
Vacation rentals in Ashland
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Top-rated vacation rentals in Ashland
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hummingbird Guest Loft
Quaint Guest Loft in the town of Ashland. In the heart of town, within minutes of walking to Ashland University. University is a 5 minute walk. One block from Freer Field with walking paths and where the Ashland Hot Air Balloon Fest is held every July 4th. Short drive to Mochican State Park. Take a hike, mountain bike, ride horses on the many bridle trails, canoe, fish and picnic. Explore the many restaurants, golf courses and farmers market. We will be there for you as often as needed.

Private Rochester Home
A two bedroom house in the small village ( less than 200 residents) of Rochester, OH. There are woods and open areas of about 4.0 acres with availability of fire pit for a peaceful evening. Property has a steam engine to view. Playground about one quarter mile from house. We are still updating home and property. Private, quiet area except but there is train track about 300 feet from the house. You are 20 minutes from Ashland, OH and Oberlin, OH. 45 minutes from Cedar Point and Cleveland.

Stylish 3BR Near Snow Trails & Mohican!
Tucked away in rural Ohio minutes from Mohican & Snow Trails, this stylish, updates house is your dream getaway! 3 bedrooms and 1 bathroom with fabulous gathering spaces make this home perfect for outdoor lovers to relax and connect between adventures. Use our InstaCamera to see your favorite memories. Catch breathtaking sunsets over the treetops as you enjoy the view from the balcony. Decompress from your busy life and connect at Stay@Mohican! Host occupies the walkout basement apartment

Whispering Pines Retreat by Private lake/ Villa #2
Whispering Pines Retreat #2 Kick back and relax in this calm, stylish space. Only 1/2 mile off SR 30, Overlooking a large pond with a swim area and beach. A massive 2 person shower and a hot tub are only a few things you will love about this retreat. This listing is for Villa and lake #2 and is what you are seeing in the photos. There is another Villa and Lake #1 on the same property. If you want to book both on the same days you can do so by going to my profile and finding #1 there.

Cozy Corner
One bedroom studio apartment. One bath. Fully equipped kitchen. Wifi. 65 inch Samsung Smart TV. Quiet neighborhood close to Kingwood Center, close to downtown. Area attractions such as the Old Reformatory, Mid-Ohio Raceway, Snowtrails are a short drive away. Half hour drive to Mohican State Park. Centrally located between Cleveland and Columbus. Unfortunately we cannot accept pets in the unit. Traveling nurses and other traveling professionals welcome for extended stays.

The South House-no extra fees from Host
This century old farmhouse in the middle of town is a great accommodation for visiting the university, our awesome downtown, or our great local parks. 1st floor is primarily office space for my local small biz, while 2nd floor hosts 2 bedrooms & bathroom, & 3rd floor living area. Centrally located, Unique & cozy, nearby highway, food, hiking, university, & hospital. Clean & charismatic! Homeowner or staff sometimes present M-F, 9-2 on first floor. No indoor smoking

Charming Century House
Located one block from Ashland University, and Freer Field, home to the Ashland Balloon Fest, as well as a 2 min drive from downtown, this private house is comfortably furnished with everything you may need for a relaxing stay. This newly renovated home has a full kitchen with all new appliances, two bedrooms, one full bath, and a spacious common area. Centrally located it is close to a variety of interests, this home is perfect for couples or groups of five!

Spacious Mid-Mod Getaway w/ Nature Views!
So much to enjoy under one roof! Get ready for an unforgettable stay. -Pool & poker tables, record player, piano, custom bar -Spacious, unique midcentury home in a cute, quiet, & safe neighborhood -2 cruiser bikes, fire pit, hammock chair, gas grill & view of nature and wildlife -Backyard paths to woods, streams, & biking/walking trails -Golf course across the street. -Walk or drive 5 min to restaurants, groceries, + quaint downtown Extended stays welcome!

Downtown unique 4 bedroom Little Red Hen
The Little Red Hen Inn is a charming and expansive top-floor retreat in one of Ashland’s historic buildings. This cozy four-bedroom, two-bath Airbnb showcases unique, original artwork and locally crafted wheel-thrown pottery, creating a vibrant inviting atmosphere. Perfect for relaxing or entertaining, the space offers ample room to unwind with friends and family. ** NO BALCONY CURRENTLY. Under construction. Sleeping arrangements are still the same !!

Deluxe Office Guest House
Elegance meets quiet living and plush comfort in this inviting modern office. Our Deluxe Office Guest House is the perfect overnight stay for on-the-go working singles or couples. Featuring a full kitchen, bath, washer & dryer, two work spaces, wi-fi, and TV with electric fireplace and queen size bed.

Charles Mill Lake Quonset Hut • Fire Ring & Kayaks
Experience a stay unlike any other in this restored WWII Quonset Hut—nestled in a quiet lakeside community near Charles Mill Lake. Perfect for outdoor lovers, it offers quick access to public hunting grounds, kayak adventures, and nearby parks like Mohican State Park, Malabar Farm and Snow Trails.

Sycamore Hill Farm
Our historic family farm has 180 acres. The main house has been renovated to reflect a Greek revival kind of architecture that was prevalent in this area during the early 1800’s. The guest house is of new construction and is attached to the garage. It has a private porch attached to the back.
Popular amenities for Ashland vacation rentals
Other great vacation rentals in Ashland

Spacious & Serene Basement Apt.

The In-Law Suite (sans in-laws)

Upscale Loft w/hot tub in Private Wooded Setting

Private country home w/ hot tub

Sol Sanctuary | Treehouse Hideaway with Lake View

Walton Nut Grove

Exit 165 Loft

Cozy Log Cabin Getaway - Rustic Retreat Wooster
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,946 GYD | G$27,782 GYD | G$27,155 GYD | G$27,155 GYD | G$27,991 GYD | G$31,333 GYD | G$34,048 GYD | G$30,915 GYD | G$30,497 GYD | G$31,959 GYD | G$34,466 GYD | G$30,706 GYD |
| Avg. temp | -3°C | -2°C | 3°C | 10°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Ashland?
Yes! Work meets play with ease at over 10 vacation rentals in Ashland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Ashland?
Ashland has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Ashland?
Experience the best of Ashland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Ashland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Ashland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Ashland have wifi?
Absolutely! We offer over 10 house rentals with wifi in Ashland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Ashland?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Ashland

Total vacation rentals
Explore 20 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$10,444 GYD per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Ashland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Ashland rentals

4.9 Average rating
Ashland stays are highly rated by guests—averaging 4.9 out of 5!
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