Vacation rentals in Ashland
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Top-rated vacation rentals in Ashland
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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.
The Haven:Homey Loft in Cozy, Quiet Spot
Take it easy at this unique & tranquil getaway. This spacious, fully furnished 1-bedroom apartment & full kitchen is for traveling professionals, tourists, or a quick get-a-way for some rest & relaxation providing comfort, privacy, & convenience while in Ashland, KY. Enjoy a home away from home offering 1 queen bed, 1 full bed, workspace, cozy living room w/ smart TV & prime subscription, a breezeway with table, relaxing hammock chair, cafe lights, outdoor music available, & pretty views.
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
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.
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***
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).
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.
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!
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.
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.
Popular amenities for Ashland vacation rentals
Other great vacation rentals in Ashland
The Skytower Penthouse - Suite 1
The Webb House
The Nest
Visit The Sage Door House
The Blue Heron
Blissful Blessing Retreat
Refresh
Private, safe, and quiet Cottage at Walnut Hill
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €75 | €73 | €73 | €75 | €76 | €76 | €82 | €77 | €86 | €77 | €73 | €76 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Ashland?
Ashland has comfortable stays in its downtown area, where you can explore local shops and arts spaces easily. For a quieter atmosphere, neighborhoods near Central Park are often suggested for their leafy streets and friendly vibe.
What are the best things to do in Ashland with kids?
Families often enjoy exploring Central Park’s playgrounds, visiting the Highlands Museum and Discovery Center, or catching a show at the Paramount Arts Center. Outdoor spaces, interactive exhibits, and occasional children’s performances create varied options.
What are some of the best things to do in Ashland?
Explore the arts at the Paramount Arts Center, stroll through Central Park’s peaceful paths, or learn local history at the Highlands Museum and Discovery Center. Ashland also has seasonal festivals and markets to discover regional crafts and flavors.
How is the weather in Ashland?
Ashland has cold winters, with January lows around 26°F (-3°C), and warm, humid summers that peak near 86°F (30°C) in July. Rain is frequent throughout the year, and spring brings milder temperatures and blooming landscapes.
When is the best time to visit Ashland?
Late spring and early autumn are often recommended for comfortable temperatures between 46–80°F (8–26°C) and vibrant outdoor scenery. During these times, Ashland has seasonal events and lively local markets.
What are the best places to visit in Ashland?
The Paramount Arts Center, Central Park, and the Highlands Museum and Discovery Center are frequently suggested for art, history, and recreation. Ashland also has galleries, riverfront paths, and music venues around downtown.
What are some hiking trails in Ashland?
Central Park has walking trails shaded by mature trees, while nearby rural areas are known for scenic paths through forests and hills. Locals often explore nature preserves just outside Ashland for a deeper outdoor experience.
What are some family activities we can do in Ashland?
Families can relax in Central Park, engage with interactive exhibits at the Highlands Museum and Discovery Center, or attend a show at the Paramount Arts Center. Outdoor spaces, museum programs, and local performances are frequently suggested.
What are some of the best day trip ideas from Ashland?
Explore nature preserves, visit small towns known for Appalachian culture, or enjoy river activities in communities around the Ohio River. Arts and crafts fairs, historic sites, and forest parks nearby provide new perspectives.
Are there any pet friendly accommodations available in Ashland?
Ashland has pet-friendly stays in residential neighborhoods and around the downtown area. Many local parks, including Central Park, welcome pets on-leash, creating accessible spaces for those traveling with animals.
What are some local tips for visiting Ashland?
Explore downtown on foot to enjoy murals and local shops, and consult the arts center schedule for performances. Pack for changing weather, as rain is common, and talk to locals for recommendations on regional foods and upcoming events.
What is Ashland known for?
Ashland is known for its historic arts venues, lively music traditions, and riverfront heritage. The city has a strong sense of Appalachian culture and frequently celebrates it through festivals and community performances.
What are the best hidden gems to explore in Ashland?
Consider discovering locally owned galleries, quaint shops tucked off the main streets, or mural projects around downtown. Small music venues and crafts markets highlight Ashland’s creative community spirit.
What are the best foods to try in Ashland?
Ashland has Appalachian-inspired dishes, barbecue, classic Kentucky hot browns, and locally baked pies. Many downtown eateries create homestyle meals and regional specialties using seasonal ingredients.
What should I bring for a trip to Ashland?
Pack layers for variable temperatures, a waterproof jacket for year-round rain, and comfortable shoes for walking in parks or downtown. If visiting in summer, lightweight clothing and sun protection are frequently suggested.
What is the nightlife in Ashland like?
Ashland has live music venues, casual bars, and performance spaces concentrated in the downtown district. Locals gravitate toward spots with regional bands, open mics, and occasional arts events in a relaxed, welcoming atmosphere.
What are the most popular events or festivals in Ashland?
Ashland frequently hosts seasonal festivals, concerts in Central Park, and arts events at the Paramount Arts Center. Labor Day weekend and early summer often feature music series, craft fairs, and community celebrations.
Are there family friendly vacation rentals in Ashland?
Ashland has family-friendly vacation rentals in the downtown area and neighborhoods near Central Park. Spacious layouts and easy access to parks and museums make these options attractive for travelers with children.
Quick stats about vacation rentals in Ashland
Total vacation rentals
Explore 90 vacation rentals in Ashland
Nightly prices starting at
Ashland vacation rentals start at €34 per night before taxes and fees
Verified guest reviews
Over 4,530 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
90 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!
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