
Family-friendly holiday rentals in Ashland
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Ashland

Total holiday rentals
Explore 60 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 3,450 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Ashland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ashland rentals

4.9 Average rating
Ashland stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Ashland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Home w/a River & Bridge view, a HotTub & an Igloo
RIVERTIME - A house w/a hot-tub & an igloo. Experience it all on the bank of the Ohio. The views are magical & soothing to the soul. Make your way into the backyard & you will quickly forget that you are in an Eastern KY residential area. It’s often stated by our guests that the view rivals some of the top landscapes & city skyline from around the world. You can walk to downtown Russell & enjoy shopping, great food & tasty drinks. Only a few mins from Ashland KY & 20 mins to Huntington, WV

The Cozy Cabin
Our "Cozy Cabin" getaway is located in a peaceful country setting. A creek & hillside is located behind the cabin. Relax on our 2 porches and enjoy the view of our field with horses grazing and deer passing thru. There is a fire pit, gas grill & small shelter house with swing for your outside enjoyment. All the amenities for a relaxing stay close to Yatesville Lake (18 miles), Rush Off-Road Park (13 miles) & Giovanni's Pizza (5 miles). Tristate area KY/WV/OH can be in all within 30 minutes.

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.

Cozy, newly remodeled, extra large 2 bdrm basement
Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

Cabin at Cabin Creek Campground
Private cabin located in campground close to bathhouse. A/C and electric fireplace. Porch swing, fire ring, & picnic table for your outside enjoyment. Queen size bed with full size bed in loft overhead. Microwave & small refrigerator. Dining table with 3 benches. Comfortable sitting chair with footstool. Fishing included in our 12-acre lake. Walking path runs the length of the campground. Bring bed linens (sleeping bag or blanket/sheet) & pillow, bath linens (towels/washcloths).

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

Cozy and Private - Long Bottom Cabin
The perfect peaceful family getaway! Experience the beautiful hills of Kentucky. Enjoy listening to the birds especially the Whippoorwills. Roast hotdogs and S’mores on the fire while gazing at the stars. You may experience some wild life, too! Private and quiet. Traveling US 23 or I64? It’s a great stopping place. 10 miles to Rush Off Road 22 miles to The Paramount Arts Center 15 miles to Camp Landing Entertainment District 23 miles to Yatesville Lake

Creekside Haven Tiny Home Spring Dates Open!
Welcome to Creekside Haven! Tucked along a peaceful creek in Minford, OH, our cozy tiny home is the perfect getaway for couples, families, or traveling professionals looking for comfort and convenience. Relax by the fire pit, swing in the hammock, or unwind inside with all the comforts of home! Pets are welcome with prior approval. Please note we can only allow small dogs (under 30 pounds).

Charming Tiny Space/ Modern Minimalist
This unique place has a style all its own in a perfect tiny space. Snuggle into a perfect getaway or extended stay. Located in downtown Portsmouth within walking distance to Marting’s Event, Vern Riffe Performing Arts Center, Ohio River, Historic Boneyfiddle District with many antique shops and restaurants. Great place to jump on your bike and travel around. Wonderful things to do and see.

True North Farm & Events
Nature lovers dream! A romantic escape for couples or bring the whole gang. Plenty of room to relax, play, explore or just watch our friendly herd of horses and donkeys. Consistently earning Airbnb Super Host status since 2020, we take your vacation seriously so you can rejuvenate and relax. TO NOTE: to reduce chance of miscommunication please read listing in it’s entirety.

COZY, QUAINT AND CLOSE TO TOWN!
COZY, QUAINT, AND MINUTES FROM DOWNTOWN. This is a newly remodeled three bedroom home. Very spacious with off street parking. All wood floors and nicely tiled shower. Two queen size beds in bedroom one and two. Bedroom three is vacant. Large eat in kitchen, washer and dryer, side and front entrance. Small private back yard.

Hampton Cottage
Newly renovated 2 story 2 bed 2 Bath located within 10 minute driving distance to Kings daughters Medical Center & Central Park. Perfect neighborhood for children to play or ride bikes. Within 10 minutes of Ashland Town Center and all major restaurants. Private off street parking in extremely family friendly neighborhood.
Popular amenities for Ashland family-friendly rentals
Family-friendly home rentals with a hot tub

Castaway Cares

Luxury Cliffside Hammock House

Private Cabin•2 acres•RRG•Nada Tunnel•Sheltowee

Cheerful 3 Bed Cabin Firepit Hot Tub Cave Run Lake

Sacred Winds - Yatesville Lake Luxury Cabin Rental

Private A-Frame on 20 Acres | Remote-Work Friendly

LouBuck's Cabin-on a 125yr old Gallia County Farm

Rustic Cabin Retreat Near RRG Hot Tub
Family- and pet-friendly home rentals

Workman's Wildlife Haven

Large Scenic Cabin with Amazing View

House in the country to just get away !

Cozy Farm Cabin

Runaway Retreat - No Cleaning Fee

Cliffside Properties / Carter Caves Cabin Rental

Cozy 1 bedroom small house/apt

Stunning River View. Minutes To Huntington
Family-friendly home rentals with a pool

Large Deluxe #2 Cabin

Country Retreat with In-ground Pool and Hot Tub

Hope Lake House Cabin w/ Hot Tub

Cozy Spacious Getaway

Ashland Hideaway

Blackberry Inn at Heritage Farm

Hidden Treasure - WV

Riverfront Cabin for 12, Hot tub, Pool, Guesthouse
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $128 SGD | $115 SGD | $129 SGD | $124 SGD | $129 SGD | $129 SGD | $143 SGD | $123 SGD | $142 SGD | $118 SGD | $128 SGD | $129 SGD |
| Avg. temp | 2°C | 3°C | 8°C | 14°C | 19°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 4°C |
Destinations to explore
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