Holiday rentals in Staunton

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Top-rated holiday rentals in Staunton

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

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Top guest favourite
A bright living and dining area is highlighted by a large window allowing natural light. A wooden dining table with four black chairs sits next to a cozy couch. A patterned area rug adds warmth, while decorative plants enhance the space.
Home in Staunton
4.92 out of 5 average rating, 191 reviews

Hunker Down: Fenced in Yard, Pet Friendly!

The Hunker Down is perfectly situated in the heart of Downtown Staunton. Park your car for the weekend and stroll the streets of Staunton right from your front door! The unit is located in the lower unit of a large, historic home and features a large kitchen, living area, 2 large bedrooms (one king and one queen), and a work-from-home space. **Please note, there is a unit above you that may be occupied during your stay! Additionally, bring your pup along and let them roam the spacious backyard.

Top guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton
4.99 out of 5 average rating, 103 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Top guest favourite
A modern tiny house is nestled among trees, showcasing a wooden exterior with deep red accents. Large windows provide natural light, while a well-maintained set of steps leads up to the entrance, inviting guests to enjoy the surrounding forest.
Tiny home in Staunton
4.94 out of 5 average rating, 192 reviews

Sunrise Casita: a tiny house at Cana Barn

Our 250 sq ft tiny house was built by our talented craftswoman Kara. We used wood from our property and reclaimed materials to create a cozy and unique getaway. The front porch looks out to a beautiful view of the Blue Ridge Mountains and looks up to a local vintage sign. We are LGBTQ+ welcoming. Sunrise to us is the embodiment of a fresh start and a new opportunity. It is hope and possibility, adventure and inspiration, beauty and wonder. We hope all of this for your stay in our tiny house!

Top guest favourite
A bright living area is highlighted by a sunny yellow couch, positioned next to a cozy dining space. A small round table is accompanied by four sleek chairs. Natural light fills the room through large windows, while a decorative rug adds warmth to the wooden floor.
Flat in Staunton
4.95 out of 5 average rating, 279 reviews

Bee & Key—Staunton downtown

Staunton (pronounced “Stanton”) is one of the most vibrant, charming small towns you’ll find anywhere, and Bee & Key is in the center of it. This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. You will be half a block from the restaurants and shops of our bustling downtown, including Blackfriar’s Playhouse, the Woodrow Wilson Museum, The Shack restaurant, and Mary Baldwin University. We’re an easy walk from Staunton’s historic Amtrak station.

Top guest favourite
A welcoming entryway is presented with floral wallpaper and green wainscoting. A small armchair, paired with a decorative lamp and side table, creates a cozy reading nook. Artwork is hung on the walls, and a door leading to the outside is visible at the end of the hallway.
Flat in Staunton
5 out of 5 average rating, 220 reviews

Queen City Hideaway

Imagine waking up to stunning mountain views, brewing coffee on your private deck, and planning your day exploring Staunton's vibrant downtown. Fully stocked! Need for nothing! Unwind in the heart of Staunton's historic charm! Sip coffee on your private deck overlooking Staunton's vibrant cityscape and rolling mountains. Binge your favorite show on our smart TV, and whip up a meal in the stocked kitchen. Walk to restaurants, shops, or the theater. Book your stay today and start planning!

Top guest favourite
A cozy living room features green walls and wooden flooring. A plush, dark green sofa sits alongside a brown accent chair. A glass coffee table occupies the center, while framed artwork adorns the walls. Natural light filters through the windows, complemented by decorative plants.
Flat in Staunton
4.97 out of 5 average rating, 115 reviews

Downtown Luxe: Luxury Vintage + Downtown

Come enjoy this newly remodeled moody and eclectic luxury apartment during your stay in Staunton Virginia! This 2-bed, 1-bath apartment places you at the epicenter of a vibrant downtown culture while surrounding you with the style, luxurious details, and enchanting ease of a well-appointed home. We are located a minute walk from all that downtown has to offer. Our unit sleeps 6 and parking is provided with our parking pass. Please make sure to return it after use:).

Top guest favourite
A spacious living room is displayed, featuring a comfortable grey sofa arranged alongside two accent chairs. A sleek black coffee table is centered on a decorative rug. Light filters through sheer curtains, and a wall-mounted television is visible next to an acoustic guitar.
Flat in Staunton
4.93 out of 5 average rating, 116 reviews

Big Blue #1: Spacious&Modern. Close to Downtown

We welcome you to come stay with us while visiting our small town of Staunton. The Big Blue House #1 is on the 1st floor in a Up/Down Duplex with ample parking. This century home has been updated but still has it's old fashion feel. We are in a central location in Staunton. Just minutes from our lovely downtown. Whether you are visiting Staunton, visiting family or on a work trip. Come enjoy your stay at this conveniently located, spacious and modern unit.

Top guest favourite
The cottage is framed by tall trees and lush greenery. It features a welcoming front porch with wooden posts, surrounded by well-maintained grass. A glimpse of a rustic barn is visible in the background, adding to the serene farm setting.
Farm stay in Weyers Cave
4.99 out of 5 average rating, 445 reviews

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. You will love the weather-sheltered hot tub building, relaxing greenhouse garden massage space and personal finely crafted sauna with a Sweden built cold shower dump bucket A custom bathroom double-headed shower, and reading nook in the loft are favorites to unwind and disconnect. Minutes away from JMU, Buc-ee's, Valley Pike Market & Vineyards.

Guest favourite
A charming historic cottage features a light yellow exterior and a welcoming front porch with white railings. The porch is flanked by lush greenery and flowering shrubs. The home is set against a backdrop of a colorful sunset illuminating the evening sky.
Home in Staunton
4.91 out of 5 average rating, 186 reviews

Little Yellow House: Walk to Downtown Staunton

Welcome to Staunton! This historic home was one of the original workers' cottages in the 1800s. It's located downtown with a short walk to shops, restaurants, bakeries, Mary Baldwin University, Gypsy Hill Park, and Blackfriars Playhouse. It has all the charms of an older home like original pine floors and tavern-style doors, but with a modern kitchen, bathroom, internet, and AC. There is plenty of street parking and the neighborhood is beautiful!

Guest favourite
Flat in Staunton
4.94 out of 5 average rating, 435 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Top guest favourite
The exterior of the building displays a two-story structure with light brown siding and a front porch adorned with white railings. Windows are visible on both levels, complemented by a small garden and walkway leading up to the entrance.
Flat in Staunton
4.94 out of 5 average rating, 175 reviews

Walker's dream. Close to downtown.

Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.

Guest favourite
The exterior of The Storefront is displayed, showcasing a two-story, blue-painted building flanked by red brick structures. A striped awning is positioned over the entrance, and large windows provide a glimpse into the welcoming ambiance inside.
Flat in Staunton
4.95 out of 5 average rating, 275 reviews

The Storefront: Downtown Staunton + Unique Stay

Welcome to The Storefront: A Very Small Hotel. The Storefront is located right in the heart of downtown Staunton. The Storefront was built in the early 1900's and was previously a tea shop before becoming a vacation destination. It's like having your own little townhouse in the heart of Staunton's historic district! Keep your car parked and walk everywhere you need to go.

Popular amenities for Staunton holiday rentals

When is the best time to visit Staunton?

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Avg. price$171 SGD$171 SGD$172 SGD$185 SGD$193 SGD$187 SGD$187 SGD$179 SGD$180 SGD$201 SGD$195 SGD$185 SGD
Avg. temp2°C4°C8°C14°C18°C22°C24°C23°C20°C14°C9°C4°C

Frequently Asked Questions

  • What are the best places to stay in Staunton?

    Many visitors select vacation rentals near downtown for access to shops, restaurants, and arts venues. Quiet neighborhoods or historic districts also provide a locally rooted experience.

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

    Explore hands-on museums, discover the historic railroad depot, and enjoy playgrounds in public parks. Seasonal festivals and family-friendly theaters also draw visitors throughout the year.

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

    Explore vibrant arts venues, watch performances in historic theaters, and stroll through public gardens. Visiting museums, trying local food, and participating in city festivals are also frequently suggested.

  • How is the weather in Staunton?

    Staunton experiences cool winters around 28–47°F (-2–8°C) and warmer summers near 68–84°F (20–29°C). Spring and fall tend to have mild temperatures and frequent rain showers.

  • When is the best time to visit Staunton?

    Late spring through early fall is often recommended for milder temperatures, around 55–84°F (13–29°C), and community events. Winter is cooler, with temperatures near 28–47°F (-2–8°C), and offers a quieter atmosphere.

  • What are the best places to visit in Staunton?

    Staunton’s historic downtown, locally owned shops, and theaters are often recommended. Art galleries, museums, and community parks help round out the experience.

  • What are some hiking trails in Staunton?

    Staunton has access to forested hiking trails, riverside paths, and nature preserves just outside the city. Parks with well-marked walking routes are frequently mentioned by outdoor enthusiasts.

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

    Families often explore hands-on museums, interactive exhibits, and parks in Staunton. The city also has historic train depots and seasonal outdoor festivals for all ages.

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

    Nearby areas have scenic mountain parks, historic sites, and local wineries that are often recommended for day trips. Nature preserves and artisan communities invite exploration outside Staunton.

  • Are there any pet friendly accommodations available in Staunton?

    Staunton has many pet friendly vacation rentals, especially in downtown and residential neighborhoods. Parks and walking trails near the city make it easy to enjoy outings with your pet.

  • What are some local tips for visiting Staunton?

    Locals often suggest exploring the city on foot to appreciate its historic streets and enjoying regional cuisine. Checking theater schedules for performances and visiting farmers' markets are also frequently mentioned.

  • What is Staunton known for?

    Staunton is known for its historic downtown, rich performing arts scene, and preserved architecture. Local farm-to-table dining and educational venues like museums also shape the city’s reputation.

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

    Staunton has art galleries, local theaters, and gardens that are frequently suggested by residents. You can also explore historic sites, locally owned shops, and quiet cafés around the downtown area.

  • What are the best foods to try in Staunton?

    Local farm-to-table dishes, Appalachian-inspired flavors, and bakery treats are frequently suggested in Staunton. Many visitors enjoy regional specialties and seasonal produce from the area’s farmers’ markets.

  • What should I bring for a trip to Staunton?

    Pack comfortable walking shoes for exploring historic streets, and layers for changing weather. A rain jacket or umbrella is useful during rainy springs and autumn months.

  • What is the nightlife in Staunton like?

    Nightlife in Staunton centers on local pubs, restaurants, and performing arts venues, with live music and theater frequently featured. The historic downtown area hosts many inclusive evening spots.

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

    Staunton has festivals celebrating local music, theater, and food, especially during late spring and Labor Day weekend. Community events at parks or in historic venues are frequently suggested.

  • Are there family friendly vacation rentals in Staunton?

    Staunton has family friendly vacation rentals in quiet neighborhoods and near downtown. Many homes feature spaces suited for children and access to parks or playgrounds.

Quick stats about holiday rentals in Staunton

  • Total holiday rentals

    Explore 160 holiday rentals in Staunton

  • Nightly prices starting at

    Staunton holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    160 of Staunton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Staunton rentals

  • 4.9 Average rating

    Staunton stays are highly rated by guests – averaging 4.9 out of 5!

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