Best Vacation Homes in Surry
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
Hot Tub
Parking
Pool
Balcony/Terrace
R2,158/Night
7 Nights - R15,108
Bed & Breakfast
10.0(5 Reviews)
4 Bedrooms
4 Baths
10 Guests
382.12 ft²
- Parking
View
Air Conditioner
Internet
R3,901/Night
7 Nights - R27,309
Bed & Breakfast
9.6(198 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Air Conditioner
R4,376/Night
7 Nights - R30,628
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R2,158/Night
7 Nights - R15,108
House
9.6(9 Reviews)
3 Bedrooms
2 Baths
12 Guests
1011.81 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
R3,737/Night
7 Nights - R26,153
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R2,158/Night
7 Nights - R15,108
Condo
9.8(86 Reviews)
2 Bedrooms
2 Baths
6 Guests
1016 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R3,627/Night
7 Nights - R25,394
Condo
9.8(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Hot Tub
- Parking
- Pool
Spa
R7,455/Night
7 Nights - R52,175
Surry Luxury Rentals
R139,511/Night
7 Nights - R976,572
R137,610/Night
7 Nights - R963,264
House
2.0(1 Review)
5 Bedrooms
5 Baths
12 Guests
3500 ft²
- Breakfast
- Parking
- Pool
Kitchen
R45,441/Night
7 Nights - R318,083
R38,053/Night
7 Nights - R266,371
New
Cottage
3 Bedrooms
3 Baths
8 Guests
- Pool
- Air Conditioner
- Internet
Pet Friendly
R27,320/Night
7 Nights - R191,230
Condo
8.8(5 Reviews)
4 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Air Conditioner
- Internet
Child Friendly
R22,682/Night
7 Nights - R158,769
House
10.0(50 Reviews)
5 Bedrooms
5 Baths
12 Guests
8000 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
R21,105/Night
7 Nights - R147,740
Bed & Breakfast
10.0(33 Reviews)
5 Bedrooms
7 Baths
16 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
R20,888/Night
7 Nights - R146,221
Surry Pet Friendly Vacation Rentals
Cottage
9.8(249 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
Ocean View- Balcony/Terrace
- View
R9,067/Night
7 Nights - R63,468
House
9.0(8 Reviews)
3 Bedrooms
2 Baths
12 Guests
1582.29 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
R3,745/Night
7 Nights - R26,219
House
9.6(48 Reviews)
4 Bedrooms
3 Baths
14 Guests
1800 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R6,120/Night
7 Nights - R42,846
Resort
8.4(2872 Reviews)
11 Baths
40 Guests
1097.92 ft²
Private Pool- Hot Tub
- Parking
- Pool
R1,644/Night
7 Nights - R11,508
House
9.2(11 Reviews)
4 Bedrooms
2 Baths
10 Guests
1130 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,507/Night
7 Nights - R31,552
House
9.0(25 Reviews)
3 Bedrooms
2 Baths
12 Guests
1572 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,948/Night
7 Nights - R27,639
House
8.8(13 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,450/Night
7 Nights - R24,155
House
10.0(41 Reviews)
6 Bedrooms
6 Baths
16 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
R20,204/Night
7 Nights - R141,433
Surry Large Vacation Homes
House
10.0(151 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
R6,547/Night
7 Nights - R45,834
Bed & Breakfast
9.3(83 Reviews)
9 Bedrooms
10 Baths
18 Guests
227.24 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
R4,607/Night
7 Nights - R32,246
House
10.0(39 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,650/Night
7 Nights - R60,546
Bed & Breakfast
9.1(296 Reviews)
14 Bedrooms
14 Baths
34 Guests
324.57 ft²
- Breakfast
- Parking
- Balcony/Terrace
- View
R2,642/Night
7 Nights - R18,492
House
10.0(26 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,198/Night
7 Nights - R50,391
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,311/Night
7 Nights - R58,168
House
9.0(60 Reviews)
5 Bedrooms
5 Baths
16 Guests
4300 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
R9,467/Night
7 Nights - R66,275
Condo
10.0(13 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R4,397/Night
7 Nights - R30,776
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.
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.
Frequently Asked Questions About Surry?
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:
- Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
- Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
- 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.
- Beautiful 1 bedroom condo with a view!
- Walk to beaches, large beautiful 2bdrm two bath, "Kingsmill on the James"
- TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
- Historic B&B located walking distance to the Williamsburg and The College of W&M
2. How many vacation rentals have private pools in Surry?
There are 75 vacation rentals with private pools near Surry. Top-rated RBO homes that have access to a swimming pool include:
- Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
- Hilton Vacation Club The Historic Powhatan Williamsburg
- Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
- Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
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 1214 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
House
10.0(90 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Private Pool
- Parking
- Pool
- Ocean View
R8,392/Night
7 Nights - R58,746
New
Condo
10.0(77 Reviews)
1 Bedroom
1 Bath
2 Guests
875 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R5,516/Night
7 Nights - R38,619
Condo
10.0(75 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R4,559/Night
7 Nights - R31,916
Resort
10.0(18 Reviews)
2 Baths
6 Guests
1280 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R3,503/Night
7 Nights - R24,519
Condo
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R3,874/Night
7 Nights - R27,111
Condo
10.0(7 Reviews)
3 Bedrooms
3 Baths
10 Guests
1531 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R4,804/Night
7 Nights - R33,633
Condo
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
- Spa
R3,281/Night
7 Nights - R22,967
Resort
10.0(2 Reviews)
2 Baths
8 Guests
1360 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R6,371/Night
7 Nights - R44,596
