Vacation rentals in Riddle

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Top-rated vacation rentals in Riddle

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Guest favorite

Cottage in Glendale

4.92 out of 5 average rating, 292 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

Sep 14 – 21

G$19,802 GYD per night

Guest favorite

Home in Riddle

4.91 out of 5 average rating, 130 reviews

Vintage Boho Bungalow in the South Umpqua Valley

Relax and enjoy your stay at our cozy 700 square foot cottage in the heart of historic Riddle OR. Everything you need for a comfortable visit is provided with a fully equipped kitchen and all amenities. The outdoor living area has a covered patio with fire pit and comfy chairs. There is a gas BBQ with outdoor dining under the shade of the walnut tree where the papasan swing is ready for relaxation. Pets are welcome! The front yard is fenced for privacy and will contain small & medium sized dogs.

Jul 9 – 16

G$24,212 GYD per night

Guest favorite

Home in Riddle

4.97 out of 5 average rating, 146 reviews

Moonlight Escape

A couple different golf courses closest is 5 miles North and Seven Feathers Casino & Resort 5 miles south. 15 miles north is the famous Wildlife Safari and some great wine country. We have several rivers, lakes and waterfalls all within an hour or less drive time. We are centrally located for a day trip to the Oregon Coast, Crater Lake or Diamond Lake. Our place is great for couples, solo adventurers, business, and families with children. Whitewater rafting and jet boats both within hour drive.

Mar 4 – 11

G$29,876 GYD per night

Guest favorite

Cottage in Azalea

4.95 out of 5 average rating, 108 reviews

Orchard House -Amongst the Forest

Orchard House! Quaint 2 story farmhouse nestled among trees, beside the creek, the orchard across the footbridge! Stay in our Beautiful, Magical 13-acre Sanctuary. Our Intention-enhance & honor this Natural Beauty, a covid-safe escape to vacation/camp-a Special place for Precious downtime. Meadows, creeks, Pondering Platform, pond w dock, vineyard, orchard, organic garden. Discovery of trees & birds happens daily... Also available/Book w/ friends, search Airbnb for "Blissful Solitude Cottage"

Apr 8 – 15

G$22,174 GYD per night

Guest favorite

Tiny home in Shady Cove

4.96 out of 5 average rating, 200 reviews

Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Aug 26 – Sep 2

G$31,509 GYD per night

Guest favorite

Guesthouse in Roseburg

4.99 out of 5 average rating, 205 reviews

Blissful Guesthouse Outdoor living rm/sun loungers

Welcome to the Bliss, your serene escape awaits! Picture yourself unwinding in our courtyard, on one of our sun loungers sheltered by a 15-foot umbrella. As the day turns to evening, indulge yourselves into the outdoor living room with ambient lighting, firepit, TV, curtains Those seeking a bit of playful diversion, will enjoy our Arcade/playoom Meanwhile, our variety of outdoor games, & picnic area. We are offering you a rejuvenating retreat that's both soothing and exhilarating.

Dec 5 – 12

G$19,064 GYD per night

Guest favorite

Tiny home in Grants Pass

4.97 out of 5 average rating, 201 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

Feb 9 – 16

G$28,256 GYD per night

Guest favorite

Cottage in Myrtle Creek

4.99 out of 5 average rating, 119 reviews

Rae of Sunshine Sanctuary

Come and enjoy a quiet and relaxing stay where you can put your feet up and unwind inside of our beautiful 100 year old quaint cottage, or enjoy the gorgeous private scenery and wildlife surrounding it. Many which include a variety of birds, deer, our residential goats, pig, horses, bunnies, and our seasonal pond with mallards and frogs. (All of our animals are located on the property but are separate from the cottage. Please see host about scheduling any interactions).

Dec 23 – 30

G$24,057 GYD per night

Guest favorite

Cottage in Roseburg

4.99 out of 5 average rating, 221 reviews

Bella's Cozy Cottage, Entire home with yard use

Our reviews say it all! We are guests favorite/super hosts. This sweet little 40's cottage is cozy and full of charm & period pieces.Just 1/4 mile off I-5 in a nice, quiet neighborhood. Very close to VA, bike path, shopping CTR, grocery stores ( Fred Meyers,Grocery Outlet), coffee, restaurants & fast foods. Close to Mercy Hos. Great location for day trips to the Oregon Coast, Crater/Diamond Lakes, fishing, boating, Umpqua Valley Wines, Golfing, WildLife Safari & more

Aug 20 – 27

G$19,161 GYD per night

Guest favorite

Farm stay in Days Creek

4.91 out of 5 average rating, 254 reviews

Ranch House #2 +Farm Breakfast Included

Spread out in 1500 Sq. Feet Of Grand Rustic Décor! Located in the original barn on the property, Our Charming Rustic Ranch House is part of a converted barn duplex. Featuring a fully stocked kitchen, full bathroom, 2 bedrooms(1 bedroom is spacious with a queen bed and chair. 1 bedroom has a Queen & Bunk Twin), Kids Loft & Game Room has 2 Twins and a great room with 20’ ceilings for gathering up after a long day of play. We are dog friendly but Do Not allow CATS

Dec 22 – 29

G$29,659 GYD per night

Guest favorite

Guest suite in Roseburg

4.98 out of 5 average rating, 215 reviews

Umpqua Valley Garden Getaway

Minutes from several award-winning wineries and local fishing holes, the Umpqua Valley Garden Getaway has all the amenities you will need for a memorable vacation. Down a cobblestone stairway, you will find a pristinely redesigned cottage nestled in a private backyard garden. Start your day with a hot cup of coffee from the wicker chairs overlooking the backyard and end your day dining al fresco as string lights dangle above a cozy corner of the deck.

Jul 18 – 25

G$18,590 GYD per night

Guest favorite

Home in Roseburg

4.98 out of 5 average rating, 562 reviews

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

Nov 6 – 13

G$25,791 GYD per night