Ashland Vacation Rentals & Ski-in/Ski-out Homes
House
- Illinois
- ·
- Springfield
- 3.08 mi to center
10.0Exceptional
(62 Reviews)
2 Bedrooms
2 Baths
4 Guests
2200 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $206/Night
7 Nights - US $1,443
House
- Illinois
- ·
- Springfield
- 2.67 mi to center
5 Bedrooms
5 Baths
15 Guests
5005.22 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $714/Night
7 Nights - US $5,000
Hotel
- Springfield
- ·
- South Jacksonville
- 0.63 mi to center
9.4Exceptional
(674 Reviews)
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
US $93/Night
7 Nights - US $653
House
- Illinois
- ·
- Springfield
- 1.60 mi to center
10.0Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
980 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $165/Night
7 Nights - US $1,156
House
1 Bedroom
1 Bath
11 Guests
- Pet Friendly
- Parking
Air Conditioner- Internet
US $203/Night
7 Nights - US $1,418
House
9.8Exceptional
(97 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $141/Night
7 Nights - US $989
House
- Illinois
- ·
- Springfield
- 1.86 mi to center
9.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1345 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $252/Night
7 Nights - US $1,766
Condo
3 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $228/Night
7 Nights - US $1,595
Condo
- Illinois
- ·
- Springfield
- 4.75 mi to center
2 Bedrooms
2 Baths
5 Guests
Hot Tub- Fireplace/Heating
- Kitchen
- Parking
US $199/Night
7 Nights - US $1,395
Luxury Places to Stay in Ashland
Over 78+ Luxury Places to Stay in or Near Ashland
House
- Springfield
- ·
- Petersburg
- 0.87 mi to center
10.0Exceptional
(29 Reviews)
10 Bedrooms
8 Baths
20 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,070/Night
7 Nights - US $7,493
House
- Illinois
- ·
- Springfield
- 5.39 mi to center
10.0Exceptional
(8 Reviews)
7 Bedrooms
3 Baths
17 Guests
4800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $973/Night
7 Nights - US $6,808
House
- Illinois
- ·
- Springfield
- 2.67 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
15 Guests
5000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $674/Night
7 Nights - US $4,719
House
- Illinois
- ·
- Menard County
- 8.26 mi to center
9.8Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
9 Guests
2700 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $470/Night
7 Nights - US $3,292
House
- Illinois
- ·
- Springfield
- 2.89 mi to center
9.8Exceptional
(105 Reviews)
4 Bedrooms
3 Baths
12 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $432/Night
7 Nights - US $3,025
House
- Illinois
- ·
- Cartwright
- 2.66 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $361/Night
7 Nights - US $2,530
House
9.6Exceptional
(8 Reviews)
5 Bedrooms
1 Bath
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $359/Night
7 Nights - US $2,510
House
- Illinois
- ·
- Springfield
- 2.38 mi to center
8.4Excellent
(19 Reviews)
4 Bedrooms
2 Baths
10 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $340/Night
7 Nights - US $2,380
Other
- Illinois
- ·
- Sangamon County
- 11.72 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $298/Night
7 Nights - US $2,085
Top-Rated Vacation Rentals with a Pool in Ashland
Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Ashland
Cabin
- Illinois
- ·
- Chandlerville
- 4.59 mi to center
10.0Exceptional
(50 Reviews)
4 Bedrooms
3 Baths
20 Guests
3000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $185/Night
7 Nights - US $1,298
Hotel
- Illinois
- ·
- Springfield
- 4.72 mi to center
8.8Fabulous
(641 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $125/Night
7 Nights - US $875
Hotel
- Springfield
- ·
- Jacksonville
- 1.93 mi to center
8.8Fabulous
(517 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $124/Night
7 Nights - US $870
Hotel
- Illinois
- ·
- Springfield
- 4.74 mi to center
8.7Fabulous
(45 Reviews)
3 Baths
283.45 ft²
Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $130/Night
7 Nights - US $908
Hotel
- Springfield
- ·
- South Jacksonville
- 0.64 mi to center
8.5Fabulous
(182 Reviews)
6 Baths
303.18 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $98/Night
7 Nights - US $685
Hotel
- Springfield
- ·
- Jacksonville
- 1.78 mi to center
8.4Excellent
(782 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $85/Night
7 Nights - US $598
Hotel
- Illinois
- ·
- Springfield
- 4.62 mi to center
8.0Excellent
(1005 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $76/Night
7 Nights - US $531
Hotel
- Springfield
- ·
- Jacksonville
- 1.74 mi to center
8.0Excellent
(241 Reviews)
1 Bath
333.68 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $75/Night
7 Nights - US $525
Hotel
- Springfield
- ·
- Jacksonville
- 1.95 mi to center
7.9Very Good
(103 Reviews)
1 Bath
495.14 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
US $98/Night
7 Nights - US $685
Pet-Friendly Vacation Rentals in Ashland
Over 25+ Pet-Friendly Vacation Rentals in or Near Ashland
Apartment
- Illinois
- ·
- Springfield
- 2.99 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,158
Villa
- Illinois
- ·
- Springfield
- 4.71 mi to center
1 Bedroom
2 Baths
7 Guests
1797.57 ft²
- Pool
- Pet Friendly
- Parking
- Air Conditioner
US $185/Night
7 Nights - US $1,295
House
- Illinois
- ·
- Springfield
- 1.29 mi to center
2 Bedrooms
1 Bath
1 Guest
1005 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $162/Night
7 Nights - US $1,133
House
- Illinois
- ·
- Springfield
- 7.18 mi to center
1 Bedroom
3 Baths
8 Guests
1797.57 ft²
- Hot Tub
- Pet Friendly
- Parking
- Air Conditioner
US $147/Night
7 Nights - US $1,027
Apartment
- Illinois
- ·
- Springfield
- 3.27 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $143/Night
7 Nights - US $1,000
House
- Illinois
- ·
- Springfield
- 4.82 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $224/Night
7 Nights - US $1,565
House
- Illinois
- ·
- Springfield
- 6.92 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $264/Night
7 Nights - US $1,847
House
- Illinois
- ·
- Springfield
- 4.64 mi to center
9.6Exceptional
(29 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,432
House
- Illinois
- ·
- Springfield
- 1.57 mi to center
8.4Excellent
(55 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $219/Night
7 Nights - US $1,536
Large Vacation Homes & Villas in Ashland
Over 11+ Large Vacation Homes & Villas in or Near Ashland
House
- Illinois
- ·
- Springfield
- 3.62 mi to center
10.0Exceptional
(38 Reviews)
4 Bedrooms
2 Baths
10 Guests
1600 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $261/Night
7 Nights - US $1,825
House
4 Bedrooms
4 Baths
20 Guests
3003.13 ft²
View- Pet Friendly
- Parking
- Air Conditioner
US $121/Night
7 Nights - US $848
House
- Springfield
- ·
- Leland Grove
- 0.28 mi to center
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $400/Night
7 Nights - US $2,800
House
- Illinois
- ·
- Springfield
- 4.88 mi to center
8.0Excellent
(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $424/Night
7 Nights - US $2,966
US $654/Night
7 Nights - US $4,577
House
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $653/Night
7 Nights - US $4,574
House
- Springfield
- ·
- Jacksonville
- 0.09 mi to center
10.0Exceptional
(26 Reviews)
3 Bedrooms
1 Bath
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $238/Night
7 Nights - US $1,669
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
4 Baths
11 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $575/Night
7 Nights - US $4,025
House
- Springfield
- ·
- Jacksonville
- 0.49 mi to center
4.5Average
(2 Reviews)
2 Bedrooms
3 Baths
17 Guests
- Kitchen
- Air Conditioner
- Child Friendly
Wheelchair Accessible
US $575/Night
7 Nights - US $4,025
Wheelchair Accessible Vacation Homes in Ashland
Over 13+ Wheelchair Accessible Vacation Homes in or Near Ashland
Hotel
- Springfield
- ·
- Petersburg
- 1.31 mi to center
8.8Fabulous
(57 Reviews)
11 Baths
263.23 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $113/Night
7 Nights - US $788
Hotel
- Illinois
- ·
- Springfield
- 4.74 mi to center
8.8Fabulous
(448 Reviews)
1 Bath
- Breakfast
- Kitchen
- Parking
- Air Conditioner
US $75/Night
7 Nights - US $526
Hotel
- Illinois
- ·
- Springfield
- 4.75 mi to center
8.3Excellent
(154 Reviews)
3 Baths
279.86 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $93/Night
7 Nights - US $653
Hotel
- Illinois
- ·
- Springfield
- 4.65 mi to center
7.8Very Good
(493 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $88/Night
7 Nights - US $615
Hotel
- Springfield
- ·
- South Jacksonville
- 0.68 mi to center
7.6Very Good
(177 Reviews)
1 Bath
290.63 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $94/Night
7 Nights - US $655
Hotel
- Springfield
- ·
- South Jacksonville
- 0.73 mi to center
7.8Very Good
(454 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $103/Night
7 Nights - US $722
Hotel
- Springfield
- ·
- Jacksonville
- 1.04 mi to center
7.4Very Good
(115 Reviews)
5 Baths
290.63 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $59/Night
7 Nights - US $411
Hotel
- Springfield
- ·
- Jacksonville
- 1.44 mi to center
5.9Average
(30 Reviews)
7 Baths
247.57 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $78/Night
7 Nights - US $548
Hotel
- Springfield
- ·
- South Jacksonville
- 0.71 mi to center
5.8Average
(43 Reviews)
7 Baths
376.74 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $171/Night
7 Nights - US $1,199
Ashland Resorts and Airbnb Homes Under $200
Over 29+ Ashland Resorts and Airbnb Homes Under $200
Apartment
- Illinois
- ·
- Springfield
- 2.65 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $191/Night
7 Nights - US $1,335
Hotel
- Illinois
- ·
- Springfield
- 4.66 mi to center
7.8Very Good
(202 Reviews)
1 Bath
425.17 ft²
- Private Pool
- Pool
- Parking
- Air Conditioner
US $81/Night
7 Nights - US $568
Hotel
- Springfield
- ·
- Petersburg
- 1.30 mi to center
9.0Exceptional
(448 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $110/Night
7 Nights - US $769
New
Condo
- Illinois
- ·
- Springfield
- 2.85 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $152/Night
7 Nights - US $1,066
Hotel
- Illinois
- ·
- Springfield
- 4.63 mi to center
7.0Very Good
(425 Reviews)
1 Bath
301.39 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $99/Night
7 Nights - US $695
House
- Illinois
- ·
- Springfield
- 3.34 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $197/Night
7 Nights - US $1,379
House
- Illinois
- ·
- Springfield
- 1.52 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $184/Night
7 Nights - US $1,289
Cottage
- Springfield
- ·
- Petersburg
- 0.99 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $155/Night
7 Nights - US $1,083
Apartment
- Springfield
- ·
- Petersburg
- 1.01 mi to center
9.8Exceptional
(89 Reviews)
1 Bedroom
1 Bath
5 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $138/Night
7 Nights - US $963
Instantly Bookable Vacation Homes in Ashland
Over 11+ Instantly Bookable Vacation Homes in or Near Ashland
House
- Springfield
- ·
- Petersburg
- 0.97 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $103/Night
7 Nights - US $718
House
- Illinois
- ·
- Springfield
- 1.64 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $102/Night
7 Nights - US $716
House
- Illinois
- ·
- Springfield
- 3.63 mi to center
4.8Average
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $156/Night
7 Nights - US $1,091
Apartment
- Springfield
- ·
- Jacksonville
- 0.65 mi to center
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $108/Night
7 Nights - US $756
Apartment
1.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Balcony/Terrace
- Air Conditioner
- Internet
- Child Friendly
US $118/Night
7 Nights - US $826
House
5 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $645/Night
7 Nights - US $4,513
House
- Springfield
- ·
- Petersburg
- 1.36 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,155
House
- Illinois
- ·
- Springfield
- 2.41 mi to center
5 Bedrooms
1 Bath
10 Guests
500 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $159/Night
7 Nights - US $1,114
House
- Illinois
- ·
- Springfield
- 4.11 mi to center
2 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $145/Night
7 Nights - US $1,015
Book a Last Minute Place to Stay in Ashland
About Ashland Vacation Rentals
Explore over 87 vacation rentals in Ashland with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Ashland for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Ashland. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Ashland tailored to your preferences. On average, these rentals offer 573.34 ft² of space, and are priced at an average of US $229 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Ashland at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Ashland
| Type | Count |
|---|---|
| Vacation Homes | 42 |
| Holiday Apartments | 8 |
| B&B | 2 |
| Cabin Rentals | 1 |
| Cottages | 1 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Ashland
★ Pro Tip: Discover Your Ideal Vacation Rental in Ashland with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Ashland, IL
View the weather forecast for Ashland before booking your Ashland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Ashland, IL
Sunski offers a large selection of top attractions around Ashland . Research things to do on your vacation before you visit Ashland.
Frequently Asked Questions About Ashland?
What are the top vacation rentals in Ashland?
When organizing your trip to Ashland, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Ashland. Peruse our collection of highly-rated properties and secure your reservation today.
- 3 BR, w/garage &1BR set up as home office w/printer
- Ghost Hollow Lodge
- Family friendly home off bike trail and quiet subdivision with lots of updates!
- Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg
- Pet friendly remodeled bungalow home just two blocks from Washington Park.
- Holly & Matt Suite @ Three Pines Petersburg
- The Hidden Gem- Superb 7-bedroom Studio with arcade, theater and more!
- Great for Groups: Home 3 Mi to Dtwn Springfield!
- 7 Min to Scheels Sports Complex Sleeps 5 Projector Bunk Bed
- Hay Rake Country Acres-Peaceful Getaway - 4BR, 2BA - Sleeps 8
Which vacation homes or resorts in Ashland are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Ashland. Enjoy great views, locations and save money with SunSki Resorts.™
- Modern mid-century home in quiet subdivision off bike trail & close to amenities
- Jacksonville Inn & Suites
- Super 8 by Wyndham Jacksonville
How many SunSkiResorts vacation rentals or resorts are available in Ashland?
Discover the ideal vacation rental in Ashland with SunSki Resorts™. We provide an extensive selection of over 87 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Ashland.
People Also Ask
Finding the best prices in Ashland
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