Vacation rentals in Lake Oswego

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Popular amenities for Lake Oswego vacation rentals

Lake side house rentals in Lake Oswego

Superhost
A charming modern farmhouse is set among tall evergreen trees, featuring a sloped shingle roof and large windows that allow natural light into the interior. Lush greenery surrounds the home, creating a sense of seclusion and tranquility.
Home in Estacada
5 out of 5 average rating, 3 reviews

Mt. Hood Retreat on Private Mountain Lake

RezaRating, 5 stars1 week ago
This was my second time staying on Jeremy’s magical property, and this time we brought the whole family! We rented both the main house and guest house for a weekend getaway, and the experience was absolutely unforgettable. The main house is warm, inviting, and incredibly spacious—perfect for gathering everyone under one roof. The design is thoughtful and full of charm, with cozy corners, a well-stocked kitchen, and comfortable beds throughout. We cooked, laughed, and shared meals around the dining table, then relaxed by the fire or explored the beautiful surroundings. The private lake, forest trails, wildflowers, and peaceful energy of this place make it feel like your own private nature retreat. We saw all kinds of critters, made bonfires, and enjoyed being completely unplugged. It was everything we hoped for and more. Jeremy’s hospitality is unmatched, and this property continues to be a favorite. We can’t wait to return again.
Guest favorite
A charming two-story home features a welcoming front staircase leading to the entrance. The house showcases a white exterior with contrasting dark trim. Lush greenery and a well-maintained pathway enhance the inviting appearance, while large windows allow natural light to fill the interior.
Home in Camas
4.94 out of 5 average rating, 67 reviews

Camas Lakehouse With Private Hot Tub

NicoleRating, 5 stars1 week ago
We loved our family’s stay. The owners accommodated us and made us feel comfortable and welcome. The home is beautifully and comfortably furnished and designed.
Top guest favorite
A tranquil river scene is captured, with calm waters reflecting soft pastel colors of the sky. Lush greenery lines the riverbank, and trees are visible in the background, creating a serene natural environment.
Home in Historic Milwaukie
4.97 out of 5 average rating, 96 reviews

Riverside Living!

MargaretRating, 5 stars1 month ago
Large, roomy home with a spectacular water view! All amenities were available and thoughtfully provided. Private and quiet, this home is the perfect place to vacation. We were sorry to leave!
Top guest favorite
The lodge-style home displays a spacious driveway leading to the entrance, surrounded by lush greenery and tall trees. Natural stones and wooden accents are featured on the facade, creating an inviting and rustic appearance. Ample parking space is visible in front of the house.
Home in Oregon City
5 out of 5 average rating, 107 reviews

The Secluded Lodge at Highland Park

CarolineRating, 5 stars3 weeks ago
Sherry was such a lovely host! Communicative, friendly and overall wonderful. The pond and surroundings were so beautiful. We stayed for a family wedding and everyone loved this incredible home!
Superhost
The exterior of a mid-century home is surrounded by lush greenery, including aged trees and flowering shrubs. A welcoming front entrance is highlighted by a modern light fixture and well-maintained pathway, leading to a warmly designed doorway.
Home in Lake Grove
4.6 out of 5 average rating, 5 reviews

Lake Oswego Garden Home 4 Bedrooms 3 full bath

CarlRating, 5 stars4 months ago
Lily’s house is close to great restaurants and was big enough for our family of four. Our dog loved the large fenced in back yard. The car charger was very convenient so we didn’t have to rely on public chargers. My only nitpick was that the downstairs bedroom got cold, even with the space heater Lily provided.
Guest favorite
The tranquil water pond reflects surrounding greenery, with several tall trees lining the shoreline. The home is positioned nearby, highlighted by a yellow indication. A grassy area extends along the water's edge, creating a serene outdoor environment.
Home in Vancouver
4.8 out of 5 average rating, 283 reviews

Waterview Oasis Cottage in Park-Like Neighborhood

EmmaRating, 5 stars1 week ago
We enjoyed our stay and spent most days on the back porch overlooking the pond, sitting on the grass under the tree and walking through the safe neighborhood on the pathways (our busy 3 year old boy had a blast). Older house but clean and equipped with everything we needed. If the place was available we would have extended our stay (we booked their other house in the same neighborhood though.) Thank you Son and Jessica!
Guest favorite
A spacious living area features a modern green sectional sofa complemented by decorative pillows. A vibrant piece of abstract art adorns the wall. Natural light pours in from large windows, illuminating the open kitchen and dining area visible in the background.
Home in North Tabor
4.95 out of 5 average rating, 335 reviews

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

BobRating, 5 stars6 days ago
Antony & Fotoula's flat was cozy and comfortable. The kitchen was well-equipped and the bathroom (With heated floors) was amazing. The fenced in patio was a great place to spend evenings under the lights. It's located in a really nice neighborhood with many restaurants within 1-2 miles (Including a Starbucks a block away). The surrounding neighborhood is very safe and for those including you could walk to many of the restaurants. We enjoyed walking to Laurelhurst Park (1/2 mile) to watch comedy in the park (Fridays in June/July) and hiking in the Columbia River Gorge.
Guest favorite
A stone fireplace serves as a focal point in a cozy living area adorned with wooden walls and beams. A light-colored sofa is positioned nearby, accompanied by a decorative rug that adds warmth to the space. Soft lighting enhances the welcoming ambiance.
Home in Estacada
4.9 out of 5 average rating, 20 reviews

Cozy & quiet creek cabin

MasonRating, 5 stars3 weeks ago
This was a great and cozy secluded cabin feel with a beautiful view of the creek running by. Jason was extremely accommodating. We locked ourselves out on accident and Jason was there in less than 20 minuets to help us in. Highly recommend !

House rentals in Lake Oswego

Top guest favorite
An open living space features high ceilings with wooden beams and large windows providing natural light and views of the surrounding landscape. A dark leather sectional sofa is positioned near a stone fireplace, contributing to a cozy ambiance. A dining area is visible in the background.
Home in Newberg
4.95 out of 5 average rating, 112 reviews

Vineyard and Mountain View Wine Country Retreat

MariaRating, 5 stars2 weeks ago
The view!!!! Truly spectacular and more magnificent and stunning than the pictures. We took advantage of Cynthia’s recommendation and hired Chef Ian who spoiled us with an amazing dinner and selection of wines for my husband’s 60th birthday dinner that included our two adult children and their significant others. The six of us all stayed at the home together for the vacation and it was perfect. The house is a short drive into town where we enjoyed great takeout from Social Goods one night and another evening had a yummy dinner at Rosmarino, meeting the warm and welcoming owner. Chef Ian put us in touch with his friend Aaron who drove us to three different wineries on Saturday and he even picked up our preordered lunch. Aaron was so kind and funny and born and raised there so had great tips and information to share. My husband and I are huge runners and found some good areas to run within a short drive from the house. All in all, a top ten place and wonderfully responsive host!
Top guest favorite
The modern two-story home features a light exterior with vertical siding and a covered porch. Two chairs are positioned near the entrance, while vibrant pumpkins and landscaped flowers enhance the welcoming atmosphere. A garage is visible to the right.
Home in Oak Grove
4.98 out of 5 average rating, 104 reviews

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets

GeoffreyRating, 5 stars2 weeks ago
Absolutely loved this place. So clean, well stocked with everything you'd need. High quality appliances and products supplied. Very responsive and helpful host. I would most definitely come back to this AirBnB. Thank you for the amazing stay, Erik!
Top guest favorite
A bright suite features a welcoming sofa with decorative pillows, accompanied by a wooden coffee table. A kitchenette is equipped with essential appliances, while a dining table is set for two. A large artwork depicting a coastal scene adds a calming focal point.
Home in Portland
4.97 out of 5 average rating, 413 reviews

Portland Southwest Suite Stay

FerrelRating, 5 stars1 week ago
Robert was very friendly when we met him. The room was exactly as it appeared in the photos. The room was perfect! We were able to have a couple of our kids and grand kids over to hang out for a while and there was plenty of room. The fridge was unexpectedly nicely stocked with various goodies and necessities. We will stay there again!
Top guest favorite
An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.
Home in Kerns
4.99 out of 5 average rating, 412 reviews

Modern Guesthouse in Portland's Central Eastside

MelissaRating, 5 stars5 days ago
This is a great place to stay if you are visiting Portland. the house was perfect. loved the neighborhood. easy to get a lyft to go over to Nob Hill, Pearl, or the Japanese Gardens. we also had a huge car and there was always a spot right in front of the house. and of course, I have to mention the heated toilet seat. it's life changing!
Top guest favorite
Home in Sherwood
4.95 out of 5 average rating, 125 reviews

Chateau Chardonnay:Tuscan home in NW wine country

JeanneRating, 5 stars3 weeks ago
Our stay was wonderful. We celebrated our daughter’s 40th birthday with our family. One of my daughters commented on a previous comment that the pictures did not do it justice which is true. It was super clean and well stocked. The grounds were amazing with so many birds and one crazy squirrel. Very peaceful spot. Thank you for sharing your house with us!
Guest favorite
A spacious outdoor deck features comfortable seating made of natural materials, accompanied by a table. Warm string lights hang above, enhancing the ambiance in the evening. The backdrop includes tall trees, providing a sense of privacy and connection to nature.
Home in Troutdale
4.94 out of 5 average rating, 113 reviews

Luxe Riverfront A-Frame | Hot Tub | Fishing

ErinRating, 5 stars1 week ago
Hosts were very organized and wonderful communicators. Easy check-in / check-out process and overall great for our girls weekend away. The Troutdale home is well located — any easy drive to the airport and lots of good hiking. Few maintenance issues and outdoor area could use a little TLC, but really a beautiful spot and the hot tub was a delight. We had a private chef come to the house and it was a really good layout for it. Downtown Troutdale is super cute too.
Superhost
The entrance features a covered porch with a wooden frame and decorative pillars. Colorful flower baskets and potted plants adorn the space, while a bench rests on the wooden deck. Large windows provide visibility into the home, enhancing the welcoming appearance.
Home in Clackamas
4.84 out of 5 average rating, 194 reviews

Brand new Miranda's Lodge- cozy place with hot tub

RacheleRating, 5 stars3 days ago
This home was beautiful, clean, and well cared for. The kitchen was very well stocked, and the beds were extremely comfortable. The grounds were beautiful with a wonderful garden-and the jasmine in bloom made the whole backyard smell incredible! The hot tub was nice to relax in and the back porch had lots of comfortable seating. Just a great ambience. The location can't be beat for easy access to 205, 212, and 224, and super close to stores and Fred Meyer. It IS stated in the description, but worth noting that the 3rd bed isn't in the 3rd bedroom and is instead the pullout in the living room. Not a big problem, but the only tv is in the living room as well, so if you have kids and are wanting them to go to bed while you stay up later and watch TV or something, you won't really be able to do that. Overall, this place was really nice and we would be happy to stay here again.
Top guest favorite
An open studio space features a queen bed with decorative pillows and a cozy lounge couch. A kitchenette is visible in the background, along with a wooden table and chairs. Natural light floods in from the window, highlighting the warm wooden flooring.
Home in Newberg
5 out of 5 average rating, 621 reviews

Newberg Garden View Suite – Peace, Rest, Enjoy

KylaRating, 5 stars2 weeks ago
Thank you for your flexibility!!

Lake Oswego fishing vacation rentals

Top guest favorite
Guest suite in Milwaukie
4.95 out of 5 average rating, 413 reviews

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

SarahRating, 5 stars2 weeks ago
Beautiful home. As described. Loved grabbing a coffee from down the street and walking down to the lake in the mornings. The hot tub was perfect & the home is clean and felt cozy. The price for all the amenities you get is very affordable. The location is great too , not too far from the city and you feel at home in the neighborhood surrounded by nature.
Guest favorite
A cozy lofted bedroom showcases a spacious bed and feature lighting. Large windows framed by wooden beams offer views of lush greenery. A hanging chair adds a relaxed element, while air conditioning provides comfort. The rustic walls are finished in warm wood tones.
Cottage in Yacolt
4.97 out of 5 average rating, 279 reviews

Private beach and swimming hole nestled in trees

ChristyRating, 5 stars1 week ago
Absolutely stunning. Cabin was very clean and cozy. Extra touches throughout the house and property with guest comfort in mind. Little touches like smore stuff that was fresh and complimentary as well as a bottle of wine. Kitchen had everything you'd need but wasnt too cluttered. Private river beach was amazing. Everything was absolutely perfect and host was available and responsive. Can't recommend this higher.
Top guest favorite
A serene lake view is presented, surrounded by lush greenery and trees. The reflection of the trees is visible on the water's surface. A small shed is seen by the water's edge, and a canoe rests on the shoreline, inviting outdoor activity.
Cottage in Newberg
4.97 out of 5 average rating, 159 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

CarrieRating, 5 stars5 days ago
The property is beautiful. Ron and Cathi (and April) are exceptional hosts. We hope to return in the future.
Top guest favorite
The exterior of a red barn-style building is featured, with a prominent white star design above the entrance. Two garage doors and multiple windows allow natural light. A stone pathway leads to a small seating area with two chairs, while a BBQ grill is positioned nearby.
Barn in Brush Prairie
4.96 out of 5 average rating, 152 reviews

Hockinson Carriage House - You Won't Want to Leave

ShannonRating, 5 stars3 weeks ago
Beautiful place in the country. So quiet with lots wildlife around to see. I felt very comfortable and secure. The place had all the things you would need and more. I highly recommend.
Guest favorite
An inviting deck is surrounded by lush greenery, featuring two wooden Adirondack chairs positioned near the entrance of a Lotus Belle Tent. The tent's white fabric blends harmoniously with the natural setting, providing a cozy and secluded atmosphere.
Tent in Oregon City
4.92 out of 5 average rating, 119 reviews

Stargazing Glamping | Swim | Oasis

LucasRating, 5 stars2 months ago
The location was very peaceful to stay it, we came in April so we were afraid of cold season but the heated mattress was perfect. The mornings were great and all we could hear was the creek and wildlife. We made a fire and enjoyed the weather. Would stay again
Guest favorite
Treehouse in Mt Hood
4.98 out of 5 average rating, 205 reviews

Beautiful, Magical, Treehouse

KaylaRating, 5 stars9 months ago
Everything about this trip was magical. The tree house is beautiful and so cozy. The setting is so peaceful and the hosts are extraordinary. My family had the best time and can’t wait to return. The pups, Jesse and Woody were the icing on the cake. They are a blast to play with. We enjoyed swimming and kayaking around the pond, feeding the fish, playing countless board and yard games and hiking around the property. This is a little slice of heaven on earth. Stay here, you won’t regret it!!
Top guest favorite
An aerial view captures the guesthouse set beside the river, surrounded by lush greenery and autumnal foliage. A pathway leads from the house down to the water's edge, where access for fishing and water activities is visible. The nearby road is unobtrusive, blending into the natural landscape.
Guesthouse in Clackamas
4.98 out of 5 average rating, 164 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

FallonRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Amazing Stay! This place was everything we hoped for and more—beautiful, spotless, and fully equipped with everything you could need. The location is stunning, peaceful, and perfect for a relaxing escape. We especially loved the hot tub, sauna, and swimming in the nearby river—such a treat! We had the pleasure of meeting the hosts in person, and they were incredibly kind, thoughtful, and went above and beyond to make sure our stay was perfect. Communication was smooth and fast the entire time. We stayed here as a multi-generational family—from my 83-year-old great-grandma to a teenager and a 4-year-old—and we all loved it. Honestly, it was hard to leave! Thank you for making this incredible place available for families like mine to enjoy. We'll definitely be back!
Guest favorite
A serene garden scene captures early morning fog enveloping vibrant fall foliage. Lush greenery is interspersed with colorful autumn leaves, providing a peaceful backdrop. The landscape features a variety of shrubs and trees, adding depth and texture to the tranquil environment.
Guest suite in Milwaukie
4.95 out of 5 average rating, 170 reviews

Riverside Cottage Apartment.

MelissaRating, 5 stars1 month ago
Johan was an exceptional host, and his property was breathtaking. He went the extra mile by making us feel so welcome, and made our toddler’s day when he let out his chickens for him to enjoy! The home had everything we needed and more, and we thoroughly enjoyed every part of our stay, especially the easy walk to the river and the stunning gardens. I would highly recommend Johan and his home to anyone wanting a peaceful stay!

Quick stats about vacation rentals in Lake Oswego

  • Total rentals

    210 properties

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Lake Oswego?

    Make yourself at home in Lake Oswego by choosing from our most frequently booked neighborhoods. We have over 810 vacation rentals in Uplands, over 430 vacation rentals in Lakewood, and over 810 vacation rentals in Lake Grove.

  • Are there vacation rentals with a dedicated workspace in Lake Oswego?

    Yes! Work meets play with ease at over 120 vacation rentals in Lake Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Lake Oswego?

    Four-legged friends are welcome in Lake Oswego. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there Lake Oswego vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Lake Oswego, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in apartment rentals in Lake Oswego?

    Experience the best of Lake Oswego with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Lake Oswego have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lake Oswego have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lake Oswego have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Lake Oswego. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Lake Oswego?

    Lake Oswego has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Lake Oswego?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 30 homes with self check-in, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Lake Oswego