Vacation rentals in Windsor

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.

4.96 out of 5 average rating, 280 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 suite in Chesapeake

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

4.97 out of 5 average rating, 332 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

4.95 out of 5 average rating, 153 reviews

A spacious living area features a dark leather sectional sofa and two matching armchairs, providing a comfortable seating arrangement. The room is illuminated by natural light from large windows, and a flat-screen TV is mounted on the wall. A kitchen bar area is visible in the background.

Tiny home in Franklin

HOME AWAY FROM HOME FRANKLIN VA

(2) PEOPLE / INDIVIDUALS ONLY NO SMOKING OR VAPING INSIDE. NO SMOKING OF ANY KIND!!!!!! NO BURNING INCENSE, SAGE OR OIL OF ANY KIND!! ($350.00 -$500.00 No Smoking FEE) Great space for RELAXING. Nice quiet area not far from town. Restaurants and shopping 5 miles from location. VERY CLEAN, Wifi, Netflix. TV in living area and bedroom area (Queen Size Bed). ($300.00+$500.00 NO SMOKING FEE) NO SMOKING, VAPING OR BURNING OIL, SAGE OR INCENSE OF ANY KIND!!!!!!! NO REFUNDS FOR EARLY CHECK- OUTS!!!

4.96 out of 5 average rating, 137 reviews

A cozy living area is furnished with a beige sofa and a blue armchair. A coffee table with a decorative runner sits in front, surrounded by wooden paneling. Natural light enters from a nearby window, complemented by patterned curtains. Wall art adds subtle character to the space.

Apartment in Portsmouth

"The Ponderosa B" - Close to the Casino & Concerts

Lots of Great Concerts going on close by!! Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood about 1/2 mile Rivers Casino! -, Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth 5.9 miles to Norfolk, 22 mi to VB Oceanfront.

A two-story colonial home with a white exterior and blue metal roof is surrounded by a neatly maintained lawn. A white picket fence borders the property, and large trees provide shade, enhancing the peaceful outdoor setting.

4.98 out of 5 average rating, 50 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.

A charming two-story house features a pale yellow exterior with white trim and a welcoming front porch. Two dormer windows are visible above the entrance. A neatly landscaped lawn includes vibrant flower beds, and a comfortable seating area on the porch invites relaxation.

5 out of 5 average rating, 23 reviews

Farmer Market |Bacon&Bourbon Fest |Fast WiFi

Welcome to the Hog Haven! Near Main Street, this house, built around 1910, is a contributing structure to the Smithfield Historic District. Smithfield is very walkable, and your home is ideally situated. Explore quaint shops, dine at local eateries, and immerse yourself in the town’s rich history. The Smithfield Farmers Market is a short stroll away, while Windsor Castle Park is a longer walk from the house. Note: This property is located near the post office and they start work at 4am.

5 out of 5 average rating, 154 reviews

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

Cottage at Timberline Ranch in Smithfield Virginia

Relax on a private 30 acre horse farm. 8 miles from historic Smithfield, VA Spacious bedroom, double window with view of horse pastures. Room darkening drapes. Full length mirror with lighted makeup mirror, air purifier, ample sheets, blankets and pillows. Full kitchen like brand new and well stocked with necessities; cookware, dishes, paper products, spices. Large bathroom with ceiling heater, towel warmer, well stocked with towels and necessities. Washer and dryer, detergent supplied.

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.

4.97 out of 5 average rating, 36 reviews

Serene 8ac log house W/hot tub!

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.

4.93 out of 5 average rating, 130 reviews

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

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, 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!

5 out of 5 average rating, 123 reviews

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

Home in East Ocean View

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

5 out of 5 average rating, 6 reviews

A charming cottage features a metal roof and a screened-in porch, surrounded by a spacious yard. Large windows allow natural light to fill the interior. The property is situated among trees, providing a peaceful setting in a quiet neighborhood.

Home in Carrollton

Charming Cottage Near Smithfield, Suffolk, Surry

Charming and unique 1930's cottage with all the modern updates. 2 bedrooms and 2 Bathrooms plus an open floor plan living room and kitchen. The first bedroom has two twin beds. The second bedroom has a queen bed and a new ensuite bathroom. Fenced yard with bbq grill and plenty of peace and quiet. Close to Historic Smithfield, Surry, Suffolk, Newport News and Colonial Williamsburg. Two minute drive to Captain Chuck-A-Mucks Seafood restaurant. Public boat ramp is a short drive.