Dillard Vacation Rentals from $122: Search Short-Term Rentals

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Our top choices for Dillard vacation rentals

A garden with a wooden deck, a small shed, and a stone pathway.

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

Riddle

Brad

$130 nightly

Oct 20 - Oct 21

Total with taxes and fees

A wooden deck with a white railing, a potted plant, and a table.

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

Roseburg

"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...

Susan

$228 nightly

Nov 1 - Nov 2

Total with taxes and fees

A bathroom with a shower curtain, a towel rack, a water heater, and a striped towel.

3. Elk Meadow Hideaway LLC Minutes away Worlds apart

Myrtle Creek

$128 nightly

Oct 17 - Oct 18

Total with taxes and fees

A spacious living area with a wooden dining table, black chairs, a ceiling fan, and a television displaying a beach scene.

4. The Watusi Place - A Modern Umpqua Valley Getaway

Winston

Jessica M.

$357 nightly

Oct 19 - Oct 20

Total with taxes and fees

A small house with a porch and string lights.

5. Downtown Stay at the Red Tiny Twin!

Roseburg

Sue S.

$151 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Roseburg

Gordon

$210 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern house with a stone pathway leading to the entrance, surrounded by various plants and a large planter.

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

Roseburg

Nicole B.

$181 nightly

Oct 17 - Oct 18

Total with taxes and fees

A modern living room with a white sofa, a patterned rug, and a flat-screen TV mounted on the wall.

8. Cozy & Comfortable 2-bedroom home

Roseburg

$224 nightly

Oct 17 - Oct 18

Total with taxes and fees

A wooden pathway leading to a covered area with a view of a mountainous landscape.

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

Myrtle Creek

"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...

cynthia

$200 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

10. Bell Sister Flats

Roseburg

Daniel

$420 nightly

Oct 21 - Oct 22

Total with taxes and fees

A house with a covered porch, a seating area with a sofa and armchair, and a small table.

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

Roseburg

Cindan G.

$193 nightly

Oct 19 - Oct 20

Total with taxes and fees

A wooden cabin named 'Lil Cedar Lodge' with a metal roof, two windows, and a small porch with a chair and table.

12. Lil Cedar Lodge

Roseburg

Zakary S.

$120 nightly

Nov 4 - Nov 5

Total with taxes and fees

A wooden cabin with a deck, outdoor seating, and a pathway lit by ground lights.

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

Roseburg

kimberley

$134 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

Roseburg

"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!"

Tara T.

$331 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

Myrtle Creek

Unspecified U.

$222 nightly

Oct 20 - Oct 21

Total with taxes and fees

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'.

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

Roseburg

$353 nightly

Oct 19 - Oct 20

Total with taxes and fees

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Top Dillard Hotel Reviews

Umpqua Valley Hotel

10/10 Excellent

"The staff were helpful and gave suggestions. Breakfast was served and good. Alittle bit of everything to choose. Easy access to find. I would recommend it"

Downtown Stay at the Red Tiny Twin!

8/10 Good

"Very comfortable stay. Good bed, soft linens. Cute home! Biggest issue was with a dog that barked 90% of the day that lives just below this house. This might not be a huge problem if you’re gone during the day, but as a traveling nurse who was planning on booking this place again, I couldn’t stay here if I was working night shifts and I needed to sleep during the day."

Best Western Garden Villa Inn

8/10 Good

"Staff was excellent, helpful & very friendly. Ice machine was out in the parking lot away from the hotel. Breakfast was delicious. The one negative we had was there was not a cable guide for the TV. Unfortunately, I forgot to request a first floor room due to my mobility issues. When we got to the hotel there were only second floor room available with no elevator. The staff transfered us to a first floor room the next morning. They gave us a room with a raised toilet & extra safety bars, which I appreciated. We will be staying there again."

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 $122 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.

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.

Room 1

Check prices for these dates

Our top choices for Dillard vacation rentals

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

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

3. Elk Meadow Hideaway LLC Minutes away Worlds apart

4. The Watusi Place - A Modern Umpqua Valley Getaway

5. Downtown Stay at the Red Tiny Twin!

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

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

8. Cozy & Comfortable 2-bedroom home

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

10. Bell Sister Flats

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

12. Lil Cedar Lodge

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

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

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

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

Find vacation rentals that suit your style

Top Dillard Hotel Reviews

Umpqua Valley Hotel

Downtown Stay at the Red Tiny Twin!

Rosewood Inn and Suites

The Lodge at Roseburg

SureStay by Best Western Roseburg

Super 8 by Wyndham Roseburg

C.H. Bailey House

Best Western Garden Villa Inn

Howard Johnson by Wyndham Roseburg

Find out more about Dillard

Frequently asked questions