560+ Vacation Home Rentals in Winchester-on-the-Severn |
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  2. Maryland
  3. Annapolis
  4. Winchester-on-the-Severn

Winchester-on-the-Severn Vacation Rentals & Ski-in/Ski-out Homes

About Winchester-on-the-Severn Vacation Rentals

Explore over 560 vacation rentals in Winchester-on-the-Severn with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Winchester-on-the-Severn for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Winchester-on-the-Severn. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Winchester-on-the-Severn tailored to your preferences. On average, these rentals offer 860.54 ft² of space, and are priced at an average of US $574 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Winchester-on-the-Severn at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Winchester-on-the-Severn

Type Count
Vacation Homes 396
Holiday Apartments 64
Cottages 12
Unique Vacation Rentals 3
B&B 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winchester-on-the-Severn

★ Pro Tip: Discover Your Ideal Vacation Rental in Winchester-on-the-Severn with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Winchester-on-the-Severn, MD

View the weather forecast for Winchester-on-the-Severn before booking your Winchester-on-the-Severn Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Winchester-on-the-Severn?

What are the top vacation rentals in Winchester-on-the-Severn?

When organizing your trip to Winchester-on-the-Severn, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Winchester-on-the-Severn. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Winchester-on-the-Severn?

Uncover 10 vacation rentals boasting private pools near Winchester-on-the-Severn. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Winchester-on-the-Severn are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Winchester-on-the-Severn. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Winchester-on-the-Severn?

Discover the ideal vacation rental in Winchester-on-the-Severn with SunSki Resorts™. We provide an extensive selection of over 560 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Winchester-on-the-Severn.


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There are 560 Winchester-on-the-Severn, MD Vacation Rentals

Recently Booked Vacation Rentals in Winchester-on-the-Severn