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Holiday homes in Bearsville You’ll Love

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

Looking for a holiday home in Bearsville (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 Bearsville.

We found 17 Holiday-homes in Bearsville and the surrounding area (within 30 miles)

Casa Reál about Expansive Woodstock House with Hot Tub in Woodstock, USA

Casa Reál about Expansive Woodstock Hous...

Holiday home in Woodstock near Bearsville, Florida
Casa Reál about Expansive Woodstock House with Hot Tub is located in Woodstock, just 27 miles from The State University of New York at New Paltz and ...
  • Parking
  • Pets allowed
  • Spa and wellness centre

no reviews

from $98.00 Show details »

Woodstock Getaway with Hot Tub about 2 Mi to Dtwn! in Woodstock, USA

Woodstock Getaway with Hot Tub about 2 M...

Holiday home in Woodstock near Bearsville, Florida
Woodstock Getaway with Hot Tub about 2 Mi to Dtwn! is located in Woodstock, just 27 miles from Historic Huguenot Street and 28 miles from The State Un...
  • Parking

Exceptional 1 Reviews 10.0

from $415.36 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 Bearsville, Florida
Charming Cottage with Yard - 2 Mi to Tinker St! offers accommodations in Woodstock, 26 miles from Historic Huguenot Street and 27 miles from The State...
  • Parking
  • Fitness centre
  • Spa and wellness centre

Fabulous 15 Reviews 8.7

from $369.97 Show details »

Quaint Woodstock Escape - 2 Mi to Tinker St! in Woodstock, USA

Quaint Woodstock Escape - 2 Mi to Tinker...

Holiday home in Woodstock near Bearsville, Florida
Quaint Woodstock Escape - 2 Mi to Tinker St! offers accommodations in Woodstock, 25 miles from Mohonk Preserve and 26 miles from Historic Huguenot Str...
  • Parking
  • Spa and wellness centre

Exceptional 4 Reviews 10.0

from $467.70 Show details »

Luxury Woodstock Retreat Hot tub and heated pool in Woodstock, USA

Luxury Woodstock Retreat Hot tub and hea...

Holiday home in Woodstock near Bearsville, Florida , 9 Munchkin Lane
Luxury Woodstock Retreat Hot tub and heated pool offers accommodations in Woodstock, 26 miles from Mohonk Preserve and 28 miles from The State Univers...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $86.00 Show details »

UpdatedandPet-Friendly Cabin By Hikes and Woodstock! in Bearsville, USA

UpdatedandPet-Friendly Cabin By Hikes an...

Holiday home in Bearsville, Florida
UpdatedandPet-Friendly Cabin By Hikes and Woodstock! offers accommodations in Bearsville, 29 miles from Mohonk Preserve and 31 miles from Historic Hug...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Fabulous 6 Reviews 8.8

from $268.63 Show details »

Woodstock Retreat - 3 br 3 bath pool hot tub walk to town in Woodstock, USA

Woodstock Retreat - 3 br 3 bath pool hot...

Holiday home in Woodstock near Bearsville, Florida , 106 Chestnut Hill Road
Woodstock Retreat - 3 br 3 bath pool hot tub walk to town is located in Woodstock, just 27 miles from Mohonk Preserve and 28 miles from Historic Hugue...
  • Parking
  • Swimming Pool

no reviews

from $82.00 Show details »

Beautiful, comfortable home by the Mountain in Bearsville, USA

Beautiful, comfortable home by the Mount...

Holiday home in Bearsville, Florida , 247 Wittenberg Road
Beautiful, comfortable home by the Mountain offers accommodations in Bearsville, 30 miles from Mohonk Preserve and 28 miles from Mohonk Golf Course.
  • Parking
  • Pets allowed

no reviews

from $79.00 Show details »

Luxury Woodstock Family Retreat, pool and hot tub in Woodstock, USA

Luxury Woodstock Family Retreat, pool an...

Holiday home in Woodstock near Bearsville, Florida , 23 Laura Lane
Luxury Woodstock Family Retreat, pool and hot tub offers accommodations in Woodstock, 28 miles from Historic Huguenot Street and 28 miles from Loren C...
  • Parking
  • Pets allowed

no reviews

from $59.00 Show details »

Luxury Woodstock Family Retreat with pool hot tub in Woodstock, USA

Luxury Woodstock Family Retreat with poo...

Holiday home in Woodstock near Bearsville, Florida , 23 Laura Lane
Luxury Woodstock Family Retreat with pool hot tub offers accommodations in Woodstock, 27 miles from Mohonk Preserve and 28 miles from The State Univer...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $90.00 Show details »

WOODSTOCK HISTORIC ARTIST ESTATE - THE MUSEUM HOUSE in Woodstock, USA

WOODSTOCK HISTORIC ARTIST ESTATE - THE M...

Holiday home in Woodstock near Bearsville, Florida , 4-10 Broadview Road
Providing a garden, WOODSTOCK HISTORIC ARTIST ESTATE - THE MUSEUM HOUSE offers accommodations in Woodstock.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

no reviews

from $82.00 Show details »

The Mod Cabin in Bearsville, USA

The Mod Cabin

Holiday home in Bearsville, Florida , 11 Mandel Rd
With free private parking, the property is 30 miles from Mohonk Preserve and 28 miles from Mohonk Golf Course.
  • Parking
  • Pets allowed

Exceptional 9 Reviews 9.8

from $412.20 Show details »

Abeni GuestHouse - Catskills Hideaway w Sauna Minutes from Hiking in Mount Tremper, USA

Abeni GuestHouse - Catskills Hideaway w...

Holiday home in Mount Tremper near Bearsville, Florida , 17 Heintz Road
Abeni GuestHouse - Catskills Hideaway w Sauna Minutes from Hiking is located in Mount Tremper, just 27 miles from Mohonk Golf Course and 30 miles from...
  • Parking
  • Pets allowed

Good 8 Reviews 7.3

from $92.66 Show details »

Abeni Cottage - Quaint Cottage with Peloton & Sauna near Hiking in Mount Tremper, USA

Abeni Cottage - Quaint Cottage with Pelo...

Holiday home in Mount Tremper near Bearsville, Florida , 13 Heintz Road
27 miles from Mohonk Golf Course in Mount Tremper, Abeni Cottage - Quaint Cottage with Peloton & Sauna near Hiking features accommodations with access...
  • Parking
  • Pets allowed
  • Fitness centre

Very good 3 Reviews 8.3

from $109.40 Show details »

Abeni House - Catskill Country House w Hot Tub Near Hiking in Mount Tremper, USA

Abeni House - Catskill Country House w H...

Holiday home in Mount Tremper near Bearsville, Florida , 17 Heintz Road
Abeni House - Catskill Country House w Hot Tub Near Hiking offers accommodations in Mount Tremper, 27 miles from Mohonk Golf Course and 30 miles from ...
  • Parking
  • Pets allowed

Good 5 Reviews 7.2

from $191.28 Show details »

Modern Mountain Retreat in Mount Tremper, USA

Modern Mountain Retreat

Holiday home in Mount Tremper near Bearsville, Florida , 42 Mt Tobias Rd
Modern Mountain Retreat is located in Mount Tremper, just 30 miles from Mohonk Preserve and 28 miles from Mohonk Golf Course.
  • Parking
  • Family rooms

Exceptional 5 Reviews 9.6

from $63.00 Show details »

Romantic, Magical Cottage in Catskills nr Woodstock in Willow, USA

Romantic, Magical Cottage in Catskills n...

Country house in Willow near Bearsville, Florida , 401 Sickler Road
Romantic, Magical Cottage in Catskills nr Woodstock offers accommodations in Willow, 31 miles from New Paltz Golf Course.
  • Parking
  • Family rooms

Fabulous 4 Reviews 9.0

from $263.75 Show details »

Number of Holiday homes in Bearsville 17
Number of guest ratings 44
Average price per night $346.00
Lowest price per night $50,00
Highest price per night $5.793,87

Top 10 Cheapest Holiday-homes in Bearsville

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

Top 10 Most Booked Holiday-homes in Bearsville

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

Holiday homes in Bearsville (Florida), comfortable and familiar

Staying in a holiday or vacation home in Bearsville 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 Bearsville 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 Bearsville 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