Holiday houses in Tri-City

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Top-rated holiday rentals in Tri-City

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Top Guest favourite
A cozy living area features two patterned chairs positioned near a wooden coffee table. A wall-mounted television displays artwork, while a decorative wall piece is visible. The space is adorned with a blue accent wall, wooden paneling, and a light fixture with multiple bulbs.
Home in Riddle
4.93 out of 5 average rating, 208 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.

Top Guest favourite
A living area is presented featuring a comfortable gray sofa, a wooden coffee table, and a flat-screen TV. Soft natural light enters through the window, highlighting the light hardwood flooring and a ceiling fan above. A decorative lamp and a wall clock add to the inviting ambiance.
Guesthouse in Myrtle Creek
5 out of 5 average rating, 111 reviews

Charming Private Cottage Near I-5 and Golf Course

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!

Top Guest favourite
A cozy bedroom features a spacious bed adorned with a quilted cover and decorative pillows. A wooden tray with two mugs, a plate with snacks, and a small vase of flowers rests on the bed. Light streams in through two windows, highlighting the calming decor.
Cottage in Tenmile
5 out of 5 average rating, 131 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.

Guest favourite
A cozy living area features a dark leather sofa and two matching armchairs, arranged around a marble-top coffee table. Natural wood flooring complements the space, while a textured area rug adds warmth. The room is illuminated by soft lighting, with dark curtains framing a window.
Home in Riddle
4.96 out of 5 average rating, 165 reviews

Moonlight Escape

A couple different golf courses closest is 5 miles north. 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.

Top Guest favourite
A serene aerial view captures the Main Umpqua River bordered by lush greenery and expansive fields. Nearby vineyards and farms stretch across the landscape, conveying a sense of tranquility in the heart of wine country.
Guest suite in Roseburg
5 out of 5 average rating, 205 reviews

Riverfront Hideaway - Hot Tub - Private Entrance

Kick back and relax in this calm, stylish retreat tucked along the river in the heart of wine country. With peaceful river views and private river access just steps away, you’ll feel immersed in nature—yet still enjoy the convenience of being only a quick 10-minute drive into town. Fishing, agriculture, local activities, and abundant wildlife surround our tranquil hideaway, and it’s easy to see why we fell in love with this special place. Come unwind and soak in the serenity.

Top Guest favourite
Two goats rest together on a colorful welcome mat located at the entrance of the cottage. The door behind them features multiple panes of glass framed in a vibrant turquoise, creating a cheerful focal point for the scene.
Cottage in Myrtle Creek
4.98 out of 5 average rating, 185 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).

Top Guest favourite
A residential exterior view showcases a light blue house set against a clear sky. A mature tree with green foliage provides shade, while gravel landscaping enhances the area. The entrance is marked by simple wooden steps leading to the door.
Home in Roseburg
4.85 out of 5 average rating, 339 reviews

Peaceful Paradise

Very clean and private. Great Base to get out and explore or to relax. We are located on the way to North Umpqua and the North entrance of Crater lake both boast of beautiful waterfalls and amazing hikes! We are located less than 2 miles off the 5 freeway . The area has everything from restaurants, wineries and outdoor activities. A short 15 minutes away is Wildlife Safari which we offer discount tickets. Whether it's overnight or longer you'll love it here!

Top Guest favourite
A cozy outdoor seating area features two wicker chairs adorned with colorful cushions. A modern fire pit sits between them, with a bottle of wine and two glasses ready for use. Lush greenery and garden views are visible in the background.
Guest suite in Roseburg
4.98 out of 5 average rating, 294 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.

Top Guest favourite
Home in Roseburg
5 out of 5 average rating, 207 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!

Top Guest favourite
A cozy living area is highlighted by a vintage-inspired red armchair and a small patterned rug, creating a welcoming space. Natural light filters through large windows, illuminating framed artwork on the walls. A charming trunk serves as a coffee table, while a small sofa offers additional seating.
Cabin in Wolf Creek
4.96 out of 5 average rating, 108 reviews

Camp 505-Little Cabin in the Woods Sunny Valley OR

Welcome to our charming rustic cabin nestled on 10 acres of breathtaking land in Beautiful Sunny Valley, Oregon! We are located less than a mile off I-5 and 10 miles north of Grants Pass,Oregon. This cozy retreat , offering a perfect blend of antique charm and modern comfort. Discover the wonders of our 10-acre property and the expansive outdoor space is perfect for picnics, stargazing, or sipping a glass of wine as you sit by the fire pit.

Top Guest favourite
The exterior of the Circle C Guest House is showcased, featuring a red-brown wooden structure with a sloped roof. A welcoming porch is visible, along with a stone pathway leading to it. Two white chairs are positioned outside, surrounded by trees and natural landscaping.
Tiny home in Riddle
4.95 out of 5 average rating, 210 reviews

The Circle C Guest House

Dan and Sally, hosts for 9 years, invite you to stay at the Circle C Guest House, a 288sf pet-friendly tiny home on the 9-acre Circle C Ranch 6 miles off I-5 Exit 103 (Riddle/Tri City), which is 22 miles south of Roseburg. Visit Umpqua valley wineries, Wildlife Safari, Cougar Canyon Golf Course and Seven Feathers Casino. Fishing, hunting, swimming, hiking and cycling opportunities nearby. Discounts for stays of 4 or more nights.

Top Guest favourite
The guest house features a striking wooden exterior, with large glass doors framed by a covered porch. Sunlight shines brightly above, casting an inviting glow. Surrounding the house, lush vineyards and rolling hills create a scenic backdrop.
Home in Roseburg
4.97 out of 5 average rating, 673 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.

Popular amenities for Tri-City holiday rentals

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  2. United States
  3. Oregon
  4. Douglas County
  5. Tri-City