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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.

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
House listing for up to 6 people with an excellent rating of 94% based on 268 reviews. You will stay in Oak Grove.
Facilities and services include a dish washer, a fridge and a washing machine.
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.
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.

Best Lake Oswego, OR vacation rentals with air conditioning

Hidden Garden Cottage - Lake Oswego, OR
10 295 reviews

Hidden Garden Cottage

apartment, Garden Home-Whitford
This charming cottage in Southwest Portland is just minutes from downtown and fifteen minutes from the airport, offering a peaceful escape from the city bustle. It has excellent user, location, and cleanliness ratings. This two-bedroom, one-bathroom home can accommodate up to four guests. Enjoy the spacious porch, fire pit, and three gardens, plus amenities like a fully equipped kitchen, air conditioning, and a private parking space.
2 Queen Bed Smoking - Lake Oswego, OR
9.4 47 reviews

2 Queen Bed Smoking

apartment, Portland
This West Portland studio apartment is situated 4-7 miles from major downtown attractions including South Waterfront City Park, Governor Tom McCall Waterfront Park, and the Portland Art Museum.
This 150 sq ft unit accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring air conditioning, free WiFi, on-site parking, and a 24-hour front desk.
The Cairns House
Mid Century, Close To  Portland - Lake Oswego, OR
10 43 reviews

The Cairns House Mid Century, Close To Portland

apartment, Lake Oswego
This Lake Oswego house rental near Bridgeport offers easy access to the Bryant Woods-Canal Acres Loop Hike (a short walk) and is a 5-10 minute drive from upscale Bridgeport Village shopping and 10-15 minutes from downtown Lake Oswego.
The three-bedroom, three-bathroom home features a fully renovated mid-century modern design, a spacious backyard with artificial turf, gazebo, fire pit, pizza oven, and BBQ, plus smart TVs, high-speed internet, and sleeps six guests comfortably.
Premium 2 Queen Bed With Kitchenette - Lake Oswego, OR
10 51 reviews

Premium 2 Queen Bed With Kitchenette

apartment, Gladstone
This motel in Gladstone is located 11 miles from the Oregon Convention Center and 1 mile from the Oregon Track.
This 150 square foot apartment offers air conditioning, complimentary Wi-Fi, and can accommodate up to 4 guests, with a 10 AM check-out time.

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.

Lakeside Urban Inn --- Truly A Hidden Gem! - Lake Oswego, OR
9.7 294 reviews

Lakeside Urban Inn --- Truly A Hidden Gem!

apartment, Tualatin
Tualatin Commons offers a luxurious ground-floor condo in a picturesque setting with a park-like fountain and a lake. This highly-rated apartment is within walking distance of eateries, shops, and public parks, and is close to the WES Light Rail System for convenient transportation.
The 750-square-foot, one-bedroom, one-bathroom condo accommodates up to four guests and features a fully renovated gourmet kitchen, upscale furnishings, and contemporary interior design with brand-new artwork. Guests can enjoy amenities such as air conditioning, a terrace or balcony, parking, and free three-hour city parking nearby.
#Stayinmydistrict Buckman Bright Spacious Townhome - Lake Oswego, OR
9.7 801 reviews

#Stayinmydistrict Buckman Bright Spacious Townhome

house, Portland
This modern townhouse is nestled in the heart of Portland's trendy Buckman neighborhood, within walking distance of the lively Kerns, Laurelhurst, and Belmont districts. It has received excellent ratings for its location, cleanliness, and user experience.
The 550-square-foot home features an open floor plan with hardwood floors and high ceilings, creating a bright and inviting space. It includes a fully equipped kitchen, a private patio, a washer and dryer, and free street parking. The house also offers amenities like a Smart TV, WiFi, and air conditioning.
2br Peaceful Getaway With Patio & W&d - Near River - Lake Oswego, OR
No reviews

2br Peaceful Getaway With Patio & W&d - Near River

apartment, Oak Grove
This Oak Grove apartment is located within 10 miles of Milwaukie Bay Park, Elk Rock Garden, and Tryon Creek State Natural Area, offering convenient access to outdoor recreation and the Willamette River.
This 700 square foot duplex features two bedrooms, one bathroom, and can accommodate up to four guests, with amenities including air conditioning, a kitchen with a fridge and microwave, and a private patio for enjoying sunset views.
3 Functional Studios With Essentials Near Restaurants & Parks - Lake Oswego, OR
8.0 3 reviews

3 Functional Studios With Essentials Near Restaurants & Parks

studio, Portland
This studio apartment is located in Northeast Portland, offering riverfront access and proximity to The Grotto and the Portland Aerial Tram, with shopping at Washington Square Mall and Belmont within walking distance.
This pet-friendly accommodation accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, featuring air conditioning, a balcony, free Wi-Fi, and access to a fitness center, with opportunities for kayaking, motor boating, and fishing nearby.

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.

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.
Magnificent Home On Banks Of The Willamette River, Hot Tub, Fire-pit, Cornhole, 9 Miles To Downtown - Lake Oswego, OR
9.8 77 reviews

Magnificent Home On Banks Of The Willamette River, Hot Tub, Fire-pit, Cornhole, 9 Miles To Downtown

apartment, Oak Grove
This Oak Grove apartment is located just a mile from groceries, restaurants, and entertainment, and six miles from Oaks Amusement Park, making it a convenient base for exploring the area. It also enjoys a peaceful riverfront setting with stunning Willamette River views. The apartment has received excellent ratings from previous guests, so you can expect a comfortable and enjoyable stay.
The apartment offers five bedrooms and two bathrooms, accommodating up to 12 guests in 2640 square feet of space. Enjoy the modern furnishings, a cozy lower-level lounge, a backyard with a hot tub, a fire pit, and cornhole, plus the convenience of on-site parking, internet, and air conditioning.
Kingsgate Escape - Lake Oswego, OR
No reviews

Kingsgate Escape

house, Lake Oswego
This family-friendly house is located in Lake Oswego's Westlake neighborhood, offering a peaceful retreat just 3 blocks from Westlake Park and a short drive to shopping, restaurants, and downtown Lake Oswego.
This home accommodates up to 8 guests with 3 bedrooms and 3 bathrooms, featuring a fully fenced backyard with a patio and fire pit, a gaming console, and brand new furniture throughout.
Lovely 3-bedroom Home With Fireplace - Lake Oswego, OR
9.9 196 reviews

Lovely 3-bedroom Home With Fireplace

apartment, Tigard
This Tigard apartment rental boasts a prime location near major highways (OR-99W, OR-217, I-5, and OR-26), offering easy access to downtown Tigard and Portland via public transportation.
The newly remodeled three-bedroom, two-bathroom home features a spacious open floor plan, sleeps five guests comfortably, includes a well-equipped kitchen with modern appliances like a Keurig K-Duo and Vitamix, and offers amenities such as high-speed internet, a smart TV, washer/dryer, and a propane fireplace, plus a Jacuzzi tub.

Best Lake Oswego, OR vacation rentals with parking

Modern Luxury Apartment - Prize City Location! - Lake Oswego, OR
9.9 548 reviews

Modern Luxury Apartment - Prize City Location!

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

Stunning Portland Condo | Parking, River & Dining

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

Lake Oswego Detached Guesthouse W/ Private Parking

house, Lake Oswego
Premium 2 Queen Bed With Kitchenette - Lake Oswego, OR
9.3 53 reviews

Premium 2 Queen Bed With Kitchenette

apartment, Gladstone

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.

Charming & Stylish 2br Apt Near Washington Square - Lake Oswego, OR
9.7 96 reviews

Charming & Stylish 2br Apt Near Washington Square

apartment, Tigard

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 Bed - Lake Oswego, OR
9.5 67 reviews

2 Queen Bed

apartment, Portland
3 Mi To Downtown Portland: Lush Flat W/ Fire Pit - Lake Oswego, OR
9.6 25 reviews

3 Mi To Downtown Portland: Lush Flat W/ Fire Pit

apartment, 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
Charming 1-bedroom Apartment In The Heart Of Vibrant Foster-powell, Se Portland - Lake Oswego, OR
9.8 13 reviews

Charming 1-bedroom Apartment In The Heart Of Vibrant Foster-powell, Se Portland

apartment, Portland

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.

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

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

apartment, Portland

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.

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

Relaxing 3br Escape W/ Hot Tub Near Portland

apartment, Oak Grove
Modern & Cozy Home - Ev Charger - Easy Access To Pdx Metro - Lake Oswego, OR
No reviews

Modern & Cozy Home - Ev Charger - Easy Access To Pdx Metro

apartment, Metzger
The "Old Barn" In The Woods. Peace, Romance, Ahhh - Lake Oswego, OR
9.4 62 reviews

The "Old Barn" In The Woods. Peace, Romance, Ahhh

cottage, Beaverton
Palais De Leon - Lake Oswego, OR
No reviews

Palais De Leon

house, Lake Oswego
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