Discover Your Perfect Willoughby Beach Vacation Homes

Best Vacation Homes in Willoughby Beach

House
like-icon10.0
Exceptional
(213 Reviews)
2 Bedrooms 2 Baths 5 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R7,267/Night 7 Nights - R50,873
star-icons-4
Apartment
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 753.47 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R7,876/Night 7 Nights - R55,130
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House
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R14,278/Night 7 Nights - R99,944
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R6,034/Night 7 Nights - R42,244
star-icons-4
Apartment
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 753.47 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R7,876/Night 7 Nights - R55,130
Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,993/Night 7 Nights - R27,950
Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 680 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,092/Night 7 Nights - R14,638
Cottage
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,804/Night 7 Nights - R40,623

Willoughby Beach Luxury Rentals

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Villa
3 Bedrooms 2 Baths 10 Guests 3003.13 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R32,998/Night 7 Nights - R230,981
Cottage
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R18,379/Night 7 Nights - R128,663
Cottage
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R17,664/Night 7 Nights - R123,653
Hotel
Map-icon
like-icon8.8
Fabulous
(94 Reviews)
3 Baths 215.28 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R17,158/Night 7 Nights - R120,100
Villa
Map-icon
3 Bedrooms 1 Bath 6 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R16,559/Night 7 Nights - R115,908
Cottage
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R15,592/Night 7 Nights - R109,146
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Cottage
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R14,278/Night 7 Nights - R99,944
Condo
like-icon9.6
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 8 Guests 2157 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R13,351/Night 7 Nights - R93,460

Willoughby Beach Pet Friendly Vacation Rentals

Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 890 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,573/Night 7 Nights - R32,010
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 753.47 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
R3,100/Night 7 Nights - R21,711
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House
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R12,029/Night 7 Nights - R84,209
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 1300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,618/Night 7 Nights - R18,322
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House
like-icon9.7
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 8 Guests 1227.09 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
R4,814/Night 7 Nights - R33,697
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,319/Night 7 Nights - R16,243
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,177/Night 7 Nights - R15,244
House
Map-icon
like-icon9.8
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R1,797/Night 7 Nights - R12,575

Willoughby Beach Large Vacation Homes

Villa
Map-icon
like-icon8.0
Excellent
(24 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,627/Night 7 Nights - R25,395
House
like-icon5.5
Average
(2 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R10,232/Night 7 Nights - R71,618
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R12,696/Night 7 Nights - R88,875
star-icons-4
House
like-icon4.0
Average
(1 Review)
5 Bedrooms 2 Baths 9 Guests 1948.27 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
R3,848/Night 7 Nights - R26,934
House
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R10,415/Night 7 Nights - R72,895
House
like-icon9.4
Exceptional
(20 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R9,304/Night 7 Nights - R65,117
House
like-icon9.2
Exceptional
(77 Reviews)
5 Bedrooms 4 Baths 12 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R7,858/Night 7 Nights - R54,999
Cottage
like-icon8.8
Fabulous
(110 Reviews)
3 Bedrooms 2 Baths 10 Guests 1900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,427/Night 7 Nights - R44,994

Why Choose Rent By Owner for your Willoughby Beach 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 Willoughby Beach

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you enjoy the best weather and local experiences, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather and ideal conditions for beach activities along the shoreline.

Average Temperature Daytime: 85°F - Nighttime: 70°F
autumn
Fall (September to October)

Early fall offers pleasant weather and fewer crowds, making it a great time to explore this coastal destination comfortably.

Average Temperature Daytime: 75°F - Nighttime: 60°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler temperatures, providing a quieter setting and better deals on vacation rentals.

Average Temperature Daytime: 50°F - Nighttime: 38°F
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Spring (March to May)

Springtime brings mild weather and blooming scenery, perfect for visiting without the summer crowds and at more affordable rates.

Average Temperature Daytime: 65°F - Nighttime: 48°F

Weekly Weather Forecast for Willoughby Beach

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 seating areas perfect for relaxing and dining al fresco amid the coastal scenery.
  • Take advantage of private or shared patios with scenic views of the water or surrounding nature.
  • Make use of outdoor grills to prepare delicious meals while soaking in the fresh regional air.
  • Revel in spacious yards or gardens that provide ample space for outdoor games and family activities.
  • Utilize nearby private beach access points for sunbathing, swimming, or strolling along the shoreline.
  • Access outdoor showers to rinse off after a day spent exploring the region’s natural beauty.
  • Benefit from well-maintained decks or porches ideal for enjoying sunrise or sunset vistas characteristic of this destination.
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Family Activities

  • Willoughby Beach Nature Walks: Explore the scenic trails along the coastline, perfect for family strolls and wildlife spotting in the area.
  • Local Beach Activities: Enjoy a day of sunbathing, swimming, or building sandcastles on the pristine sands that attract families to this seaside destination.
  • Nearby Marine Parks: Discover educational tide pools and marine exhibits that provide fun, hands-on experiences for children and parents alike.
  • Family-Friendly Fishing Spots: Spend relaxing hours casting lines at designated areas, where everyone can try their luck in the region’s waters.
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Adult Activities

  • Beachcombing and Coastal Walks: Take leisurely strolls along the shoreline to discover unique shells and enjoy the refreshing sea breeze in this tranquil coastal area.
  • Water Sports and Surfing: Experience the thrill of surfing or paddleboarding on the waves, perfect activities for adults seeking adventure near the region’s scenic beaches.
  • Local Seafood Dining: Savor fresh seafood at nearby restaurants that showcase the region’s culinary delights, offering a delicious way to immerse yourself in local flavors.
  • Fishing Excursions: Join guided fishing trips or cast your line from the pier, making the most of the area’s abundant waters and relaxing in a natural setting.

Willoughby Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: To maximize your time here, research local beaches and outdoor spots near your vacation rentals to enjoy the scenic beauty of the region.
  • Choose a Strategic Location: Selecting a rental close to popular attractions or the shoreline ensures quick access to the area's best features and minimizes commute times.
  • Explore Local Dining Options: Take advantage of nearby eateries to experience authentic regional flavors and enhance your stay without straying far from your vacation rental.
  • Utilize Seasonal Tips: Be mindful of the weather patterns and seasonal activities specific to this destination to plan the most enjoyable excursions during your visit.

Transportation Options

  • Personal Vehicles: You can easily drive your own car to explore the area and access nearby attractions from your vacation rental in Willoughby Beach.
  • Public Transit: Bus services provide a reliable way to navigate the region without the need for a personal vehicle, connecting you to key points of interest.
  • Taxi and Rideshare Services: Rideshare options like Uber and Lyft offer convenient transportation within and around the area, ideal for quick trips or when avoiding parking hassles.
  • Bike Rentals: Cycling is a popular way to enjoy the scenic surroundings at a relaxed pace, with bike rentals available nearby for easy access.

Local Customs Options

  • Welcome Rituals: Locals here often greet visitors with a warm smile and a friendly "hello," reflecting the region's welcoming community spirit.
  • Seafood Eating Etiquette: Since fresh seafood is a staple, it’s common for residents to enjoy clambakes and seafood boils, respecting communal sharing traditions at local gatherings.
  • Festive Celebrations: The area's cultural calendar is marked by seasonal festivals and parades that highlight regional heritage and community pride.
  • Respect for Nature: Residents value their natural surroundings, often engaging in conservation practices and encouraging visitors to preserve the scenic beauty of the coast.

Frequently Asked Questions About Willoughby Beach?

2. How many vacation rentals have private pools in Willoughby Beach?

There are 2 vacation rentals with private pools near Willoughby Beach. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Willoughby Beach are best for families?

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

4. How many Rentbyowner vacation rentals are available in Willoughby Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 628 in the Willoughby Beach 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 Willoughby Beach. 

5. What is the cancellation policy for vacation rentals in Willoughby Beach, Virginia?

Cancellation policies vary depending on the individual property listing. It is important to review the specific cancellation terms provided in the rental details or contact the property owner directly for clarity before completing your booking.

6. How do I find the best vacation rental deals in Willoughby Beach?

To secure the best deals here, compare available properties based on amenities, reviews, and pricing, and consider booking well in advance. Each listing provides detailed information to help you find a suitable option within your budget.

7. Are there any special requirements or restrictions when booking a vacation rental in this destination?

Restrictions such as minimum stay requirements, age limits, or pet policies are usually specified within each listing. Contact the host if you have specific needs or questions about your potential stay.

8. What should I know about check-in and check-out procedures for vacation rentals in this region?

Check-in and check-out times are set by the property owner and detailed in the listing. Reach out to the host for any special instructions or if you require flexible timing to ensure a smooth arrival and departure process.

9. Is there a secure way to communicate with property owners during my booking process?

Yes, the platform provides a secure messaging system that allows you to communicate directly with property owners. Use this feature to ask questions, confirm details, and ensure your stay meets your expectations.

Willoughby Beach Top Rated Vacation Rentals

House
Map-icon
like-icon9.6
Exceptional
(15 Reviews)
3 Bedrooms 2 Baths 6 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,595/Night 7 Nights - R39,165
House
like-icon8.0
Excellent
(21 Reviews)
4 Bedrooms 1 Bath 10 Guests 2950 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R6,894/Night 7 Nights - R48,253
House
like-icon7.0
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1650 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R8,212/Night 7 Nights - R57,487
Hotel
like-icon6.3
Good
(320 Reviews)
9 Baths
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
R2,767/Night 7 Nights - R19,370
House
like-icon6.0
Good
(2 Reviews)
4 Bedrooms 1 Bath 10 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R8,412/Night 7 Nights - R58,879
Hotel
like-icon5.4
Average
(1004 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R1,659/Night 7 Nights - R11,609
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House
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R8,171/Night 7 Nights - R57,193
Cottage
4 Bedrooms 1 Bath 10 Guests 2875 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,821/Night 7 Nights - R33,746