Discover winter rentals Pleasant Valley - We found 47 exact matches
About Pleasant Valley Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Pleasant Valley, NY perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Pleasant Valley. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Pleasant Valley and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Pleasant Valley Winter Rentals
What are the top rated Winter Rentals in Pleasant Valley?
There are a lot of options in Pleasant Valley. If you plan on staying in the Pleasant Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Pleasant Valley:
- Charming Brick House -Hudson Valley
- Hudson Valley Horse Farm Retreat in Salt Point
- Hidden Charm in Hudson Valley In Dutchess County
- Stunning Light-Filled Contemporary Home on 7 Acres
- Wappinger Cottage - Scandinavian retreat on a creek
- Peaceful getaway for outdoor enthusiasts-a modern home with a country/farm feel.
- Spacious New Luxurious holiday house in lovely Hudson Valley
- The Cherry House NYnn
- Private retreat on 12 acres w hot tub and bbq
- Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
How much does it cost to rent a place to stay near Pleasant Valley in the wintertime?
The average cost for winter rentals in Pleasant Valley is $635 per night. Vacation Cottage has a wide list of great winter places to stay near Pleasant Valley that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Pleasant Valley that allow pets?
Yes, here are the top cottage/chalet rentals in Pleasant Valley that allow you to bring your pet or dog:
- Charming Brick House -Hudson Valley
- HV Spacious Retreat sleeps 13 with pool and hot tub
- Spacious New 5-bedroom holiday house in lovely Hudson Valley
- Hudson Valley Horse Farm Retreat in Salt Point
See all pet-friendly vacation rentals in Pleasant Valley on Vacation Cottage
Do you have any winter rentals in Pleasant Valley that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Pleasant Valley to find what works for you.
Are there winter accommodations in Pleasant Valley that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 47 private swimming pools or indoor pools accommodations near Pleasant Valley along with other great amenities.
Do any winter holiday rentals in Pleasant Valley have hot tubs?
About 47 holiday rentals in Pleasant Valley boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Pleasant Valley?
Yes, there are many luxury places to stay in Pleasant Valley for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Pleasant Valley with all the best amenities for your next trip.
