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Dillard Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Dillard holiday rentals

Dining

1. The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (57 reviews)
"Good hosts & very nice home."
United States
Pamela M.
The price is HK$1,271
HK$3,023 total
includes taxes & fees
25 Aug - 26 Aug
The Watusi Place - A Modern Umpqua Valley Getaway
Property grounds

2. 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, (99 reviews)
"Wonderful stay, peaceful and relaxing, exceptional host, highly recommended "
United States
Brad
The price is HK$589
HK$1,035 total
includes taxes & fees
10 Sept - 11 Sept
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Exterior detail

3. Downtown Stay at the Blue Tiny Twin

Downtown Stay at the Blue Tiny Twin
Roseburg
9.6 out of 10, Exceptional, (21 reviews)
"Just the right size and location for a wine country getaway weekend. Had everything we needed, and more. Will not hesitate to book again next trip, if it's available."
United States
John L.
The price is HK$706
HK$1,375 total
includes taxes & fees
19 Aug - 20 Aug
Downtown Stay at the Blue Tiny Twin
Exterior

4. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (27 reviews)
"It was a perfect place for us to stay for a short trip to visit family with our two little dogs."
United States
Rochelle S.
The price is HK$636
HK$1,298 total
includes taxes & fees
19 Aug - 20 Aug
Downtown Stay at the Red Tiny Twin!
Exterior

5. <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, (112 reviews)
"We really enjoyed our stay at April’s house. It was a comfortable house and we loved being so close to Stewart Park for our daily walks."
United States
Sara W.
The price is HK$942
HK$1,667 total
includes taxes & fees
10 Sept - 11 Sept
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Exterior

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, (42 reviews)
"Nice place, great location."
United States
Gordon
The price is HK$981
HK$1,813 total
includes taxes & fees
10 Sept - 11 Sept
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Terrace/patio

7. Lil Cedar Lodge

Lil Cedar Lodge
Roseburg
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place. Really enjoyed my stay."
United States
Zakary S.
The price is HK$671
HK$880 total
includes taxes & fees
15 Aug - 16 Aug
Lil Cedar Lodge
Property grounds

8. 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, (47 reviews)
"My visit was very nice and the home owners were very friendly and helpful. I will definitely keep this home in mind for future visits"
United States
Lawrence S.
The price is HK$1,388
HK$1,587 total
includes taxes & fees
27 Aug - 28 Aug
Charming, Private Cottage near I-5 and Golf Course.
Exterior detail

9. 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, (30 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 HK$863
HK$1,547 total
includes taxes & fees
23 Aug - 24 Aug
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Terrace/patio

10. 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 HK$1,744
HK$2,185 total
includes taxes & fees
12 Sept - 13 Sept
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Exterior

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

Tiny House nestled into the Forest on 160 acre Playground.
Roseburg
9.8 out of 10, Exceptional, (18 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
The price is HK$819
HK$1,071 total
includes taxes & fees
26 Aug - 27 Aug
Tiny House nestled into the Forest on 160 acre Playground.
Private kitchen

12. Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
The price is HK$2,227
HK$3,040 total
includes taxes & fees
21 Aug - 22 Aug
Bell Sister Flats
Coffee/tea maker, fridge, microwave, oven

13. 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 HK$1,718
HK$2,827 total
includes taxes & fees
17 Aug - 18 Aug
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Interior

14. 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, (2 reviews)
"The ranch is very nice, exceeds expectations."
United States
Jon W.
The price is HK$1,334
HK$1,776 total
includes taxes & fees
5 Sept - 6 Sept
Private Ranch House, Highland Cattle, Horses & Peaceful Views - a soul refresher
Exterior detail

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

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
The price is HK$1,875
HK$3,025 total
includes taxes & fees
15 Aug - 16 Aug
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Private kitchen

16. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is HK$1,138
HK$1,322 total
includes taxes & fees
26 Aug - 27 Aug
Elk Meadow Hideaway LLC Minutes away Worlds apart
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

Best Western Garden Villa Inn

Best Western Garden Villa Inn

10/10 Excellent
"The breakfast setup was great! The open air pool was nice. The rooms were nice, and clean. EXCEPT for the floors. My feet were BLACK from floors. After reading dozens upon dozens of other reviews. Same issue. Overall a great stay, just keep your shoes on."
Dan 1-night trip
Posted 1 hour ago
Best Western Garden Villa Inn

Find out more about Dillard

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

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?

4 BEDROOM House across from River in Best Roseburg area!: This holiday home rental outside of Dillard is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Melrose Vineyards and Winchester Dam.

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.