Best Vacation Homes in Surry
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $502/Night
For 7 Nights US $3,516
382.12 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Bed & Breakfast
- View
- Parking
- Air Conditioner
US $190/Night
For 7 Nights US $1,330
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $297/Night
For 7 Nights US $2,081
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $356/Night
For 7 Nights US $2,495
1011.81 ft²
12 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $182/Night
For 7 Nights US $1,274
1572 ft²
12 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $220/Night
For 7 Nights US $1,543
12 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $232/Night
For 7 Nights US $1,622
650 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $170/Night
For 7 Nights US $1,187
Surry Luxury Rentals
8 Guests
3 Bedrooms
3 Bathrooms
Pet Friendly
Cottage
- Pool
- Pet Friendly
- Air Conditioner
US $1,655/Night
For 7 Nights US $11,584
8000 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $1,484/Night
For 7 Nights US $10,388
16 Guests
5 Bedrooms
7 Bathrooms
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $1,484/Night
For 7 Nights US $10,388
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Air Conditioner
US $1,150/Night
For 7 Nights US $8,048
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Spa
- Fireplace/Heating
US $1,148/Night
For 7 Nights US $8,036
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Hot Tub
- Spa
- Fireplace/Heating
US $1,142/Night
For 7 Nights US $7,997
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Spa
- Fireplace/Heating
US $1,142/Night
For 7 Nights US $7,997
24 Guests
8 Bedrooms
8 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $1,140/Night
For 7 Nights US $7,979
Surry Pet Friendly Vacation Rentals
2400 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $458/Night
For 7 Nights US $3,206
1582.29 ft²
12 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $286/Night
For 7 Nights US $2,002
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Pet Friendly
US $64/Night
For 7 Nights US $447
1800 ft²
13 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $307/Night
For 7 Nights US $2,146
1097.92 ft²
40 Guests
239 Bedrooms
11 Bathrooms
Resort
- Private Pool
- Hot Tub
- Spa
US $635/Night
For 7 Nights US $4,445
1130 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $254/Night
For 7 Nights US $1,776
3000 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $712/Night
For 7 Nights US $4,983
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $366/Night
For 7 Nights US $2,562
Surry Large Vacation Homes
24 Guests
8 Bedrooms
8 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $609/Night
For 7 Nights US $4,263
227.24 ft²
18 Guests
9 Bedrooms
10 Bathrooms
Group Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $249/Night
For 7 Nights US $1,743
1531 ft²
20 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $425/Night
For 7 Nights US $2,975
324.57 ft²
34 Guests
14 Bedrooms
14 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $160/Night
For 7 Nights US $1,120
1530 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Spa
- Fireplace/Heating
US $272/Night
For 7 Nights US $1,902
2400 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $454/Night
For 7 Nights US $3,177
3300 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $279/Night
For 7 Nights US $1,956
2000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $482/Night
For 7 Nights US $3,372
Why Choose Rent By Owner for your Surry Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Surry
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here ensures you can fully enjoy the region's unique charm and make the most of your stay in this destination, whether you're seeking mild weather or vibrant local events.
Peak Season Highlights
Spring (March to May)
During the springtime in this destination, you can enjoy pleasant weather and blooming landscapes, making it an ideal time for outdoor activities and exploring local sights.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
In the fall, the region transforms with vibrant foliage, providing a picturesque backdrop for your stay and outdoor adventures.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter months offer cooler temperatures and fewer visitors, making it a peaceful time to enjoy the tranquility of your vacation rental.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Summer (June to August)
While summer brings warmer weather and longer days, it is also the busiest season for travel, so booking early ensures you secure the best property options in this area.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for Surry
How to Book Your Surry 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 Surry
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 outdoor dining areas or picnic tables perfect for relaxing meals in the fresh air.
- Make the most of spacious yards or gardens to unwind or engage in outdoor activities.
- Take advantage of private or shared patios and decks for enjoying scenic views of the surrounding area.
- Explore nearby hiking trails or nature walks that are easily accessible from your rental.
- Relax by an outdoor fire pit or fireplace, ideal for evening gatherings.
- Benefit from access to swimming pools or outdoor hot tubs to enhance your stay.
- Utilize outdoor recreational facilities such as tennis courts or volleyball courts, often available in larger properties.
Top Attractions Around Surry
What attractions are nearby?
During your stay here, you can enjoy a variety of outdoor activities and explore local attractions that highlight the region's natural beauty and cultural heritage.
Family Activities
- Smithfield Farm & Market: Explore the region’s local produce and enjoy fresh farm experiences perfect for family outings.
- The Surry Maritime Museum: Discover maritime history through interactive exhibits that engage children and adults alike in this coastal area.
- Surry County Historic Site Tour: Walk through history by visiting well-preserved sites that offer educational fun for the whole family.
- Local Nature Trails and Parks: Spend quality time outdoors with scenic walking or biking trails suited for families seeking adventure in this destination.
Adult Activities
- Historic Site Tours: Explore the area's rich history by visiting local historic sites that offer a glimpse into the region's past and culture.
- Wine Tasting Experiences: Indulge in wine tasting at nearby vineyards, where you can sample regional wines and enjoy scenic vineyard views.
- Nature and Wildlife Observation: Spend time in natural reserves or parks to observe local wildlife and appreciate the tranquil landscapes of this destination.
- Culinary Adventures: Discover the region’s culinary scene by dining at renowned restaurants that serve locally sourced ingredients and regional specialties.
Other Places to Stay in Surry, VA
Bacons Castle
Genovar
Hog Island Wildlife Management Area
Chippokes Plantation State Park
Smith's Fort Plantation
Surry Travel Tips
How Can You Make the Most of Your Stay?
- Explore local culinary experiences: Take time to savor regional dishes at nearby eateries for an authentic taste of the area's culinary scene.
- Plan outdoor activities: Make the most of the outdoor scenery by engaging in activities like fishing, boating, or scenic walks around this destination.
- Discover hidden gems: Ask locals or your hosts about lesser-known spots that showcase the region’s charm and offer unique photo opportunities.
- Visit cultural landmarks: Allocate time to explore historical sites and museums that highlight the rich heritage of the area.
Transportation Options
- Virginia Railway Express (VRE): Offers convenient commuter train services connecting this region to nearby cities, making it easy for you to explore the area without the hassle of driving.
- Amtrak: Provides long-distance rail options to and from Surry County, ideal for travelers seeking a comfortable journey to major destinations along the East Coast.
- Local Bus Services: Regional transit authorities operate bus routes within the area, offering affordable transportation for getting around locally during your stay.
- Private Car Rentals: Several rental agencies in the area provide flexible vehicle options, allowing you to explore Surry and beyond at your own pace with ease.
Local Customs Options
- Southern Hospitality: You’ll notice a warm and welcoming attitude that reflects the area's friendly community and traditional southern charm.
- Local Seafood Cuisine: Enjoy the region’s unique culinary customs, especially its emphasis on fresh, locally caught seafood served with regional flair.
Surry Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Surry?
There are a lot of options in Surry. If you plan on staying in the Surry area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Surry:
- Beachfront House on James River. Near Historic Jamestowne and Williamsburg
- Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
- Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
- James River Waterfront with spectacular views across the river from Williamsburg
- History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
- Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
- Lovely 2 bedroom condo located in beautiful Kingsmill Resort!
- Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
- The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
- Stunning 1 Bedroom condo on River Golf Course Ninth Hole.
2. How many vacation rentals have private pools in Surry?
There are 76 vacation rentals with private pools near Surry. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Surry are best for families?
If you are looking for a family-friendly vacation home in Surry, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Surry:
4. How many Rentbyowner vacation rentals are available in Surry?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1094 in the Surry 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 Surry.
5. What is the cancellation policy for vacation rentals in Surry, Virginia?
Cancellation policies vary by property, so it's important to review the specific listing details. Most owners provide flexible options, but some may require early notification for refunds. Contact the host directly if you have questions.
6. How do I confirm my booking at a vacation rental in this area?
Booking confirmation is typically sent via email once your reservation is completed. Be sure to read all the instructions provided and reach out to the property owner if you need additional confirmation or details about your stay.
7. Are there any special requirements or house rules when staying in Surry, Virginia?
Each property has its own set of house rules and requirements, which are outlined on the listing page. It's advisable to review these before booking to ensure your stay aligns with the owner's expectations.
8. What amenities can I expect in vacation rentals in this destination?
Amenities vary depending on the property, but many rentals in the region offer essentials such as Wi-Fi, parking, and fully equipped kitchens. Check the individual listing for a complete list of available amenities during your stay.
9. How can I find out about local attractions and activities near my rental?
While the listings focus on accommodations, hosts often provide helpful information about the area's attractions and activities. You can also contact the property owner or check local guides for personalized recommendations during your visit.
Surry Top Rated Vacation Rentals
1800 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $424/Night
For 7 Nights US $2,967
875 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Private Pool
- Fireplace/Heating
- Pool
US $230/Night
For 7 Nights US $1,609
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $246/Night
For 7 Nights US $1,719
1300 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $242/Night
For 7 Nights US $1,691
1280 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Resort
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $207/Night
For 7 Nights US $1,446
535 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Resort
- Fireplace/Heating
- Pool
- Kitchen
US $161/Night
For 7 Nights US $1,126
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $224/Night
For 7 Nights US $1,568
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Spa
- Fireplace/Heating
US $350/Night
For 7 Nights US $2,450
