Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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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, 143 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, 129 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

Top 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
4.95 out of 5 average rating, 114 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 Richmond
5 out of 5 average rating, 127 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

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, 155 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
An open and inviting living area features a comfortable plaid sofa, a wooden coffee table with decorative items, and a rocking chair. A dining table is set for meals. A kitchenette is visible in the background, enhancing the functional space.
Apartment in Rockville
4.97 out of 5 average rating, 306 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
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
4.95 out of 5 average rating, 603 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!

Guest favorite
The image showcases a historic Victorian home featuring a green exterior with a prominent dome roof. The entrance is framed by a covered porch, and flowering bushes add color to the front garden. Brick pathway leads to the front door, enhancing the inviting appearance.
Apartment in The Fan
4.94 out of 5 average rating, 813 reviews

Private B&B in Historic Fan

We are looking for people who will enjoy the Historic Fan District of Richmond. The stand alone apartment includes a bedroom, bathroom, and renovated kitchen which has microwave, refrigerator, toaster ,and Keurig coffee machine. For our overnight guests we will provide the ingredients for a delicious breakfast: baked goods butter jams etc., 6 breakfast cereals, , fresh fruit , tea and for Keurig 10 varieties of coffee plus hot chocolate and hot apple cider.

Top guest favorite
A paved driveway lined with trees leads towards a country guest house, offering a serene path. Inside, a spacious bed is paired with contemporary nightstands and lamps. A private pool shines under clear skies, featuring a neatly manicured surrounding area and lounge chairs for relaxation.
Guesthouse in Glen Allen
4.85 out of 5 average rating, 601 reviews

Private and Quiet Pool House Convenient Location

This country guest house is very clean with a simple design. It's conveniently located seven miles away from Short Pump where you can enjoy dining, shopping, and entertainment. You will experience a quite relaxing retreat without leaving the city. We provide 4G wireless hotspot internet and a comfortable computer working space for business travelers. Grocery stores, business center, and banks are nearby.

Guest favorite
The spacious studio features a queen-sized bed adorned with yellow accents, surrounded by lush greenery. Natural light streams through multiple windows, illuminating modern furnishings, including a kitchenette and a coffee station. A cozy rug lies below, enhancing the inviting atmosphere of the room.
Guesthouse in Richmond
4.96 out of 5 average rating, 292 reviews

Funky & colorful private guesthouse with parking!

This unique place has a style all its own with carefully curated touches of yellow! A private guesthouse tucked away and at the top of a spiral staircase. This space is a five minute drive from Richmond's most popular neighborhoods. Fully equipped with a mid-century modern kitchenette, private patio, and A/C! This space is an experience in itself. Explore Richmond's best kept secret; the Yellow Tiger's Den.

Top guest favorite
The bungalow features a covered porch adorned with string lights, accented by a manicured garden and flowering plants. The brick exterior is complemented by a welcoming entryway, creating an inviting atmosphere. Meticulous attention to cleanliness is emphasized in the home’s maintenance.
Bungalow in Richmond
4.98 out of 5 average rating, 664 reviews

The Bungalow... an Urban Oasis!

"The Bungalow" will delight the traveler looking for an urban oasis. Eclectic with 1942 charm. Covered porch is everyones favorite and overlooks relaxed garden and pond with privacy fencing. Downtown, Carytown, VFMA, Lewis Ginter Botanical Garden, Ballpark, VCU, multiple Breweries and unlimited culinary experiences are minutes away! (Look under "Other details to note" for Dog info".

Top guest favorite
A spacious bedroom features a cozy bed with decorative pillows. A traditional area rug covers the hardwood floor. Light walls are complemented by a piece of artwork, while double doors provide storage space. The kitchen area is visible in the background.
Apartment in Ashland
5 out of 5 average rating, 129 reviews

Hundred Acre Wood: basement apartment/pets welcome

Pets welcome! Cozy, comfortable, and spacious efficiency apartment with a view of pristine woods and adorable chickens and ducks. Go for a walk in the woods to Beech Creek or explore the quaint town of Ashland just 10 minutes away. A great space to unplug, rest, and get away from it all! Please note that we are not able to accommodate long-term rentals.

Popular amenities for Ashland vacation rentals

When is the best time to visit Ashland?

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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 30 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Ashland have wifi?

    Absolutely! We offer over 20 hotel rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do hotel rentals in Ashland have air conditioning?

    Absolutely! We offer over 20 hotel rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Ashland with our hotel rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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 1,420 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

    30 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

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