Discover Your Perfect Eastern Vacation Homes

Eastern Luxury Rentals

Eastern Pet Friendly Vacation Rentals

Eastern Large Vacation Homes

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

What makes our Vacation Rentals special?

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

Best Times to Visit Eastern

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the climate is mild and crowds are fewer, allowing you to fully enjoy the local charm of this destination’s vacation rentals.

Peak Season Highlights

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Spring (March to May)

During the spring months, this destination experiences mild and pleasant weather, making it an ideal time to explore the region's natural beauty and outdoor activities.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
summer
Summer (June to August)

The summer season brings warm temperatures and longer days, perfect for enjoying outdoor pursuits and local events in the area.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Off-Season Highlights

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Fall (September to November)

As the region transitions into fall, the weather cools slightly, providing a quieter atmosphere for those seeking a peaceful retreat in nearby vacation rentals.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
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Winter (December to February)

Winter offers a more serene experience with cooler temperatures, making it an excellent time for enjoying the cozy ambiance of vacation rentals in the area.

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

Weekly Weather Forecast for Eastern

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.

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 outdoor dining on a private patio or deck with scenic views of the area’s natural beauty.
  • Relax by a private pool, perfect for cooling off during warm summer days in this region.
  • Take advantage of spacious yards for outdoor games and family activities in this destination.
  • Stroll along well-maintained walking paths or trails that showcase the area's picturesque landscapes.
  • Utilize outdoor grilling facilities to prepare meals while soaking up the region’s serene surroundings.
  • Unwind in a hot tub or spa area designed for ultimate relaxation after exploring local attractions.
  • Spend evenings around an outdoor fireplace or fire pit, ideal for enjoying the cool evenings in this part of Virginia.
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Family Activities

  • Virginia Aquarium & Marine Science Center: Explore the area's rich maritime history and marine life through engaging exhibits and interactive displays suitable for the whole family.
  • Fort Monroe National Monument: Discover this historic site where your family can learn about American military history and enjoy scenic outdoor spaces in the region.
  • Old Coast Guard Station Museum: Visit this fascinating museum to gain insights into local maritime safety and explore historic Coast Guard vessels with your loved ones.
  • Buckrow Beach: Spend a relaxing day by the ocean, building sandcastles and enjoying the gentle waves just steps from your vacation rental here in the area.
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Adult Activities

  • Chesapeake Bay Maritime Museum: Explore the rich maritime history and enjoy engaging exhibits that highlight the region’s nautical heritage.
  • Eastern Shore of Virginia National Wildlife Refuge: Witness diverse wildlife and bird species while walking along scenic trails perfect for nature enthusiasts.
  • Smith Island Cultural Center: Discover the local culture through exhibits, craft demonstrations, and storytelling in a charming setting.
  • Kayaking and Canoeing in the Area: Glide across tranquil waters to experience the peaceful natural scenery unique to this destination’s waterways.

Eastern Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or seasonal activities that showcase the region’s unique culture.
  • Explore Nearby Attractions: Use your vacation rental as a home base to discover the region’s hidden gems and lesser-known spots, enhancing your overall experience.
  • Utilize Local Resources: Take advantage of personalized recommendations from hosts or property managers to uncover authentic dining, shopping, and entertainment options nearby.
  • Optimize Your Stay with Strategic Booking: Select a well-located vacation rental that offers easy access to key areas, ensuring you maximize your time exploring this scenic destination.

Transportation Options

  • Driving Your Own Vehicle: Navigating the area by car offers flexibility and convenience for exploring the region at your own pace.
  • Amtrak Train Service: Rail travel provides a comfortable and scenic option for reaching nearby cities and attractions from here.
  • Local Bus Transit: Public transportation through local bus routes allows affordable access to key destinations within the region.
  • Airport Access via Norfolk International Airport: The nearby airport connects travelers to major hubs, making arrivals and departures seamless for your trip.

Local Customs Options

  • Southern Hospitality: When visiting the area, you’ll notice the warm and welcoming attitude that emphasizes friendliness and courteousness in everyday interactions.
  • Locally enjoyed seafood, especially oysters and blue crabs, play a significant role in social gatherings and are a must-try when exploring here.
  • Historical Respect: The region values its history, so you’ll find a deep appreciation for preserving historic sites and observing respectful behavior at local landmarks.
  • Participating in community events and festivals is common, reflecting the area's vibrant culture and strong sense of local pride.

Frequently Asked Questions About Eastern?

2. How many vacation rentals have private pools in Eastern?

There are 3 vacation rentals with private pools near Eastern. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Eastern are best for families?

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

4. How many Rentbyowner vacation rentals are available in Eastern?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 144 in the Eastern 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 Eastern. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so you should review the specific terms outlined on the property’s page before booking. For detailed information or special circumstances, reaching out directly to the host can provide clarity.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically listed during the booking process. It's recommended to check the listing details carefully and contact the owner if you have questions about extra costs.

7. How do I ensure my stay complies with house rules in this destination?

House rules are specified in each listing description. To ensure a smooth stay, review these rules prior to booking and communicate with the host if you have any concerns or need clarification.

8. Is it possible to request a flexible check-in or check-out time for this region's vacation rentals?

Flexible check-in and check-out options depend on the individual property and availability. Contact the host directly to discuss your timing needs before confirming your reservation.

9. What amenities are typically included in vacation rentals in this part of Virginia?

Most properties offer essentials like Wi-Fi, kitchen facilities, and parking, but specific amenities can vary. Always verify the included features on the listing page or by contacting the host to ensure your needs are met.