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

Top-Rated Vacation Rentals near the City Center in Lake Oswego, OR

These central Lake Oswego, OR vacation rentals make exploring downtown easy on foot. Skip the hassle of transfers and enjoy a convenient city stay.

Lake Oswego Modern Home - Lake Oswego, OR
9.8 57 reviews

Lake Oswego Modern Home

apartment, Lake Oswego
This Lake Oswego studio is situated on the shores of Oswego Lake, a short distance from the downtown area and the Oswego Lake Country Club.
The studio offers a private beach, a dedicated yoga studio, a gym space, and a fully equipped kitchen, perfect for a relaxing getaway with a capacity of six guests.
River Forest Guest House, River And Dock Access - Lake Oswego, OR
10 550 reviews

River Forest Guest House, River And Dock Access

house, Oak Grove
This smoke-free guesthouse in Oak Grove is conveniently located just a short distance from the Willamette River and within easy reach of Westmoreland Park, Sellwood Bridge, Sellwood Riverfront Park, and the Oregon City Shopping Center. The guesthouse has received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom guesthouse offers 800 square feet of comfortable living space. Guests can enjoy a garden, a terrace, and parking, along with amenities like air conditioning, a kitchen, and a smoke-free environment.
Cozy Historical Home Near Downtown - Lake Oswego, OR
9.9 67 reviews

Cozy Historical Home Near Downtown

apartment, Lake Oswego
This charming historical house is located in Lake Oswego, just minutes from the downtown area, offering easy access to shops, restaurants, and entertainment. The surrounding area is quiet and serene, providing a peaceful retreat from the hustle and bustle.
This three-bedroom, one-bathroom home can comfortably accommodate up to six guests. The house features modern amenities, including air conditioning, a fully equipped kitchen, and free Wi-Fi, ensuring a comfortable stay.
2 Bed/1bath Appt/big Living Room 5 Min Walk To Max - Lake Oswego, OR
9.4 268 reviews

2 Bed/1bath Appt/big Living Room 5 Min Walk To Max

house, Oak Grove
Vacation house for 6 people with an excellent rating of 94% based on 268 reviews. Your accommodation will be located in Oak Grove.
Facilities and services: a kitchen, a fridge and a washing machine. Take advantage of the Free Parking with this accommodation.

Best Lake Oswego, OR vacation rentals with air conditioning

Lake Oswego Detached Guesthouse W/ Private Parking - Lake Oswego, OR
9.8 13 reviews

Lake Oswego Detached Guesthouse W/ Private Parking

house, Lake Oswego
This Lake Oswego guesthouse is located in a quiet residential neighborhood, offering easy access to Portland, local shopping centers, and parks.
This guesthouse accommodates up to 4 guests, featuring a fully equipped kitchen, a remodeled bathroom, and a smart TV with WiFi, all within a private entrance.
2 Queen Beds Non-smoking - Lake Oswego, OR
9.2 59 reviews

2 Queen Beds Non-smoking

apartment, Gladstone
This motel in Gladstone is located 11 miles from the Oregon Convention Center and 1 mile from The Oregon Trail.
This 150-square-foot apartment offers air conditioning, free Wi-Fi, and parking, accommodating up to 4 guests with 1 bedroom and 1 bathroom, and features flat-screen TVs with HBO and ESPN.
2 Queen Bed - Lake Oswego, OR
9.3 93 reviews

2 Queen Bed

apartment, Portland
This motel is located a 15-minute drive from Downtown Portland and within 2 miles of Eastport Plaza and Montevilla Park.
This 150 sq ft apartment features one bedroom and one bathroom, accommodating up to 4 guests with two Queen Beds, and includes complimentary Wi-Fi, free parking, and an on-site restaurant.
2 Queen Beds Non-smoking - Lake Oswego, OR
9.3 59 reviews

2 Queen Beds Non-smoking

apartment, Portland
This Portland West apartment is located 4-7 miles from downtown attractions including South Waterfront City Park and the International Rose Test Garden.
This 1-bedroom, 1-bathroom unit offers air conditioning, on-site parking, and can accommodate up to 4 guests with 150 square feet of floor area.

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.

Popular destinations

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.

Quiet, Walkable 2br With Pool, Gardens & 2 Patios - Lake Oswego, OR
10 29 reviews

Quiet, Walkable 2br With Pool, Gardens & 2 Patios

apartment, Portland
This 1270 sq ft apartment in Southwest Portland is located less than a mile from Multnomah Village, offering proximity to its shops, food carts, and eateries.
This 2-bedroom, 1-bathroom unit accommodates up to 4 guests and features a remodeled interior, a seasonal heated pool, gas grill, and two patios, with complimentary WiFi and a desk workspace in the primary bedroom.
Cozy Spa Sanctuary-steps To Restaurants And Shopping - Lake Oswego, OR
10 25 reviews

Cozy Spa Sanctuary-steps To Restaurants And Shopping

apartment, Portland
This Southeast Portland apartment rental is conveniently located near the Hawthorne District, less than 3 miles from the Oregon Convention Center and Portland State University.
The 700-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen, in-unit laundry, a balcony, and accommodates up to four guests.
Unique Unit W/ Patio & Grill In Portland Area! - Lake Oswego, OR
No reviews

Unique Unit W/ Patio & Grill In Portland Area!

apartment, Oak Grove
This Milwaukie apartment offers convenient access to Portland attractions, with the Oregon Museum of Science and Industry 8.1 miles away and South Waterfront City Park 8.9 miles away.
This 1-bedroom rental, covering 1210 square feet, accommodates up to 7 guests and features a fully equipped kitchen, air conditioning, a private patio with an outdoor dining area, and free private parking.
#Stayinmydistrict Modern Mid-century Retreat - Lake Oswego, OR
9.6 367 reviews

#Stayinmydistrict Modern Mid-century Retreat

apartment, Beaverton
This Beaverton house is conveniently located near Washington Square Mall, Tualatin Hills Nature Park, and the Wineries of Washington County Oregon, all within a 5km radius. The house has excellent ratings for location, cleanliness, and user experience.
The 3-bedroom, 1-bathroom house comfortably accommodates up to 6 guests in its 1000 square feet of space. Amenities include a fully equipped kitchen, laundry facilities, a terrace, a garden, and parking, along with air conditioning and internet access for a pleasant stay.

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.

Goat Shed - Lake Oswego, OR
10 58 reviews

Goat Shed

house, West Linn
The Cedars at Rivers Edge vacation home in West Linn, Oregon is situated just 16 miles from South Waterfront City Park and Governor Tom McCall Waterfront Park and 17 miles from Portland Art Museum, offering a peaceful escape from the bustling city. This rental has received excellent ratings for user experience, location, and cleanliness.
The 700-square-foot home features two bedrooms and can comfortably accommodate four guests. The property offers a range of amenities, including free Wi-Fi, a TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave.
All The Amenities Of Home With No Cleaning Fees And First Breakfast Included! - Lake Oswego, OR
10 43 reviews

All The Amenities Of Home With No Cleaning Fees And First Breakfast Included!

cottage, West Linn
This Bolton cottage in West Linn, Oregon is conveniently located within 3 miles of Willamette Falls, the End of the Oregon Trail Interpretive Center, and Oregon City Shopping Center, with the Clackamas River also nearby.
This 640-square-foot, one-bedroom, one-bathroom West Linn vacation rental sleeps four guests and boasts a fully equipped kitchen, a patio, a spa, and free breakfast, plus easy access to local attractions and amenities.
Palais De Leon - Lake Oswego, OR
No reviews

Palais De Leon

house, Lake Oswego
This exclusive private riverfront estate is located on nearly three secluded acres along the Willamette River in Lake Oswego, just minutes from downtown shops and restaurants.
This 10-bedroom, 12-bathroom luxury lodge accommodates up to 20 guests and features a private dock, swimming pool, spa, home theater, billiards room with a full bar, and a fitness center.
Bridgetown Bungalow: The Perfect Cozy Getaway! A Pet Friendly Studio - Lake Oswego, OR
10 8 reviews

Bridgetown Bungalow: The Perfect Cozy Getaway! A Pet Friendly Studio

studio, Portland
This private studio is located in Northeast Portland's Montavilla neighborhood, offering convenient access to PDX airport, downtown Portland, Mt. Hood, and the Columbia River Gorge.
This 500 square foot rental accommodates up to 5 guests with a queen bed, twin floor mattress, and loft bed, and features a full kitchen, covered patio with a fire pit, heated bathroom flooring, and a walk-in shower, with Hawthorne Theatre and Alberta Rose Theatre within 2 miles.

Best Lake Oswego, OR vacation rentals with parking

4-bedroom Home In Lake Oswego! - Lake Oswego, OR
10 43 reviews

4-bedroom Home In Lake Oswego!

apartment, Lake Oswego
Stunning Portland Condo | Parking, River & Dining - Lake Oswego, OR
9.9 335 reviews

Stunning Portland Condo | Parking, River & Dining

apartment, Portland
Southeast Portland Retreat - Lake Oswego, OR
9.2 75 reviews

Southeast Portland Retreat

house, Portland
Stay Portland - Portland Classic - Parks, Eateries & Local Shops - Lake Oswego, OR
8.0 28 reviews

Stay Portland - Portland Classic - Parks, Eateries & Local Shops

apartment, Portland

Best 5-Star Vacation Rentals in Lake Oswego, OR

Elevate your stay in a luxury vacation rental or Airbnb in Lake Oswego, OR, featuring high-end finishes and a prime location.

Family Studio Queen Bed With Bunk Bed - Lake Oswego, OR
9.6 66 reviews

Family Studio Queen Bed With Bunk Bed

apartment, Portland

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.

2 Queen Beds  Non-smoking - Lake Oswego, OR
No reviews

2 Queen Beds Non-smoking

apartment, Tigard
Riverfront Cottage On The Willamette · Blue Heron Sanctuary Near Portland - Lake Oswego, OR
9.6 25 reviews

Riverfront Cottage On The Willamette · Blue Heron Sanctuary Near Portland

cottage, West Linn
Portland Classic - Parks, Eateries & Local Shops - Lake Oswego, OR
10 2 reviews

Portland Classic - Parks, Eateries & Local Shops

apartment, Portland
Maison Ananda | Gated 5br Luxury Estate In Lake Oswego, Sleeps 12 - Lake Oswego, OR
9.6 20 reviews

Maison Ananda | Gated 5br Luxury Estate In Lake Oswego, Sleeps 12

apartment, Lake Oswego

Search Vacation Rentals with Swimming Pool in Lake Oswego, OR

Choose a vacation rental in Lake Oswego, OR with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Palais De Leon - Ultra-luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym On 3 Acres - Lake Oswego, OR
9.8 7 reviews

Palais De Leon - Ultra-luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym On 3 Acres

apartment, Lake Oswego
Luxury Modern Vacation House - Lake Oswego, OR
10 6 reviews

Luxury Modern Vacation House

apartment, Happy Valley
Charming 3 Bedroom Home In Wilsonville! - Lake Oswego, OR
9.0 2 reviews

Charming 3 Bedroom Home In Wilsonville!

apartment, Wilsonville
Bright & Stylish 3br Wilsonville Townhome Near Parks, Dining & Wine Country - Lake Oswego, OR
No reviews

Bright & Stylish 3br Wilsonville Townhome Near Parks, Dining & Wine Country

apartment, Wilsonville

Top-Rated Vacation Rentals with a Hot Tub in Lake Oswego, OR

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Lake Oswego, OR.

Mount Tabor Loft With Hot Tub - Lake Oswego, OR
9.2 15 reviews

Mount Tabor Loft With Hot Tub

apartment, Portland
Palais De Leon - Lake Oswego, OR
No reviews

Palais De Leon

house, Lake Oswego
Relaxing 3br Escape W/ Hot Tub Near Portland - Lake Oswego, OR
No reviews

Relaxing 3br Escape W/ Hot Tub Near Portland

apartment, Oak Grove
Walk To Williams District: Home W/ Hot Tub & Patio - Lake Oswego, OR
No reviews

Walk To Williams District: Home W/ Hot Tub & Patio

house, Portland
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