Discover Your Perfect Ashley Vacation Homes

Best Vacation Homes in Ashley

10.0
Exceptional
(17 Reviews)
12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $244/Night For 7 Nights US $1,706
10.0
Exceptional
(1 Review)
904.17 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
US $145/Night For 7 Nights US $1,015
9.6
Exceptional
(1659 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
US $125/Night For 7 Nights US $876
10.0
Exceptional
(119 Reviews)
2300 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $318/Night For 7 Nights US $2,226
New
204.51 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Pet Friendly
  • Air Conditioner
  • Internet
US $240/Night For 7 Nights US $1,677
10.0
Exceptional
(65 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $138/Night For 7 Nights US $964
10.0
Exceptional
(55 Reviews)
1100 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $222/Night For 7 Nights US $1,554
10.0
Exceptional
(42 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $176/Night For 7 Nights US $1,232

Ashley Luxury Rentals

4.4
Average
(11 Reviews)
3336.81 ft² 6 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $499/Night For 7 Nights US $3,493
7.1
Very Good
(199 Reviews)
1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
US $479/Night For 7 Nights US $3,353
10.0
Exceptional
(5 Reviews)
7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $366/Night For 7 Nights US $2,565
9.4
Exceptional
(3 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $360/Night For 7 Nights US $2,522
10.0
Exceptional
(20 Reviews)
2600 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $345/Night For 7 Nights US $2,418
9.4
Exceptional
(19 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $325/Night For 7 Nights US $2,278
5.4
Average
(3 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $321/Night For 7 Nights US $2,248
9.6
Exceptional
(7 Reviews)
600 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pet Friendly
  • Kitchen
  • Parking
US $195/Night For 7 Nights US $1,364

Ashley Pet Friendly Vacation Rentals

10.0
Exceptional
(17 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $101/Night For 7 Nights US $705
9.5
Exceptional
(1093 Reviews)
344.01 ft² 25 Bathrooms
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $159/Night For 7 Nights US $1,113
9.2
Exceptional
(123 Reviews)
900 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $65/Night For 7 Nights US $452
9.4
Exceptional
(117 Reviews)
405.44 ft² 5 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $124/Night For 7 Nights US $868
8.0
Excellent
(2 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $181/Night For 7 Nights US $1,264
New
1000 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $149/Night For 7 Nights US $1,044
New
680 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $63/Night For 7 Nights US $443
10.0
Exceptional
(8 Reviews)
1800 ft² 8 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Hot Tub
  • Spa
US $319/Night For 7 Nights US $2,233

Ashley Large Vacation Homes

9.0
Exceptional
(2 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $345/Night For 7 Nights US $2,418
8.8
Fabulous
(6 Reviews)
11 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Spa
US $293/Night For 7 Nights US $2,051
New
2900 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $685/Night For 7 Nights US $4,795
New
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Pet Friendly
  • Internet
US $329/Night For 7 Nights US $2,305
New
3 Guests 5 Bedrooms 4 Bathrooms
House
  • Air Conditioner
  • Laundry
US $80/Night For 7 Nights US $560

Why Choose Rent By Owner for your Ashley Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Ashley

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can greatly enhance your experience, as the region offers distinct seasonal benefits that cater to different interests and activities throughout the year.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the region experiences warm and pleasant weather, making it ideal for outdoor activities and exploring the local area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This period offers mild temperatures and comfortable conditions, perfect for enjoying the natural scenery without the summer crowds.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

With colder temperatures and potential snowfall, this is a quieter time to book your stay if you prefer a peaceful retreat away from peak tourist activity.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Early Spring (March to April)

As the region transitions out of winter, the temperatures are cooler, and fewer visitors choose to visit, offering a more relaxed experience.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Ashley

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas perfect for relaxing and dining under the open sky.
  • Take advantage of spacious yards with lush landscaping for outdoor activities.
  • Make use of private patios or decks to unwind in the fresh air.
  • Benefit from access to grilling facilities ideal for preparing family meals outdoors.
  • Utilize nearby walking trails or pathways that showcase the scenic beauty of the region.
  • Discover outdoor recreational equipment like bikes or kayaks available for exploring the area.
  • Relax by a private or shared outdoor firepit, great for cozy evenings in this destination.
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Family Activities

  • Ashley Park: Enjoy a family picnic or a leisurely stroll amidst scenic views at this local park, perfect for outdoor activities in the area.
  • Historic Downtown Ashley: Explore charming shops and dine at cozy eateries while experiencing the small-town atmosphere unique to this destination.
  • Nearby Nature Trails: Embark on easy-to-navigate trails that are ideal for hiking and biking adventures close to your vacation rental.
  • Fishing at Local Lakes: Spend a relaxing day fishing, making the most of the tranquil waters accessible from here, suitable for all ages.
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Adult Activities

  • Explore Local Wineries: Discover the region's renowned wineries to enjoy wine tastings and tours that highlight the area's rich viticulture heritage.
  • Visit Community Parks: Relax in scenic parks offering walking trails, picnic areas, and outdoor activities perfect for unwinding after a day exploring here.
  • Enjoy Local Dining: Savor regional cuisine at charming restaurants and cafes known for their hospitality and locally sourced ingredients.
  • Attend Cultural Events: Experience the area's vibrant arts scene through local festivals, markets, and live performances showcasing its creative spirit.

Ashley Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Sample the regional cuisine at nearby eateries to enjoy authentic flavors unique to this area.
  • Plan outdoor activities: Take advantage of the surrounding natural scenery by scheduling outdoor pursuits like hiking or picnicking in scenic spots.
  • Utilize local resources: Visit community centers or visitor information points for tips on hidden gems and upcoming events during your stay.
  • Respect the community: Engage with the locals courteously and follow local guidelines to ensure a positive experience while exploring here.

Transportation Options

  • Illinois Transportation Service: This regional transit option provides reliable bus services that connect you to nearby cities and key points within the area, making exploring here convenient.
  • Regional Airport: The closest airport offers scheduled flights that make traveling to and from this destination efficient and accessible for visitors arriving from afar.
  • Local Taxi Services: Local taxi companies operate throughout the region, providing dependable transportation options for quick trips or specific destinations within Ashley.
  • Car Rentals: Renting a vehicle is an excellent way to explore the surrounding region at your own pace, with several rental agencies available nearby for your convenience.

Local Customs Options

  • Community Gatherings: Participating in local events and festivals is a cherished tradition here, offering an authentic way to connect with neighbors and experience regional hospitality.
  • Family-Centered Celebrations: Many families observe special holiday customs that emphasize togetherness, reflecting the region’s value on close-knit community bonds.
  • Religious Traditions: Attending church services and religious festivals is common, showcasing the area's deep-rooted spiritual heritage.
  • Farming Heritage: Respect for agricultural practices and seasonal fairs highlights the region's historical reliance on farming and rural life.

Frequently Asked Questions About Ashley?

2. How many vacation rentals have private pools in Ashley?

There are 1 vacation rentals with private pools near Ashley. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Ashley are best for families?

If you are looking for a family-friendly vacation home in Ashley, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ashley:

4. How many Rentbyowner vacation rentals are available in Ashley?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 70 in the Ashley area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ashley. 

5. What is the cancellation policy for booking a vacation rental in this area?

Cancellation policies vary depending on the individual property listing. You should review the specific policy outlined in the rental details or contact the host directly to understand any fees or restrictions before confirming your reservation.

6. How do I find the best vacation rentals in this region?

To find the most suitable options, filter listings based on your preferred amenities, price range, and travel dates. Reading guest reviews and checking the property descriptions will help ensure your stay meets your expectations.

7. Are there any specific check-in or check-out times for rentals here?

Check-in and check-out times are determined by each host and are typically listed in the property details. Be sure to confirm these times when you finalize your booking to ensure a smooth arrival and departure.

8. What is the process for requesting additional amenities or special arrangements?

If you need extra amenities or special arrangements, contact the host directly through the booking platform to discuss your needs. Many hosts are happy to accommodate requests when possible, so it’s best to inquire well in advance.

9. How do I ensure my reservation is secure when booking a vacation home in this area?

Booking through a reputable platform ensures your reservation is protected with secure payment methods and verified listings. Always read the property’s terms and communicate with the host through official channels to maintain a safe booking experience.

Ashley Top Rated Vacation Rentals

9.8
Exceptional
(28 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $95/Night For 7 Nights US $662
9.6
Exceptional
(615 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
US $125/Night For 7 Nights US $872
9.0
Exceptional
(1028 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $127/Night For 7 Nights US $890
9.0
Exceptional
(1006 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
US $129/Night For 7 Nights US $900
8.8
Fabulous
(696 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
US $123/Night For 7 Nights US $861
8.8
Fabulous
(567 Reviews)
364.44 ft² 7 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Hot Tub
  • Spa
US $135/Night For 7 Nights US $944
8.7
Fabulous
(230 Reviews)
301.39 ft² 12 Bathrooms
Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $121/Night For 7 Nights US $850
8.6
Fabulous
(406 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
US $96/Night For 7 Nights US $671