Family-friendly holiday rentals in Ashland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ashland

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Russell
4.98 out of 5 average rating, 388 reviews

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

Guest favourite
An open concept living space features a sectional sofa with a coffee table, offering floor-to-ceiling windows that showcase city views. Modern kitchen appliances and a dining area with seating are visible. Sleek light fixtures enhance the welcoming atmosphere.
Loft in Ashland
4.96 out of 5 average rating, 358 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.

Superhost
Cabin in McDermott
4.86 out of 5 average rating, 498 reviews

The Roundabout Cabin near Portsmouth, Ohio

Nestled on 4 wooded acres along Pond Creek, this one of a kind cabin will certainly be a unique experience. Walls of windows blur the lines between inside and out, connecting you with nature in every room. The house is very open, with rooms winding around the central stone fireplace with varying levels. The kitchen is stocked with supplies for preparing your own meals, but downtown Portsmouth restaurants are just 10 minutes away. Outside are patios for relaxing and woods for walking.

Top guest favourite
The exterior of a red brick home is depicted, featuring a sloping gray roof and a driveway leading to a garage. An American flag is displayed outside, complemented by a neat garden of colorful flowers and lush greenery flanking the entrance.
Guest suite in Ashland
5 out of 5 average rating, 152 reviews

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.

Top guest favourite
A small wooden cabin features a light wooden exterior with a green roof. A front porch is accessed by three steps, providing a welcoming entrance. One window is visible on either side of the door, surrounded by grassy areas and trees in the background.
Cabin in Carter County
4.98 out of 5 average rating, 108 reviews

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).

Top guest favourite
The living room features dark green walls that frame a cozy space. A fireplace with a decorative screen sits centrally, surrounded by built-in shelves. A wooden chair and a modern orange chair offer seating options, with a colorful area rug adding warmth to the hardwood floor.
Home in Westmoreland
4.97 out of 5 average rating, 112 reviews

Charming 2BR Home - Marshall U & Local Attractions

Welcome to our charming 2BR Huntington home, perfect for 4 guests! Enjoy modern comforts: Wi-Fi, 50-55” Roku TVs, and a fully equipped kitchen with a unique 48" gas range. Relax in our cozy living space with an electric fireplace, or explore the area, minutes from Marshall University, local parks, and attractions. Our pet-friendly home features a quaint front porch, fenced backyard, and convenient parking. Experience local charm, modern amenities, and easy access to Huntington's best!

Superhost
A cozy living area is presented with a neutral palette and blue accents. A sectional sofa and an accent chair are arranged around a coffee table. A textured area rug covers the floor, while a decorative ladder shelf and wall art enhance the space.
Flat in Huntington
4.95 out of 5 average rating, 129 reviews

Espresso Maker & Boot Dryer by Uni/Arena/Hospitals

Stay in our stylish, partially remodeled space that combines modern comfort with original character! ‼️Save 10% via non-refundable booking option! ✨Dog friendly fee per pet/night; max of 2 dogs ✨Enjoy new appliances, lighting, HVAC; original flooring and large porch ✨Walk to restaurants & grocery stores; drive just 4 minutes to shopping, the riverfront, and parks ✨Only 7 minutes from Marshall and <10 minutes from hospitals. 1 mile from the Arena and 2 miles from Marshall stadium

Top guest favourite
The living room features a dark gray sofa, complemented by decorative pillows. A lamp provides soft lighting next to the window, which is adorned with light curtains. The entry door is visible, along with a glimpse of the adjoining kitchen and dining area.
Bungalow in Ashland
4.96 out of 5 average rating, 162 reviews

Roosevelt Retreat II - 1BR Queen/1BA

Keep it simple at this peaceful 1 queen bedroom, 1 bath home with a sofa in the living room. The kitchen is furnished with a full size refrigerator, stove, and fully stocked coffee bar. This quiet, private home is 1 of 2 on the property and it is located at the back of the property. There are 2 flat screen TV’s in the bedroom & living room with high speed wifi. You will enter in the alley behind the house with 1 car parking available right outside your door. *** PET FEE APPLIES***

Top guest favourite
A charming cabin is set amidst a wooded landscape, featuring a wooden deck with decorative plants. Steps lead to the entrance, flanked by seasonal decorations. The exterior showcases a combination of log and panelled walls that blend harmoniously with the surrounding nature.
Cabin in Catlettsburg
4.95 out of 5 average rating, 108 reviews

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

Top guest favourite
A wooden signpost displaying directional arrows to various local attractions. The sign's placement allows for easy visibility, with distances specified to nearby places of interest, such as Market St. Café and Portsmouth Brewery Co. The rustic building in the background complements the sign.
Tiny home in Portsmouth
4.97 out of 5 average rating, 221 reviews

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.

Guest favourite
A well-equipped kitchen features light gray cabinetry and black countertops, complemented by a white tile backsplash. Essential appliances include a refrigerator, stove, and microwave. Shelves hold various pantry items and a bowl of bananas, while a sink area offers convenience for meal preparation.
Home in Ashland
4.9 out of 5 average rating, 287 reviews

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.

Guest favourite
The welcoming porch features a classic white rocking chair and a vintage yellow bicycle. A potted yellow plant and two colorful flower arrangements add charm. The door is adorned with a seasonal wreath, enhancing the friendly exterior.
Home in Ashland
4.88 out of 5 average rating, 323 reviews

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

When is the best time to visit Ashland?

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Avg. price$129 SGD$130 SGD$115 SGD$124 SGD$129 SGD$129 SGD$143 SGD$122 SGD$141 SGD$117 SGD$127 SGD$129 SGD
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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 $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,320 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

  • 4.8 Average rating

    Ashland stays are highly rated by guests – averaging 4.8 out of 5!