Holiday Rentals in Ashland

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Our top choices for Ashland holiday rentals

Holiday Home in Ashland

Clean, Quiet, & Cozy Ashland Home
9.6 out of 10, Exceptional, (49)
"The property was cozy and the host was great! "
United States
Daren Z.
The price is €298
includes taxes & fees
29 Dec - 30 Dec
Clean, Quiet, & Cozy Ashland Home
10.0 out of 10, Exceptional, (4)
"Awesome property with the private animal experience just outside the front door. Private and easy to locate. We didn’t get "
United States
Michael B.
The price is €222
includes taxes & fees
29 Dec - 30 Dec
Luxe Farm-Stay w/ private animal sanctuary~10 min from city!
10.0 out of 10, Exceptional, (3)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is €121
includes taxes & fees
7 Jan - 8 Jan 2026
Charming 1-bedroom apartment in Mechanicsville
10.0 out of 10, Exceptional, (1)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Apartment in Richmond

Magnolias, a chill out place.
9.4 out of 10, Exceptional, (20)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
Magnolias, a chill out place.

Apartment in Northern Barton Heights

Sunny, Spacious Suite Green & Shaded Backyard
10.0 out of 10, Exceptional, (2)
"The house was just as described. Very clean and very comfortable. The owner is easy to communicate with. "
United States
Kerri L.
The price is €199
includes taxes & fees
5 Jan - 6 Jan 2026
Sunny, Spacious Suite Green & Shaded Backyard
2.0 star property
10.0 out of 10, Exceptional, (2)
"Check-in was simple and the space was perfect for my family."
United States
Eric B.
The price is €217
includes taxes & fees
26 Jan - 27 Jan 2026
Farmhouse Boho Retreat Peaceful 2 BR w/ Porch and Fenced Backyard
10.0 out of 10, Exceptional, (4)
"A perfect VRBO: clean, tastefully decorated, great location, safe, comfortable bed, great communication, and an overall warm welcoming feel. I would love to stay in Amanda’s VRBO again when visiting Richmond."
United States
Sandra D.
The price is €217
includes taxes & fees
5 Jan - 6 Jan 2026
Private Guest house with Parking and Wi-Fi in a Central Location
10.0 out of 10, Exceptional, (4)
"Such a fun place to stay! Room is nicely decorated. Easy check in/check out. Never stayed in this part of RVA before. We will definitely stay here again!"
United States
Teresa M.
Colorful private guesthouse in charming Richmond with Parking

Holiday Home in Downtown Richmond

Historic Modern Walkable to to VCU
2.0 star property
8.6 out of 10, Excellent, (9)
"Facility was just right for 5 adults and two children. Older couple appreciated ground floor bedroom and bathroom. One suggestion: please let people know there is no ice machine is the refrigerator and there are no ice trays either, so you must bring bag ice. "
United States
Mark V.
Historic Modern Walkable to to VCU
10.0 out of 10, Exceptional, (52)
"Everything was great!"
United States
Ingrid R.
The price is €129
includes taxes & fees
30 Dec - 31 Dec
Studio Nest/2Queen beds/2TVs museums/free parking

Apartment in Church Hill

Historic Haven in Church Hill
10.0 out of 10, Exceptional, (46)
"Great place, great location!"
United States
Janet F.
The price is €145
includes taxes & fees
30 Dec - 31 Dec
Historic Haven in Church Hill

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (54)
"Great property! Perfect for what we needed!"
United States
Rob P.
The price is €135
includes taxes & fees
5 Jan - 6 Jan 2026
The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (12)
"Hasan was such a wonderful host! Everything was simple and easy! He communicated all the things we would need ahead of time and the property is lovely! I can’t wait to come back!"
United States
Isabella c.
The price is €232
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

Apartment in Downtown Richmond

Downtown Living in Historic Richmond Loft
8.2 out of 10, Very good, (64)
"Clean room and close to restaurants and bars"
United States
Jason P.
The price is €235
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Living in Historic Richmond Loft
9.2 out of 10, Wonderful, (11)
"Good location, easy to find, no parking issues, clean and comfortable."
United States
Dave F.
The price is €216
includes taxes & fees
7 Jan - 8 Jan 2026
Oaks Retreat Carytown House: Family & Pet Friendly
8.6 out of 10, Excellent, (31)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
The price is €193
includes taxes & fees
30 Dec - 31 Dec
Downtown Living in Richmond's Amazing Shockoe Bottom
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
The price is €483
includes taxes & fees
4 Jan - 5 Jan 2026
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups
9.8 out of 10, Exceptional, (66)
"We were very comfortable here. It’s got that old school charm! The family loved walking to dinner and breakfast."
United States
Lela M.
Carytown Gem: Family-Friendly Apartment with Yard

Holiday Home in Northern Barton Heights

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.4 out of 10, Exceptional, (11)
"Loved it. Plenty of room for grandkids, their parents & I to have fun."
United States
Jane B.
The price is €382
includes taxes & fees
4 Jan - 5 Jan 2026
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ashland Hotel Reviews

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as €126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals in Ashland close to RED VEIN Haunted House, or you can select a more secluded option if you're looking for a relaxing stay. Ashland is known for its football matches and gardens. Make sure you have time to check out the university setting and theme park during your trip.

What are some of the best holiday rentals that Ashland has to offer?

Lakefront home with private hot tub, dock, grill, game room, lake views & kayaks: This holiday home rental outside of Ashland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Ashland?

Explore the area and cultural attractions such as Lavender Fields Herb Farm, or visit one of the family-friendly sights such as RED VEIN Haunted House. Hanover Country Club and Banks Tennis Center are other places to visit while you're in town.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.