Midland Beach Winter Rentals & Holiday Homes

Discover winter rentals Midland Beach - We found 3 exact matches

From US $139 per night
10.0 (1 Review)
1 Bedroom 2 Guests

People Visiting Midland Beach Also Like

From US $158 per night
10.0 (1 Review)
1 Bedroom 3 Guests
From US $129 per night
8.1 (338 Reviews)
7 Bedrooms 15 Guests
From US $97 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
New
2 Bedrooms 1 Guest
From US $99 per night
2.9 (23 Reviews)
1 Bedroom 2 Guests
From US $163 per night
New
1 Bedroom 2 Guests
From US $130 per night
New
1 Bedroom 2 Guests
From US $151 per night
New
1 Bedroom 2 Guests
From US $53 per night
New
1 Bedroom 1 Guest
10.0 (2 Reviews)
4 Bedrooms 8 Guests
New
1 Bedroom 3 Guests
New
1 Bedroom 2 Guests
New
2 Bedrooms 3 Guests

About Midland Beach Winter Rental on Vacation Cottage

At Vacation Cottage, we showcase a diverse array of accommodations in Midland Beach, 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 Midland Beach. 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 Midland Beach and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.

Frequently Asked Questions About Midland Beach Winter Rentals

What are the top rated Winter Rentals in Midland Beach?

There are a lot of options in Midland Beach. If you plan on staying in the Midland Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Midland Beach:

How much does it cost to rent a place to stay near Midland Beach in the wintertime?

The average cost for winter rentals in Midland Beach is $185 per night. Vacation Cottage has a wide list of great winter places to stay near Midland Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Midland Beach that allow pets?

Yes, here are the top cottage/chalet rentals in Midland Beach that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Midland Beach on Vacation Cottage

Do you have any winter rentals in Midland Beach that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Midland Beach to find what works for you.

Are there winter accommodations in Midland Beach that have indoor swimming pools?

As of 2025, the data from Vacation Cottage shows that there are over 3 private swimming pools or indoor pools accommodations near Midland Beach along with other great amenities.

Do any winter holiday rentals in Midland Beach have hot tubs?

About 3 holiday rentals in Midland Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Are there luxury winter rentals in Midland Beach?

Yes, there are many luxury places to stay in Midland Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Midland Beach with all the best amenities for your next trip.