Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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Guest favorite

Home in Russell

4.98 out of 5 average rating, 243 reviews

Relax @ Rivertime w/a River & Bridge view + HotTub

Rivertime is a waterfront experience on the bank of the Ohio river. Located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV. Once you make your way into the backyard you will quickly forget that you are in an Eastern KY residential area. The stunning view of the Ohio river & the Russell/Ironton bridge provides a mind blowing visual display. It’s often stated the view rivals the top landscapes & city skyline views from around the world. *A misting zone is added in the summer.

Aug 4 – 11

$160 per night

Guest favorite

Home in Ashland

4.86 out of 5 average rating, 211 reviews

Ashland Castle

This historical home was built in 1896 and was originally located on the corner of Winchester Ave & 17th St. In 1919, this home was moved, to it's present location, by oxen and rollers. Only 2 dishes broke during transport! There are beautiful stained-glass windows, large rooms w/ pocket doors and beautiful woodwork. First floor has a half bath and full of entertainment; No bedrooms. 2nd floor is living room, large kitchen, full bath and master bedroom. 3rd floor has a full bath & 4 bedrooms.

Jan 6 – 13

$252 per night

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 34 reviews

The Roundabout Retreat

Circle back to the "The Roundabout Retreat," a delightful 3BR home a heartbeat away from UK King's Daughter Medical Center. Perfect for families, this gem features a chef-ready kitchen, private fenced yard, plush king bed in a large master, new 58" TVs, office space, and a quaint dining room. Enjoy the convenience of our LG Washtower, a selection of board games for fun evenings, and decor that’s both elegant and welcoming. Your tranquil downtown haven melds style and convenience beautifully.

Jan 1 – 8

$99 per night

Guest favorite

Loft in Ashland

4.98 out of 5 average rating, 266 reviews

Sky Loft on 10 . 2 bed . 2 bath + Modern luxuries

Lay your head in the clouds. Sky Loft on 10 is a brand new, state-of-the-art loft furnished with modern luxuries. It is conveniently located in the center of the city blocks away from downtown, Paramount Arts Center, KDMC, Central Park and the Ashland Town Center Mall. Tenth floor views and access to two private balconies provide stunning views of the city, riverfront and Tri-State area. Perfect for hosting or a relaxing getaway. Your next stay, retreat or celebration is just on the horizon.

Sep 14 – 21

$145 per night

Guest favorite

Guesthouse in Huntington

4.95 out of 5 average rating, 825 reviews

Cozy 1 bedroom small house/apt

Welcome & thank you for checking out our place! We are within short driving distance to: Marshall University, Cabell Huntington Hospital or St. Mary's, the Huntington Mall The place is small, quaint and cozy, offers a full kitchen, comfy bed, we live close to a highway so there is some traffic and our driveway is at a incline we are in a protected area which is near the city and on a bus line. Also, our Wi-Fi is FAST!! Stay with us; voted the most desired AirBnB in Huntington in 2018!

Jun 29 – Jul 6

$55 per night

Guest favorite

Cabin in Greenup

4.9 out of 5 average rating, 224 reviews

Cozy River Cabin in the Trees

We are tucked away in a bend of the Little Sandy River. Riverfront and originally designed with Asian influences, this cozy tree-top cabin makes for an unforgettable & reviving holiday. It has a large master bedroom with an added queen-sized memory foam mattress in the sleep-in loft above the kitchen/living area. Rustic cabin, with great amenities, in nature. It has a large master bedroom with a clawfoot tub, 1.5 bathrooms, with an added loft above the open-plan kitchen/living area.

Aug 31 – Sep 7

$114 per night

Guest favorite

Apartment in Ashland

5.0 out of 5 average rating, 15 reviews

Comfort & convenience in beautiful 3BR apt.

Newly renovated upscale 3 BR apartment located in the heart of downtown Ashland perfect for business travelers, visiting family and friends, staycation, weekend getaway, or a cozy home base on your next visit to Ashland, this is the perfect gathering place. It has all the perks and conveniences of a hotel, with the comforts of home. Located within 3 blocks of 16 restaurants, Ashland riverfront, Paramount, shopping, Central Park, Highlands Museum, Broadway Square, and the Delta hotel.

May 16 – 23

$100 per night

Guest favorite

Apartment in Ashland

5.0 out of 5 average rating, 10 reviews

Brand-New Unit next to KDMC

Enjoy a stylish experience at this centrally-located place. These are located in a clean/safe/quiet neighborhood. Close to many Restaurants & Central Park. There are 6 units in the building. This one is located on ground level and you can park right outside your room. Fully furnished, all utilities included. No pets. Every unit includes all appliances & front load washer/dryer. My goal is to exceed your expectations. Travel Nurses welcome. Any questions plz ask.

Jun 4 – 11

$49 per night

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 71 reviews

Roosevelt Retreat - 2BR, 2 Bath Craftsman

Charming, updated Craftsman in South Ashland which is 1 of 2 on the property (home located at the front of the property). You will find a 2 bedroom (1 king, 1 full bed/1 xl twin bed), 2 bath (one bathroom contains the washer and dryer), fully furnished kitchen, living room with sectional, and 3 flat-screen smart TV's. This is a quiet, residential neighborhood within a 10-minute walk of Putnam Stadium and a 5 -minute drive to downtown. NO SMOKING - NO ANIMALS

Aug 15 – 22

$79 per night

Guest favorite

Bungalow in Huntington

4.93 out of 5 average rating, 347 reviews

Welcome to the Dollhouse - Pet-Friendly!

This cute and cozy bungalow is close to everything! Nestled in a quiet and safe neighborhood, we are just a few minutes away from Cabell Huntington Hospital, Marshall University, Ritter Park, and downtown Huntington. We offer clean, comfortable, and convenient lodging and happy to host your furry family members as well. Fenced in backyard and a pet station with some pet supplies are available if needed. No pet deposits or pet fees required, at this time!

Nov 21 – 28

$86 per night

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 102 reviews

Cozy 2 bed 1 bath home, minutes from everything!

The whole group will enjoy easy access to everything from this centrally located home. Brand new appliances will make the chef feel right at home. Watch TV on the 65 inch smart TV in the living room, or sit outside on the front or back porch to unwind. Less then a 5 minute drive to downtown Ashland/KDMC, and less then 10 to Camp Landing/Malibu Jacks. Make this house your home while you take in our small and lovely city.

Nov 23 – 30

$69 per night

Guest favorite

Apartment in Ashland

4.88 out of 5 average rating, 161 reviews

Cozy, comfy and private-2 miles from the Casino

Cozy, Country setting. Very neat and clean 2 bedroom apartment with two queen beds. Country feel but close to all the necessities. You have the property to yourself and there's lots of parking. You are just minutes from Walmart, Dollar General, fast food and local restaurants. This property is just 15 minutes from Rush Off Road with easy parking for trucks and trailers.

May 30 – Jun 6

$75 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Ashland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Ashland's top sights

Central Park9 locals recommend

Ashland Town Center5 locals recommend

Paramount Arts Center8 locals recommend

Fat Patty's Ashland6 locals recommend

Jolly Pirate Donuts3 locals recommend

The Winchester5 locals recommend

Other great vacation rentals in Ashland

Superhost

Home in Ashland

4.83 out of 5 average rating, 12 reviews

2 King Beds at Country Club Cabana

Sep 22 – 29

$81 per night

Guest favorite

Apartment in Ashland

4.96 out of 5 average rating, 82 reviews

The Holbrook

Oct 29 – Nov 5

$62 per night

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 84 reviews

Cozy Cottage

Jan 22 – 29

$65 per night

Guest favorite

Guest suite in Ashland

5.0 out of 5 average rating, 83 reviews

Cozy, newly remodeled, extra large 2 bdrm basement

Aug 6 – 13

$65 per night

Guest favorite

Home in Ashland

4.86 out of 5 average rating, 29 reviews

Secluded Ranch Home

Aug 3 – 10

$103 per night

Guest favorite

Home in Ashland

4.89 out of 5 average rating, 18 reviews

Adorable 2 Bedroom Modern Home

Dec 22 – 29

$74 per night

Guest favorite

Apartment in Ashland

4.93 out of 5 average rating, 27 reviews

#SOASH Boho studio

Sep 23 – 30

$66 per night

Guest favorite

Cabin in Greenup

5.0 out of 5 average rating, 70 reviews

White Oak 2-bedroom cabin along the Little Sandy

Sep 5 – 12

$106 per night

Show all

Quick stats about vacation rentals in Ashland

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
$40 before taxes and fees

Frequently Asked Questions

Do house rentals in Ashland have free parking?
Absolutely! We offer over 30 house rentals with free parking in Ashland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Ashland?
Ashland has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Ashland have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning 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 30 homes with free parking, over 30 homes with wifi, over 30 homes with air conditioning, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in apartment rentals in Ashland?
Experience the best of Ashland with our apartment 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 20 vacation rentals for guests traveling with pets.
Do apartment rentals in Ashland have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Ashland have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Ashland

Top-rated vacation rentals in Ashland

Vacation rentals for every style

Cabins

Houses

Hotels

Popular amenities for Ashland vacation rentals

Stay near Ashland's top sights

Other great vacation rentals in Ashland

Home in Ashland

Apartment in Ashland

Home in Ashland

Guest suite in Ashland

Home in Ashland

Home in Ashland

Apartment in Ashland

Cabin in Greenup

Quick stats about vacation rentals in Ashland

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Ashland have free parking?

Are there family-friendly vacation rentals in Ashland?

Do house rentals in Ashland have air conditioning?

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

How much does it cost to stay in apartment rentals in Ashland?

Are there pet-friendly vacation rentals in Ashland?

Do apartment rentals in Ashland have a kitchen?

Do apartment rentals in Ashland have wifi?

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