
Holiday houses in Tri-City
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Top-rated holiday rentals in Tri-City
Guests agree: these stays are highly rated for location, cleanliness and more.

Umpqua Suite Off I-5
This is a very spacious 2-story 1,000 sq-ft apartment with a bedroom, lounge/bedroom, a living room, a dining room, a full size bathroom, a kitchen, and a wardrobe closet. There are 3 TV screens in this apartment, one in each room. There are security cameras located outside the building and in the common entrance hallway only, but not inside the front door of the apartment. There are 2 free parking spaces next to the apartment. Our fitness gym is accessible from Main St for our guests only.
LocationFamilyGetting around
4.87 out of 5 average rating, 109 reviews
Cinder Cottage ~ No Cleaning Fee
Cinder Cottage is a cozy and clean 2 bedroom home that's been recently updated and is pet & family friendly. Located on a quiet corner in the heart of historic Riddle OR just a block from the high school and walking distance to the small downtown. A few miles from the I-5 corridor it's a great place to stop for a break from driving. We're just minutes away from Seven Feathers Casino in Canyonville. Whether you're traveling, exploring or visiting friends or family come relax at Cinder Cottage.
LocationFamilyLong stay
4.94 out of 5 average rating, 301 reviews
Charming, quiet cottage near I-5
You'll be surrounded by peace and beauty in your private cottage in Myrtle Creek. Conveniently located under 2 miles from EXIT 108 on I-5 at the very end of a cul-de-sac in a family friendly neighborhood. 600-square feet and lots of natural light and tall ceilings. Beautiful hardwood floors throughout that were reclaimed from an Oregon high school gymnasium. We've spared nothing for your comfort. Please read our honest reviews! We know you'll love it here - and you might not want to leave!
ValueFamilyAccess
5.0 out of 5 average rating, 126 reviews
The Cottages at Porter Hill (Green)-Near Roseburg
Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.
ValueLocationAir conditioning
5.0 out of 5 average rating, 170 reviews
Bailey River House
Spacious 3 BR 2 bath. The primary bedroom has a king bed. The other 2 rooms have queen beds. The extra bonus room has 2 cots, full sofa sleeper and a Queen platform bed. The home is fully stocked with EVERYTHING you need. NO PETS and NO SMOKING inside the home, especially Marijuana. There will be a $100 -$200 fee if this rule is broken. PARTIES & EVENTS are not allowed until further notice. Airbnb has a global ban of no more than 16 people allowed on the property. Outside cameras in use.
FamilyValueAccess
4.94 out of 5 average rating, 378 reviews
Twin palms
Spend time with the whole family. Very new and modern amenities. Handicap accessible. 7 bed rooms and 5 bathrooms. Bring the whole family and spend time at wildlife safari. Or go hiking/biking/fishing/hunting on the famous north umpqua river. 45 miles of dedicated fly fishing with some of the best steelhead fishing in the world. Crader lake is a wonderful day trip as you travel up the north umpqua river. If you like wine,try a tour with A Touch Of Class limousines Ring doorbell on site.
FamilyLocationNearby
4.9 out of 5 average rating, 122 reviews
Hawthorne Haus
Classic mid century home sitting above downtown Roseburg with 3 bedrooms and 2.5 baths. Home has beautiful views of the city from each of its five decks. Home is fully furnished with everything you'll need to relax, or work with a private office space and high speed WiFi. Walking distance to shopping and dining. Use as your base to explore Southern Oregon with trips to the Oregon Coast, Wildlife Safari, or hiking/fishing/rafting in the Umpqua National Forest. Dogs welcome with a fee.
FamilyValueView
4.91 out of 5 average rating, 298 reviews
OREGON HILLTOP RETREAT
Enjoy this large home in a secluded wooded setting with stunning views only 10 minutes from town. Perfect for family reunions, business retreats, friends' getaway, or anything your heart desires. The Umpqua Valley is a hidden jewel that offers many wineries, the Umpqua River for floating, fishing, and kayaking and Highway 138 with many waterfalls only steps away on your way to the beautiful Crater Lake. Or if you just need to get away from it all and relax this is your spot.
FamilyLocationComfort
4.96 out of 5 average rating, 141 reviews
Forest Dream House Tree House at Pachamama Farm
Complimentary continental breakfast includes croissants, jelly, coffee, tea, creamers, sugar, yogurt, fruit & pineapple juice stocked in your house. Farm menu add-ons like fresh eggs, bacon & sausage available for delivery. 2BR/1BA ranch house w/ kitchenette, laundry, fast Wi-Fi, landline, luxury linens, cozy throws & covered parking. Sleeps 6 family-style or 2 unrelated adults. Dog-friendly 🚫 No cats No smoking indoors. Clean, scenic, peaceful ranch retreat.Sleeps 4 guests
LocationFamilyAccuracy
4.91 out of 5 average rating, 117 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).
FamilyValueHeating
4.98 out of 5 average rating, 196 reviews
A Restful Studio Near a Creek and Forest - Pets
Please read below for details about the occupancy. We are nestled in the country between Roseburg and Glide. This updated studio is private, clean, restored, and sits atop a 50's cabin. This is a shared guest property, and the parking and entrances are completely separate! Open the windows, listen to the creek, or sit on the porch and look at the trees. We are on the way to the North Umpqua river, many hiking trails, waterfalls, and Crater Lake!
FamilyLocationView
5.0 out of 5 average rating, 268 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.
ValueLocationAmenities
4.97 out of 5 average rating, 726 reviewsPopular amenities for Tri-City holiday rentals
Other great holiday rentals in Tri-City

Rustic Riverfront Cabin
ValueFamilyOutdoor spaces
4.99 out of 5 average rating, 313 reviews
Chinook Ranch-Perfect Family Friendly Modern Home
FamilyLocationKitchen
4.84 out of 5 average rating, 19 reviews
Xenia House-Valley View
ValueLocationHeating
4.92 out of 5 average rating, 97 reviews
Creek View Cottage
LocationFamilyQuiet
4.98 out of 5 average rating, 51 reviews
Azalea Farmstay
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 42 reviews
Cozy downtown retreat with two living quarters
LocationFamilySleep quality
4.94 out of 5 average rating, 47 reviews
Umpqua Riverfront Retreat |2 King Beds| Patio View
LocationFamilyHiking
4.96 out of 5 average rating, 23 reviews
The Starlight Lodge Stylish Vintage Cabin- Hot Tub
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 79 reviewsDestinations to explore
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