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Vacation rentals in Smithfield

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Quick stats about vacation rentals in Smithfield

  • Total vacation rentals

    Explore 10 vacation rentals in Smithfield

  • Nightly prices starting at

    Smithfield vacation rentals start at R 1,277 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Wi-Fi availability

    10 of Smithfield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Smithfield rentals

Top-rated vacation rentals in Smithfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.
Home in Smithfield
4.97 out of 5 average rating, 330 reviews

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Guest favorite
A charming Cape Cod home with a spacious front porch is surrounded by lush greenery and colorful flowers. The sloping roof features three dormer windows, while the well-maintained lawn provides an inviting entryway. The porch is equipped with seating and decorative accents.
Home in Williamsburg
4.83 out of 5 average rating, 297 reviews

Colonial Retreat

Enjoy a getaway in our 1940 Cape Cod home minutes from Colonial Williamsburg & Jamestown. Within biking distance to many attractions such as Williamsburg Winery, Jamestown Island & Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The house was refinished in 2021; you'll find an updated kitchen, smart TVs, large back patio & front porch. Please read the house rules before booking. No smoking. Need more space? Inquire about our other units

Top guest favorite
A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.
Home in Portsmouth
5.0 out of 5 average rating, 113 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

Top guest favorite
A serene cottage, surrounded by lush greenery, features a welcoming front porch with chairs and warm lighting. A gravel pathway leads to the entrance, highlighting the harmony between the home and its natural surroundings.
Farm stay in Smithfield
5.0 out of 5 average rating, 191 reviews

Cozy Farm Cottage with Horses, Fire Pit, & Trails

Escape to Timberline Ranch, a 30-acre horse farm near historic Smithfield. Horses and goats are visible from multiple windows. Your bedroom is cozy with room-darkening drapes, plenty of blankets and pillows. The kitchen is well stocked. Coffee station stocked and to-go cups. Bathroom has a ceiling heater, towel warmer, essentials. W/D with detergent. Step out to the front porch rocking chairs, fire pit (wood incl), and picnic table. Explore trails, follow the creek, and hunt for hidden gnomes.

Top guest favorite
A serene waterfront view of the James River is presented, with a soft layer of mist hovering over the water. A wooden pier extends into the river, lined with posts, while trees and grass frame the scene, enhancing the tranquil atmosphere.
Cottage in Surry
4.9 out of 5 average rating, 102 reviews

“Magnolia Cottage” on the River

Perched on a bluff high above the James River this charming rehabbed cottage is an idyllic escape from everyday life. This spot is for travelers who seek a step back in time to a simpler life. You’ll be surrounded by woods, water and a growing flower farm. The set up is unique in that the cottage itself holds living and sleeping space while your own designated bathroom and outdoor hot water shower are a short walk across the yard to a tool shed turned luxury bath and shower under the open sky.

Top guest favorite
A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.
Home in Gloucester Point
4.99 out of 5 average rating, 223 reviews

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Top guest favorite
A historic house is set amidst gentle greenery, featuring a white exterior with multiple chimneys and a welcoming porch. A white picket fence encircles the lush yard, enriched by tall trees and seasonal foliage, creating a serene and inviting environment.
Home in Williamsburg
5.0 out of 5 average rating, 144 reviews

History Art and Nature-110 Acres of Ancient Forest

WILLIAMSBURG AREA, SURRY, VA. CELEBRATE AMERICA'S 250TH by living in the historic family home of a Revolutionary War soldier! Lightwood Forest is a beautiful historic house nestled in 110 acres of private woodland preserve. Surround yourself with history, antiques, art and nature, and over two miles of private hiking trails. Lightwood Forest is in rural Surry County, on the south side of the James River, a short, free car ferry ride from Williamsburg and Jamestown, which runs 24/7, all year.

Guest favorite
A charming two-story house features a covered front porch adorned with white railings and light landscaping. The exterior is painted in soft yellow, complemented by white trim. A gravel pathway leads to the entrance, with a well-maintained grassy yard on either side.
Home in Smithfield
4.92 out of 5 average rating, 239 reviews

Pigs Inn a Blanket

Pigs Inn a Blanket is the perfect spot for your Smithfield, VA stay! In close walking distance to all of the wonderful shops, farmer's market, historic spots, restaurants, parks and more. After you have toured all the wonderful things Smithfield has to offer, enjoy time with your family in the backyard oasis, with the grill and/or the fire pit. The home features 3 bedrooms and 2 full baths with a living room, dining area, kitchen and laundry. Perfect spot for you and your family! NO SMOKING!!

Top guest favorite
A charming log cabin is set amidst a lush green landscape, surrounded by towering trees. A stone pathway leads to the entrance, while natural stumps serve as rustic seating. Sunlight filters through the branches, casting a warm glow across the inviting exterior.
Home in Smithfield
4.99 out of 5 average rating, 70 reviews

Serene 8ac log house W/hot tub! Spacious 4BR/2BA

Welcome to your perfect short-term rental getaway in Smithfield, Virginia! Nestled along the picturesque riverbank, this enchanting log cabin invites you to unwind in the lap of natural beauty. Immerse yourself in the serenity of the surroundings as you indulge in the charm of a gorgeous retreat. **The Cabin:** Discover the allure of rustic elegance with our stunning log cabin, providing a cozy haven for your escape. You’ll be captivated by the tranquility that defines this unique dwelling.

Guest favorite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth
4.93 out of 5 average rating, 174 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Guest favorite
A spacious living area features large windows providing views of Gray's Creek. A comfortable sofa and a cozy chair are positioned alongside a coffee table on a decorative rug. A private balcony is accessible through sliding glass doors, enhancing the connection to the scenic surroundings.
Apartment in Surry
4.84 out of 5 average rating, 125 reviews

The Hotel at The Surry Seafood Co Room 1

Beautiful efficiency hotel room overlooking Gray's Creek in Surry, VA with separate living and sleeping rooms. Private queen bed with walkin closet. Living area with pull out queen size sofa. Kitchenette with refrigerator and microwave in each room. Situated above a very nice seafood restaurant. Private balcony overlooks the marina and marshes. Fishing pier and public boat launch on site. Sleeps 4. Private entrance. 5.3% Sales tax will be added to final pricing per local laws.

Guest favorite
A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.
Home in Suffolk
4.84 out of 5 average rating, 116 reviews

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Popular amenities for Smithfield vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Smithfield's top sights

Windsor Castle Park

16 locals recommend

St Luke's Historic Church & Museum

6 locals recommend

Christmas Store

4 locals recommend

Other great vacation rentals in Smithfield

Top guest favorite
Home in Smithfield
5.0 out of 5 average rating, 44 reviews

Downtown |Farmer Market |Fast WiFi |Easy Checkout

Top guest favorite
The exterior of a two-story colonial home is framed by large trees and a manicured lawn. White wooden siding complements the grey metal roof. A white picket fence encircles the front yard, highlighting the entrance adorned with double doors and several windows with green shutters.
Home in Smithfield
4.99 out of 5 average rating, 67 reviews

Oak Level Acres

Superhost
Home in Carrollton
4.86 out of 5 average rating, 14 reviews

Green Acres is the Place to Be…

Top guest favorite
The barn loft is illuminated under the night sky, highlighting its rustic red exterior and decorative features. The front displays large garage doors, flanked by well-maintained landscaping and outdoor lighting. A weathervane sits atop the roof, while an American flag adds a touch of charm to the entrance.
Barn in Suffolk
5.0 out of 5 average rating, 46 reviews

Cozy Waterfront Barn Loft

Top guest favorite
The deck provides a scenic view of the marsh and river, framed by tall trees. Comfortable seating arrangements are adorned with cushions, and planters with colorful flowers add a vibrant touch. The setting emphasizes a tranquil outdoor space for relaxation.
Home in Carrollton
4.96 out of 5 average rating, 73 reviews

PEACE by the River

Superhost
A circular arrangement of six wooden Adirondack chairs surrounds a fire pit, situated on a gravel surface. The area offers open views of greenery and countryside, providing a peaceful setting for gatherings and stargazing.
Home in Surry
4.73 out of 5 average rating, 112 reviews

The CrackerJack House: A Military Salute & Arcade!

Top guest favorite
A spacious living area is highlighted by two orange velvet sofas facing each other. A small round table sits between them, while a large TV is mounted on the wall. Natural light enters through large windows, accentuating the modern decor and greenery.
Home in Newport News
5.0 out of 5 average rating, 41 reviews

*NEW* Cozy & Very Stylish home for your family!

Guest favorite
A bright and airy living space showcases large windows framing views of lush greenery. A child is seen setting up a chess board on a central table, while comfortable seating options invite relaxation in the cozy atmosphere.
Home in Spring Grove
5.0 out of 5 average rating, 34 reviews

Analog Private Beach on 10 Acres

Frequently Asked Questions

  • What are the best things to do in Smithfield with kids?

    Families with children often explore Windsor Castle Park’s playground and walking trails, enjoy hands-on displays at the Isle of Wight County Museum, and participate in seasonal community events. Downtown shops have treats and crafts suited for young visitors.

  • What are some of the best things to do in Smithfield?

    Explore Smithfield's historic downtown, browse local shops and galleries, and visit the Isle of Wight County Museum to learn about the area's past. The town often has walking tours featuring architecture and heritage sites. Seasonal events bring extra energy to Main Street.

  • How is the weather in Smithfield?

    Smithfield has cool winters averaging 32–49°F (0–10°C), and warm, humid summers with highs near 87°F (31°C). Spring and autumn typically bring milder temperatures and occasional rainfall, making outdoor exploration comfortable.

  • When is the best time to visit Smithfield?

    Late spring and early autumn are often recommended for mild weather and local festivals, with temperatures around 65–75°F (18–24°C). Summer brings vibrant outdoor activities and community gatherings, while winter is quieter and cool.

  • What are the best places to visit in Smithfield?

    The Isle of Wight County Museum, Windsor Castle Park, and the historic Main Street area are often recommended for visitors. Exploring the riverfront and attending community markets provide a sense of local life.

  • What are some hiking trails in Smithfield?

    Windsor Castle Park has walking and hiking trails along marshes and wooded areas, suitable for a range of abilities. The park’s paths are frequently suggested for birdwatching, gentle strolls, and connecting with local nature.

  • What are some family activities we can do in Smithfield?

    Families often enjoy picnicking in Windsor Castle Park, discovering interactive exhibits at the Isle of Wight County Museum, and joining community workshops. Local festivals frequently include hands-on activities and performances suitable for all ages.

  • What are some of the best day trip ideas from Smithfield?

    You can explore nearby colonial towns, visit wildlife refuges, or tour art museums in the surrounding region. Coastal parks, agricultural sites, and small city centers nearby are often recommended for day excursions.

  • Are there any pet friendly accommodations available in Smithfield?

    Smithfield has pet friendly vacation rentals in neighborhoods near parks and walking trails. Windsor Castle Park is popular with visitors traveling with pets, and many properties feature outdoor spaces.

  • What are some local tips for visiting Smithfield?

    Take time to stroll the historic downtown and explore its shops, many of which feature goods from local artisans. Early mornings allow for a quieter visit, while festival periods can be lively. Comfortable footwear is often suggested when exploring the brick-lined streets.

  • What is Smithfield known for?

    Smithfield is recognized for its heritage in cured ham production, preserved historic architecture, and its role as a riverside town with community traditions. Several sites interpret the area's history, including connections to agriculture and regional commerce.

  • What are the best hidden gems to explore in Smithfield?

    Art studios tucked near Main Street, small gardens by waterfront paths, and community mural projects are frequently suggested as hidden gems. Locally owned bakeries offer a taste of distinct Smithfield flavors.

  • What are the best foods to try in Smithfield?

    Smithfield is known for its traditional cured ham, Southern comfort dishes like biscuits and country-styled vegetables, and locally made desserts. Local restaurants often highlight regional produce and flavors rooted in the area's agricultural history.

  • What should I bring for a trip to Smithfield?

    Pack comfortable walking shoes for historic streets and park trails, lightweight clothing for warmer months, and a rain jacket during wetter seasons. Bringing a reusable water bottle is suggested for outdoor outings.

  • What is the nightlife in Smithfield like?

    Nightlife in Smithfield is often relaxed, with venues featuring live music, local brews, and occasional community events. Historic Main Street has gathering spots for conversation and casual evenings. Many enjoy local dining and periodic performances.

  • What are the most popular events or festivals in Smithfield?

    Smithfield has frequently suggested seasonal farmers' markets, holiday parades, and community fairs, especially around late spring and early autumn. Art shows and local food events highlight the town’s creative and culinary traditions.

  • Are there family friendly vacation rentals in Smithfield?

    Smithfield has a range of family friendly vacation rentals, including homes with spacious yards and access to local parks. Many properties are near historic sites and offer amenities suitable for groups with children.

  • What are the best places to stay in Smithfield?

    The downtown area has charming accommodations near historic attractions and restaurants, while neighborhoods around Windsor Castle Park are frequently suggested for quieter stays. Vacation homes along the water provide peaceful surroundings with easy access to nature trails.

Destinations to explore