Holiday houses in Ashland
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Top-rated holiday 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.
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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.
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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.
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More on Moore Street!
Your family will be close to everything when you stay at our centrally-located 3 bed 2 bath house with LARGE fenced in back yard. Fully stocked kitchen awaits you, but the local restaurants and activities may keep you from the kitchen. 12” memory foam mattresses in each bedroom, 75” smartTV in living room, & 55” smart TVs in all bedrooms. Washer and dryer also! Town Center Mall, Central Park, and the Paramount nearby. Sandy’s Gaming and Rush Off-road in the area. Within 15 min of WV & OH!
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River & Bridge view - HotTub, CoolingTub & MistFan
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
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Cozy house located in the woods
It may feel like the country, but it's only 5 miles from Ashland KY and 20 minutes from Shawnee State University. Plenty of parking if you plan on visiting Rush Off Road which is just 20 miles away! If you want to try and hit it big at Sandy's casino you are only 13 miles away! Wake up to deer in the yard and enjoy a cup of coffee or a relaxing dinner on your beautiful deck with screened in sunroom. Our home is across the street so if you need anything during your stay let us know!
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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.
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Comfort & convenience in beautiful 3BR apt.
Newly renovated upscale 3 BR apartment located in the heart of downtown Ashland perfect for business travelers, visiting family and friends, staycation, weekend getaway, or a cozy home base on your next visit to Ashland, this is the perfect gathering place. It has all the perks and conveniences of a hotel, with the comforts of home. Located within 3 blocks of 16 restaurants, Ashland riverfront, Paramount, shopping, Central Park, Highlands Museum, Broadway Square, and the Delta hotel.
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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***
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“A” Cozy Corner
"A" Cozy Corner is a quaint 1-bedroom apartment conveniently located between Ashland, Ky & Huntington, WV; allowing easy access to the entire tri-state area. Charming decor & spacious rooms allow for a relaxing stay. Fully equipped kitchen for dining in or enjoying great local take-out. Both the living room & bedroom have large flat screen tvs. Laundry area within unit. Dedicated parking space. Come stay with us; we think you’ll enjoy the details.
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The Suite Spot of Ashland.
You and your family are invited to make memories at this vintage Ashland home just one mile from downtown. Enjoy a quiet neighborhood where you and your children can safely walk down the sidewalks for a stroll. Southern hospitality abounds!! You'll find so much to do in downtown and the areas numerous parks and nature areas. NO PETS allowed....,
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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.
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Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland
Corner Cottage
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The Skytower Penthouse - Suite 1
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The Cozy Inn at The Barn
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Kate’s Cottage
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The Park House
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The Luxury Cabin
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Tranquility Corner
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Cozy Cottage
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When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 AUD | $121 AUD | $121 AUD | $124 AUD | $127 AUD | $127 AUD | $136 AUD | $128 AUD | $143 AUD | $128 AUD | $121 AUD | $127 AUD |
| 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 holiday rentals in Ashland
Total holiday rentals
Explore 90 holiday rentals in Ashland
Nightly prices starting at
Ashland holiday rentals start at $57 AUD per night before taxes and fees
Verified guest reviews
Over 4,530 verified reviews to help you choose
Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
90 of Ashland holiday 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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