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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.

Cozy Renovated Cottage - Lake Oswego, OR
9.9 20 reviews

Cozy Renovated Cottage

apartment, Lake Oswego
This Lake Oswego cottage, a 5-minute walk from downtown and a 15-minute drive from Portland, offers a peaceful setting backing onto a state park.
The recently renovated 2-bedroom, 1-bathroom house sleeps 2 guests and includes a kitchen, air conditioning, internet, parking, and a fitness center.
Sucker Creek Inn - With Partial Lake View - Lake Oswego, OR
9.8 210 reviews

Sucker Creek Inn - With Partial Lake View

apartment, Lake Oswego
This charming cottage is situated in a peaceful residential neighborhood, just a short walk from downtown Lake Oswego and the Willamette River. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage features a spacious living room and kitchen, perfect for relaxing and preparing meals, and can comfortably accommodate two guests. Modern amenities, a private backyard with a lake view, and convenient access to nearby wineries, restaurants, and attractions make this a perfect choice for a memorable Lake Oswego getaway.
Chez Nous (Pets Friendly) - Lake Oswego, OR
9.8 37 reviews

Chez Nous (Pets Friendly)

apartment, Lake Oswego
This pet-friendly lower-level apartment in Lake Oswego offers easy access to both downtown Lake Oswego and Portland, located minutes from each.
The one-bedroom, one-bathroom unit sleeps four, featuring a sectional sofa bed, big-screen TV, electric fireplace, full kitchen with dishwasher, and a private garden; Upstairs hosts are available.
Spruce Cottage - Lake Oswego, OR
9.9 66 reviews

Spruce Cottage

house, Lake Oswego
This Lake Oswego First Addition cottage, a short walk from downtown's shops, restaurants, library, and movie theater, offers easy access to both the Oregon Coast and Mount Hood, each about 90 minutes away.
The single-story home features one bedroom, one bathroom, and accommodates two guests, boasting a fully fenced backyard, in-unit laundry, a moderately stocked kitchen, and a gas fireplace.

Best Lake Oswego, OR vacation rentals with air conditioning

Stay Portland - Tiny Farmhouse - Walk To Local Shops & Restaurants - Lake Oswego, OR
8.9 12 reviews

Stay Portland - Tiny Farmhouse - Walk To Local Shops & Restaurants

house, Portland
This Portland tiny farmhouse offers a pet-friendly stay near local shops and restaurants, within 3 miles of the Oregon Museum of Science and Industry and Oregon Convention Center.
The one-bedroom, one-bathroom house features a fully equipped kitchen, free Wi-Fi, air conditioning, and a flat-screen TV, comfortably accommodating two guests.
Entire Rental Unit Ground Level Lake Oswego, Or - Lake Oswego, OR
10 24 reviews

Entire Rental Unit Ground Level Lake Oswego, Or

apartment, Lake Oswego
This ground-level studio apartment in Lake Oswego offers convenient access to dining, shopping, and grocery stores, with freeway access just moments away and Bridgeport Village located within 1 mile.
This spacious studio accommodates up to two guests and features a kitchenette with a fridge, freezer, microwave, and dishwasher, along with air conditioning, on-site laundry, and high-speed internet.
Parklike Picasso In Lake Oswego - Lake Oswego, OR
9.4 106 reviews

Parklike Picasso In Lake Oswego

apartment, Lake Oswego
This newly remodeled one-bedroom condo is located in a peaceful garden setting in Lake Oswego, within walking distance of restaurants and shops, and close to Bridgeport Mall, Mt. Hood, the coast, and wine country. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The unit features a private entry and a garden setting, perfect for a couple looking for a quiet getaway. The kitchen is equipped with a fridge, microwave oven, and other amenities, and the bathroom features unique design elements made from salvaged materials.
Comfortable And Quiet Sellwood Apartment - Lake Oswego, OR
9.9 359 reviews

Comfortable And Quiet Sellwood Apartment

apartment, Portland
This apartment is located in the historic Sellwood neighborhood of Portland, just a short walk from shops, restaurants, and parks. The apartment has excellent user, location, and cleanliness ratings.
The apartment features a private entrance and balcony, and it can accommodate up to two guests. Amenities include air conditioning, a garden, parking, and a kitchen with a fridge.

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.

#Stayinmydistrict Sellwood Coco Rose Retreat - Lake Oswego, OR
10 42 reviews

#Stayinmydistrict Sellwood Coco Rose Retreat

apartment, Portland
This Southeast Portland vacation rental is conveniently located within one mile of Sellwood Riverfront Park and Oaks Amusement Park, offering easy access to public transportation and proximity to the Willamette River and Reed College.
This 260-square-foot house features one bedroom, one bathroom, and accommodates two guests, with amenities including a kitchen (refrigerator and microwave), a balcony, a washing machine, and a TV; nearby activities include exploring Oaks Amusement Park and relaxing at Sellwood Riverfront Park.
Maplewood Adu Garden Retreat - Lake Oswego, OR
10 5 reviews

Maplewood Adu Garden Retreat

apartment, Portland
This Southwest Portland vacation rental is conveniently located within 6 miles of Washington Square Mall, Lewis & Clark College, and several Washington County wineries.
The one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen with appliances, a peaceful garden, a Smart TV, and a washer/dryer; nearby activities include wine tasting and exploring the Willamette River.
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
This exclusive private gated estate offers nearly three acres of Willamette River frontage with a private dock, located in Lake Oswego just minutes from downtown shops and restaurants.
This 19,440 sq ft residence features 10 bedrooms, 12 bathrooms, a private theater with a stage, billiards room with a full bar, home gym, swimming pool, and accommodates up to 15 guests.
Walkable Sellwood 2br Apartment - Lake Oswego, OR
9.9 359 reviews

Walkable Sellwood 2br Apartment

apartment, Portland
This Southeast Portland apartment is located near the Willamette River, Eastmoreland Golf Course, and Oaks Amusement Park, all within a mile, making it a great base for exploring the city and its attractions. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has two bedrooms and one bathroom, spanning 800 square feet, comfortably accommodating up to five guests. The apartment comes equipped with free Wi-Fi, a full kitchen, a patio, and parking, offering a convenient and relaxing experience for your Portland trip.

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.

Private Renovated Studio W Full Kitchen & Parking! - Lake Oswego, OR
10 166 reviews

Private Renovated Studio W Full Kitchen & Parking!

house, Portland
This smoke-free apartment is conveniently located in Southwest Portland, just over a mile from the Portland Temple Visitors' Center and less than three miles from Washington Square Mall. The apartment receives excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom apartment comfortably accommodates two guests. The apartment offers a fully equipped kitchen, a private balcony, parking, internet access, and a washing machine, providing everything you need for a comfortable stay.
Two Stories Cottage In Se Portland Oregon - Lake Oswego, OR
10 60 reviews

Two Stories Cottage In Se Portland Oregon

cottage, Portland
This charming cottage is conveniently located in Portland's city center, just a short walk from the KOIN Center and the Yamhill National Historic District. The property consistently receives excellent guest reviews, highlighting its comfortable accommodations and prime location.
The cottage offers 800 square feet of living space, comfortably accommodating up to 4 guests in one bedroom and two bathrooms. Enjoy a fully equipped kitchen, a private balcony with sunrise views, a large deck with a grill, and a pet-friendly environment.
Granny Flat In Leafy Sw Portland - Lake Oswego, OR
9.4 29 reviews

Granny Flat In Leafy Sw Portland

apartment, Portland
This apartment is located in Southwest Portland, just minutes from downtown and less than 3 miles from Multnomah Village, offering easy access to the city's attractions. It has received excellent user ratings, indicating a comfortable and enjoyable stay. This rental has a bedroom with a queen bed, a living area with a twin day bed, and a private bathroom. The apartment includes amenities such as a kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and internet access.
Peaceful+cozy Studioapt-steps To Central Sellwood - Lake Oswego, OR
9.8 72 reviews

Peaceful+cozy Studioapt-steps To Central Sellwood

studio, Portland
This Southeast Portland apartment rental is conveniently located near Sellwood Riverfront Park and the Willamette River, within a 3-mile radius of Oaks Amusement Park and Reed College.
The 500-square-foot unit features one bedroom, one bathroom, sleeps three, and includes a private fenced yard, on-site parking, and amenities such as a Smart TV, full kitchen, and comfortable sofa bed.

Best Lake Oswego, OR vacation rentals with parking

Casa De Campo In The Heart Of Belmont- Hawthorne - Lake Oswego, OR
9.8 456 reviews

Casa De Campo In The Heart Of Belmont- Hawthorne

house, Portland
The Westmoreland Lighthouse - Private Studio In Se - Lake Oswego, OR
10 696 reviews

The Westmoreland Lighthouse - Private Studio In Se

house, Portland
Garden View Retreat - Lake Oswego, OR
9.5 164 reviews

Garden View Retreat

apartment, Lake Oswego
Beautiful Spacious Downstairs Daylight Ranch In Lo - Lake Oswego, OR
9.8 90 reviews

Beautiful Spacious Downstairs Daylight Ranch In Lo

house, Lake Oswego

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.

Sunlit Oasis - Lake Oswego, OR
9.9 500 reviews

Sunlit Oasis

apartment, West Linn

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.

King Bed - Lake Oswego, OR
9.5 64 reviews

King Bed

apartment, Portland
Boutique Style Apartment In The Heart Of Se - Lake Oswego, OR
9.8 670 reviews

Boutique Style Apartment In The Heart Of Se

apartment, Portland
The Cyrus By Stay Portland - Lake Oswego, OR
9.8 5 reviews

The Cyrus By Stay Portland

house, Portland
Luxury Guesthouse | Spa Bath + Private Patio - Lake Oswego, OR
9.9 881 reviews

Luxury Guesthouse | Spa Bath + Private Patio

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.

30 Day+ Craftsman; Stroll 2 Food & Downtown! - Lake Oswego, OR
8.9 69 reviews

30 Day+ Craftsman; Stroll 2 Food & Downtown!

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

Luxury Modern Vacation House

apartment, Happy Valley
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
Serene Escape (Loft Condo) - Lake Oswego, OR
9.8 61 reviews

Serene Escape (Loft Condo)

apartment, Lake Oswego

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
Beautiful Like New Home In A Quiet Neighborhood - Lake Oswego, OR
9.9 52 reviews

Beautiful Like New Home In A Quiet Neighborhood

apartment, Oregon City
Hoffman Woods Estate - Lake Oswego, OR
No reviews

Hoffman Woods Estate

house, Canby
Peaceful Garden Cottage, Close To Mt. Tabor Park & Downtown Bus - Lake Oswego, OR
10 271 reviews

Peaceful Garden Cottage, Close To Mt. Tabor Park & Downtown Bus

cottage, Portland
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