in Cornwall-on-Hudson near Highland, Florida
Historic Cornwall-On-Hudson Cottage with Deck! is set in Cornwall-on-Hudson, 26 km from Bear Mountain State Park, 27 km from Mid Hudson Childrens Muse...
  • Parking

no reviews

from $390.00 Show details »

Cozy Cabin in the Woods By Ashokan Reservoir in Stone Ridge, USA

Cozy Cabin in the Woods By Ashokan Reser...

Holiday home in Stone Ridge near Highland, Florida
Set in Stone Ridge, 27 km from Mohonk Preserve, 35 km from Historic Huguenot Street and 36 km from Loren Campbell Baseball Field, Cozy Cabin in the Wo...
  • Parking

no reviews

from $218.00 Show details »

Casabison Lake Katrine Home with Fire Pit! in Lake Katrine, USA

Casabison Lake Katrine Home with Fire Pi...

Holiday home in Lake Katrine near Highland, Florida
Within 38 km of Mohonk Preserve and 39 km of Historic Huguenot Street, Casabison Lake Katrine Home with Fire Pit! provides free WiFi and a terrace.
  • Parking

no reviews

from $369.67 Show details »

Discover Nature’s Glory! Perfect Family Home in Highland Falls, USA

Discover Nature’s Glory! Perfect Family...

Holiday home in Highland Falls near Highland, Florida , 763 Route 9W
Discover Nature’s Glory!
  • Parking

no reviews

from $264.00 Show details »

Charming Cottage with Yard - 2 Mi to Tinker St! in Woodstock, USA

Charming Cottage with Yard - 2 Mi to Tin...

Holiday home in Woodstock near Highland, Florida
Within 41 km of Mohonk Preserve and 42 km of Historic Huguenot Street, Charming Cottage with Yard - 2 Mi to Tinker St! offers free WiFi and a garden.
  • Parking
  • Fitness centre

Superb 12 Reviews 9.3

from $346.33 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