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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 ﺩ.ﺇ 294 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, 323 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.

Top guest favorite
A winding gravel pathway is illuminated by soft lighting, bordered by lush greenery. String lights are hung above, casting a warm glow over the area, which is surrounded by trees and plantings. A staircase leads to an elevated area in the background.
Guesthouse in Gloucester County
4.97 out of 5 average rating, 235 reviews

Stylish Creekside Cabin w/ HotTub, Parklike views.

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

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, 183 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 two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 181 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Guest favorite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.91 out of 5 average rating, 138 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

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
4.98 out of 5 average rating, 65 reviews

Oak Level Acres

Welcome to Oak Level! This beautiful house built in 1768 sits on 10 acres of land surrounded by over 1000 acres of farmland. Inside you'll discover unique artifacts preserved from the property's rich history. This restored colonial home sleeps 13 people comfortably with 4 bedrooms & 2.5 bathrooms. Fully stocked with fresh linens, towels, cookware, & other essentials. Only a 30min drive from Colonial Williamsburg. It is the perfect place for a family getaway, company retreat, or special event.

Top 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, 234 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
4.98 out of 5 average rating, 65 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.

Top guest favorite
Home in Smithfield
5.0 out of 5 average rating, 41 reviews

Downtown |Farmer Market |Fast WiFi |Easy Checkout

Welcome to the Hog Haven! Near Main Street, this house built around 1910 is a contributing structure to the Historic District. Your home is ideally situated to explore shops, local eateries, and immerse yourself in the town’s rich history. The Smithfield Farmers Market is a short stroll, while Windsor Castle Park is a longer walk. Note: Near the post office that starts at 4am 7 days per week. Note: Through Dec 2026 electrical utility work in the area may cause sporadic power outages.

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, 121 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.

Superhost
The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.
Apartment in Williamsburg
4.83 out of 5 average rating, 515 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Guest favorite
A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.
Cabin in Cape Charles
4.96 out of 5 average rating, 249 reviews

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

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
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
Home in Carrollton
4.8 out of 5 average rating, 10 reviews

Green Acres is the Place to Be…

Top guest favorite
An outdoor area features a small red Tiny House beside a clear pool. Two shaded seating areas are provided with umbrellas, along with a picnic table and a swing. Open green space extends beyond, bordered by trees, creating a natural setting.
Tiny home in Wakefield
4.96 out of 5 average rating, 94 reviews

Cute 1-bdrm tiny house in the country w/firepits

Guest favorite
Farm stay in Dendron
4.93 out of 5 average rating, 14 reviews

The Bunkhouse at Sunny Hill

Guest favorite
Home in Bavon
5.0 out of 5 average rating, 5 reviews

Chesapeake Shore Cottage: Private Beach w/Kayaks

Top guest favorite
Home in Williamsburg
5.0 out of 5 average rating, 9 reviews

Williamsburg's Stylish 1959 Mid-Century Modern Gem

Top guest favorite
An aerial view showcases a spacious rental property adjacent to the Poquoson River. The structure features a combination of different textures and rooflines, surrounded by well-manicured grass and foliage. The scenic waterway and trees in the background provide a tranquil setting.
Guesthouse in Poquoson
4.97 out of 5 average rating, 73 reviews

The Retreat at Lamb's Point

Top guest favorite
Cottage in Newport News
4.99 out of 5 average rating, 88 reviews

Stunning Cottage in Historic Village

Frequently Asked Questions

  • 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.

  • 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.

Destinations to explore