Default HTG hotel image

Dillard Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Dillard vacation rentals

Terrace/patio

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.
$106 nightly
The price is $108
Jul 26 - Jul 27
Total with taxes and fees
Lil Cedar Lodge
Exterior

<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, (106 reviews)
"The Keasington house was perfect for our trip to see family. It had everything we needed. Will definitely be staying again next time we are in the area!"
United States
Michelle C.
$194 nightly
The price is $212
Jul 22 - Jul 23
Total with taxes and fees
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Property grounds

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, (97 reviews)
"Wonderful stay, peaceful and relaxing, exceptional host, highly recommended "
United States
Brad
$135 nightly
The price is $137
Jul 27 - Jul 28
Total with taxes and fees
Country Farm Condo w/kitchen, near 7 Feathers Casino on OR Hwy 5; Dog friendly
Property grounds

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, (46 reviews)
"This was a cute and private cottage with privacy and beautiful views. Anya was so kind and always available. The cottage had just the right things and was very clean. "
United States
Amanda H.
$188 nightly
The price is $188
Jul 19 - Jul 20
Total with taxes and fees
Charming, Private Cottage near I-5 and Golf Course.
Exterior

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, (41 reviews)
"Nice place, great location."
United States
Gordon
$211 nightly
The price is $231
Jul 19 - Jul 20
Total with taxes and fees
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Exterior

Downtown Stay at the Red Tiny Twin!

Downtown Stay at the Red Tiny Twin!
Roseburg
9.8 out of 10, Exceptional, (26 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.
$160 nightly
The price is $175
Jul 24 - Jul 25
Total with taxes and fees
Downtown Stay at the Red Tiny Twin!
Exterior detail

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.
$160 nightly
The price is $175
Aug 3 - Aug 4
Total with taxes and fees
Downtown Stay at the Blue Tiny Twin
Exterior detail

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.
$183 nightly
The price is $200
Jul 25 - Jul 26
Total with taxes and fees
Stunning Views~<br>Beulaire, a MCM Hillside Retreat Suite. <br>Beautiful Views~
Exterior

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, (17 reviews)
"Great location, nice and quiet easy to get to fantastic hosts."
United States
Lee and Kristy D.
$147 nightly
The price is $149
Aug 4 - Aug 5
Total with taxes and fees
Tiny House nestled into the Forest on 160 acre Playground.
Dining

The Watusi Place - A Modern Umpqua Valley Getaway

The Watusi Place - A Modern Umpqua Valley Getaway
Winston
10.0 out of 10, Exceptional, (54 reviews)
"Good hosts & very nice home."
United States
Pamela M.
$362 nightly
The price is $392
Jul 30 - Jul 31
Total with taxes and fees
The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio

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)
"Amazing B&B. Innkeepers James and Gail were exceptional hosts. Their attention to the details from arrival through departure made our stay very special. Breakfast was delicious. With its many thoughtful amnesties, this Inn has become one of our most memorable. It’s sophisticated, elegant and comfortable!"
United States
karen m.
$254 nightly
The price is $278
Jul 17 - Jul 18
Total with taxes and fees
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Deluxe Apartment, City View | Private kitchen

Bell Sister Flats

Bell Sister Flats
2.0 star property
Roseburg
$361 nightly
The price is $395
Jul 26 - Jul 27
Total with taxes and fees
Bell Sister Flats
Fridge, microwave, oven, stovetop

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)
"Terry's place was such a treat! The apartment exceeded so many of our expectations and was perfect for our mini vacation. Wonderful features and amenities. Beautiful finishes, linens and furnishings. Super responsive host. We look forward to our next stay!"
United States
CARISSA F.
$331 nightly
The price is $362
Jul 20 - Jul 21
Total with taxes and fees
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Exterior detail

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Roseburg
$353 nightly
The price is $387
Jul 17 - Jul 18
Total with taxes and fees
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
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

Historical John Rast House

Historical John Rast House

10/10 Excellent
"Cheri and Mike are wonderful hosts. We enjoyed our stay. The private tour with the history of the house was a huge plus. Cheri and Mike are proud of the historical significance of the house. The renovations Cheri and Mike did, preserved the heritage. The location is wonderful, walking distance from "downtown" Roseburg. We want to come back. Our room was perfect! Clean and had an in room sink. I loved the sound machines in each room, it helped me sleep better. I wish we could have had another day their. The location is close to I5, but not too close. No freeway noise. Easy on and off. Sadly the property is for sale, I hope the new inn keepers will cherish the history and location."
Cat 1-night trip
Posted 8 hours ago
Historical John Rast House

Find out more about Dillard

Everything you need to know about Dillard vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dillard vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dillard vacation 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 low season months. For more hustle and bustle, you may prefer to visit Dillard in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dillard rentals

At Expedia, we put the best Dillard vacation 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 vacation.

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.