Best Vacation Homes in Hampton Roads
10.0
Fireplace/Heating
Ocean View
Balcony/Terrace
View
10.0- Fireplace/Heating
- View
Parking
Air Conditioner
10.0
Hot Tub- Fireplace/Heating
- Balcony/Terrace
Kitchen
10.0- Fireplace/Heating
- View
- Parking
- Air Conditioner
10.0- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
10.0- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
10.0
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
Hampton Roads Luxury Rentals
- Hot Tub
- Fireplace/Heating
Pool- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
Hampton Roads Pet Friendly Vacation Rentals
9.8- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
10.0- Oceanfront
- Fireplace/Heating
- Ocean View
- View
10.0- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
9.8- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
10.0- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
9.8- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
9.8- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
9.6- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
Hampton Roads Large Vacation Homes
- Fireplace/Heating
- Pool
Breakfast- Pet Friendly
10.0- Hot Tub
Spa- Fireplace/Heating
- Parking
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
10.0- Fireplace/Heating
- View
- Pet Friendly
- Parking
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Why Choose Rent By Owner for your Hampton Roads Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Hampton Roads Vacation Rentals
Where are the best neighborhoods to stay in Hampton Roads?
When planning your stay in Hampton Roads, exploring the diverse neighborhoods can enhance your experience of this vibrant region. Whether you're seeking a lively waterfront area, a peaceful suburban retreat, or a historic district rich in culture, each neighborhood offers its own unique charm and amenities. By choosing the right location within Hampton Roads, you can enjoy convenient access to local attractions and authentic experiences. Discover the perfect setting for your next getaway through trusted vacation rentals in Hampton Roads, ensuring a seamless and enjoyable stay tailored to your preferences.
Ocean View
Located along the coast, Ocean View offers a vibrant seaside community where you can enjoy stunning views and easy access to the water. It’s an ideal spot for those seeking a lively atmosphere combined with convenient beachside amenities.
View 1227+ Rentals in Ocean ViewSandbridge
This tranquil area provides a peaceful retreat just minutes from Virginia Beach’s attractions, making it perfect for travelers wanting relaxation by the ocean. It’s renowned for its wide sandy beaches and family-friendly environment.
View 641+ Rentals in SandbridgeNortheast Virginia Beach
Known for its lively boardwalks and bustling local scene, this part of the region offers endless entertainment options and easy access to Virginia Beach’s top attractions. It’s an excellent choice for visitors seeking a vibrant beach experience.
View 1044+ Rentals in Northeast Virginia BeachChic's Beach
A laid-back neighborhood favored for its relaxed vibe and scenic shoreline, Chic’s Beach is perfect for travelers looking to unwind while enjoying the natural beauty of the coast. It combines local charm with convenient proximity to the region’s highlights.
View 30+ Rentals in Chic's BeachSouth Nags Head
Situated at the southern end of the Outer Banks, South Nags Head offers pristine beaches and seclusion away from crowds, making it ideal for those seeking tranquility near the Atlantic Ocean. The area is perfect for nature lovers and quiet getaways.
View 594+ Rentals in South Nags HeadDowntown Norfolk
This lively city center blends urban energy with waterfront views, offering cultural attractions and easy access to Hampton Roads’ rich history. It’s a strategic base for experiencing the area's vibrant arts scene and local cuisine.
View 131+ Rentals in Downtown NorfolkLynnhaven
Positioned near shopping and dining options, Lynnhaven provides a comfortable setting for travelers who want to stay close to Virginia Beach’s family-friendly attractions. Its convenient location makes exploring the region effortless.
View 65+ Rentals in LynnhavenKingsmill
Set along the James River, Kingsmill is perfect for those interested in combining outdoor activities with nearby historical sites. It offers luxurious accommodations within a picturesque setting in Williamsburg.
View 27+ Rentals in KingsmillBest Times to Visit Hampton Roads
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation here can enhance your experience by aligning with favorable weather and local events, ensuring you enjoy the best of what this region has to offer when booking your perfect vacation rentals.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy warm weather ideal for exploring the region’s beaches and outdoor activities.
Fall (September to November)
Early fall offers pleasant temperatures and fewer crowds, making it a perfect time for comfortable sightseeing and outdoor excursions.
Off-Season Highlights
Winter (December to February)
The winter months tend to be quieter, with cooler temperatures that are suitable if you prefer a more relaxed and peaceful stay here.
Spring (March to May)
Late spring is an ideal time to visit when the weather begins to warm up without the summer crowds, offering a calm and enjoyable experience.
Weekly Weather Forecast for Hampton Roads
How to Book Your Hampton Roads Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Hampton Roads
Common Vacation Rentals Amenities
What amenities can you expect?
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 patio or deck for relaxing and dining al fresco.
- Take advantage of spacious yards ideal for outdoor activities or family gatherings.
- Make use of shared community pools available within some resort-style properties.
- Benefit from access to nearby beaches or waterfront areas perfect for swimming, sunbathing, or watersports.
- Utilize outdoor grills or barbeque stations for cookouts with friends and family.
- Explore well-maintained walking trails or bike paths that showcase the natural beauty of this region.
- Relax in landscaped gardens or courtyards designed for peace and tranquility during your stay.
Top Attractions Around Hampton Roads
What attractions are nearby?
Within this vibrant destination, you'll find a variety of nearby activities to enjoy, from exploring scenic waterfronts to visiting cultural landmarks, all easily accessible when you choose a comfortable vacation rental here in the region.
Family Activities
- Virginia Aquarium & Marine Science Center: Explore fascinating marine life exhibits and interactive displays that will captivate the entire family in this educational destination.
- Fort Monroe National Monument: Discover historic forts and scenic beaches where your family can learn about the region's history while enjoying outdoor activities.
- Ocean Breeze Waterpark: Spend a fun-filled day sliding down waterslides and relaxing by the wave pools at this popular waterpark perfect for family adventures.
- Children's Museum of Virginia: Engage in hands-on exhibits and creative programs designed to inspire young minds at this family-friendly museum in the area.
Adult Activities
- Explore the Virginia Aquarium & Marine Science Center: Discover fascinating marine life exhibits and interactive displays that make for an engaging day in this coastal region.
- Visit the Battleship Missouri Memorial: Tour a historic battleship, gaining insight into naval history right here in Hampton Roads.
- Take a harbor cruise: Enjoy scenic views of the area’s waterways while relaxing on a guided boat tour, perfect for experiencing the region's maritime charm.
- Enjoy outdoor activities at First Landing State Park: Engage in hiking, picnicking, or kayaking amidst natural beauty that showcases the area's diverse ecosystem.
Other Places to Stay in Hampton Roads, VA
Hampton Roads Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Festivals: Keep an eye on community calendars to immerse yourself in the vibrant cultural scene that makes this destination unique.
- Choose a Strategic Location: Select vacation rentals close to key attractions or waterfront areas to maximize your time and enjoy scenic views during your stay.
- Plan Outdoor Activities: Take advantage of the area's natural beauty by scheduling outdoor excursions such as boating, fishing, or beach walks right from your rental base.
- Utilize Local Dining Options: Sample regional cuisine at nearby restaurants or inquire about local recommendations to experience authentic flavors of the region.
Transportation Options
- Norfolk International Airport: You can conveniently access this regional airport for quick arrivals and departures within the area.
- Virginia Railway Express (VRE): This commuter rail service offers reliable transportation connecting the region’s key cities, making travel seamless during your stay.
- Public Bus Services: Local bus networks provide an affordable and accessible way to explore here without the need for a car.
- Rental Car Services: Numerous rental agencies are available, giving you the flexibility to explore the region at your own pace in your preferred vehicle.
Local Customs Options
- Southern Hospitality: Embrace the warm, welcoming attitude that characterizes local interactions in this region.
- Appreciate the area's strong naval and nautical heritage, often reflected in community celebrations and daily life.
- Barbecue Customs: Savor the locally loved barbecue style, which is a staple in gatherings and regional cuisine here.
- Historical Respect: Recognize the importance placed on preserving the rich history and honoring traditions during festivals and museum visits.
Frequently Asked Questions About Hampton Roads?
1. What are the top vacation rentals in Hampton Roads?
There are a lot of options in Hampton Roads. If you plan on staying in the Hampton Roads area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hampton Roads:
- Cottage on a Private Island in the York River
- Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
- Adorable Cottage In The Heart Of The Old Beach Area, Close To The Boardwalk.
- OCEANFRONT☆One level living w/ramp access to house & dune deck. Walk to dining!
- Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
- Historic Cottage on Ware River Estate
- Live like a local in the heart of Nags Head! No cleaning fee/2:00 pm check-in!
- Breezy, Quaint, and Dog- Friendly North End duplex.
- Carolina Cottage-Family friendly cottage in the Outer Banks-Community Pool
- Circa 1953 beach cottage.this is 'old school' beach at it's best!
2. How many vacation rentals have private pools in Hampton Roads?
There are 6164 vacation rentals with private pools near Hampton Roads. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Hampton Roads are best for families?
If you are looking for a family-friendly vacation home in Hampton Roads, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hampton Roads:
4. How many Rentbyowner vacation rentals are available in Hampton Roads?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 24261 in the Hampton Roads 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 Hampton Roads.
5. What is the cancellation policy for vacation rentals in Hampton Roads?
6. How do I inquire about special amenities or availability in this area’s vacation rentals?
7. Are pets allowed in vacation rentals around Hampton Roads?
8. What safety measures are in place at vacation rentals in this region?
9. How do I secure my reservation and make payments for a rental in Hampton Roads?
Hampton Roads Top Rated Vacation Rentals
10.0- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
10.0- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
10.0- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Spa
- Pool
- Balcony/Terrace
- Breakfast
10.0- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
