Default HTG hotel image

Dillard Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Dillard vacation rentals

A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

1. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
10.0 out of 10, Exceptional, (1 review)
"Beautiful flat! We loved our time there"
United States
Daniel
The price is ￥44,844
￥61,216 total
includes taxes & fees
Oct 14 - Oct 15
Bell Sister Flats
A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

2. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (59 reviews)
"Clean, fully updated, great location! The Wildlife Safari was a lot of fun, just 2min away. Easy drive to Crater Lake, a must-see. Great property!"
United States
Jason W.
The price is ￥25,625
￥61,271 total
includes taxes & fees
Oct 12 - Oct 13
The Watusi Place - A Modern Umpqua Valley Getaway
A wooden deck with a white railing, a potted plant, and a table.

3. Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Roseburg
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful property and incredible stay. Not only was the room clean, private and super comfortable, the hosts were amazing. They made my comfort a priority every day! Definitely would give it a 5 star rating, I will recommend it to family and friends."
United States
Betty W.
The price is ￥31,442
￥39,448 total
includes taxes & fees
Nov 1 - Nov 2
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A wooden pathway leading to a covered area with a view of a mountainous landscape.

4. Charming, Private Cottage near I-5 and Golf Course.

Charming, Private Cottage near I-5 and Golf Course.
Myrtle Creek
10.0 out of 10, Exceptional, (50 reviews)
"We only had one night to stay here but it is one we would definitely stay at again. It was clean, bright, stocked with everything needed (no oven or range top but did have a toaster oven). It was very comfortable for us and our 2 dogs and very charming. We really enjoyed our quick visit. The only thing that could be an issue was there was a lot of steps to get down to the house which could be an issue for those with any mobility problems. The steps light up as you use them at night which was...
United States
cynthia
The price is ￥27,950
￥31,639 total
includes taxes & fees
Nov 3 - Nov 4
Charming, Private Cottage near I-5 and Golf Course.
A bathroom with a shower curtain, a towel rack, a water heater, and a striped towel.

5. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is ￥17,064
￥20,527 total
includes taxes & fees
Oct 11 - Oct 12
Elk Meadow Hideaway LLC Minutes away Worlds apart
A small, single-story house with a green door, white trim, and a small porch.

6. The Urban Boho Charmer with Private Backyard, BBQ & Hammock

The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Roseburg
9.6 out of 10, Exceptional, (45 reviews)
"Nice place, great location."
United States
Gordon
The price is ￥19,773
￥36,202 total
includes taxes & fees
Oct 14 - Oct 15
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
A garden with a wooden deck, a small shed, and a stone pathway.

7. Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly

Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Riddle
9.8 out of 10, Exceptional, (102 reviews)
"Wonderful stay, peaceful and relaxing, exceptional host, highly recommended "
United States
Brad
The price is ￥11,850
￥20,848 total
includes taxes & fees
Oct 13 - Oct 14
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

8. <br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Roseburg
9.8 out of 10, Exceptional, (118 reviews)
"Great stay, very clean. Would stay here again."
United States
Cindan G.
The price is ￥18,960
￥33,392 total
includes taxes & fees
Oct 21 - Oct 22
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A storefront with a black awning displaying the names 'Bell Sister Flats' and 'Paul L Bentley Architect A.I.A. P.C.' with contact numbers and a door marked '615'.

9. Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
The price is ￥37,762
￥61,073 total
includes taxes & fees
Oct 21 - Oct 22
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

10. Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~

Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Roseburg
9.6 out of 10, Exceptional, (33 reviews)
"Finding the entry to the property was hardest part. Parking was OK. The views and the space was great. Nice central location for many places to visit."
United States
Nicole B.
The price is ￥17,380
￥31,316 total
includes taxes & fees
Oct 13 - Oct 14
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
A small house with a porch and string lights.

11. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (29 reviews)
"Close to downtown, well appointed, clean and comfortable. Thanks for a lovely stay!"
United States
Sue S.
The price is ￥12,813
￥26,155 total
includes taxes & fees
Oct 10 - Oct 11
Downtown Stay at the Red Tiny Twin!
A wooden cabin with a deck, outdoor seating, and a pathway lit by ground lights.

12. Tiny House nestled into the Forest on 160 acre Playground.

Tiny House nestled into the Forest on 160 acre Playground.
Roseburg
9.6 out of 10, Exceptional, (19 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
The price is ￥17,064
￥22,131 total
includes taxes & fees
Nov 4 - Nov 5
Tiny House nestled into the Forest on 160 acre Playground.
A wooden cabin named 'Lil Cedar Lodge' with a metal roof, two windows, and a small porch with a chair and table.

13. Lil Cedar Lodge

Lil Cedar Lodge
Roseburg
10.0 out of 10, Exceptional, (3 reviews)
"Awesome place. Really enjoyed my stay."
United States
Zakary S.
The price is ￥15,010
￥19,244 total
includes taxes & fees
Nov 4 - Nov 5
Lil Cedar Lodge
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

14. Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
10.0 out of 10, Exceptional, (3 reviews)
"Bell Sister Flats is amazing - so gorgeous, warm and inviting. We loved being on Main Street and walking to coffee, dinner, drinks. So much attention to detail and such comfort provided from the bed to the sheets to the towels and love seat and, oh the shower! Terry and Paul were wonderful hosts, so attentive and generous. Loved that they promoted the local community with goods and services in the flat. Loved our stay!"
United States
Tara T.
The price is ￥34,602
￥57,267 total
includes taxes & fees
Oct 21 - Oct 22
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A room with a large window, a black and white patterned rug, and a black chair with a plant.

15. Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher

Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
Myrtle Creek
10.0 out of 10, Exceptional, (3 reviews)
"The Ranch was everything you could ever want and more it was the most quiet and peaceful night my wife was over the moon with the cows there definitely will be more stays in the future"
United States
Unspecified U.
The price is ￥26,860
￥35,283 total
includes taxes & fees
Oct 13 - Oct 14
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dillard Hotel Reviews

Rosewood Inn and Suites

Rosewood Inn and Suites

8/10 Good
"Upside: I reserved online so got a great discount. The manager was the only one I could extend my stay with so I had to wait for him to come in to get another day added. I really appreciate how quiet the room is. The bed is comfortable too. There's a snack/soda machine down the hall but if the ice machine was more visible I wouldn't have had to bother the staff. The blankets are nice, but it might be cuz I brought my own too. There's free WiFi Downside: The inside of the drawers haven't been cleaned. The fridge has some ice and a who knows how old croissant breakfast sammich in it. 1 of the lamps has a broken switch so can't use that. Bathroom is not in the best shape. Only 1 set of towels and no floor mat. The pool is closed now too. There are coffee cups in the room but no cups. The microwave was pretty dirty. But I appreciate that there are chargers on the lamps. The TV has a lot of channels. The floors were clean. The air conditioner works TOO Good lol I get chilled so I turned on the heater, now I'm hot lol I'm thankful for that though. Overall, the price was worth it. Especially since the manager keeps being happy to extend my stay."
Desiree 1-night trip
Posted 3 hours ago
Rosewood Inn and Suites

Find out more about Dillard

Search for holiday rentals in Dillard on Expedia! You can easily find your home rentals, villas, holiday apartments in Dillard using one of the methods below:

  • View our selection of featured holiday rentals in Dillard
  • Use the map to find apartments and other holiday homes in the Dillard neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dillard while they last

Look no further and take a look at our great range of rental properties in Dillard!

Frequently asked questions

Are there vacation rentals in Dillard?

Yes, we give you a choice of vacation rentals near well known attractions in Dillard, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Dillard?

The Urban Boho Charmer with Private Backyard, BBQ & Hammock: This vacation home near Dillard is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Dillard?

Explore the area and family-friendly sights such as Wildlife Safari, or get out into nature at a spot like South Umpqua River. In the larger area, you’ll find Stewart Park and Melrose Vineyards.

What are vacation rentals like in Dillard?

Vacation rentals are privately owned accommodations you can book for several days or more in Dillard. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.