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Dillard Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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 CA $442
CA $591 total
includes taxes & fees
Nov 8 - Nov 9
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, (60 reviews)
"Great place for us and the kids after a long day at the wildlife safari!"
United States
Jessica M.
The price is CA $227
CA $516 total
includes taxes & fees
Nov 8 - Nov 9
The Watusi Place - A Modern Umpqua Valley Getaway
A wooden pathway leading to a covered area with a view of a mountainous landscape.

3. 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)
"Such a great little cottage prefect for a weekend trip to see family."
United States
Darla S.
The price is CA $231
CA $249 total
includes taxes & fees
Nov 8 - Nov 9
Charming, Private Cottage near I-5 and Golf Course.
A wooden deck with a white railing, a potted plant, and a table.

4. 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, (28 reviews)
"Our hosts, James and Gail, are so lovely. They really care about their guests experience and I felt they truly cared about our experience. It’s a gorgeous home that they have decorated meticulously, and made so comfortable for guests to enjoy. The bed was super comfy and the room cozy. The bedding and towels were soft and top notch. They didn’t skimp on anything. Gail is a great cook and provided homemade food, snacks, and drinks. Some items came from her garden. James is a master with sound and...
United States
Susan
The price is CA $257
CA $302 total
includes taxes & fees
Nov 9 - Nov 10
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
A small, single-story house with a green door, white trim, and a small porch.

5. 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 CA $175
CA $305 total
includes taxes & fees
Nov 13 - Nov 14
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
A modern kitchen with stainless steel appliances, a wooden dining table, and a tufted ottoman.

6. 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 CA $307
CA $482 total
includes taxes & fees
Nov 8 - Nov 9
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
A small cabin with a sloped roof, a wooden picnic table, and a string of lights.

7. Elk Meadow Hideaway LLC Minutes away Worlds apart

Elk Meadow Hideaway LLC Minutes away Worlds apart
Myrtle Creek
The price is CA $167
CA $182 total
includes taxes & fees
Nov 9 - Nov 10
Elk Meadow Hideaway LLC Minutes away Worlds apart
A garden with a wooden deck, a small shed, and a stone pathway.

8. 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, (104 reviews)
"I loved the mother in law unit with supplied kitchen, microwave, frig., etc, etc. The host is vary gracious and friendly. A quiet stay is why I really like it."
United States
Dixie
The price is CA $105
CA $169 total
includes taxes & fees
Nov 10 - Nov 11
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
A small house with a porch and string lights.

9. Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (31 reviews)
"Close to downtown, well appointed, clean and comfortable. Thanks for a lovely stay!"
United States
Sue S.
The price is CA $114
CA $219 total
includes taxes & fees
Nov 8 - Nov 9
Downtown Stay at the Red Tiny Twin!
A house with a covered porch, a seating area with a sofa and armchair, and a small table.

10. <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, (120 reviews)
"Great stay, very clean. Would stay here again."
United States
Cindan G.
The price is CA $168
CA $281 total
includes taxes & fees
Nov 8 - Nov 9
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
A house with blue siding, a wooden front door, and a potted plant near the entrance.

11. Downtown Stay at the Blue Tiny Twin

Downtown Stay at the Blue Tiny Twin
Roseburg
9.6 out of 10, Exceptional, (22 reviews)
"Everything you need is in this small but efficiently planned house. The very small countertop dishwasher is so cute! Perfect place for solo or couple to stay."
United States
Beth B.
The price is CA $126
CA $233 total
includes taxes & fees
Dec 1 - Dec 2
Downtown Stay at the Blue Tiny Twin
A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

12. 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 CA $154
CA $267 total
includes taxes & fees
Nov 16 - Nov 17
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
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 CA $120
CA $146 total
includes taxes & fees
Nov 8 - Nov 9
Lil Cedar Lodge
A wooden cabin with a deck, outdoor seating, and a pathway lit by ground lights.

14. 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, (21 reviews)
"My friend and I had an amazing stay. We went for a walk, had dinner out on the deck and finished the night drinking wine in the double swing. The stars were amazing. Listen to the owls as we went to sleep. Great place for a get away from the city lights :)"
United States
kimberley
The price is CA $129
CA $162 total
includes taxes & fees
Nov 10 - Nov 11
Tiny House nestled into the Forest on 160 acre Playground.
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'.

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 CA $335
CA $516 total
includes taxes & fees
Nov 8 - Nov 9
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.

16. 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 CA $238
CA $299 total
includes taxes & fees
Nov 8 - Nov 9
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

Riverfront Inn Roseburg

Riverfront Inn Roseburg

8/10 Good
"Very clean, beautiful property. The benches by the river are so nice to sit and relax on. The view of the river from the rooms is also very nice. The rooms were very clean and well maintained. I would definitely stay here again."
Andrea 1-night trip
Posted 3 hours ago
Riverfront Inn Roseburg

Find out more about Dillard

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dillard. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.