Home Vacation Rentals By Owner In Lake Oswego, OR

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$217.48

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Condo

Private Daylight Basement | Near Downtown & Lake

Lake Oswego, Oregon, United States

Tucked away on a quiet residential street, this bright daylight basement offers a peaceful Lake Oswego stay with easy access to nature, dining, and daily essentials—ideal for couples, solo travelers, or remote workers seeking seeking a slower pace and easy living.brbr➤Private Entrybr➤Dedicated Workspace + Fast WiFibr➤Quiet Neighborhoodbr➤Minutes to Lake Oswego & Walking Trailsbr➤Close to Shops, Cafés & Local DiningbrbrThis is where every stay feels like coming home!brbrThis completely remodeled private guest suite offers a peaceful retreat in a walkable neighborhood, blending modern comfort with thoughtful design. Built in 1940 and fully renovated in 2020, this lower-level unit provides an open, clean, and relaxing space perfect for unwinding after exploring the Pacific Northwest.brbr➤ Bedroom 1brbrQueen bed with fresh linens in a bright, naturally lit room. Comfortable space designed for restful sleep with garden views.brbr➤ Bedroom 2brbrQueen bed with quality linens, offering cozy accommodations for additional guests or family members.brbr➤ BathroombrbrFull bathroom featuring a shower-tub combo. Towels, shampoo, conditioner, body wash, and hand soap provided for your convenience.brbr➤ KitchenettebrbrEquipped with refrigerator/freezer, countertop induction stovetop, countertop convection oven (toaster oven style), microwave, drip coffee maker and dishwasher. Includes cookware, bakeware, drinkware, dinnerware, silverware, and basic essentials.brbr➤ Dining AreabrbrBar seating for 2, perfect for casual meals or working on your laptop with WiFi.brbr➤ Living AreabrbrBright and welcoming living space featuring a Roku TV for streaming your favorite shows and movies. Natural light fills the room, offering peaceful garden views throughout the day. The TV is connected to Roku with popular streaming apps already installed, and a DVD player is also available for added entertainment.brbr➤ Laundry AreabrbrBrand new washer and dryer for your convenience during longer stays.brbr➤ Outdoor SpacebrbrEnjoy your own private, fenced-in outdoor space, complete with a grill and soft solar lighting along the walkway. It’s the perfect spot for slow morning coffees or relaxed evenings, offering a quiet, secluded setting exclusively for this listing.brbr➤ LocationbrbrNestled in the heart of Lake Oswego, this home offers the perfect blend of natural beauty and urban convenience. The surrounding area features tree-lined streets, scenic lakeside paths, and access to some of Oregon`s most beloved outdoor spaces. Downtown Lake Oswego`s boutique shops, local eateries, and cafes are just minutes away, while major grocery stores—New Seasons Market, Safeway, and Fred Meyer—are all within a 10-minute drive for all your essentials.brbr• Walking distance to Hallinan Elementary and George Rogers Parkbr• 5 min drive to downtown Lake Oswego shops and restaurantsbr• 15 min drive to Tryon Creek State Natural Area for hikingbr• 20 min drive to downtown Portland`s cultural attractionsbr• 25 min drive to Powell`s City of Books and Portland`s food scenebr• 30 min drive to Multnomah Falls and Columbia River GorgebrbrEnjoy a serene, sophisticated retreat in a quiet, safe, and family-oriented neighborhood while exploring the natural wonders and vibrant culture of the Portland metro area.brbrGuests will have full access and use of the recently fully remodeled sunlight basement/lower level unit of the house. They will have access through their private entrance in rear of house. brbrA foyer and staircase separate the two units on the property behind a locked door. brbrNo access is provided to the upstairs foyer between the two units on the property.brbrFree driveway parking on premises. Please park on the left side of the driveway. Note the driveway is sloped downward with a berm at the end. If your vehicle is lower to the ground, it’s recommended that you enter the driveway at an angle or park on the street on the wider portion of the road. Note there is a sidewalk project underway and construction may be taking place in front of the property.brbrWhile we won`t be there in person, you can message us through the platform 24/7. If you need anything at all, don’t hesitate to reach out—we’re always happy to help!brbr➤ Neighborhood Vibe and HighlightsbrbrLocated in a peaceful, tree-lined residential area of Lake Oswego, this charming retreat offers a serene suburban atmosphere perfect for those seeking relaxation and easy access to the Pacific Northwest`s natural beauty. The neighborhood is quiet, safe, and family-oriented, with walkable streets leading to parks, trails, and local shops. Just minutes from downtown Lake Oswego and a short drive to Portland, you`ll enjoy the perfect balance of peaceful residential living and urban convenience. The area is surrounded by lush greenery, community parks, and scenic paths along the Willamette River, offering plenty of opportunities for outdoor activities and quiet exploration.brbr➤ Recommended Spotsbrbr• George Rogers Park – 5 min walkbrbrA beautiful riverside park featuring walking trails, picnic areas, and access to the Willamette River. Perfect for morning strolls, evening walks, or watching the sunset over the water.brbr• Downtown Lake Oswego – 5 min drivebrbrA charming downtown area with boutique shops, galleries, cafes, and restaurants. Explore local favorites like Babica Hen Café for brunch or browse unique stores along State Street.brbr• Tryon Creek State Natural Area – 15 min drivebrbrA peaceful urban forest offering over 8 miles of hiking and biking trails through beautiful old-growth forest. A local favorite for wildlife watching and nature walks.brbr• New Seasons Market – 10 min drivebrbrA beloved Pacific Northwest grocery store offering organic produce, local goods, prepared foods, and specialty items. Perfect for stocking up on quality ingredients for your stay.brbr• Powell`s City of Books – 25 min drivebrbrThe world`s largest independent bookstore in Portland`s Pearl District. Spend hours browsing new and used books across multiple floors in this iconic literary destination.brbr• Multnomah Falls – 30 min drivebrbrOregon`s most famous waterfall, cascading 620 feet in two tiers. Accessible trails lead to the bridge and upper viewpoints, making it a must-see for visitors.brbr• Portland Saturday Market – 25 min drivebrbrThe largest continuously operating outdoor arts and crafts market in the nation, featuring local artisans, food vendors, and live music every weekend.brbr• Tualatin River National Wildlife Refuge – 20 min drivebrbrA serene refuge offering walking trails, bird watching opportunities, and peaceful wetland views. Ideal for photography and connecting with nature.brbr• Columbia River Gorge – 35 min drivebrbrA stunning natural wonder offering countless waterfalls, hiking trails, and scenic viewpoints. Explore iconic spots like Latourell Falls, Horsetail Falls, and Eagle Creek Trail.brbr• Oregon Zoo and Washington Park – 20 min drivebrbrHome to the Oregon Zoo, Portland Japanese Garden, and the International Rose Test Garden. A perfect day trip destination for families and nature lovers.brbrThe best way to explore Lake Oswego and the Portland metro area is by car, with free driveway parking available at the property. This offers the most flexibility for visiting local attractions, hiking trails, and downtown areas.brbrFor those without a vehicle, Uber and Lyft are readily available and reliable throughout the area, perfect for trips to downtown Lake Oswego (5 minutes) or Portland (15-25 minutes).brbrPublic transportation via TriMet buses connects to Portland`s light rail system, though a car or rideshare is recommended for accessing natural attractions like Multnomah Falls and the Columbia River Gorge.brbrThe neighborhood is also highly walkable, with George Rogers Park and tree-lined streets just steps from your door—ideal for morning walks and exploring the immediate area on foot.`brbr➤ This is a lower level unit. There are long term tenants that live on the main level of the house. They have been on site for 3 years and are extremely friendly, quiet, and respectful. Their space is completely separate (no shared spaces or common areas) and there is a locked door with a sound barrier that splits the units.br➤ Each bedroom and the office are equipped with wall heaters, and the common area features an electronic fireplace. There is no central thermostat. During the summer months, tower fans are provided in the bedrooms; they oscillate and can be adjusted to help with airflow and temperature regulation. The space stays naturally cooler as it is a daylight basement. A box fan is also available, and in periods of extreme heat, we recommend opening the utility door in the common area near the TV to allow cool air circulation from the HVAC unit.br➤ Our landscaper will be on site every other week (typically Wednesday) and arrives around 9:00 am. br➤ This unit has a toaster oven, not a full oven.br➤ The garage is not for parking.br➤ There is a recycling receptacle under the kitchen sink for aluminum cans, cardboard, plastic, and glass (separate container). Containers are at the end of the driveway in front of the garage doors (tan for recycling, grey for trash and blue bin for glass).br➤ Starter kitchen and bathroom essentials are provided, but guests will need to supply disposables and restock items for the duration of their stay.br➤ Pets allowed with a $75 fee per stay. Max 1 dog under 50 lbs (pre-approval for larger). No cats or aggressive breeds. Keep pets off furniture, clean up after them (waste bags are provided in the gray basket by the front door and should be disposed of in the gray trash container in front of the garage), and crate if left alone.br➤ Exceeding maximum occupancy is not permitted.br➤ No third-party bookings (must book under your own account).br➤ No parties, events, smoking, vaping, marijuana use, or open flames (candles, incense, sage).br➤ Quiet hours begin at 10:00 pm. Please keep noise to a minimum.br*Thank you in advance for your understanding and compliance with the rules.*brbr1.
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Exceptional(1)

$1500.93

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Private Vacation Home

Lake Oswego Luxury 9 or 10 Bedrooms 9 or 10 Baths

Lake Oswego, Oregon, United States

8k square foot luxury home located in coveted Lake Oswego, minutes from wine country and Portland. Option to sleep up to 30. Almost everyone has their own private space with 9 bedrooms, 8.5 bathrooms and 10 flat-screen TVs. There is an optional connected 1 bedroom private apartment you can add to make it 10 bedrooms and 9.5 Bathrooms. There is a large great room, a high-end kitchen and a huge 1,800 sq/ft game room. We have hosted many reunions, company retreats and other large groups.brbrThe spacebr6 of the 9 bedrooms have their own connected full bathroom with tile shower. Each room has its own heating and air conditioning unit, t.v. (netflix, amazon prime). You are welcome to use anything in the kitchen. Large professional gas range with double ovens at your disposal. Nearly the entire lowest level is dedicated to entertainment with a pool table, ping pong, giant bowling, air hockey, electronic basketball, corn hole and a big t.v. and couch. There is also a BBQ outside the back patio along with a new hot tub.brbrGuest accessbrYou can access the entire main floor, lower floor and the upper floor except for the doors that are locked. Ask me if you would like to add the one bedroom apartment connected to the upper floor with it's own exterior entrance.brbrOther things to notebrThe one bedroom apartment is an additional $145/night with an additional $100 cleaning fee per stay. No pressure if you do not need the space. It will be locked and vacant if you do not add it to your booking. Ask me about adding more beds to accommodate up to 40 people.
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Exceptional(13)

$334.3

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Private Vacation Home

The OMG House that will BLOW YOUR MIND with Unbelievable Cats n Mirrors

Lake Oswego, Oregon, United States

​Welcome to the OMG House—an extraordinary overnight experience crafted by local artists, designed to transport you to another dimension. This unique 3-bedroom home features a fully mirrored room equipped with immersive sound and mood lighting, perfect for both play and restful sleep. Additionally, enjoy a whimsical cat meme lounge in the media room, an experience that has earned Best-in-Show honors at Rose City Comic Con.​brbrRecognized as one of Oregon's top stays by Willamette Week, the OMG House offers more than just a place to sleep—it provides an unforgettable journey. brbrWe've got over 180 five star reviews by families, couples and friends.brbrBedroom Setup:brbrMaster Bedroom: Features a queen-sized bed with luxurious linens, ample closet space.​brSecond Bedroom is the mirrored room: Offers a cozy Japanese style tatami mat for two , immersive mirror, and easy access to the shared bathroom.​brThird Bedroom: Includes two twin beds, perfect for families or groups, with playful design elements that spark imagination.​brbrHome Amenities:brbrFully Mirrored Experience Room: Immerse yourself in a room adorned with mirrors, complemented by customizable sound and mood lighting, ideal for both relaxation and entertainment.​brbrCat Meme Lounge: Unwind in the media room, themed around popular cat memes, providing a fun and lighthearted atmosphere.​brbrModern Kitchen: Equipped with state-of-the-art appliances, cookware, and utensils, perfect for preparing meals during your stay.​brbrLiving Area: Comfortable seating arrangements with artistic touches, creating a welcoming environment for gatherings.​brbrHigh-Speed Wi-Fi: Stay connected with complimentary high-speed internet throughout the property.​brbrLaundry Facilities: Washer and dryer available for guest use, ensuring convenience for longer stays.​brOutdoor Features:brbrPrivate Patio: Enjoy outdoor dining or relaxation on the furnished patio under a circus tent, (not pictured for your surprise) surrounded by lush greenery.​brbrPrivate Lake Access (Seasonal): From June 17 to August 27, guests have exclusive access to a private lake just blocks away, perfect for swimming or simply soaking up the sun.​brbrOn-Site Parking: Ample parking space available for guests, accommodating multiple vehicles.​brbrLocation: Conveniently located just 15 minutes from Portland via I-5, the OMG House offers easy access to urban attractions while providing a serene retreat. Explore nearby dining, shopping, and entertainment options, or venture out to experience Oregon's natural beauty.​brbrBook your stay now and step into a world where art, comfort, and adventure converge.
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Exceptional(59)

$393.41

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Private Vacation Home

Dog-Friendly Home w/Fast WiFi, Full Kitchen, Gas Fireplace, Private Washer/Dryer

Lake Oswego, Oregon, United States

Lake Oswego Mid-CenturybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCome and enjoy a lovely mid-century hideaway during your trip to the Portland area. Set in the upscale Lake Oswego suburb, this lovely home represents a stylish coming together of old and new. Relax around the living room's classic painted brick fireplace, or take the party outside to the firepit in a secluded courtyard. Board games are included for late night fun! The stylish open living room area pairs nicely with the galley-style full kitchen, appointed with tasteful full-size appliances as well as unique octagonal windows and glass blocks to bring in natural light. Four desk workspaces are all set up for guests who need to complete remote work assignments. Each bedroom is lovingly decorated with a unique look, tying together to make this mid-century modern home a truly unique retreat.brbrThings to KnowbrFree high-speed gigabit WiFi for remote workers and online studentsbrFull kitchen with a dishwasherbrDog-friendlybrAmple parking is available in the driveway and on the streetbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(39)

$315.19

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Private Vacation Home

#StayInMyDistrict Lake Oswego Honey Bee Cottage

Lake Oswego, Oregon, United States

Summary:br#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.brbrThe Space:br#StayinMyDistrict Lake Oswego Honey Bee Cottage. This single level, free-standing cottage, is a comfortable retreat surrounded by trees. The large windows and tall ceilings, make the space bright & light and bring nature from the outside in. Beautiful wood grained vinyl floors throughout and warm colors create a feeling of warmth and comfort in the living area. Walk to downtown Lake Oswego and explore the many local coffee shops, dining and shopping. Less than 1 mile to the waterfront and Lake Oswego Farmers MarketbrbrCompact, full kitchen is stocked and ready for preparing meals from home. Refrigerator, stove & oven, dishwasher, microwave, Drip and cold press coffee makers. Utensils & cookware are included to make eating in, convenient and enjoyable. Enjoy breakfast, lunch, or dinner seated at the dining table or at the kitchen bar! brDining table can pull out to accommodate up to (4) and there are (2) stools at the bar for seating up to (6). French doors close off the dining room, and make it a perfect private area to set up a computer for working remotely. brbrSnuggle up with a book or watch a movie on the sofa OR futon. (BOTH pullout for sleeping). Perfect for relaxing at home. Smart TV, set up for streaming, and wireless Internet. Sofa also pulls out to a sofa bed for additional guests and there is additional seating in living area.brbrBedroom has a comfortable King bed with quality linens, and a spacious closet for guests personal items. There is a smart TV for streaming and bedside lamps for guests comfort. brbrBathroom has plenty of space for your personal items and a full bathtub/shower. Essentials, paper products and high quality linens, are provided for guest. A hair dryer and an iron complete the necessities.brbrA pack and play and children’s kitchen items make this home a comfortable space for families to enjoy.brbrThere is a quaint private patio with a wood burning firepit (bring your own wood), & seating. Perfect for your morning coffee or glass of wine on a nice evening. There is a second covered patio out the French door off the living area with (2) chairs and a small table. There is ALSO a large fully fenced, separate yard that guests can use (perfect for dogs) but it is NOT maintained. It is offered as an additional space. brbrThis property is Dog Friendly and accepts up to (2) Pre-approved Dogs with an additional $50.00 per pet fee. PLEASE read and understand our Pet Policy before booking. brbrThe cottage entrance is from the alley and there are (2) parking spaces in a small driveway.brbrGuest Access:brGuests have access to the entire space. The large backyard area is NOT maintained but is accessible to guests. The owner does live in the neighborhood. Parking & Entrance to the cottage is alley access ONLY.brbrThe Neighborhood:brFollow the Willamette River south, past Portland State University and Lewis & Clark College, and you’ll eventually reach the sylvan hills of Lake Oswego. In the early days — back when it was a humble assemblage of iron smelters, lumberyards and homesteaders — travelers could only reach Lake Oswego via the lazy river or bumpy dirt roads. Perhaps that’s why, though only 20 minutes from downtown Portland, the city still feels a world away. brBuilt along the Lake Oswego shoreline, the historic Lake Theater and Cafe has been showing movies since 1940 and recently expanded to offer a full bar, café menu and live music. For a post-flick drink, sample a flight of brews at adjacent Stickmen Brewing Company, where an enticing outdoor patio hovers over the shimmering lake.brIf you’re in town on Sunday, be sure to visit the picturesque Oswego Hills Vineyard and Winery for a complimentary wine tasting. Perched atop a grassy hill, the vineyard offers sweeping views of the surrounding area, including Luscher Farms, an urban farm-cum-park with walking paths and gardening plots. Walk the 4.4 mile (7 km) loop through the farm and over Cook’s Butte, keeping an eye out for blackberries when they’re in season.brbrIf you prefer to stroll through downtown, the Arts Council of Lake Oswego organizes a walking tour of its Gallery Without Walls, a collection of over 60 sculptures scattered about town. Or wander around Millennium Park, the site of Lake Oswego’s cheery farmers’ market spring through fall, and outdoor movies and concerts in the summer.brOne of the most city’s most popular attractions, the loamy Lake Oswego Public Golf Course features a cheery creek meandering through its 18 holes, as well as gorgeous views of Mount St. Helens and Mount Adams. To explore the tree-shrouded hills of Lake Oswego via the many miles of pathways the city has created, take advantage of Lakeside Bicycles’ bike rental program or allow the family-run business to fit you for your very own dream cycle.brbrGetting Around:brApprox. 30 min from the PDX Airport, 20 min from Downtown Portland and 10-15 min from Tigard, West Linn and SW Portland/Beaverton area. The cottage is .3 miles from the Lake Oswego Transit Center. Trimet can take you anywhere in the city, and is a quick way to get downtown. The Max is another great option that you can get to starting with the bus. This location is also incredibly bike-friendly and a walkable neighborhood. Safe well-lit streets and sidewalks make it a great neighborhood to explore on foot. It has a bike score of 76 and a walk score of 82! There is a single cruiser bike at the property and you are welcome to ride at your own risk. We cannot guarantee regular maintenance but there is a bike shop downtown that can do a quick flat repair if needed. There are also Portland Bike Town bikes throughout the city that can easily be rented if you prefer to explore the city on bike.brbrOther Things to Note:brWe require that guests provide Full Name of ALL adult guests. This will be required before check in. Please provide this information with your confirmed booking.br~You may be required to provide a photo of your Drivers License or Government ID directly to the host. This is for the safety and security of both guests & property Owners, and will be requested at the discretion of Stay in My District. br~ No additional guests and visitors/guests that are not registered on the reservation booking are allowed to be on the property after 10pm. br~ Smoking anywhere on the property will result in forfeiture of your entire deposit plus can result in additional fees up to $500 for smoke removal.br~ Housekeeping is required and provided every 15 days for an additional charge on all stays over 15 nights.br~This property accepts up to (2) pre approved dogs. Undeclared Pets will result in a $250 additional cleaning fee. brWe are happy to welcome your well behaved, and house trained dog into our home! We do NOT accept Cats due to allergies. There is an additional pet fee of $50 per pet, as per my listing details. We will go ahead and request the fee via an alteration request after the booking is confirmed. Please accept ASAP to confirm authorization.brPlease also be aware of our pet policy:br-Up to (2) pre approved dogs allowed. br-Pets should not be left unattended at the property inside or outdoors. We do have kennels available on request for an additional fee. br-Please pick up after your pets in outdoor areas immediately. br-Pets are NOT allowed on furnishings or linens. Evidence of pets on furnishings or linens will result in additional cleaning fees to guest.br-Pet fee accounts for additional cleaning and normal wear & tear due to hosting pets. Pet fee does NOT cover damage or additional cleaning above and beyond reasonablebrbrInteraction with Guests:brGuests have access to the entire cottage with private entrance. We are a local Mgmt Company and we manage for the Owners who live on the same block. We are available via booking platform, phone or text, or in person if needed.
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