1. USA
  2. Maryland
  3. Chester
  4. Vacation Rentals

Chester Ski resorts & Vacation Rentals

Find Vacation Rentals in or near Chester

Plan your next getaway with SunSki and uncover the finest vacation rentals in Chester. From opulent homes and villas to cozy cabins and pet-friendly retreats, we offer a diverse selection to suit every traveler's preferences.

Indulge in premier amenities like indoor and outdoor swimming pools, Wi-Fi, hot tubs, and self-catering facilities. SunSki simplifies the process of discovering and comparing vacation rentals across various platforms, ensuring you secure the finest deals in Chester. Prices start from as low as US $ 79 per night for luxury rentals and US $ 79 per night for affordable condos.

Discover a multitude of vacation rental providers such as Booking.com, Airbnb, VRBO, Trip.com, HomeToGo, Expedia, and more, all conveniently gathered in one place on SunSki. Use our date filtering feature to kickstart planning your dream vacation in Chester today.

Show more
Show less

Frequently Asked Questions About Chester Vacation Rentals

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

There are many large, family-friendly vacation homes available in Chester; however, here are the most popular family rentals listed on our site:
Yes, there are 32 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.
There are more than 32 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on SunSkiResorts.
Yes, there are 32 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.