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Holiday homes in Hensonville You’ll Love (Page 2)

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

Looking for a holiday home in Hensonville (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $53.00 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 Hensonville.

We found 56 Holiday-homes in Hensonville and the surrounding area (within 20 miles)

Jewett Cabin with Viewing Deck - 10 Mins to Skiing! in Jewett, USA

Jewett Cabin with Viewing Deck - 10 Mins...

Holiday home in Jewett near Hensonville, Florida
Jewett Cabin with Viewing Deck - 10 Mins to Skiing! offers accommodations in Jewett, 6.8 miles from Hunter Mountain.
  • Parking

Very good 1 Reviews 8.0

from $264.57 Show details »

Dog-Friendly Mountain Hideaway in Jewett, USA

Dog-Friendly Mountain Hideaway

Holiday home in Jewett near Hensonville, Florida , 4513 County Road 23C
Dog-Friendly Mountain Hideaway offers accommodations in Jewett, 31 miles from Delaware Ulster Railroad.
  • Parking
  • Pets allowed

Fabulous 1 Reviews 9.0

from $439.47 Show details »

Country Escape Overlooking Hunter & Windham Mts in Jewett, USA

Country Escape Overlooking Hunter & Wind...

Holiday home in Jewett near Hensonville, Florida , 124 Acorn Drive
Country Escape Overlooking Hunter & Windham Mts offers accommodations in Jewett, 30 miles from Hudson Athens Lighthouse and 7.1 miles from Hunter Moun...
  • Parking
  • Pets allowed

no reviews

from $1.028.58 Show details »

Private 7-Acre Retreat On-Site Pond, Streams in Jewett, USA

Private 7-Acre Retreat On-Site Pond, Str...

Holiday home in Jewett near Hensonville, Florida
Private 7-Acre Retreat On-Site Pond, Streams offers accommodations in Jewett, 10 miles from Hunter Mountain and 30 miles from Delaware Ulster Railroad...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 1 Reviews 10.0

from $311.35 Show details »

CreeksideHome, 2-5min to Ski,Hiking,Lake,Cafe&Bars in Windham, USA

CreeksideHome, 2-5min to Ski,Hiking,Lake...

Holiday home in Windham near Hensonville, Florida , 14 Maplecrest Road
Providing a garden, CreeksideHome, 2-5min to Ski, Hiking,Lake,Cafe&Bars provides accommodations in Windham.
  • Parking
  • Pets allowed

no reviews

from $58.00 Show details »

Immaculate Windham Getaway Near Skiing and Hiking! in Windham, USA

Immaculate Windham Getaway Near Skiing a...

Holiday home in Windham near Hensonville, Florida
Immaculate Windham Getaway Near Skiing and Hiking! offers accommodations in Windham, 7.2 miles from Catskill State Park and 29 miles from Hudson Athen...
  • Parking

Exceptional 2 Reviews 10.0

from $352.80 Show details »

Chalet, New Hot Tub, 5 min to Windham skiing in Hensonville, USA

Chalet, New Hot Tub, 5 min to Windham sk...

Holiday home in Hensonville, Florida , 26 Albert Court
Chalet, New Hot Tub, 5 min to Windham skiing offers accommodations in Hensonville, 6.9 miles from Catskill State Park and 29 miles from Hudson Athens ...
  • Parking

no reviews

from $66.00 Show details »

Katskill Chalet Renovated with Endless View in Windham, USA

Katskill Chalet Renovated with Endless V...

Holiday home in Windham near Hensonville, Florida , 12 Reservoir Road
Featuring a garden, Katskill Chalet Renovated with Endless View features accommodations in Windham.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $66.00 Show details »

Mountain Lodge with Hot Tub & Fire Pit in Hensonville, USA

Mountain Lodge with Hot Tub & Fire Pit

Holiday home in Hensonville, Florida , 30 Chase Drive
Mountain Lodge with Hot Tub & Fire Pit offers accommodations in Hensonville, 28 miles from Hudson Athens Lighthouse and 9 miles from Hunter Mountain.

no reviews

from $59.00 Show details »

Retro Retreat Charming Home with Hot Tub & Fire Pit in Hensonville, USA

Retro Retreat Charming Home with Hot Tub...

Holiday home in Hensonville, Florida , 29 Chase Drive
Featuring a garden, Retro Retreat Charming Home with Hot Tub & Fire Pit offers accommodations in Hensonville.

no reviews

from $246.37 Show details »

Experience the Wonder of Windham in Windham, USA

Experience the Wonder of Windham

Holiday home in Windham near Hensonville, Florida , 11320 New York 23
Experience the Wonder of Windham offers accommodations in Windham, 11 miles from Hunter Mountain.
  • Pets allowed

no reviews

from $52.00 Show details »

Redwood Retreat in Windham - Pickleball! Tennis! in Windham, USA

Redwood Retreat in Windham - Pickleball!...

Holiday home in Windham near Hensonville, Florida , 44 Quads Way
Redwood Retreat in Windham - Pickleball!
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 22 Reviews 9.4

from $165.77 Show details »

Slope Views Luxe Windham Retreat with Hot Tub! in Windham, USA

Slope Views Luxe Windham Retreat with Ho...

Holiday home in Windham near Hensonville, Florida
Slope Views Luxe Windham Retreat with Hot Tub! offers accommodations in Windham, 30 miles from Hudson Athens Lighthouse and 10 miles from Hunter Mount...
  • Parking
  • Spa and wellness centre

no reviews

from $386.43 Show details »

Holly Lodge - Ski Windham Hunter Catskills in Prattsville, USA

Holly Lodge - Ski Windham Hunter Catskil...

Holiday home in Prattsville near Hensonville, Florida , 12112 New York 23
Featuring a garden, Holly Lodge - Ski Windham Hunter Catskills features accommodations in Prattsville.
  • Pets allowed
  • Family rooms

Exceptional 2 Reviews 9.5

from $334.18 Show details »

Mountain Cabin with Scenic Views and Hot Tub in Windham, USA

Mountain Cabin with Scenic Views and Hot...

Holiday home in Windham near Hensonville, Florida , 15 Church Street
Mountain Cabin with Scenic Views and Hot Tub offers accommodations in Windham, 29 miles from Hudson Athens Lighthouse and 11 miles from Hunter Mountai...
  • Pets allowed

no reviews

from $258.06 Show details »

2 Mi to Windham Mountain Scenic Home with Fire Pit! in Windham, USA

2 Mi to Windham Mountain Scenic Home wit...

Holiday home in Windham near Hensonville, Florida
2 Mi to Windham Mountain Scenic Home with Fire Pit! offers accommodations in Windham, 10 miles from Hunter Mountain.
  • Parking
  • Pets allowed

no reviews

from $270.29 Show details »

Vacation Rental Home about 2 Mi to Windham Mountain! in Windham, USA

Vacation Rental Home about 2 Mi to Windh...

Holiday home in Windham near Hensonville, Florida
Vacation Rental Home about 2 Mi to Windham Mountain! is located in Windham, just 30 miles from Hudson Athens Lighthouse and 10 miles from Hunter Mount...
  • Parking
  • Pets allowed

Very good 2 Reviews 8.5

from $290.53 Show details »

Windham Home Near Mountain Biking and Hiking Trails! in Windham, USA

Windham Home Near Mountain Biking and Hi...

Holiday home in Windham near Hensonville, Florida
Windham Home Near Mountain Biking and Hiking Trails! is located in Windham, just 8.9 miles from Catskill State Park and 30 miles from Hudson Athens Li...
  • Parking

Pleasant 1 Reviews 6.0

from $227.03 Show details »

Catskills Home, 5 Mins to Windham Mtn Resort! in Windham, USA

Catskills Home, 5 Mins to Windham Mtn Re...

Holiday home in Windham near Hensonville, Florida
Catskills Home, 5 Mins to Windham Mtn Resort! offers accommodations in Windham, 30 miles from Hudson Athens Lighthouse and 10 miles from Hunter Mounta...
  • Parking
  • Spa and wellness centre

Fabulous 7 Reviews 8.6

from $184.37 Show details »

Cozy Mtn-View Chalet Less Than 2 Mi to Windham Slopes in Windham, USA

Cozy Mtn-View Chalet Less Than 2 Mi to W...

Holiday home in Windham near Hensonville, Florida
Cozy Mtn-View Chalet Less Than 2 Mi to Windham Slopes offers accommodations in Windham, 29 miles from Hudson Athens Lighthouse and 10 miles from Hunte...
  • Parking

Very good 1 Reviews 8.0

from $340.92 Show details »

Guesthouse Minutes from the Mountain in Windham, USA

Guesthouse Minutes from the Mountain

Holiday home in Windham near Hensonville, Florida , 25 Vining Road
Guesthouse Minutes from the Mountain is located in Windham, just 30 miles from Hudson Athens Lighthouse and 12 miles from Hunter Mountain.

no reviews

from $368.76 Show details »

Windham Mountain Vacation Rental about 3 Mi to Lifts! in Windham, USA

Windham Mountain Vacation Rental about 3...

Holiday home in Windham near Hensonville, Florida
Windham Mountain Vacation Rental about 3 Mi to Lifts! offers accommodations in Windham, 10 miles from Catskill State Park and 12 miles from Hunter Mou...
  • Parking
  • Pets allowed

no reviews

from $329.71 Show details »

Windham Cabin 5 mins to Mtn with 2 Fireplaces & Games in Windham, USA

Windham Cabin 5 mins to Mtn with 2 Firep...

Holiday home in Windham near Hensonville, Florida , 543 North Settlement Road
Windham Cabin 5 mins to Mtn with 2 Fireplaces & Games offers accommodations in Windham, 12 miles from Catskill State Park and 13 miles from Hunter Mou...

no reviews

from $56.00 Show details »

Catskills Townhome about 2 Mi to Windham Mountain Club in Windham, USA

Catskills Townhome about 2 Mi to Windham...

Holiday home in Windham near Hensonville, Florida
Catskills Townhome about 2 Mi to Windham Mountain Club offers accommodations in Windham, 10 miles from Catskill State Park and 30 miles from Hudson At...
  • Parking
  • Pets allowed

Fabulous 3 Reviews 8.7

from $369.89 Show details »

Luxurious Home & Amazing Views in Windham, USA

Luxurious Home & Amazing Views

Holiday home in Windham near Hensonville, Florida , 24 Timber Trail
Luxurious Home & Amazing Views offers accommodations in Windham, 13 miles from Hunter Mountain.
  • Pets allowed

no reviews

from $489.49 Show details »

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