Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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

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Top guest favorite
A welcoming entrance is framed by brick arches and wooden stairs leading to the upper level. The pathway is lined with gravel and vibrant greenery, including flowering plants, creating an inviting approach to the private entrance.
Guest suite in Glen Allen
4.97 out of 5 average rating, 155 reviews

The BeeHive

Kick back and relax in this calm, stylish space. Private, modern studio suite on the first floor of a single family home in Glen Allen, Virginia. The home is located in a quiet, friendly suburban neighborhood that is close to both Short Pump and downtown Richmond. Just 20 minutes away from downtown Richmond and an even closer 10 minutes to Short Pump, both packed with restaurants, shops, and other attractions. Wooded area behind the home has a hiking path to the Echo Lake Park for nature lovers.

Top guest favorite
The townhouse apartment features a charming exterior with a light grey siding and white trim. A set of stairs leads to the entrance, framed by two flags. Lush green grass and trees surround the property, enhancing the welcoming presence of the home.
Apartment in Hanover
5 out of 5 average rating, 134 reviews

Apartment for 4 close to Ashland, RIR & The Meadow

This is a townhouse apartment located almost directly across the road from the historic Hanover Courthouse, and just a short walk from the historic Hanover Tavern. There are two bedrooms with queen beds, and one bathroom, all upstairs. Parking is free and directly in front of the apartment. There is one Smart TV with DISH network, Netflix, and Peacock streaming. WiFi is also included. There is a fully equipped kitchen and a coffee bar with a Keurig coffee pot. No smoking or vaping is allowed

Guest favorite
A well-lit billiards room features a Brunswick pool table with a red felt surface, surrounded by large windows framing views of the neighborhood. An 'ASHLAND Center of the Universe' sign decorates the wall, enhancing the room's theme. A decorative plant and chair are positioned in the corner.
Home in Ashland
4.94 out of 5 average rating, 124 reviews

Charming 3-Bedroom Home in the Heart of Ashland

Ashland’s Whistle Stop – In the heart of the Center Of The Universe. Come & enjoy this beautifully remodeled & quaintly decorated 3-bedroom 2.5-bathroom home that will enfold you in the look & feel of the Town of Ashland. Come & enjoy the custom décor that celebrates all that Ashland has to offer, such as the Train Room, the Randolph Macon inspired bedroom, the Center of the Universe Billiards Room. This home has everything you will need or want to unwind for a weekend away or an extended stay!

Top guest favorite
Guesthouse in Chamberlayne
4.99 out of 5 average rating, 137 reviews

Spacious nature retreat close to city | The Bohive

Escape to The Bohive off I-95, a charming 1200 sq ft studio, conveniently located just off the interstate & minutes from downtown. On a private “nature reserve”, this is the perfect place to unwind & recharge. Inside, you'll find a comfortable king bed & kitchenette (no stove). The cozy living area has a smart TV, great for relaxing after a long day of exploring. Enjoy coffee on the private deck or immerse yourself in nature before heading out. Great spot for road trippers! STR2024-00002

Top guest favorite
A bright living area features high ceilings with exposed wooden beams. A comfortable white sofa is adorned with neutral cushions, complemented by a round wooden coffee table. Natural light filters in through large windows, with a potted plant adding a touch of greenery against the light backdrop.
Apartment in Ashland
4.99 out of 5 average rating, 110 reviews

Luminous Architectural Gem

This luxurious space is filled with natural light streaming through the large windows. Exposed beams create a warm atmosphere. The open plan layout maximizes functionality, featuring a sleek modern kitchenette, a comfortable king size bed, and a stylish living area with a plush sofa and smart TV. The bathroom is crisp and contemporary with premium fixtures. Perfect for solo travelers or couples, the bright, beam-accented retreat offers a blend of comfort and character in an intimate setting.

Top guest favorite
A cozy living room features a wood-burning fireplace surrounded by a stylish white mantel. Comfortable seating includes a brown leather chair and an accented blue sofa. A coffee table sits elegantly in the center, with soft lighting from overhead fixtures enhancing the space's warmth.
Home in Richmond
4.94 out of 5 average rating, 364 reviews

Eclectic Designer Retreat Near UofR + Peloton Bike

Modern design, impeccable lighting, and high-end finishes with a cozy wood burning fireplace. PELOTON exercise bike here, bring your cycling shoes! This charming private home is nestled in the heart of Westhampton just one mile from the University of Richmond and Libbie and Grove AVE. Surrounded by some of Richmond’s best shopping and dining and designed specifically for Airbnb guests to have a comfortable stay. Westhampton is one of Richmond’s most sought after neighborhoods. Welcome home!

Top guest favorite
A charming green cottage is presented, featuring a small front porch with two chairs and potted flowers. Large windows allow natural light to fill the space, while the surrounding landscape includes grassy areas and trees, providing a peaceful rural setting.
Bungalow in Orange
4.99 out of 5 average rating, 465 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Guest favorite
The living area features a spacious sectional sofa, complemented by a coffee table and decorative accents. A fireplace serves as a focal point, while large windows allow natural light to enhance the neutral tones of the room. An open layout connects to the kitchen and dining space.
Home in Ashland
4.93 out of 5 average rating, 160 reviews

Clean & Cozy getaway close to Kings Dominion & RMC

Clean & Cozy 3 bedroom, 2 full bath, located in Ashland, Va. Fully fenced in back yard, Board games & kid books for family time. YMCA, library & parks with in walking distance.1.3 miles from Randolph Macom College, 9 miles from King dominion,14 miles to Richmond Raceway, multiple restaurants, coffee shops & stores with-in 3 miles. Peaceful, cozy & quiet neighborhood. Absolutely NO PARTIES, NO "gatherings" NO Smoking, Any evidence of smoking inside will result in an additional $300 fee.

Top guest favorite
A spacious front yard is presented, featuring a well-maintained lawn that extends towards a charming two-story home. The house includes a welcoming porch and a staircase leading to the upper level, surrounded by a variety of greenery and flowering plants.
Apartment in Rockville
4.98 out of 5 average rating, 322 reviews

The Home Stretch

Welcome to "The Home Stretch", a beautiful quiet place in the country just a few miles from Short Pump (which has great restaurants, Golf Courses, Drive Shack, wineries, Breweries. Our second floor apartment features a private entrance with all the things you may need while you are away from home. It has a spacious living area, eat in kitchen, queen bed and 2 trundle-like twin beds. We are on the premises but not in your space at all. Available day and night should you need anything.

Top guest favorite
Tiny home in Richmond
4.99 out of 5 average rating, 168 reviews

The Barkin’ B & B

Just five minutes from the airport and downtown, this cozy tiny home offers rustic charm and modern comfort. Fully equipped with kitchen essentials, books, games, and even coloring books, it’s perfect for relaxing. Pet-friendly, it comes stocked with dog treats, chews, toys, and a large fenced-in backyard for furry companions to enjoy. Conveniently located for travelers, it provides a peaceful retreat while keeping you close to city attractions. A perfect home away from home!

Top guest favorite
An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.
Apartment in Ashland
4.98 out of 5 average rating, 102 reviews

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Top guest favorite
The kitchen area features wooden cabinetry and a spacious white refrigerator. A dining table with four wooden chairs is set to one side, while the living area, equipped with a cozy blue couch, is visible in the background. Natural light illuminates the space.
Guesthouse in Ashland
4.96 out of 5 average rating, 627 reviews

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey & 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds, no cleaning fee & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

Popular amenities for Ashland vacation rentals

When is the best time to visit Ashland?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Ashland?

    Ashland has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Ashland?

    Experience the best of Ashland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Ashland?

    Four-legged friends are welcome in Ashland. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Ashland?

    Yes! Work meets play with ease at over 20 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Ashland have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Ashland have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ashland have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Ashland?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Ashland

  • Total vacation rentals

    Explore 30 vacation rentals in Ashland

  • Nightly prices starting at

    Ashland vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Ashland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ashland rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Hanover County
  5. Ashland