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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 285 Vacation Homes in Ashland with updated reviews, rates, and availability.

ZZ ZANY ZOO II - Townhome, with Carport & Garage
Terrace/patio

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (83)
"Accommodation was perfect. Comfortable beds. Adorable decorative home. Loved the special touch with cheese platter and wine when we arrived. Returning in July. "
ZZ ZANY ZOO II - Townhome, with Carport & Garage
Quiet and peaceful cottage close to downtown
Property grounds

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (53)
"The cottage is tucked away from the main road, so it was very private. The back yard is welcoming and perfect for small outdoor gatherings. The check-in and check-out were a breeze and Arnica is very easy to communicate with. Next time we go to Ashland, we'll want to stay again."
The price is AED 680
AED 1,216 total
includes taxes & fees
28 Apr - 29 Apr
Quiet and peaceful cottage close to downtown
New house with king beds and 3 full bathrooms
Fridge, microwave, oven, stovetop

New house with king beds and 3 full bathrooms

9.4 out of 10, Exceptional, (29)
"I will be staying here every time I come to Medford. "
The price is AED 599
AED 983 total
includes taxes & fees
28 Apr - 29 Apr
New house with king beds and 3 full bathrooms
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (37)
"Ohana house was clean and comfortable with all of the amenities and the hot tub was an added bonus. The location was perfect for exploring downtown Ashland as well as just relaxing in the back yard."
The price is AED 826
AED 1,990 total
includes taxes & fees
27 Apr - 28 Apr
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1
Exterior

The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1

10.0 out of 10, Exceptional, (181)
"Beautiful cozy place to spend your time away from home. "
The Original ZZ ZANY ZOO Townhome, with Carport & Garage #1
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Fridge, microwave, oven, stovetop

Tastefully remodeled 3 bedroom 2 bath home with large private back yard

10.0 out of 10, Exceptional, (38)
"Very nice experience, will stay next time in the area."
The price is AED 661
AED 1,442 total
includes taxes & fees
28 Apr - 29 Apr
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Large Private Carriage-House Retreat with Amazing Views
Exterior

Large Private Carriage-House Retreat with Amazing Views

10.0 out of 10, Exceptional, (121)
"We had a wonderful stay in Medford. Great location and great host!"
Large Private Carriage-House Retreat with Amazing Views
Great, clean house in the middle of Medford
Fridge, microwave, oven, stovetop

Great, clean house in the middle of Medford

9.0 out of 10, Wonderful, (46)
"Enough room for our family of 5. We didn’t realize it was part of a two dwelling property, but the listing itself was private/separated from other dwelling. "
The price is AED 478
AED 1,182 total
includes taxes & fees
28 Apr - 29 Apr
Great, clean house in the middle of Medford
Cedar Wood Mountain View Retreat
Fridge, microwave, oven, stovetop

Cedar Wood Mountain View Retreat

10.0 out of 10, Exceptional, (3)
"We rented the house during Christmas break and it was absolutely wonderful for our large family. Everyone had enough sleeping space, the house was clean, cozy, and welcoming. The view of the mountains and countryside is also a plus! Everything worked out - and the hot tub was a nice addition. The house is even stocked with toys and books for children and plenty of towels and linens. We enjoyed cooking in kitchen as well. This is a great spot! "
Cedar Wood Mountain View Retreat
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.
Fridge, microwave, oven, stovetop

Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

9.6 out of 10, Exceptional, (39)
"House was amazing, stayed with family and new grand baby. Everything you could need and the split level was perfect for us! Definitely will rent again next time were in Medford. "
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.
Comfy Cozy Casa
Interior

Comfy Cozy Casa

10.0 out of 10, Exceptional, (44)
"We had a great experience at this property and it was close in proximity to an event that we attended."
The price is AED 349
AED 942 total
includes taxes & fees
30 Apr - 1 May
Comfy Cozy Casa
Sun Cottage Downtown Jacksonville
Exterior

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (16)
"We came to discover Jacksonville and it did not disappoint. We were a block away from downtown so we walked to explore and dine out. The house was great right on the corner with a nice lawn great for our Josie (dog). It was well supplied with everything you need to enjoy the house. Check in and check out was so easy. Recommend it with high makes…"
The price is AED 591
AED 1,175 total
includes taxes & fees
30 Apr - 1 May
Sun Cottage Downtown Jacksonville
Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!
Fridge, microwave, oven, stovetop

Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!

10.0 out of 10, Exceptional, (11)
"So peaceful and quiet. Beautiful countryside views and clean open space. Loved everything! Definitely will stay again."
Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
2 bedrooms, desk, WiFi, bed sheets

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

10.0 out of 10, Exceptional, (12)
"Patricia's home was absolutely wonderful! While enjoying coffee on the patio, we were treated to lovely views of the creek as well as watching the heron in a nest at the top of a nearby tree feed her nestlings, the many mallards and wood ducks feeding below in the creek, the largest squirrel I have ever seen(!), and a plethora of mockingbirds, jaybirds, gold finches and others frequenting the feeder. The fire pit was wonderful for the evenings. The cottage has such a warm and lovely aura about...
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
Exterior

Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi

9.8 out of 10, Exceptional, (8)
"My family loved your home…me too! All of the extra goodies for the dog and them were very appreciated. Thank you Amanda for having this be a Wonderful place to visit!"
The price is AED 588
AED 1,107 total
includes taxes & fees
27 Apr - 28 Apr
Cozy, dog-friendly 3-bedroom fully stocked home in Medford with AC, WiFi
Beautifully Renovated Sleeps up to 8 in East Medford
Terrace/patio

Beautifully Renovated Sleeps up to 8 in East Medford

10.0 out of 10, Exceptional, (1)
"We were in town for a funeral and needed a place kind of last minute. Host was very responsive and quick to reply. House was perfect! Very clean home, plenty of towels and kitchen utensils. Had everything we need. Location is great, near shopping and food. Quiet neighborhood. Will definitely stay again next time we're in town. "
Beautifully Renovated Sleeps up to 8 in East Medford
Ashland Lodge w/ Lake Views & Game Room Loft
Exterior

Ashland Lodge w/ Lake Views & Game Room Loft

10.0 out of 10, Exceptional, (68)
"Our family and friends had the best time. Would recommend to anyone that is looking for some peace and quiet. "
Ashland Lodge w/ Lake Views & Game Room Loft
Spacious home with pool nestled in the foothills of RoxyAnn.
Fridge, microwave, oven, stovetop

Spacious home with pool nestled in the foothills of RoxyAnn.

10.0 out of 10, Exceptional, (18)
"Place was great. Don’t need all the vrbo email."
Spacious home with pool nestled in the foothills of RoxyAnn.
Beautiful Luxury Cottage. Walk To It All!
Terrace/patio

Beautiful Luxury Cottage. Walk To It All!

10.0 out of 10, Exceptional, (116)
"Upon entering the home, we were greeted with Christmas music, heated rooms, and snack treats. Jackie was always quick to respond to our few questions and had provided lots of information about the area. We spent our days exploring Jacksonville and Ashland, and the location of the house made this so convenient. We were able to take an evening walk to enjoy the Christmas lights in town and the neighborhood. Such a wonderful stay! We will certainly stay here again."
Beautiful Luxury Cottage. Walk To It All!
Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.
Interior

Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.

9.6 out of 10, Exceptional, (5)
"Our family of 10, parents, their children and grandchildren, came to spend the holidays together. We had a great time in a fabulous property with plenty of room to all gather for meals and games or have some quiet time in our own space. Everyone enjoyed the adjacent coffee shop and tasting room complete with games. Several close options for hiking and groceries were just a mile or two away."
The price is AED 1,649
AED 3,176 total
includes taxes & fees
27 Apr - 28 Apr
Main Residence: 5 beds, 5 baths, sleeping porches, & full kitchen.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Ashland

A Cowslip's Belle Inn
Main House | Private kitchen | Microwave, coffee/tea maker, electric kettle, cookware/dishes/utensils

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (31)
"This place is serene, beautiful and has a perfect location for walking downtown"
The price is AED 551
AED 819 total
includes taxes & fees
30 Apr - 1 May
A Cowslip's Belle Inn
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (25)
"We really enjoyed our short stay here! The cottage is clean, in a great location for walking to OSF and great food, and in a good neighborhood. Communication with the owner/manager was very easy and they were responsive to our few questions. We hope to return in 2025 for a longer visit!"
The price is AED 478
AED 950 total
includes taxes & fees
27 Apr - 28 Apr
East Main Downtown Bungalow
Quiet and peaceful cottage close to downtown
Property grounds

Quiet and peaceful cottage close to downtown

9.8 out of 10, Exceptional, (53)
"The cottage is tucked away from the main road, so it was very private. The back yard is welcoming and perfect for small outdoor gatherings. The check-in and check-out were a breeze and Arnica is very easy to communicate with. Next time we go to Ashland, we'll want to stay again."
The price is AED 680
AED 1,216 total
includes taxes & fees
28 Apr - 29 Apr
Quiet and peaceful cottage close to downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.