Discover winter rentals Montgomery County - We found 1061 exact matches
About Montgomery County Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Montgomery County, TX 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 Montgomery County. 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 Montgomery County and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Montgomery County Winter Rentals
What are the top rated Winter Rentals in Montgomery County?
There are a lot of options in Montgomery County. If you plan on staying in the Montgomery County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Montgomery County:
- Luxury Lakefront with Spectacular Pool, Spa & Putting Green! Fully Remodeled!
- Prancing Horse Estates~Private, Gated 10 acres with pool, spa, waterfall
- Waterfront Condo with Private Pool and Amazing Views!
- 70 jet spa, lakefront, boat lift, swim/fish dock, huge yard, grill, Lrg 3300sf
- Unobstructed open water lake house for friends & family fun w/Tesla charger
- Back to Nature Home in the Heart of The Woodlands!
- Lakefront Home w/Pool and Spa on quite/protected cove on Lake Conroe
- Beautiful Garden Oasis in the Heart of The Woodlands!
- Comfy Cozy Condo, #149, 1 Bdrm., Incredible View, a Fisherman's Paradise
- Fun Waterfront Condo in April Sound
How much does it cost to rent a place to stay near Montgomery County in the wintertime?
The average cost for winter rentals in Montgomery County is $351 per night. Vacation Cottage has a wide list of great winter places to stay near Montgomery County that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Montgomery County that allow pets?
Yes, here are the top cottage/chalet rentals in Montgomery County that allow you to bring your pet or dog:
- Waterfront Condo with Private Pool and Amazing Views!
- Woodlands Grand 3BR Cozy House
- Stay in Babia
- Comfy Cozy Condo, #149, 1 Bdrm., Incredible View, a Fisherman's Paradise
See all pet-friendly vacation rentals in Montgomery County on Vacation Cottage
Do you have any winter rentals in Montgomery County that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Montgomery County to find what works for you.
Are there winter accommodations in Montgomery County that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 1061 private swimming pools or indoor pools accommodations near Montgomery County along with other great amenities.
Do any winter holiday rentals in Montgomery County have hot tubs?
About 1061 holiday rentals in Montgomery County boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Montgomery County?
Yes, there are many luxury places to stay in Montgomery County for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Montgomery County with all the best amenities for your next trip.