Vacation rentals in Oswego Lake

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Top-rated vacation rentals in Oswego Lake

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Guest favorite

Guest suite in Milwaukie

4.96 out of 5 average rating, 376 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

Oct 22 – 29

G$28,528 GYD per night

Guest favorite

Guesthouse in Wilsonville

4.95 out of 5 average rating, 413 reviews

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi. **Please be assured that we continue to take all steps necessary to sanitize and air the cottage before your visit.

Jun 30 – Jul 7

G$21,145 GYD per night

Guest favorite

Yurt in Portland

4.99 out of 5 average rating, 1209 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Oct 29 – Nov 5

G$18,385 GYD per night

Guest favorite

Apartment in Portland

4.99 out of 5 average rating, 211 reviews

Lewis and Clark Hide-A-Way Apartment

Private entrance apartment in Southwest Portland near Lewis & Clark College, OHSU, PCC Sylvania, Multnomah Village and Hillsdale. Large living room, full size kitchen. Extremely quite bedroom with queen bed, single roll away bed and pak-n-play bed available. Large outdoor patio space with barbeque, play structure for children, fire pit and fenced yard. Quiet neighborhood, walking distance to Burlingame, Moonlight grill, Chez Jose Mexican Cafe. Walking distance to Tryon Creek.

Dec 30 – Jan 6

G$19,854 GYD per night

Guest favorite

Guesthouse in Lake Oswego

4.96 out of 5 average rating, 310 reviews

Cozy and Charming

The studio unit has a queen size bed equipped with full kitchen and bathroom as well as working area with wifi and HBO, Showtime and other cable programs. This studio unit has separate entrance and located at secluded and quiet area. There are 8-9 steps to the unit. Washer/dryer are in the house, guests can let us know if they like to use. During a winter snow/ice storm, our location can be challenging. Accordingly, you should have a suitable vehicle for safe travel.

Jul 11 – 18

G$18,814 GYD per night

Guest favorite

Cottage in Lake Oswego

4.93 out of 5 average rating, 227 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

Oct 26 – Nov 2

G$16,476 GYD per night

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 262 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Oct 10 – 17

G$22,796 GYD per night

Guest favorite

Guesthouse in West Linn

4.93 out of 5 average rating, 340 reviews

Sunlit Oasis

This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! COVID-19 UPDATE: For Social Distancing get togethers, there is a cozy, covered, and private 12' x 11' outdoor space attached to the cottage, with lights. 4 or 5 people could easily sit over 6 feet apart.

Mar 8 – 15

G$17,669 GYD per night

Superhost

Guesthouse in Lake Oswego

4.84 out of 5 average rating, 146 reviews

Cottage in the Woods: SANITIZED! FULLY STOCKED!

Cute 500 sq foot cottage behind a main house, located on a 1/2 acre park-like setting lot on a dead end street. Quiet location, easy access to I-5, shopping, Lake Oswego, hiking, and the Tualatin River. The cottage has one bedroom w/ a queen bed, blow up queen mattress, and a large couch. The large fir trees on the property attract many birds and squirrels. We also have a flock of neighborhood peacocks that visit!

Sep 13 – 20

G$20,984 GYD per night

Guest favorite

Guest suite in West Linn

4.96 out of 5 average rating, 300 reviews

Studio in-law suite just south of PDX

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

Jul 7 – 14

G$30,745 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 458 reviews

Private & Cozy Casita

Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.

Oct 4 – 11

G$20,774 GYD per night

Guest favorite

Guest suite in Portland

4.93 out of 5 average rating, 195 reviews

Chez Modern

Private modern guest house near Multnomah Village and Gabriel Park. Just 10 minutes from downtown Portland, tucked away in the SW hills on a forested half-acre property. Unit has a private driveway, a full kitchen, full bath, full laundry, 1 bedroom and a deep sofa. Heated floor, AC, rain shower. Walk or bike to bars, restaurants, shops, etc.

Dec 6 – 13

G$24,472 GYD per night