Family-friendly vacation rentals in Ashland

4.98 out of 5 average rating, 403 reviews

Home in Russell

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

4.99 out of 5 average rating, 165 reviews

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

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.

4.96 out of 5 average rating, 181 reviews

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

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***

4.96 out of 5 average rating, 119 reviews

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

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

4.95 out of 5 average rating, 271 reviews

Tiny home in Minford

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).

4.9 out of 5 average rating, 296 reviews

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

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.

4.89 out of 5 average rating, 343 reviews

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

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.

4.92 out of 5 average rating, 147 reviews

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

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!

4.98 out of 5 average rating, 224 reviews

Cabin in Patriot

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.

4.94 out of 5 average rating, 221 reviews

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

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.

4.9 out of 5 average rating, 200 reviews

Apartment in Ashland

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.

4.97 out of 5 average rating, 213 reviews

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

Creekside Cottages @ Griffen Hollow

Our little bit of paradise.

Popular amenities for Ashland family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 23 reviews

A spacious living area features a stone fireplace flanked by large windows, offering views of the surrounding greenery. A comfortable light-colored sectional sofa is positioned for relaxation. Above, a rustic chandelier adds character to the wooden ceiling, enhancing the inviting atmosphere.

Farm stay in Morehead

The Chestnut Farm with a Hot Tub

4.96 out of 5 average rating, 124 reviews

A rustic cabin is showcased under a clear blue sky, featuring a spacious covered porch. The porch is adorned with wooden railings and wagon wheel decor. Surrounding greenery offers a sense of seclusion, enhancing the natural setting of the property.

Cabin in Vinton

Castaway Cares

4.88 out of 5 average rating, 187 reviews

The exterior of a red home is depicted, featuring a wraparound wooden deck and an inviting pathway. Lush greenery surrounds the property, and decorative accents adorn the entrance. A well-maintained lawn complements the natural setting, offering a welcoming approach to the residence.

Home in Oak Hill

The Ole' Farmhouse/w Guest Suite Hot Tub Sleeps 12

5 out of 5 average rating, 34 reviews

Cabin in Patriot

Sweet Pines Cabin | Sleeps up to 8

4.94 out of 5 average rating, 210 reviews

The cabin features a striking red metal roof and a mix of wooden and glass walls, offering a modern take on a traditional lodge design. A spacious wrap-around porch is visible, providing ample outdoor seating. Surrounding foliage enhances the secluded feel of the property.

Cabin in Louisa

Sacred Winds - Yatesville Lake Luxury Cabin Rental

4.96 out of 5 average rating, 23 reviews

The log cabin is set against a winter landscape, surrounded by snow. A large covered porch with several outdoor chairs invites relaxation. The blue sky features scattered clouds, while trees frame the scene, contributing to a serene countryside ambiance.

Cabin in Patriot

Blissful Blessing Retreat

4.9 out of 5 average rating, 127 reviews

A landscape view of a green hillside is framed by a partly cloudy sky during sunset. A gravel area is visible in the foreground, alongside two buildings: a gray barn with multiple doors and a larger gray structure with windows. Fenced pastures are seen in the distance.

Cottage in Crown City

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

4.6 out of 5 average rating, 10 reviews

Cabin in Louisa

Timber Ridge Cabin, HotTub, Lake Boat Ramp 1 mile!

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 236 reviews

A wooden deck overlooks the serene Ohio River, featuring a round table with two folding chairs and an additional chair. The railing frames the water view, while sunlight brightens the space, highlighting the natural wood grain of the flooring.

Cabin in Gallipolis

Large Scenic Cabin with Amazing View

4.83 out of 5 average rating, 179 reviews

A gray farmhouse is featured with a front porch supported by white columns. Two rocking chairs are positioned on the porch, facing the yard. The entrance is marked by a simple door with a wreath, and a television antenna sits atop the peaked roof.

Home in Kitts Hill

House in the country to just get away !

4.92 out of 5 average rating, 394 reviews

The log cabin features a rustic wooden exterior with a corrugated metal roof. A covered porch extends from the front, which is flanked by hanging plants. Lush green grass surrounds the cabin, and a wooden fence lines the property, enhancing the rural ambiance.

Farm stay in Jackson

Cozy Farm Cabin

5 out of 5 average rating, 100 reviews

A charming house with a steep driveway is framed by lush greenery, illuminated by soft sunlight. Colorful hanging planters with pink flowers are positioned in the foreground, while a white dog is seen exploring the grassy area beside the gravel path leading to the garage.

Home in Chesapeake

Mountain Chalet

4.99 out of 5 average rating, 128 reviews

Home in Patriot

Runaway Retreat - No Cleaning Fee

4.94 out of 5 average rating, 197 reviews

Cabin in Blue Creek

The Nut House at Trails End, unique forest retreat

4.99 out of 5 average rating, 111 reviews

An open room features a queen size bed with striped bedding and a futon. A small wooden TV stand holds a television. Natural light enters through a nearby window. The floor is covered with a striped area rug, complementing the warm wood tones.

Guesthouse in Rio Grande

Charming, Quiet Rio Grande Efficiency Apartment

4.94 out of 5 average rating, 174 reviews

A rustic wooden cabin is situated among trees, featuring a spacious deck and an American flag displayed on the front. The structure exhibits a combination of log and modern elements, complemented by large windows that allow natural light to fill the interior.

Cabin in Olive Hill

Cliffside Properties / Carter Caves Cabin Rental

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 113 reviews

A rustic wooden dining table is set for four, featuring round placemats and white plates. A charcuterie board is laden with cheese, nuts, grapes, and crackers. A hand pours red wine into a glass, while a vase of greenery adds a touch of nature.

Home in Quincy

Riverfront Cabin for 12, Hot tub, Pool, Guesthouse

4.8 out of 5 average rating, 20 reviews

The exterior of the cabin showcases hand-hewn logs and a metal roof, framed by lush green surroundings. Warm light glows from the windows, and a spacious porch features several rocking chairs, inviting a relaxed atmosphere. A well-maintained lawn completes the serene landscape.

Cabin in Huntington

Strawberry Inn at Heritage Farm

4.6 out of 5 average rating, 30 reviews

An RV is positioned on a grassy area surrounded by trees. The exterior features a sleek design with a black and silver color scheme. A picnic table made of wood is nearby, along with a fire pit placed on gravel.

Camper/RV in Argillite

Delightful RV with campground amenities.

4.86 out of 5 average rating, 14 reviews

A luxury camper is parked on a grassy area, showcasing a modern exterior design. Nearby, a picnic table and fire pit are visible, with a backdrop of trees and a cloudy sky. The setup offers a comfortable outdoor space for relaxation.

Camper/RV in Argillite

Delightful 1-bedroom camper

A spacious bedroom is equipped with a large bed adorned in neutral tones, accompanied by decorative pillows. A small desk and chair are positioned nearby, while soft, warm lighting illuminates the room. Elegant curtains frame a window, and a patterned rug adds texture to the wooden floor.

Guest suite in Ashland

5 out of 5 average rating, 4 reviews

Ashland Hideaway

4.82 out of 5 average rating, 17 reviews

A two-story cabin is nestled among lush greenery, with a covered porch extending along the front. The exterior features light siding with multiple windows allowing natural light. A well-maintained lawn surrounds the cabin, complemented by trees and shrubs that enhance the serene setting.

Home in Huntington

Hollyberry Inn and Heritage Farm

4.83 out of 5 average rating, 46 reviews

A sunroom features multiple white wicker seating arrangements, providing comfortable spots for relaxation. Natural light floods the space through large windows, highlighting the blue walls and light wooden flooring. Decorative trim with a floral pattern adds a soft touch to the inviting atmosphere.

Home in Quincy

Mamaw's Place