Discover Your Perfect Callaway Vacation Homes

Callaway Pet Friendly Vacation Rentals

|
9.8 (87 Reviews)
Bed & Breakfast
The Claiborne Bed and Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
10.0 (13 Reviews)
House
Cottage in the Pines
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Callaway on PetFriendly.io

Why Choose Rent By Owner for your Callaway Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Callaway

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, so consider the seasonal patterns and local climate to choose the best time for your stay in Callaway, Virginia.

Peak Season Highlights

spring
Spring (March to May)

During spring, this destination experiences mild weather and blooming scenery, making it an ideal time for outdoor activities. Booking your vacation rentals now allows you to enjoy the pleasant climate and scenic beauty of the area.

Average Temperature Daytime: 60-75°F - Nighttime: 45-55°F
summer
Summer (June to August)

Summertime here offers warmer temperatures and longer daylight hours, perfect for exploring the region’s natural landscapes. Securing a vacation rental during these months gives you the best access to summer events and outdoor pursuits.

Average Temperature Daytime: 80-90°F - Nighttime: 65-70°F

Off-Season Highlights

image
Fall (September to November)

In fall, the area's cooler weather and vibrant foliage create a peaceful atmosphere. Visiting during this season allows for a quiet retreat with lower demand for vacation rentals.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
image
Winter (December to February)

Winter brings colder temperatures and a tranquil ambiance, ideal for those seeking solitude or off-season rates. Booking in winter provides a cozy experience with fewer crowds in the region's vacation rentals.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Callaway

How to Book Your Callaway Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Callaway

More Top-Rated Vacation Rentals in Callaway Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a spacious patio or deck for relaxing and entertaining.
  • Take advantage of the region's scenic views with large windows or outdoor seating areas.
  • Make use of BBQ grills available at many properties to host outdoor cookouts in the pleasant climate.
  • Explore nearby nature trails or gardens that are accessible from your rental for outdoor adventures.
  • Benefit from outdoor swimming pools often featured in this destination’s vacation rentals for a refreshing dip.
  • Utilize outdoor fire pits or fireplaces to gather and enjoy cozy evenings under the stars.
  • Have access to well-maintained yards or gardens that provide a peaceful setting within the area.

Top Attractions Around Callaway

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that highlight the natural beauty and hospitality of the region, making it an ideal destination for your next vacation rental stay.

image
image

Family Activities

  • Leesylvania State Park: Enjoy a family day exploring nature trails, picnicking, and fishing in this scenic park close to your vacation rental in the region.
  • Potomac Mills: Experience a fun shopping adventure with a variety of stores and entertainment options suitable for all ages here in the area.
  • National Harbor: Discover this lively waterfront destination featuring interactive attractions, outdoor activities, and dining experiences perfect for family outings.
  • The Maryland Science Center at the Inner Harbor: Engage with interactive exhibits and learn about science in an entertaining environment near this popular regional attraction.
image

Adult Activities

  • Golfing at the Callaway Golf Course: You can enjoy a round of golf on the scenic fairways that highlight the natural beauty of this destination.
  • Fishing at nearby lakes and rivers: Spend your day casting lines in the region’s tranquil waters, a perfect way to unwind and connect with nature.
  • Exploring local parks and trails: Take advantage of the area's outdoor spaces by hiking or walking along well-maintained trails surrounded by lush landscapes.
  • Dining at regional restaurants: Indulge in flavorful cuisine at the local eateries that offer a taste of the region’s culinary traditions.

Callaway Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the nearby sites and natural beauty that showcase the region's charm and enhance your stay.
  • Plan Ahead for Activities: Book outdoor adventures or cultural experiences early to make the most of your visit here and avoid missing out.
  • Choose a Prime Location: Select a vacation rental situated conveniently to major points of interest for easier access and more flexible sightseeing days.
  • Discover Dining Options: Savor local cuisine by exploring popular eateries and hidden gems, giving you an authentic taste of what this destination offers.

Transportation Options

  • Callaway Amtrak Station: This station provides convenient train services connecting you to larger cities and regional destinations within the area.
  • Virginia Regional Airport: Located nearby, it offers domestic flights making it an accessible gateway for travelers arriving from across the country.
  • Car Rentals: Several rental agencies are available locally, giving you the flexibility to explore this destination and beyond at your own pace.
  • Taxi and Ride-Sharing Services: Available in the region, these services provide quick and reliable transportation options for getting around here effortlessly.

Local Customs Options

  • Civil War Heritage: Visiting the area offers a glimpse into its rich history, with local customs reflecting the importance of preserving Civil War heritage.
  • You can expect the warm and welcoming hospitality that defines this region’s friendly community spirit.
  • Local Festivals: Participating in seasonal festivals is a cherished tradition here, celebrating the area's cultural and historical significance.
  • Traditional Cuisine: Enjoying regional dishes at local gatherings provides an authentic taste of this destination's culinary customs.

Frequently Asked Questions About Callaway?

1. What are the top vacation rentals in Callaway?

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

2. Which vacation homes in Callaway are best for families?

If you are looking for a family-friendly vacation home in Callaway, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Callaway:

3. How many Rentbyowner vacation rentals are available in Callaway?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Callaway area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Callaway. 

4. What is the cancellation policy for vacation rentals in Callaway, Virginia?

Cancellation policies vary depending on the property listing. It is recommended to review the specific terms outlined on the property page or contact the owner directly to understand the details before confirming your booking.

5. How do I confirm the availability of a vacation rental in Callaway, Virginia?

Availability is updated regularly on the listing. To ensure the dates you prefer are open, check the calendar provided and reach out to the host if you have any questions or need further confirmation.

6. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. Please check the detailed listing information or contact the owner to get a complete understanding of all costs involved.

7. What amenities are typically included in vacation rentals in this area?

Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities. Specific features can vary, so it’s best to review each listing’s amenities section or contact the host for detailed information.

8. How can I ensure my stay meets my expectations when booking a vacation rental in this destination?

Carefully read the property description, reviews from previous guests, and view high-quality photos. For any specific requirements or questions, reaching out directly to the owner can help ensure the rental aligns with your needs.