Dillard Vacation Rentals

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in Dillard

Terrace/patio
the Bunkhouse coyote- Private Studio Retreat Room

Apartment in Winston

2.0 star property
10.0 out of 10, Exceptional, (1)
"The views are out of this world! The horses on property are gorgeous! This truly felt like a vacation within a vacation (drove that way for the wildlife safari park). We plan to come back again! Property owner is a sweetheart! "
United States
Charles B.
$117 nightly
The price is $118
Dec 8 - Dec 9
Total with taxes and fees
the Bunkhouse coyote- Private Studio Retreat Room
Terrace/patio
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!

Vacation Home in Roseburg

10.0 out of 10, Exceptional, (24)
"My parents stayed here for our son's graduation. They were very impressed with the hosts and warm welcome they received"
United States
SharonLee S.
$222 nightly
The price is $243
Dec 8 - Dec 9
Total with taxes and fees
Luxury, Full Service Bed and Breakfast - you are the only guest in our home!
Exterior
Tiny House nestled into the Forest on 160 acre Playground.

Vacation Home in Roseburg

9.6 out of 10, Exceptional, (13)
"Just as described, clean & comfortable loft bed. Owner great with communication & so nice. Would stay again "
United States
Lucinda H.
$155 nightly
The price is $158
Dec 8 - Dec 9
Total with taxes and fees
Tiny House nestled into the Forest on 160 acre Playground.
1 bedroom, bed sheets
Lil Cedar Lodge

Cabin in Roseburg

$111 nightly
The price is $112
Dec 8 - Dec 9
Total with taxes and fees
Lil Cedar Lodge
Outdoor dining
The Watusi Place - A Modern Umpqua Valley Getaway

Vacation Home in Winston

10.0 out of 10, Exceptional, (47)
"The house was amazing! Easy to get in, clean and well stocked. Definitely recommend to anyone looking for a nice place."
United States
Amy H.
$337 nightly
The price is $365
Dec 14 - Dec 15
Total with taxes and fees
The Watusi Place - A Modern Umpqua Valley Getaway
Terrace/patio
A Restful Studio Near a Creek and Forest - Pets

Vacation Home in Roseburg

10.0 out of 10, Exceptional, (40)
"Great place! The only thing I’d change is some blackout curtains if folks wanted to sleep in! Otherwise everything was amazing, Very sweet host and not to mention the beautiful property! "
United Kingdom
Hunter S.
$181 nightly
The price is $181
Dec 8 - Dec 9
Total with taxes and fees
A Restful Studio Near a Creek and Forest - Pets
Fridge, microwave, oven, stovetop
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Apartment in Roseburg

2.0 star property
10.0 out of 10, Exceptional, (3)
"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.
$304 nightly
The price is $333
Dec 8 - Dec 9
Total with taxes and fees
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Property grounds
Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly

Condo in Riddle

9.8 out of 10, Exceptional, (85)
"I love it there, so nice and quiet, comfortable, and enjoyed cable TV to watch the Mariners gsme vs Blue Jays. "
United States
Dixie
$125 nightly
The price is $127
Dec 23 - Dec 24
Total with taxes and fees
Country Farm Condo, near 7 Feathers Casino/Canyonville on OR Hwy 5; Dog friendly
Interior
Charming, Private Cottage near I-5 and Golf Course.

Cottage in Myrtle Creek

10.0 out of 10, Exceptional, (41)
"This is the second time I have stayed here, both times with my dog. The place is convenient, quiet, clean, comfortable, and with great touches and landscaping outside. Wonderful place."
United States
Carter L.
$193 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
Charming, Private Cottage near I-5 and Golf Course.
Exterior
The Urban Boho Charmer with Private Backyard, BBQ & Hammock

Vacation Home in Roseburg

9.6 out of 10, Exceptional, (36)
"Nice place, great location."
United States
Gordon
$209 nightly
The price is $229
Dec 28 - Dec 29
Total with taxes and fees
The Urban Boho Charmer with Private Backyard, BBQ & Hammock
Exterior
Red Tiny Twins, Downtown Eco & Pet Friendly Stay

Vacation Home in Roseburg

9.6 out of 10, Exceptional, (20)
"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.
$166 nightly
The price is $182
Dec 8 - Dec 9
Total with taxes and fees
Red Tiny Twins, Downtown Eco & Pet Friendly Stay
Fridge, microwave, oven, stovetop
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun

Vacation Home in Roseburg

9.8 out of 10, Exceptional, (37)
"Just as advertised! Great house. Would definitely stay there again."
United States
Jake G.
$263 nightly
The price is $288
Dec 14 - Dec 15
Total with taxes and fees
Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun
Interior
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath

Vacation Home in Roseburg

9.8 out of 10, Exceptional, (90)
"The decor is very 60s/70s reminiscent. The owners definitely seem to care about taking good care of the home. We enjoyed our stay here."
United States
Robbie S.
$203 nightly
The price is $222
Dec 11 - Dec 12
Total with taxes and fees
<br>~Keasington House, a Mid Century Gem in Hucrest. 2bdrm, 2bath
Interior
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

Vacation Home in Roseburg

9.4 out of 10, Exceptional, (19)
"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.
$165 nightly
The price is $181
Dec 9 - Dec 10
Total with taxes and fees
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins
Fridge, microwave, oven, stovetop
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool

Vacation Home in Roseburg North

9.4 out of 10, Exceptional, (18)
"This property was very enjoyable for the children and I enjoyed the kitchen."
United States
Stacy B.
$441 nightly
The price is $448
Dec 8 - Dec 9
Total with taxes and fees
Xenia Retreat- North Roseburg Area Family Retreat with Seasonal Pool
Terrace/patio
Bunkhouse Bear Room -Private Studio Retreat

Apartment in Roseburg

2.0 star property
$115 nightly
The price is $117
Jan 2 - Jan 3, 2026
Total with taxes and fees
Bunkhouse Bear Room -Private Studio Retreat
Deluxe Apartment, City View | Private kitchen
Bell Sister Flats

Aparthotel in Roseburg

2.0 star property
$347 nightly
The price is $381
Dec 13 - Dec 14
Total with taxes and fees
Bell Sister Flats
Outdoor spa tub
Private bungalow with AC in charming Roseburg

Vacation Home in Roseburg

2.0 star property
$338 nightly
The price is $343
Dec 8 - Dec 9
Total with taxes and fees
Private bungalow with AC in charming Roseburg
Terrace/patio
the Bunkhouse Deer - Private Studio Retreat Room

Apartment in Winston

10.0 out of 10, Exceptional, (2)
"The Coyote room was just perfect! Peaceful, walking places, friendly folks, just right! "
United States
Nancy P.
$125 nightly
The price is $127
Dec 9 - Dec 10
Total with taxes and fees
the Bunkhouse Deer - Private Studio Retreat Room
Fridge, microwave, oven, stovetop
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Apartment in Roseburg

2.0 star property
$326 nightly
The price is $357
Dec 8 - Dec 9
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.
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Top Dillard Hotel Reviews

Hampton Inn & Suites Roseburg

Hampton Inn & Suites Roseburg

10/10 Excellent
"The whole hotel is spotless. The staff are wonderful. The breakfast was delicious. The pool and hot tub were clean. The gym was well equipped. Overall great stay! I usually hate hotels because they are loud and dirty and prefer to rent houses but this hotel really exceed my expectations. I would stay here again in a heartbeat. "
Sher 2-night trip
Posted 2 days ago
Hampton Inn & Suites Roseburg

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 $112 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.

Explore a world of travel with Expedia

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?

Adorable 2 bedroom 1 bath house pet friendly nearby shopping and hospital: This vacation home rental near Dillard is located on a river and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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 Melrose Vineyards and HillCrest Winery and Distillery.

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.