1. USA
  2. Wyoming
  3. Worland
  4. Winchester
  5. Family Rental

Winchester Family Rentals & Large Homes

Find Family-Friendly Vacation Rentals Near Winchester

About Winchester Family Rental on SunSkiResorts

Planning a romantic escape to Winchester? SunSki presents a range of 72 romantic vacation rentals tailored for couples. From snug cottages to opulent villas, we offer accommodations perfect for creating cherished memories.

Our romantic getaways in Winchester boast premium amenities like private hot tubs, cozy fireplaces, breathtaking views, and plush furnishings. Whether you desire a secluded cabin in the woods or a lavish beachfront villa, we have options to match your preferences.

Relish a romantic dinner prepared in your fully equipped kitchen or dine at the on-site restaurants of a resort. Take leisurely walks along the beach, unwind in a soothing hot tub, or simply snuggle by the fireplace. SunSki's romantic retreats in Winchester provide everything you need for an unforgettable and intimate vacation.

Whether you're planning a special proposal or celebrating an anniversary, let us assist you in discovering the ideal rental. Explore our collection of romantic vacation rentals in Winchester and embark on your next romantic adventure today.

Show more
Show less

Frequently Asked Questions About Winchester Family Rentals

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

The average price per night for a family holiday rental in Winchester is $176. Check the list of kid-friendly accommodations in Winchester.
There are 72 2-bedroom rental properties that are available in Winchester. You can book for your next trip with SunSkiResorts.
Yes, here are some top-rated family vacation rentals in Winchester that have a private swimming pool:

Check all holiday rentals with a pool in Winchester on SunSkiResorts.

Yes, We have 72 direct by owner rentals in Winchester.
Yes, Of course! There are many luxury rental properties in or near Winchester. 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 Winchester, though more expensive is not always better.