Holiday Rentals Dillard from £87: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Dillard holiday rentals

A small cabin with a sloped roof, a wooden picnic table, and a string of lights.

1. Elk Meadow Hideaway LLC Minutes away Worlds apart

Myrtle Creek

includes taxes & fees

28 Oct - 29 Oct

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

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

Riddle

Dixie

includes taxes & fees

10 Nov - 11 Nov

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!

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

includes taxes & fees

1 Nov - 2 Nov

A small house with a porch and string lights.

4. Downtown Stay at the Red Tiny Twin!

Roseburg

Sue S.

includes taxes & fees

1 Nov - 2 Nov

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

Roseburg

Norma B.

includes taxes & fees

14 Nov - 15 Nov

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

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

Myrtle Creek

Darla S.

includes taxes & fees

28 Oct - 29 Oct

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

7. The Watusi Place - A Modern Umpqua Valley Getaway

Winston

Jessica M.

includes taxes & fees

28 Oct - 29 Oct

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

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

Roseburg

Nicole B.

includes taxes & fees

28 Oct - 29 Oct

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

9. Lil Cedar Lodge

Roseburg

Zakary S.

includes taxes & fees

6 Nov - 7 Nov

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

Roseburg

Cindan G.

includes taxes & fees

1 Nov - 2 Nov

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

11. Bell Sister Flats

Roseburg

Daniel

includes taxes & fees

30 Oct - 31 Oct

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.

Roseburg

kimberley

includes taxes & fees

4 Nov - 5 Nov

13. 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.

includes taxes & fees

21 Nov - 22 Nov

A room with a large window, a black and white patterned rug, and a black chair with a plant.

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

Myrtle Creek

Unspecified U.

includes taxes & fees

8 Nov - 9 Nov

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

Roseburg

includes taxes & fees

28 Oct - 29 Oct

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Top Dillard Hotel Reviews

SureStay by Best Western Roseburg

8/10 Good

"I realize the hotel is under construction and the parking lot is somewhat occupied with big trash bins. It was not like that last year when we came, so I am expecting that this is temporary. We really like the new renovations and the pool area is always wonderful! The room with the sofa bed that sleeps 6 was very spacious and comfortable. It is nice that they provide a breakfast at all, but I am allergic to eggs and needed sliced ham or sausages for protein and not just eggs. We were there for a business trip and had several pieces of clothing to hang, but there is no closet OR even a chest of drawers to fold and store your clothing. We had clothes draped all over the sofa, the beds and the desk. The employees were super helpful and nice and tried to help us with everything we needed. There needs to be a water bottle fill up somewhere instead of just a drinking fountain. I cannot fill up my large water bottle in the drinking fountain AND there is no tub in the room to do it either. I realize Roseburg water is clean, but there is no place to fill up a water bottle, not even in the exercise room. Other than that, this hotel is a good price compared to the other hotels in the area and we will probably stay here again."

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, apart-hotels, 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 favorite 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 depends 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 £87 per night. Entering your travel dates in the search wizard you might find 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.

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Check prices for these dates

Our top choices for Dillard holiday rentals

1. Elk Meadow Hideaway LLC Minutes away Worlds apart

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