Find Family-Friendly Vacation Rentals Near Windsor
About Windsor Family Rental on Vacation Cottage
Looking for a high-end yet affordable stay in or near Windsor? Look no further—we've got you covered with more than 54 discount hotels, last-minute resorts, cheap holiday homes, villas, cottages, and condos available for booking in Windsor.
While Vacation Cottage is renowned for our top-notch cottage rentals, lake houses, and summer home resorts, we also offer premium stays at unbeatable prices. Our selection includes boutique hotels, inns, vacation homes, apartments, chalets, affordable penthouses, lakefront homes, beachfront resorts, villas, and more—all set in Windsor. Whether you're traveling with family or friends, planning a gathering, or hosting a cocktail party, we have the perfect discount luxury accommodations for your travel needs.
Frequently Asked Questions About Windsor Family Rentals
What are the top rated Family Rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Windsor:
- Inviting Vermont Home On Mount Ascutney!
- Snapdragon Inn
- Lovely 2 Bedroom Townhouse on Ascutney Mountain
- Enjoy snowball fights or romantic nights in a 1BD vacation apartment
- Inviting Vermont Home On Mount Ascutney!
- Villa Near Biking and Hiking Trails
- Luxury Vermont Vacation Rental Private Hot Tub!
- Red Barn Cabin
- Log Cabin home with Mt Ascutney views and pool table
- Exquisite Log Home with views near Woodstock, Vermont
How much does it cost to rent a family vacation rental in or near Windsor?
The average price per night for a family holiday rental in Windsor is $483. Check the list of kid-friendly accommodations in Windsor.
How many 2-bedroom apartment rentals are available to book in Windsor?
There are 54 2-bedroom rental properties that are available in Windsor. You can book for your next trip with Vacation Cottage.
Do any family-friendly vacation rentals in Windsor have a pool?
Yes, here are some top-rated family vacation rentals in Windsor that have a private swimming pool:
- Lovely 2 Bedroom Townhouse on Ascutney Mountain
- Inviting Vermont Home On Mount Ascutney!
- Holiday Inn Club Vacations Mount Ascutney Resort by IHG
- Enjoy snowball fights or romantic nights in a 1BD vacation apartment
Check all holiday rentals with a pool in Windsor on Vacation Cottage.
Can I find private owner rentals in Windsor?
Yes, We have 54 direct by owner rentals in Windsor.
Do you have any luxury holiday rentals with a pool in or near Windsor?
Yes, Of course! There are many luxury rental properties in or near Windsor. Use our search filter to discover all of our luxury homes with your favorite amenities. Sorting by price is another way to find the luxury holiday rentals in Windsor, though more expensive is not always better.
