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Family-friendly vacation 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 favorite
Home in Russell
4.98 out of 5 average rating, 403 reviews

River & Bridge view - HotTub, CoolingTub & Mister

Enjoy a hot-tub, cooling tub and misting fan during the summer. The river & bridge 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

Top guest favorite
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
4.99 out of 5 average rating, 165 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 favorite
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, 181 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 favorite
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
4.96 out of 5 average rating, 119 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 favorite
Tiny home in Minford
4.95 out of 5 average rating, 271 reviews

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).

Guest favorite
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, 296 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.

Top guest favorite
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
4.89 out of 5 average rating, 343 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.

Guest favorite
A modern gray sofa with geometric patterned cushions is positioned on a patterned area rug. A round wicker table stands beside the sofa, while a leather pouf adds a cozy touch, contributing to a stylish and comfortable seating arrangement.
Apartment in Ashland
4.92 out of 5 average rating, 147 reviews

The Holbrook

Enjoy a stylish experience at this centrally-located place. Less than 2 miles from the Mall, Downtown, Central Park and KDMC hospital. Just steps away from two of Ashland’s newest restaurant/pubs right in the heart of South Ashland!

Guest favorite
Cabin in Patriot
4.98 out of 5 average rating, 224 reviews

Hidden Hollow Cabin

Rustic cabin with antique décor. The cabin is situated in a hollow with a small creek running by one side. There is a fire-pit that guests are welcome to use, host has wood available. This is a place to unplug, unwind, and relax.

Top guest favorite
A modern kitchen is equipped with stainless steel appliances, including a microwave and oven, complemented by dark cabinetry and granite countertops. A simple dining table with four chairs is placed in the center, and a ceiling fan is mounted overhead, providing ventilation.
Apartment in Ashland
4.94 out of 5 average rating, 221 reviews

Modern Apartment Next to Kings Daughters

This modern apartment (located above a popular consignment shop) in the east end of downtown Ashland offers a quiet respite to a working professional or a couple visiting from out of town. Comes with a King Bed.

Guest favorite
Apartment in Ashland
4.9 out of 5 average rating, 200 reviews

Sleek Apartment Next to Kings Daughters

Nicely appointed apartment. Located within walking distance to UK Kings Daughter's Medical Center, Central Park and just blocks from the heart of downtown Ashland.

Top guest favorite
The cottage, set amidst lush green foliage, is visible above a gently flowing creek. Towering trees frame the scene, enhancing the natural, secluded feeling of the setting, while smooth stones line the creek's edge.
Home in Vanceburg
4.97 out of 5 average rating, 213 reviews

Creekside Cottages @ Griffen Hollow

Our little bit of paradise.

Popular amenities for Ashland family-friendly rentals

When is the best time to visit Ashland?

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Avg. priceﺩ.ﺇ 367ﺩ.ﺇ 331ﺩ.ﺇ 371ﺩ.ﺇ 356ﺩ.ﺇ 371ﺩ.ﺇ 371ﺩ.ﺇ 411ﺩ.ﺇ 353ﺩ.ﺇ 408ﺩ.ﺇ 338ﺩ.ﺇ 367ﺩ.ﺇ 371
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Quick stats about vacation rentals that are family-friendly in Ashland

  • Total vacation rentals

    Explore 60 vacation rentals in Ashland

  • Nightly prices starting at

    Ashland vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 3,450 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Ashland vacation rentals include wi-fi 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!