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Lake Oswego, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Lake Oswego, OR

Discover Family-Friendly Vacation Rentals in Lake Oswego, OR

The right family vacation rental in Lake Oswego, OR makes all the difference, keeping you close to top city attractions.

Roseway Basecamp | Private Suite | 8 Min To Pdx - Lake Oswego, OR
Lake Oswego, OR
07/07 – 07/13
$276/nighttotal: $1656 (6 )

Roseway Basecamp | Private Suite | 8 Min To Pdx

2 4
apartment , Portland
This Roseway neighborhood apartment in Northeast Portland offers a private bottom floor of a 1927 craftsman home, located one block from Wellington Park and a short walk to Sandy Boulevard's shops and restaurants, with Portland International Airport (PDX) just 8 minutes away. This family-friendly two-bedroom unit sleeps four guests and includes in-unit laundry, a microwave, a mini-fridge, complimentary craft beers, fast WiFi, and access to a backyard, with easy street parking available.
Treetop Cabin - Lake Oswego, OR
10 49 reviews
Lake Oswego, OR
07/07 – 07/13
$297/nighttotal: $1782 (6 )

Treetop Cabin

1 4
house , West Linn
This charming house is located just 20 minutes south of Portland in West Linn, a short 5-minute drive from a river beach and boat launch. It has received excellent ratings for location, cleanliness, and overall user experience.
The house features three bedrooms and two bathrooms, comfortably accommodating up to 10 guests. Enjoy the whimsical Pacific Northwest theme, the homey atmosphere, and the luxurious amenities, including Egyptian cotton sheets, all-natural cleaning products, and waterproof cork flooring.
Modern Loft Guest House | Near Oregon City - Lake Oswego, OR
9.7 340 reviews
Lake Oswego, OR
07/07 – 07/13
$216/nighttotal: $1296 (6 )

Modern Loft Guest House | Near Oregon City

2 4
apartment , Oregon City
This one-bedroom apartment in Oregon City is conveniently located just a mile from Clackamas Community College and Haggart Observatory, offering easy access to attractions and a peaceful neighborhood setting. The apartment has received excellent ratings for location, cleanliness, and overall experience.
This rental comfortably accommodates up to four guests and features a modern kitchen, a balcony, and free WiFi. Enjoy amenities like a water dispenser, games for entertainment, and a smoke-free environment.
Se Park Ave 4b Retreat, Walk To Max Station, Bbq - Lake Oswego, OR
9.4 138 reviews
Lake Oswego, OR
07/07 – 07/13
$411/nighttotal: $2466 (6 )

Se Park Ave 4b Retreat, Walk To Max Station, Bbq

1 4
apartment , Milwaukie
This Southeast Portland house, a five-minute walk from a MAX station and a 15-minute drive to downtown Portland, offers convenient access to public transportation and city attractions.
This four-bedroom, two-bathroom home sleeps nine guests comfortably, boasting a fully equipped kitchen, in-unit laundry, streaming services, a fenced backyard with a play structure, and a two-car garage.

Best Lake Oswego, OR vacation rentals with parking

Allergen Free Comfort Home In West Linn, Oregon - Lake Oswego, OR
9.6 184 reviews
Lake Oswego, OR
07/07 – 07/13
$207/nighttotal: $1242 (6 )

Allergen Free Comfort Home In West Linn, Oregon

1 4
apartment , West Linn
This West Linn apartment is located just 20 miles from Portland International Airport, 10 miles from shopping, and within easy reach of local restaurants, markets, and a city park. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a full kitchen, laundry access, a dining room that seats 12, two decks, and a garden, along with amenities like a high chair, basketball hoop, games, and DVDs.
"Blue Fern In Historic Oregon City W/ Bbq Grill - Lake Oswego, OR
8.6 16 reviews
Lake Oswego, OR
07/07 – 07/13
$186/nighttotal: $1116 (6 )

"Blue Fern In Historic Oregon City W/ Bbq Grill

2 4
apartment , Oregon City
This ground-level rental is located in Hillendale, Oregon City, a short distance from downtown Oregon City, the Willamette River, and Clackamas Community College. It's also conveniently located near restaurants, shopping, and services, and boasts excellent user ratings. This two-bedroom, one-bathroom apartment can comfortably accommodate up to six guests and features a private entrance, patio, full kitchen, bathroom, on-site parking, streaming services, and access to nearby attractions like the Oregon Trail Interpretive Center and Stone Creek Golf Club.
Rhone Retreat - Lake Oswego, OR
10 2 reviews
Lake Oswego, OR
07/07 – 07/13
$1305/nighttotal: $7830 (6 )

Rhone Retreat

1 4
house , Portland
Rhone Retreat is a charming house tucked away in Portland's peaceful Southeast neighborhood, offering a tranquil escape while being within easy reach of the city's top attractions, such as the Oregon Museum of Science and Industry and South Waterfront City Park. The house comfortably accommodates up to 5 guests, featuring a cozy living space, 3 well-appointed bathrooms, and a fully equipped kitchen.
Modern amenities include air conditioning, free Wi-Fi, a washing machine, and a TV. The house also boasts a private outdoor space for relaxation or al fresco dining. Pet-friendly, Rhone Retreat welcomes furry companions to join the adventure, making it the perfect choice for travelers seeking a comfortable and convenient home away from home in Portland.
Fantastic Private Single Level Casita, New Decor And Furnishing, Covered Patio, 2 Blocks To Hospital - Lake Oswego, OR
10 13 reviews
Lake Oswego, OR
07/07 – 07/13
$285/nighttotal: $1710 (6 )

Fantastic Private Single Level Casita, New Decor And Furnishing, Covered Patio, 2 Blocks To Hospital

2 4
apartment , Milwaukie
Bridge City Casita, a two-bedroom house in Milwaukie's Ardenwald neighborhood, is two blocks from Providence Milwaukie Hospital and five miles from downtown Portland.
This 680-square-foot single-level rental features an open-concept kitchen, dining, and living area, accommodates four guests, and includes a fridge, microwave, dishwasher, air conditioning, a garden, parking, and a patio with a BBQ.

Frequently Asked Questions about vacation rentals in Lake Oswego, OR

  • What should a first-time visitor not miss in Lake Oswego, OR?

    Lake Oswego is a charming town with lots to offer, but you definitely shouldn't miss a stroll along the waterfront at the Lake Oswego Promenade, taking in the views of the lake and the mountains. If you're a history buff, the Oswego Heritage House is a must-see, showcasing the town's rich past.
  • What are the best Airbnb and vacation rentals in Lake Oswego, OR?

  • Which neighborhood in Lake Oswego, OR should you consider for a vacation rental?

    For a quintessential Lake Oswego experience, consider staying in the Old Town neighborhood. It's close to the lakefront, shops, restaurants, and the historic Oswego Heritage House. You'll be right in the heart of the action.
  • What are the most popular Airbnbs in Lake Oswego, OR?

  • What are the top family-friendly attractions in Lake Oswego, OR?

    The Lake Oswego Farmers Market is a great option for families, with fresh produce, local crafts, and live music. For some outdoor fun, head to the George Rogers Park with its playground, picnic areas, and walking trails. The Lake Oswego Library also hosts a variety of family-friendly events throughout the year.
  • What are the best vacation rentals with a pool in Lake Oswego, OR?

  • When is the best time to book a vacation rental in Lake Oswego, OR?

    The best time to book a vacation rental in Lake Oswego is during the shoulder seasons, from April to May or September to October. The weather is still pleasant, the crowds are smaller, and you'll often find better deals.
  • What are the best rentals for families and kids in Lake Oswego, OR?

  • What are the best budget-friendly activities in Lake Oswego, OR?

    Lake Oswego is a great place for budget-conscious travelers. Take a walk along the waterfront, explore the parks, or visit the Lake Oswego Library, all of which are free. You can also pack a picnic lunch and enjoy a meal by the lake.
  • What are the best rentals or Airbnbs with a jacuzzi in Lake Oswego, OR?

    The best vacation rentals or Airbnb with a jacuzzi in Lake Oswego, OR are River Forest Lake Apt W/hot Tub - Hot Find, Live The Dream On The Beautiful Willamette River and Indulge In Rare Riverside Retreat.

  • What are the best restaurants with local dishes in Lake Oswego, OR?

    For a taste of local cuisine, try the Oswego Lake Country Club, which is known for its delicious seafood and stunning views of the lake. The Lake Grill is another popular option, offering classic American dishes with a focus on fresh, seasonal ingredients.
  • What are the best walking or cycling routes in Lake Oswego, OR?

    The Lake Oswego Promenade is a great place for a leisurely walk or bike ride, offering scenic views of the lake. For a longer ride, try the West Linn Loop, a 10-mile paved path that follows the Willamette River.
  • Are there pet-friendly attractions in Lake Oswego, OR?

    Many of Lake Oswego's parks are pet-friendly, including George Rogers Park and the Lake Oswego Promenade. You can also find dog-friendly restaurants and shops throughout the town.
  • What are the benefits of choosing a vacation rental in Lake Oswego, OR?

    Vacation rentals offer more space and privacy than a hotel room, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Lake Oswego, OR?

    Lake Oswego is home to the Lake Oswego Country Club, which offers golf, tennis, swimming, and other recreational activities. The town also has several parks with sports fields, including George Rogers Park and Millennium Park.

Destinations nearby

Top Vacation Rentals with Balconies in Lake Oswego, OR

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Lake Oswego, OR.

30 Day+ Craftsman; Stroll 2 Food & Downtown! - Lake Oswego, OR
8.8 68 reviews
Lake Oswego, OR
07/07 – 07/13
$355/nighttotal: $2130 (6 )

30 Day+ Craftsman; Stroll 2 Food & Downtown!

5 4
house , Portland
This Craftsman-style home is located in a residential area, just two miles from the Moda Center and 2.5 miles from Portland Union Station, offering a peaceful retreat while still being close to the city's attractions. This property has consistently received very good ratings for user experience, cleanliness, and location.
This spacious home features five bedrooms and a comfortable 40 square feet of living space. Enjoy modern amenities, including air conditioning, a fully equipped kitchen, free Wi-Fi, a private balcony with garden views, and an on-site restaurant for your convenience.
Charming Portland Cottage With  Hot Tub - Lake Oswego, OR
Lake Oswego, OR
07/07 – 07/13
$288/nighttotal: $1728 (6 )

Charming Portland Cottage With Hot Tub

2 4
apartment , Beaverton
This private guest cottage in Beaverton's West Slope district offers a secluded residential setting, located under 5 miles from Washington Park's attractions including the Oregon Zoo and Portland Japanese Garden, and less than 15 minutes from downtown Portland.
This 800 square foot rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, in-unit laundry, a private hot tub, and a furnished patio with a gas grill, providing easy access to Forest Park for hiking.
West Linn Modern 2 Rooms, Ev Charger, Patio, Fire Pit, Forest View, Deer Glazing - Lake Oswego, OR
9.0 80 reviews
Lake Oswego, OR
07/07 – 07/13
$222/nighttotal: $1332 (6 )

West Linn Modern 2 Rooms, Ev Charger, Patio, Fire Pit, Forest View, Deer Glazing

2 4
apartment , West Linn
This accommodation is located in a serene upscale neighborhood in West Linn. It is just 5 minutes from the freeway and 20 minutes from downtown Portland. The location has received excellent ratings for both its location and cleanliness.
The accommodation has a floor area of 1300 square feet and has 2 bedrooms and 1 bathroom. It features a private entrance and deck with serene backyard views. The accommodation has a Tesla charger available for electric vehicles.
Oregon Jade Lodging- Spacious 2 Bedrooms, Ev Charger, Quite By Stream - Lake Oswego, OR
Lake Oswego, OR
07/07 – 07/13
$285/nighttotal: $1710 (6 )

Oregon Jade Lodging- Spacious 2 Bedrooms, Ev Charger, Quite By Stream

2 4
apartment , West Linn
This West Linn apartment is located in a quiet, upscale neighborhood by a stream, just 20 minutes from downtown Portland and 5 minutes from the freeway. The peaceful setting offers a retreat from the city while still being conveniently located.
The two-bedroom rental is spacious at 1290 square feet and can accommodate up to four guests. Enjoy the private deck, fire pit, and a Tesla charger, perfect for a relaxing stay.

Find the Best Dog-Friendly Vacation Rentals in Lake Oswego, OR

Discover pet-friendly vacation rentals in Lake Oswego, OR that prioritize comfort for both you and your dog.

Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk To Park, Minutes From Downtown - Lake Oswego, OR
10 1 review
Lake Oswego, OR
07/07 – 07/13
$258/nighttotal: $1548 (6 )

Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk To Park, Minutes From Downtown

2 4
apartment , Tigard
This newly constructed 670 sq ft apartment in Tigard is located 2 blocks from Bonita Park, 0.5 miles from freeway access, 0.5 miles from restaurants, 2 miles from shopping, and 10 miles from downtown Portland.
This pet-friendly residence offers 2 bedrooms, 2.5 bathrooms, a fully equipped kitchen with stainless steel appliances, in-unit laundry, air conditioning, and parking for one vehicle, accommodating up to 4 guests.
Central Cozy Family 3bd Oasis - Lake Oswego, OR
9.6 104 reviews
Lake Oswego, OR
07/07 – 07/13
$230/nighttotal: $1380 (6 )

Central Cozy Family 3bd Oasis

1 4
apartment , West Linn
This West Linn duplex, minutes from North Willamette Park and a short drive from Lake Oswego, Oregon City, and downtown Portland, offers a convenient location near major attractions.
The three-bedroom, one-bathroom rental sleeps seven guests and features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a private fenced backyard with patio and picnic tables, free parking, and excellent guest reviews.
Magnificent Bull Mountain Retreat On Greenspace, - Lake Oswego, OR
10 7 reviews
Lake Oswego, OR
07/07 – 07/13
$653/nighttotal: $3918 (6 )

Magnificent Bull Mountain Retreat On Greenspace,

4 4
apartment , Tigard
This Tigard apartment rental is situated in a peaceful Bull Mountain cul-de-sac, a quarter-mile from Bull Mountain Park, 3.5 miles from Washington Square Mall, and 10 miles from downtown Portland.
The 4-bedroom, 2-bathroom home sleeps 8, features a converted garage game room with ping pong, air hockey, and foosball, and offers an expansive deck, a fully equipped kitchen, and free internet.
#Stayinmydistrict Buckman Bright Spacious Townhome - Lake Oswego, OR
8.6 6 reviews
Lake Oswego, OR
07/07 – 07/13
$300/nighttotal: $1800 (6 )

#Stayinmydistrict Buckman Bright Spacious Townhome

1 4
house , Portland
This Buckman District townhome in Portland, Oregon is conveniently located within 2.5 miles of the Oregon Museum of Science and Industry, Waterfront Park, and the Portland Art Museum.
This 550-square-foot rental boasts one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, and a private patio.
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