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Dillard Holiday Rentals

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Check prices for these dates

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

Our top choices for Dillard holiday 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 AU$555
includes taxes & fees
12 Oct - 13 Oct
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 AU$541
includes taxes & fees
12 Oct - 13 Oct
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 AU$360
includes taxes & fees
1 Nov - 2 Nov
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 AU$290
includes taxes & fees
11 Oct - 12 Oct
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 AU$189
includes taxes & fees
9 Oct - 10 Oct
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 AU$335
includes taxes & fees
14 Oct - 15 Oct
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 AU$192
includes taxes & fees
13 Oct - 14 Oct
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 AU$308
includes taxes & fees
1 Nov - 2 Nov
<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 AU$536
includes taxes & fees
10 Oct - 11 Oct
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 AU$289
includes taxes & fees
12 Oct - 13 Oct
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 AU$240
includes taxes & fees
10 Oct - 11 Oct
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 AU$204
includes taxes & fees
4 Nov - 5 Nov
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 AU$177
includes taxes & fees
4 Nov - 5 Nov
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 AU$507
includes taxes & fees
12 Oct - 13 Oct
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 AU$327
includes taxes & fees
14 Oct - 15 Oct
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.
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Top Dillard Hotel Reviews

The Lodge at Roseburg

The Lodge at Roseburg

8/10 Good
"beautiful view of the river from the private deck. close to dining options."
Leslie 1-night trip
Posted 9 hours ago
The Lodge at Roseburg

Find out more about Dillard

Everything you need to know about Dillard holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dillard holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dillard holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dillard holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dillard. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dillard holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dillard holiday rentals we have selected for you start as low as AU$177 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dillard rentals

At Expedia, we put the best Dillard holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dillard rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dillard holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dillard. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Dillard?

Yes, there are holiday rentals close to the most popular sights in Dillard, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dillard has to offer?

The Urban Boho Charmer with Private Backyard, BBQ & Hammock: This holiday home rental outside of Dillard is located on a river, and has a patio, a garden and a BBQ 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 wider area, you’ll find Stewart Park and Melrose Vineyards.

What are holiday rentals like in Dillard?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dillard. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family getaway.