Vacation Rentals By Owner In Lake Oswego, OR

Overlooking the greens of the Oswego Lake Country Club this executive suite is in a private peaceful setting in one of the most exclusive and desirable locations in Lake Oswego. An ideal, yet short distance from the sound of boats on the lake and the whistle of the train that runs along Oswego Lake's North Shore makes this a most ideal, quiet and serene place to stay. Enjoy secure off-street parking, easy access to the transportation center, and a 25 minute drive to Portland International Airport. brbrThis home's Accessory Dwelling Unit (ADU) provides clean, upscale, safe and secure interim housing for those who are between homes due to a household move, a home flood or fire, a remodel, or a job relocation to the Portland Metro Area. For those living in the desert in the winter, there is nothing like Oregon in the summertime. The City of Lake Oswego is located mid-point from Mt. Hood and the Oregon Coast.brbrA walkable country mile along the lake makes it very convenient to shop, dine or visit the seasonal Saturday Market in downtown Lake Oswego. This location is 1.25 miles to Lakewood Center for the Arts, which has a regional theatre and 2-stage venue for plays & musicals, with an upscale thrift shop, and local art gallery. Lakewood Center is host to the Lake Oswego Festival of The Arts, a significant and noteworthy Art Festival in Mid-June. The City of Lake Oswego has the official City of Arts designation.brbrTwo entrances to the ADU are on the lower ground level of a private 2007 custom-built European inspired Old Oswego style home on 5/8 acre. Just outside your door, at the end of the street, is the entrance to the 54 acre Iron Mountain Trail - a 3/4 mile walk through the majestic old grown woods, once a rail line for mining iron ore. Along the Willamette River and less than 2 miles from this home are the remnants of the iron smelter at Foothills Park, and the refurnished furnace at George Rogers Park, a symbol of the City of Lake Oswego. The City of Lake Oswego has the official designation as a City of Trees.brbrThis suite is not a studio as it has a fully-equipped eat-in kitchen and stacked Blomberg washer & dryer, full bath, generous cedar lined closet, and a wine cellar which provides space for storage. Included are a ladies desk & Herman Miller desk chair, a comfortable chaise sofa and 52 Smart TV with access to Netflix and Amazon Prime. The large suite has a ceiling drapery room divider to easily separate the sleeping area from the living space if desired. A queen bed with a gel foam topper & featherbed have guests raving about its comfort. Clean mattress & pillow protectors are over spotless bedding, and white towels are provided for the discerning guest.brbrThis custom home has a dedicated and monitored burglar/fire alarm, zoned HVAC, and a fire/sprinkler system. No smoking is allowed in or on the premises. The grounds are meticulously maintained by the owner and a regulation bocce ball court is outside your door for your enjoyment. Access to this unit is from the gravel driveway, down a pea gravel pathway with an iron handrail, to the lower level of this large home (there are no stairs). Your host lives on site, and is congenial while making your privacy a priority, and is well-traveled and experienced in residential and commercial real estate. Also living on-site is an Estate Caretaker.brbrDue to the local regulations on Short Term Stays in SDU/ADU's, this property is available only for 31 days or longer. On short term stays of less than 31 days, the City of Lake Oswego will assess a $20,000 System Development Charge, plus 6% hotel tax. This unit is often booked every month of the year and does not have frequent turn-over. It is non-smoking, clean, pristine and is not shop worn; it has been priced in a sweet spot making it very affordable for those needing interim housing.

Oswego Lake Country Club's 9th Fairway An ADU for 31+ days - The Bentley

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$166.4

The Oswego Empty Nest is a newly remodeled, cozy, one bedroom unit located in a quiet neighborhood in Lake Oswego with a private entrance and 500 sq ft of living space. Prepare your own meals in the beautiful full kitchen. Relax, work or entertain yourself in the living space with a large TV with Roku or rest in the quiet comfortable bedroom with its own TV. The bathroom is freshly remodeled and fully equipped. This is a new VRBO listing, but a 5 star property on another platform. brbrIt is a very short walk to Mountain Park Shopping Center with New Seasons grocery, Starbucks, and restaurants. Tryon Creek Park with hiking trails is within walking distance. We are close to downtown and quick airport access.brbrThe Space:brThis fully furnished space is separated from our living space by the garage with its own front private entrance. It includes a washer & dryer, fiber based Wi-Fi, dedicated air conditioning and heat, USB lamps/wall plugs, a lift table work space, plus a TV with Roku in both the living room and bedroom to login to your favorite streaming services.brbrGuest access:brDriveway parking is available right at your front door with coded electronic door lock for easy secure entry. There are nice walking streets and forrested hiking trails in the neighborhood with easy access to I-5 and Oregon 217. There is a Metro bus stop less than one block away.

Oswego Empty Nest

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$72.05

Enjoy easy access to downtown Lake Oswego and Portland from this stylish studio apartment in Lake Oswego. Welcome to our studio apartments ≈ 5 minutes from downtown Lake Oswego!brbrThe unit is designed for extended stays. The unit features excellent amenities and furnishings for your stay, including a queen-sized bed, and a fully equipped kitchen. The unit is an adu attached to a single-family home. The parking area is shared with the guests and tenants of the single-family space.

Entire Guest House - Lake Oswego

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$294.18

2 Bedrooms, 1 Bath, Kitchen, Great Room, Fireplace, with River View Back Deck!!brbrThe back deck features a great view of the Tualatin River. The front yard offers a peaceful garden setting - perfect for enjoying the clean air of Oregon!!brbrWith one queen bed in each bedroom, this cozy cottage comfortably sleeps up to four. New A/C unit helps keep the house cool in the summer heat!! A full kitchen features all you need to cook at home with 2 round dining tables (one inside and one out) to enjoy your meals. brAn open great room includes seating for 7, a warm fireplace, and high definition television. High speed Internet WiFi & Smart TV. Laundry in the basement. BBQ Grill under back deck. brThere are beautiful views of the outdoors and the river - however this property offers No River Access.

This Lake Oswego Cottage has stunning views of the Tualatin River!!

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$173.08

Relax in this clean, private ground level studio in Lake Oswego, Oregon, perfectly located just minutes from downtown Lake Oswego, Oswego Lake, Bridgeport Village, and Portland. Ideal for business travelers, couples, or solo guests, this studio offers a quiet retreat with easy access to shopping and dining in a walkable, quiet, and safe neighborhood. brbrEnjoy a comfortable queen bed, full bathroom, fast Wi-Fi, and in-unit washer and dryer, making it perfect for extended stays or remote work. The studio is thoughtfully designed with modern finishes, a private entrance, and everything you need for a stress-free visit.brbrGuests love the safe, upscale neighborhood, convenient parking, and proximity to Lake Oswego parks, waterfront paths, golf courses, and wineries. Whether you’re visiting for work, relocation, or a weekend getaway, this Lake Oswego studio offers comfort, convenience, and great value.brbrKey Features:brPrivate studio in Lake OswegobrFast Wi-FibrQueen bed & full bathbrEasy access to Portland, I-5 & Hwy 217brNear shops, restaurants & Oswego LakebrQuiet residential neighborhoodbr5min walk or less - Cafe Marzocca, Starbucks, Vin Italy Wine store, Riccardo's Ristorante, Babica Hen, Gubanc's, Zupans, La Provence, Albertsons, Roseline CoffeebrBook now and enjoy one of the best-located studios in Lake Oswego, OR.

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$213.93

Relax in this clean, private ground level studio in Lake Oswego, Oregon, perfectly located just minutes from downtown Lake Oswego, Oswego Lake, Bridgeport Village, and Portland. Ideal for business travelers, couples, or solo guests, this studio offers a quiet retreat with easy access to shopping and dining in a walkable, quiet, and safe neighborhood. brbrEnjoy a comfortable king bed, a queen size pull out couch, full bathroom, fast Wi-Fi, and in-unit washer and dryer, making it perfect for extended stays or remote work. The studio is thoughtfully designed with modern finishes, a private entrance, and everything you need for a stress-free visit. brbrGuests love the safe, upscale neighborhood, convenient parking, and proximity to Lake Oswego parks, waterfront paths, golf courses, and wineries. Whether you’re visiting for work, relocation, or a weekend getaway, this Lake Oswego studio offers comfort, convenience, and great value.brbrKey Features:brPrivate studio in Lake OswegobrFast Wi-FibrKing bed, Queen size pullout couch & full bathbrEasy access to Portland, I-5 & Hwy 217brNear shops, restaurants & Oswego Lakebr5min walk or less - Cafe Marzocca, Starbucks, Vin Italy Wine store, Riccardo's Ristorante, Babica Hen, Gubanc's, Zupans, La Provence, Albertsons, Roseline CoffeebrQuiet residential neighborhoodbrBook now and enjoy one of the best-located studios in Lake Oswego, OR.

Lake Oswego modern ground level private condo - Pet Friendly!

Lake Oswego, Oregon, United States

Bed

Bath

4

Sleeps

$742.67

Nestled in the heart of Lake Oswego, The House at Gery National is a one-of-a-kind retreat offering style, comfort, and a backyard that’s every golfer’s dream. This stunning single-level home features an open-concept layout with a beautifully connected kitchen, dining, and living room, making it ideal for families or groups looking to spend quality time together. While the interior is warm and welcoming, it’s the expansive outdoor oasis that truly sets this home apart. brbr brbrStep through the sliding doors from the living room or one of the bedrooms and discover a private sanctuary surrounded by trees and lush artificial turf—perfect for short-game golf practice, family playtime, or letting pets roam freely. A covered gazebo-style lounge area sits farther back, complete with power outlets and streaming capabilities, making it the ultimate space for relaxing with your favorite show or game. Just steps away, a cozy fire pit awaits for evening chats and s’mores under the stars. For added fun, head into the garage where a ping pong table provides hours of entertainment. brbr brbrInside, you’ll find a fully equipped kitchen stocked with everything needed to whip up your favorite meals, along with a BBQ grill on the back patio for those who enjoy cooking outdoors. Each of the four bedrooms is spacious, thoughtfully furnished, and designed to offer a peaceful night’s rest. Whether you're planning a family getaway or a group trip, The House at Gery National promises a truly memorable stay with amenities and charm you won’t find anywhere else in the region. Feel free to reach out with any questions—we’re here to make your stay unforgettable. brbr brbrSleeping Arrangements: brbrBedroom 1: King bed brbrBedroom 2: King bed brbrBedroom 3: Queen bed brbrBedroom 4: Queen bed brbr brbrAmenities: brbr★ An epic golf experience, putting and chipping around the property brbr★ Fantastic patio, gazebo area, and firepit to enjoy year round brbr★ Single level ranch style layout with open floor plan brbr★ Gorgeous neighborhood and area to enjoy the region from brbr★ Perfect for families, kiddos, and dogs brbr★ Corn hole and ping pong games available brbr★ Pet friendly (pet fee required) brbr brbrLocation: brbr★ Beautiful neighborhood and region to immediately explore brbr★ 3 Miles to groceries and shopping brbr★ 5.5 Miles to downtown Lake Oswego brbr★ 11 Miles to downtown Portland brbr★ 15 Miles to wine country brbr★ 75 Miles to the Oregon Coast brbr brbrAdditional Property Information: brbrWe truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can't control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside at these times, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don't reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring on the interior of the house. brbr brbrPET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Please be aware failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. **

Phenomenal Single Level Home Featuring Incredible Outdoor Golf Option w/ Gazebo, Fire-Pit, and Patio

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$192.43

Relax in this clean, private ground level studio in Lake Oswego, Oregon, perfectly located just minutes from downtown Lake Oswego, Oswego Lake, Bridgeport Village, and Portland. Ideal for business travelers, couples, or solo guests, this studio offers a quiet retreat with easy access to shopping and dining in a walkable, quiet, and safe neighborhood. brbrEnjoy a comfortable queen bed, full bathroom, fast Wi-Fi, and in-unit washer and dryer, making it perfect for extended stays or remote work. The studio is thoughtfully designed with modern finishes, a private entrance, and everything you need for a stress-free visit.brbrGuests love the safe, upscale neighborhood, convenient parking, and proximity to Lake Oswego parks, waterfront paths, golf courses, and wineries. Whether you’re visiting for work, relocation, or a weekend getaway, this Lake Oswego studio offers comfort, convenience, and great value.brbrKey Features:brPrivate studio in Lake OswegobrFast Wi-FibrQueen bed & full bathbrEasy access to Portland, I-5 & Hwy 217brNear shops, restaurants & Oswego LakebrQuiet residential neighborhoodbr5min walk or less - Cafe Marzocca, Starbucks, Vin Italy Wine store, Riccardo's Ristorante, Babica Hen, Gubanc's, Zupans, La Provence, Albertsons, Roseline CoffeebrBook now and enjoy one of the best-located studios in Lake Oswego, OR.

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$197.8

Charming 1-Bedroom Loft in Scenic Mountain ParkbrbrDiscover your serene retreat in the picturesque Mountain Park area of Lake Oswego. This stunning condo features a unique 1-bedroom loft design with soaring 27-foot ceilings and an abundance of natural light, creating a bright and airy living space. Enjoy tranquil views from your private back balcony, which overlooks lush trees and provides a peaceful escape.brbrbrExperience the perfect blend of comfort and nature in this beautifully located condo.brThe spacebrBeautiful loft condo. 1.5 bathroom. Full kitchen. Washer/Dryer. 1 king bed.brDeck overlooking nature preserve. Mountain park trail system outside doorstep. Wi-Fi. Local restaurants, coffee shops, and shopping just minutes away by car or a 15-20 minute walk.brbrThe charming loft offers the ideal combination of modern comfort and natural beauty, making it the perfect getaway.

Condo

Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$96.28

Unwind in Lake Oswego at this fabulous condo. Featuring one cozy bedroom and a clean, comfortable bathroom, it’s perfect for a relaxing getaway. Guests enjoy a warm, inviting space with thoughtful touches to make their stay easy and convenient. Whether you’re here for a quick trip or an extended visit, this wonderful condo offers a peaceful retreat. Our place will help you feel at home while you're traveling in Lake Oswego.

Condo

Soothing 1-bedroom condo in tranquil Lake Oswego neighborhood

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$875.91

Luxury on the LakebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrGet a taste of living like royalty at this luxurious riverfront escape boasting all of the comforts needed for a memorable stay and easy access to Lake Oswego right from the backyard. Speaking of the backyard, you will have endless ways to enjoy the fresh air with a furnished patio, gas grill, and dock right on the water. Even on colder days, you can take cover and enjoy a fresh cup of coffee with the soothing sound of rain to accompany you. brbrInside, the real magic reveals itself with stunning architecture, high-end finishes, loads of natural light, and all of the comforts needed to feel right at home. The open-concept layout is ideal for entertaining and reminiscing with loved ones in style with a stunning full kitchen, vaulted ceilings, flatscreen TV, and a lovely dining table create an ambiance you will never want to leave. Plus, the chef of the group will be spoiled with two sinks, gorgeous countertops, stainless steel appliances, and luxury cookware that will make any recipe a breeze. Don't worry about needing to get a bit of work done while away either, as a desk, printer, and high-speed WiFi are provided.brbrDon't wait a second longer to book your next adventure!brbrThings to KnowbrNetflix streaming (guests need own account)brBoat, boathouse, and kayaks or not for guest usebrbrParking notes: There is free parking available for 2 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.

Delightful Retreat with Water Views, Fast WiFi, Gas Grill, & Furnished Patio

Lake Oswego, Oregon, United States

Bed

Bath

4

Sleeps

$340.42

Beautiful private 1907 Italian-style villa in Lake Oswego w 100' trees. Views of the lake. Private.brbrGourmet kitchen. Ingredients for cookingbrbrThere are 3 bedrooms:br- Room 1 has a queen-sized bedbr- Room 2 has 2 twin beds.br- Room 3 has a double bedbrbrPlease see the last image in the listing for details on how the bedrooms are arrangedbrbrLarge stone patio for outdoor diningbrbrAll the construction in the neighborhood is finished, and we have a perfect new road!brbrLots of room for your get-together.brbrThe spacebrWe invite you to enjoy our beautiful Italian-style villa with views of Lake Oswego.brbrStone floors and skylights in spacious kitchen, living room, and full formal dining room that seats 10.brbrTwo suites with full bathrooms.brbr- Large main suite sleeps four in two bedrooms (bedroom 1 and bedroom 2), and has a large shared bathroom with a walk-in shower and clawfoot tub. Make sure to review the detailed floor plan in the listing photos to be sure the shared layout of the main suite works for your stay.brbr- Smaller suite (bedroom 3) sleeps two with a full bath.brbr- An additional rollaway bed, a porta-crib, and a highchair are available when requestedbrbrGourmet kitchen with 20-foot marble countertop, views of the lake, 42-inch gourmet stove, Sub-Zero fridge, and breakfast table with seating for six. The fridge will be stocked with milk, juice, fruit, beer, and wine. Stocked coffee station.brbrAll the pots and pans, utensils, silverware, glassware, stemware, and plates you will need.brOils and spices for cooking are supplied. Kitchen will be stocked with some pasta and sauce to get your started. There are two grocery stores within 5 minute drive. Please let us know if we can shop for you ahead of time.brbrWe are pet friendly. There are two cats that live on the property with the hosts, but not in this house.brbrAlso available: air fryer, juicer, Vitamix blender, toaster, rice maker, and crockpot.brbrThe property is surrounded by 100 foot trees on all sides, has a beautiful backyard with a stone patio for outdoor dining with a gas grill available for your use.brbrAll of the construction work is finished, and we have a brand new beautiful road leaving to the house..brbrAccess to the lake is at Millennium Park only. This is about a 2 mile drive from the house.brbrEntertainment:br- In bedroom 2 there is a TV with Disney+, Amazon prime, Hulu, and Netflix. Feel free to move it to any room.br- Super fast Internet with 500 MB download speedsbr- Amazon Alexa available in the living room and kitchen to play music on large sound systembr- Five-minute drive from downtown Lake Oswego, which has many fine restaurants and alfresco dining.br- 10-minute drive to Bridgetown Mall with premium shopping, restaurants, and a large Regal movie theater.br- 15-20 minute drive from downtown Portland.brbrHave kids br- In the yard, there is a cedar play structure with a sandbox and a slide for their usebr- Scooters and push bikes are available.br- An indoor kids' play area with lots of toys and a play kitchen that can be set up in the master suite or the living room at your request.brbrAbout the property:br- This is one of the largest lots in the neighborhoodbr- There are three houses on this property (two for rent and one occupied by the hosts)br- This listing (the Villa) is very private and has exclusive use of the large house, back patio with grill, back yard with play structure, and unfenced dog walking area.br- Shared areas are the laundry facilities and the reserved, off-street parking that can accommodate 12 cars.brbrGuest accessbrThe entire house is yours, as well as the back patio.brbrOwners live on the property in a separate unit.brbrMore about the property:br- This is one of the largest lots in the neighborhoodbr- There are three houses on this property (two for rent and one occupied by the hosts)br- This listing (the Villa) is very private and has exclusive use of the large house, back patio with grill, back yard with play structure, and dog walking area.br- Shared areas are the laundry facilities and the reserved off-street parking that can accommodate 12 cars.brbrOther things to notebrNo smoking anywhere on the property.brbrDogs welcome with an additional deposit. The yard is not fenced, so make sure to keep dogs inside or on a leash.brbrLake Oswego is a wonderful community. No parties with outside guests allowed unless you coordinate with the host.brbrQuiet hours outside between 9PM and 7AM

Beautiful Italian-style Villa in Lake Oswego

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$326.34

Lovely Lakefront Little Cottage on The West Bay of Lake Oswego. Guest Space is Entire Lower Level of Cottage with Private Covered Patio Entrance. Space Boasts a Beautiful Live|Work|Sleep Space | Full Kitchen | 1 Bath | 1 Queen Sofa|Bed. Overlooking Lake, Yard, Patios, Dock. Stunning Views of Bay for watching Blue Herons, Bald Eagles, Geese, Ducks Daily. Fish Jumping + Tiny Turtles on Occasion too. Grab a Paddle Board or Kayak to Adventure + Explore the West Bay, Oswego + Blue Heron Canals of Lake Oswego.

Guest House

{Lake Front Fun} The Little Cottage on West Bay of Lake Oswego

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$389.35

Kingsgate Escape | Family-Friendly Comfort in the Heart of Lake Oswego brbr brbrWelcome to Kingsgate Escape, a stylish and spacious retreat tucked away in Lake Oswego’s desirable Westlake neighborhood. This beautifully curated 3-bedroom, 3-bathroom home is the perfect setting for small groups or families looking to explore the Portland metro area while enjoying the peace and charm of a residential oasis. brbr brbrStep inside to discover a thoughtfully designed interior where every piece of furniture and décor is brand new, creating an inviting blend of modern style and cozy comfort. The open-concept living and dining areas make it easy to relax and reconnect, while the fully equipped kitchen is ready for your culinary adventures. brbr brbrFamilies will love the kid-friendly bunk room featuring a twin-over-full bed with an additional trundle—plus a gaming console that promises hours of fun. Each bedroom offers a peaceful haven for rest and relaxation after a day of exploring. brbr brbrOutside, the fully fenced backyard and expansive patio provide a safe and private area for kids to play while adults unwind on the outdoor furniture next to the fire pit.. Whether you're grilling up dinner, sipping wine under the stars, or enjoying the quiet charm of the neighborhood, Kingsgate Escape offers the perfect balance of indoor and outdoor living. brbr brbrWith quick access to the freeway and just minutes from Lake Oswego’s fantastic shopping, restaurants, parks, and entertainment, this location makes it easy to enjoy the best of the region. Whether you're here for work or play, Kingsgate Escape is your gateway to comfort, convenience, and the beauty of the Pacific Northwest. brbr brbrSleeping Arrangements: brbrBedroom 1 (second floor): King bed brbrBedroom 2 (second floor): Queen bed brbrBedroom 3 (second floor): Twin over Full Buk Bed + Trundle Pullout brbr brbrLocation: brbr★ 3 Blocks to Westlake Park brbr★ 2 Miles to Costco, Groceries, and Shopping brbr★ 4 Miles to downtown Lake Oswego brbr★ 8 Miles to downtown Portland brbr★ 11 Miles to Oregon Zoo brbr★ 20 miles to Portland International Airport brbr brbrProperty Information: brbr brbrWe truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can't control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. brbr brbrNo pets allowed

Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$207.56

Lovely, private studio/guesthouse located in an upscale, residential Lake Oswego neighborhood. Lake Oswego shops, Restaurants, Parks, Oswego Lake and Farmer's Market are all very close by. Quick and easy drive or bus ride into downtown Portland (approx 15 min drive). The Studio is located above our garage - a comfortable queen bed with high end linens, kitchenette including small refrigerator and coffee/tea making equipment, living room with cable tv and workspace with wifi.brbrThe 620 square feet Studio is a private and relaxing space with neutral colors and a clean aesthetic. You enter via a private pathway just past the garage. The Queen Bed is very comfortable for a restful night's sleep. The kitchenette is equipped with a mini refrigerator, microwave, dishwasher, toaster, keurig coffee maker and an electric tea kettle. The bathroom is a shower/tub combo and includes soap, shampoo, conditioner and a hair dryer. If we don't have what you need, please just ask!brbrOutside of the studio/guesthouse, there is no shared space. Our neighborhood is beautiful with trails and parks nearby to enjoy the outdoors.brbrPlease note there is a $75 Cleaning fee. Thank you!

Guest House

Lovely Studio/Guesthouse in Lake Oswego

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$1323.65

Ananda means bliss, and that is what we set out to create here. Tucked behind a private gate in the Uplands neighborhood, Maison Ananda is a five-bedroom, three-and-a-half-bath estate designed for traveling guests who want space, privacy, and quiet. Long weekends where the kids disappear into the game room and the adults claim the heated patio. Slow mornings with coffee in the yard before anyone else is up. Evenings can wind down in the media room without anyone feeling on top of each other. brbr brbrThe home comfortably hosts your traveling party of up to 12 registered guests, with the calm, private feel of a true residential retreat. brbr brbrExceptional ratings across all booking sites. Maison Ananda is one of Lake Oswego's most consistently top-rated luxury rentals. brbr brbrLocation brbr★ 9-minute walk to Lake Oswego Indoor Tennis Center brbr★ 10 minutes to downtown Lake Oswego (dining, boutique shopping, lake access) brbr★ 20 minutes to downtown Portland brbr★ 35 minutes to Portland International Airport (PDX) brbr★ Easy day trips to Willamette Valley wine country, Mount Hood, and the Oregon coast brbrWhat makes this home different brbr★ Fully gated, fully fenced front and back, parking for up to 6 vehicles brbr★ Heated indoor-outdoor living area with fireplace, usable year-round brbr★ Garage converted into a dedicated game room with ping pong, pop-a-shot basketball, and more brbr★ Media room with full sleeper sofa for movie nights or an extra crash space brbr★ Expansive chef's kitchen, ideal for cooking together brbr★ Private home office for the occasional working guest brbr★ Two king en-suites, one on each floor, ideal for two couples traveling together or multigenerational travel parties brbr★ Designer furnishings and high-end finishes throughout brbr★ Central air conditioning, in-unit washer and dryer brbr★ Self check-in via keypad, high-speed WiFi, propane BBQ grill brbr★ Pet friendly with full disclosure brbrSleeping arrangements (sleeps up to 12) brbr★ Bedroom 1, main floor: King with en-suite bath brbr★ Bedroom 2, main floor: Queen brbr★ Bedroom 3, second floor: King with en-suite bath brbr★ Bedroom 4, second floor: King ★ Bedroom 5, second floor: Twin-over-full bunk, plus rollaway and crib brbr★ Media room: Full sleeper sofa brbr brbrThe neighborhood brbrThe Uplands is one of Lake Oswego's most established residential pockets, quiet, leafy, and walkable to local trails and the indoor tennis center. Downtown Lake Oswego, ten minutes away, offers waterfront dining, boutique shopping, and access to the lake itself. Oswego Lake Country Club is six minutes away, and Waluga Dog Park is four minutes by car. The home is centrally located for guests visiting family in the area, attending events at Nike or Intel campuses, exploring Portland, or starting a wine country trip. brbr brbrA note on who this home is for brbrMaison Ananda is a guest-favorite home, and we work hard to keep it that way. It is built for traveling families, multigenerational travel parties, business travelers, and couples celebrating something special. It is not a party house, an event venue, or a place to host gatherings. Beyond that, we want you to relax, spread out, and enjoy every corner of the home. brbrOur neighbors know us, quiet hours are 10 PM to 8 AM, and the home is monitored by an exterior noise sensor and four exterior security cameras (three at the front, one at the back, none inside, none at the pool or spa). brbr brbrHouse rules at a glance brbr★ Traveling party of up to 12 registered guests. Overnight stays are limited to the registered guests on the booking. Please disclose your full party at the time of booking. brbr★ Day visitors are welcome for daytime visits, meals, and casual time together. We just ask that visitors not stay overnight and that the home does not become a venue for gatherings, parties, or events. Total people on the property at any time should remain reasonable for a residential home. brbr★ No parties, gatherings, or events of any kind, including birthdays, showers, bachelor or bachelorette events, or work offsites. brbr★ No smoking, vaping, or marijuana use anywhere on the property brbr★ Pet friendly with full disclosure required: $100 per pet, max 3 pets ($300). Pets cannot be left unattended in the home, including in a crate brbr★ Quiet hours 10 PM to 8 AM. Please stay indoors during these hours with doors and windows closed brbr★ 12 guests maximum overnight brbr brbrOther things to note brbr brbrWe may collect additional guest information after booking (typically an email address) to comply with local Lake Oswego short-term rental regulations. brbr brbrBook your stay at Maison Ananda and see why guests keep coming back.

Maison Ananda | Gated 5BR Luxury Estate in Lake Oswego, Sleeps 12

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$3588.25

Welcome to the Palais de Leon, a one-of-a-kind private riverfront estate—a breathtaking retreat where luxury, space, and unforgettable experiences come together on nearly three secluded acres along the Willamette River in beautiful Lake Oswego. From the moment you pass through the gated entrance and arrive at the grand circular driveway, it becomes clear this is not simply a home—it’s an extraordinary destination designed for unforgettable gatherings, retreats, and celebrations. brbr brbrSpanning nearly 20,000 square feet, this estate offers an unparalleled blend of elegance, entertainment, and resort-style living. With multiple living spaces, dramatic architectural details, and sweeping river views, every corner of the property invites you to slow down and savor the moment. brbr brbrA Private Resort Designed for Entertaining -- Inside Palais de Leon, you’ll discover an incredible collection of spaces designed for both grand entertaining and quiet relaxation. brbr brbrHost unforgettable movie nights in the private theater room, complete with soaring ceilings, a dramatic fireplace, and its own stage. Gather around the billiards room and full bar, or enjoy time in the library, home gym, and multiple lounge areas that make the home feel like a private luxury resort. brbr brbrWhether you're planning a corporate retreat, milestone celebration, or extended family getaway, the home offers space and amenities rarely found anywhere else. *Please note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits. brbr brbr*Extraordinary Outdoor Living* -- Step outside and the experience continues. brbr brbrThe estate’s outdoor spaces are truly spectacular, featuring: brbr★ A resort-style swimming pool and in-ground spa brbr★ Expansive terraces and courtyard gathering spaces brbr★ A private pond and lush landscaped grounds brbr★ A pool house for relaxing between swims brbr★ Specially curated decor and furnishing brbr★ Direct Willamette River frontage with a private dock brbr★ Spend mornings watching mist rise over the river, afternoons lounging by the pool, and evenings enjoying sunset reflections across the water. The setting feels peaceful and secluded, yet you're just minutes from the charming shops and restaurants of downtown Lake Oswego. brbr brbrSpace for Everyone -- With 10 bedrooms and over a dozen bathrooms, the estate comfortably accommodates large groups while still providing privacy and quiet spaces to unwind. With multiple living rooms, gathering areas, and entertainment spaces, guests can spread out, connect, and create memories without ever feeling crowded. brbr brbrA Setting That Feels Truly Rare -- Properties like this simply don’t exist in typical vacation rentals. brbrIt’s the kind of place where: brbrMorning coffee happens overlooking the river brbrAfternoons are spent poolside under the Oregon sun brbrExpansive manicured lawns for enjoyment brbrEvenings become unforgettable dinners and celebrations brbrAnd every guest leaves feeling like they experienced something extraordinary. brbr brbrThis estate is more than a home—it’s a private riverfront sanctuary designed for unforgettable stays. brbr brbrWe truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can't control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don't reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. brbr brbrPET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** brbr brbr★ Private gated estate brbr★ Nearly 3 acres of riverfront grounds brbr★ Resort-style pool, spa, and pool house brbr★ Private theater, bar, billiards, gym, and library brbr★ Private dock on the Willamette River brbr★ Minutes to downtown Lake Oswego brbr brbrTo keep the landscaping pristine, service is scheduled every Thursday morning. brbr brbrPlease note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits.

Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$105.68

Immerse yourself in the greenery of Oregon and book a stay at this vibrant unit. Located near the Willamette River and Portland, this 2-bedroom, 1.5-bath vacation rental offers the perfect base for your Pacific Northwest adventure. Enjoy the convenience of a fully equipped kitchen, a balcony, 2 laptop-friendly workspaces, and community amenities, like an indoor pool. With its prime location and stylish touches, this well-rounded condo is the ideal choice for your Lake Oswego getaway.brbr-- THE PROPERTY --brbrCommunity Hot Tub | Hiking Trail Access On-Site | 2 Laptop-Friendly Desks w/ Monitors & Webcam | Near Bus Stops brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Full Sleeper SofabrbrCOMMUNITY AMENITIES: Indoor pool, game room, basketball court, fitness center, business center brINDOOR LIVING: Smart TV w/ Netflix, Hulu, Disney, and Apple TV, portable A/C unit (bedroom 1), mini-split A/C/heat unit (living room only), electric heat (bedrooms) brKITCHEN: Fridge, stove & oven, dishwasher, microwave, cooking basics, dishware & flatware, trash bags, paper towelsbrGENERAL: Free WiFi, washer & dryer, laundry detergent, iron & board, complimentary toiletries, hair dryer, towels & linens, hangersbrFAQ: Interior motion sensors, pet fee (paid pre-trip)brACCESSIBILITY: Single-story condo, small flight of stairs & 2 staircases to access (1 exterior, 1 interior) brPARKING: Covered parking (1 vehicle, designated space), visitor parking spaces (first-come, first-served)brbr-- THE LOCATION --brbrGREEN SPACES: Crystal Springs Rhododendron Garden (8 miles), Tom McCall Waterfront Park (9 miles), Hoyt Arboretum (11 miles) brSEE & DO: Oaks Amusement Park (7 miles), OMSI (9 miles), Moda Center (10 miles) brDOWNTOWN PORTLAND (15 miles): Portland International Raceway, Portland Expo Center brAIRPORT: Portland International Airport (19 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story condo requires a small flight of stairs and 2 staircases to access. One staircase is exterior and the other is interior br- NOTE: While this property has a standalone A/C unit in the living room and a portable A/C unit in Bedroom 1, the rest of the home does not feature A/Cbr- NOTE: This property features 1 motion sensor in the living room at the top of the stairs and 1 motion sensor at the bottom of the stairs. These devices do not record sound (or video), they only detect motion and will be off when guests are in residence

Condo

Lake Oswego Condo w/ Balcony, 3 Mi to the Water!

Lake Oswego, Oregon, United States

Bed

Bath

Sleeps

$247.44

Spend your next stop in the Portland area staying in style at this vibrant Lake Oswego townhome! With a sleek interior, private furnished deck, and convenient location that puts you just minutes from iconic city sights like the Oregon Zoo and Portland Art Museum, this 3-bedroom, 2.5-bath vacation rental is perfect for sightseeing during your stay. Tour exhibits at the OMSI, catch a game at Moda Center, or visit the International Rose Test Garden before heading home to cuddle up by the fireplace!brbr-- THE PROPERTY --brbrOutdoor Dining | In-Unit Laundry | Gas Fireplace | 5 Mi to Tryon Creek State Natural AreabrbrBedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Full BedbrbrINDOOR LIVING: Smart TVs w/ Chromecasts, board games, books, dining table, office desk, walk-in closet, en-suite bathroombrOUTDOOR LIVING: Private deck, patio space heater, gas grill, 2 private balconiesbrKITCHEN: Refrigerator, drip coffee maker, electric kettle, stove/oven, microwave, toaster, dishware & flatware, cocktail & wine glasses, cooking basicsbrGENERAL: Keyless entry, self check-in, free WiFi, central heating & A/C, washer & dryer, laundry detergent, iron/board, clothes steamer, towels/linens, trash bags/paper towelsbrFAQ: Pet fee (paid pre-trip), fire pit (decorative only), 1 exterior doorbell camera (facing out)brACCESSIBILITY: 2-story townhome, outdoor staircase required to enter, interior stairs required to access all bedrooms & full bathrooms on 2nd floorbrPARKING: Driveway (2 vehicles), free street parkingbrbr-- THE LOCATION --brbrDOWNTOWN PORTLAND (9 miles): Portland Art Museum, Keller Auditorium, Pioneer Courthouse Square, Arlene Schnitzer Concert Hall, OMSI, Revolution HallbrNEARBY ATTRACTIONS: Oaks Amusement Park (7 miles), Moda Center (10 miles), Providence Park (10 miles), The Freakybuttrue Museum (11 miles), Oregon Zoo (11 miles), Pittock Mansion (12 miles), Portland Japanese Garden (12 miles) brOUTDOORS: George Rogers Park (5 miles), Tryon Creek State Natural Area (5 miles), Sellwood Riverfront Park (7 miles), Washington Park (9 miles), International Rose Test Garden (9 miles)brAIRPORT: Portland International Airport (19 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story townhome requires using an outdoor staircase to enter. While it offers a half bath on the 1st floor, additional interior stairs are required to access all of the bedrooms and full bathrooms on the 2nd floorbr- NOTE: The deck fire pit is not available for guest use br- NOTE: Your safety matters. This property features 1 exterior doorbell security camera located at the main entrance facing outward. It does not look into any interior spaces. The camera records video and sound when activated by motion

Lake Oswego Home w/ Deck 9 Mi to Downtown Portland

Lake Oswego, Oregon, United States

3

Bed