Old Windsor Cottage Rentals & Holiday Homes

Find the best cottages in Old Windsor - We found 54 exact matches

About Old Windsor Cottage Rentals on BedroomVillas

Seeking incredible premium cottages to rent near Old Windsor? BedroomVillas features more than 54 cottages that are ideal for your next trip. Discover high-end cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Old Windsor have hot baths, are kid-friendly & family-friendly, and are near top local attractions, to give guests the best travel experience they could ever wish for. BedroomVillas’ cottage listings come in all shapes and sizes for large groups, friends, or couples in Old Windsor.

Are you planning to travel to a lakeside, beach, or mountain area? Then we've got the places for you. BedroomVilla’s cottage rentals and boutique resorts and rentals offer a great selection, giving you direct access to the owners of these cottage properties, and providing you the best opportunity to find a great price for a great stay.

BedroomVillas offers 54 luxury holiday cottages and places to stay in Old Windsor. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget. Relax with BedroomVillas.

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Frequently Asked Questions About Old Windsor Rental Cottages

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

The average cost for a cottage rental in Old Windsor is $380 per night. BedroomVillas has a wide list of great cottages near Old Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Old Windsor that allow you to bring your pet:

See all pet-friendly vacation rentals in Old Windsor on BedroomVillas

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Old Windsor to find one that works for you.
As of 2025, the data from BedroomVillas shows that there are Over 54 private swimming pools or cottages with indoor pools in the Old Windsor area along with other great amenities.
About 54 cottages in Old Windsor boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Old Windsor on BedroomVillas
Yes, there are luxury cottages in Old Windsor. Find more luxury, lakefront, winter, & last-minute cottage rentals near Old Windsor.