Vacation rentals in Drain

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Top-rated vacation rentals in Drain

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Guest favorite

Guesthouse in Cottage Grove

4.93 out of 5 average rating, 176 reviews

Swinging Bridge private and bright guest cottage

*** Please read entire listing before booking: Quaint cottage set behind Craftsman home built in 1926. Private entrance w/keyless entry. Bathroom is private and dedicated to guests but is *connected to the main house* and only steps away from cottage. Bathrobes and slippers provided for guest use. Access to yard with fire pit and BBQ. Room has mini fridge, microwave, and toaster oven as well as amenities for coffee and tea. Guest WIFI is high speed. Roku TV for streaming. Free street parking.

May 23 – 30

G$18,987 GYD per night

Guest favorite

Cabin in Douglas County

4.98 out of 5 average rating, 375 reviews

Mountain Mama Lodge on the North Umpqua River

Nestled in the trees near the North Umpqua River, Mountain Mama Lodge is the perfect place to stay while exploring the Umpqua! We're about a 40min drive to the North entrance of Crater Lake Nat. Park, Lemolo & Diamond Lakes, and roughly 12 miles from Umpqua Hot Springs, Toketee Falls & Watson Falls. Local guides offer rafting trips down the North Umpqua River, and a favorite local swimming hole provides opportunities to cool off in the summer. The North Umpqua River is a fly fisher's paradise!

Mar 1 – 8

G$31,058 GYD per night

Guest favorite

Guest suite in Reedsport

4.99 out of 5 average rating, 685 reviews

The Elk View Suite- 5 min to town, 15 min to Beach

The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.

Apr 1 – 6

G$25,591 GYD per night

Guest favorite

Guesthouse in Cottage Grove

4.95 out of 5 average rating, 159 reviews

Sunsets on the Butte

A quiet country setting awaits you with this comfortable studio complete with private entrance, kitchenette, queen bed, dinette, and plush leather furniture. Just two miles to downtown for shopping, dining and taking in the historic sites of Cottage Grove. Enjoy the sunset with picturesque views of a grassy valley and mountains. A private place to escape while on a Northwest adventure of any sort. Three miles to the lake, two miles to town, extremely easy freeway access yet quiet.

Jun 7 – 14

G$16,916 GYD per night

Guest favorite

Guesthouse in Eugene

4.98 out of 5 average rating, 192 reviews

New 1 room 1,100 sq. ft. Guest House with views

Located in the South Hills of Eugene. Close to U of O with easy driving access to amenities. The garage guest house, sits on 3 wooded acres w/ south views to Creswell and winter views of the Three Sisters to the east. Built in 2020, the studio features a large walk in shower, full kitchen, and laundry amenities. Sleeps 6 (queen, double sleeper sofa and two twins) Parking for multiple cars if needed. Unwind in a peaceful, natural Oregon setting, we look forward to hosting you.

Jul 25 – Aug 1

G$29,951 GYD per night

Guest favorite

Farm stay in Cottage Grove

4.87 out of 5 average rating, 708 reviews

Cottage on an Organic Farmstead

If you are looking for a comfortable, simple, smoke-free and toxic-free environment with natural cotton linen and organic beds then our rustic cottage is for you. Up to 5 guests can sleep in our cottage comfortably. There is a full size sofa bed downstairs and a king size and twin bed upstairs in the loft. Our 7 acre organic farmstead is located off a quiet country road just two miles from downtown Cottage Grove, 4 miles from the I5 Highway exit and 22 miles from Eugene.

Jan 14 – 21

G$15,007 GYD per night

Guest favorite

Cottage in Sutherlin

4.97 out of 5 average rating, 181 reviews

Wayside-centrally located, super convenient!

The convenience of a hotel with the feel of home. Wayside is a renovated 1950's cottage. Playfully retro yet modern where it counts with fast wifi, updated kitchen & bath and smart lock for hassle free check-in. Less than 1/2 mile to I-5 & the largest EV charging station in Oregon, walking distance to food & shopping but with a fenced yard for privacy! Full kitchen with coffee/tea station, washer/dryer, & comfy beds. Off street parking in extra long driveway.

May 29 – Jun 5

G$26,919 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.

Jan 14 – 21

G$25,782 GYD per night

Guest favorite

Cabin in Oakridge

4.96 out of 5 average rating, 697 reviews

Lone Wolf Cabin, pet friendly

Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00

Feb 5 – 12

G$17,102 GYD per night

Guest favorite

Guest suite in Sutherlin

4.97 out of 5 average rating, 461 reviews

Cozy, quiet country cabin.

This cabin is cozy and comfortable. it is located a short distance from Plat I reservoir. The reservoir is a buzz during the spring and summer months with nesting birds and wildlife. The cabin sits well off the main road so this lends itself to the quiet that is enjoyed here. Pets are welcome but must not be left unattended.

Sep 19 – 26

G$13,918 GYD per night

Guest favorite

Apartment in Cottage Grove

4.92 out of 5 average rating, 126 reviews

Spacious Hilltop Apartment on 21 Beautiful Acres

This beautiful 21 acre property in Cottage Grove overlooks the Willamette Valley, is 25 mins from Eugene (Go Ducks!), and is nestled in wine country. Interior is spacious and modern, with two full bedrooms and a full bath. We welcome all walks of life, LGBTQIAP / 420 friendly. *Please* read the *entire* description below!

May 2 – 9

G$23,252 GYD per night

Guest favorite

Apartment in Cottage Grove

4.96 out of 5 average rating, 345 reviews

Cozy Apt attached to house

Located a mile and a half off Interstate 5. The apartment is a converted garage. Space consists of one bedroom, one bathroom w/ galley kitchen and living room with gas fireplace. Access to wireless internet and laundry. Driveway parking in quiet neighborhood with private entrance.

Apr 2 – 9

G$21,385 GYD per night