Vacation rentals in Lake Oswego, OR

Best Vacation rentals and Airbnb offers in Lake Oswego, OR

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Apartment, Lake Oswego

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna is a apartment in Lake Oswego, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna is a apartment in Lake Oswego, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $673.

From$77/night

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Stunning '60-'70s Retro Appartment

Apartment, Lake Oswego

Stunning '60-'70s Retro Appartment is a apartment in Lake Oswego. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Stunning '60-'70s Retro Appartment

Stunning '60-'70s Retro Appartment is a apartment in Lake Oswego. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $885.

From$84/night

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Cozy, quiet & private loft studio

Apartment, Lake Oswego

Cozy, quiet & private loft studio is a apartment in Lake Oswego, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy, quiet & private loft studio

Cozy, quiet & private loft studio is a apartment in Lake Oswego, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,043.

From$102/night

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Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland

Condo, Lake Oswego

Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland is a condo in Lake Oswego, with parking. This stay gives travelers a comfortable base for…

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About Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland

Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland is a condo in Lake Oswego, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,124.

From$108/night

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Browse Waterfront Vacation Rentals in Lake Oswego, OR

Discover vacation rentals close to the coast, water, and beach areas around Lake Oswego, OR.

Lake Oswego Inn

Apartment, Lake Oswego

Lake Oswego Inn is a apartment in Lake Oswego, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Lake Oswego Inn

Lake Oswego Inn is a apartment in Lake Oswego, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,442.

From$182/night

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Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood

Holiday Home, Lake Oswego

Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood is a holiday home in Lake Oswego, with outdoor space, kitchen access, and room for a group.…

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About Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood

Stylish Family Retreat w/ Patio, & Game Console in Heart of Lake Oswego’s Westlake Neighborhood is a holiday home in Lake Oswego, with outdoor space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,153.

From$278/night

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Ocean Inspired Artists Cove 4B in SW Portland

Holiday Home, Lake Oswego

Ocean Inspired Artists Cove 4B in SW Portland is a holiday home in Lake Oswego, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Ocean Inspired Artists Cove 4B in SW Portland

Ocean Inspired Artists Cove 4B in SW Portland is a holiday home in Lake Oswego, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,733.

From$285/night

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Dreamy Oasis on the Beautiful Willamette River

Holiday Home, Lake Oswego

Dreamy Oasis on the Beautiful Willamette River is a holiday home in Lake Oswego, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Dreamy Oasis on the Beautiful Willamette River

Dreamy Oasis on the Beautiful Willamette River is a holiday home in Lake Oswego, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,766.

From$448/night

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Browse Vacation Rentals with a Pool in Lake Oswego, OR

Add a pool to the search when you want an easy place to cool off between outings.

Stylish, New & Clean 1b apt w/ King Bed+Pool+Gym+Parking

Apartment, Lake Oswego

Stylish, New & Clean 1b apt w/ King Bed+Pool+Gym+Parking is a apartment in Lake Oswego, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for…

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About Stylish, New & Clean 1b apt w/ King Bed+Pool+Gym+Parking

Stylish, New & Clean 1b apt w/ King Bed+Pool+Gym+Parking is a apartment in Lake Oswego, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,355.

From$120/night

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NEW! King Bed, 600mbps +4K TVs in the Garden Apt

Apartment, Lake Oswego

NEW! King Bed, 600mbps +4K TVs in the Garden Apt is a apartment in Lake Oswego, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About NEW! King Bed, 600mbps +4K TVs in the Garden Apt

NEW! King Bed, 600mbps +4K TVs in the Garden Apt is a apartment in Lake Oswego, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,737.

From$135/night

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Wonderfully Appointed Home in Day Ranch Style Layout, Pet Friendly, Pool Table, Sauna, Deck, BBQ

Holiday Home, Lake Oswego

Wonderfully Appointed Home in Day Ranch Style Layout, Pet Friendly, Pool Table, Sauna, Deck, BBQ is a holiday home in Lake Oswego, with pet-friendly space, pool access, and outdoor space.…

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About Wonderfully Appointed Home in Day Ranch Style Layout, Pet Friendly, Pool Table, Sauna, Deck, BBQ

Wonderfully Appointed Home in Day Ranch Style Layout, Pet Friendly, Pool Table, Sauna, Deck, BBQ is a holiday home in Lake Oswego, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,156.

From$181/night

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Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown

Holiday Home, Lake Oswego

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown is a holiday home in Lake Oswego, with pet-friendly space, pool access, and kitchen access.…

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About Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown is a holiday home in Lake Oswego, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,323.

From$221/night

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Best Lake Oswego, OR vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Skye's abode

Apartment, Lake Oswego

Skye's abode is a apartment in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Skye's abode

Skye's abode is a apartment in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $822.

From$86/night

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Mossy Cobbles: Romantic Cottage in a Wooded Setting

Cottage, Lake Oswego

Mossy Cobbles: Romantic Cottage in a Wooded Setting is a cottage in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Mossy Cobbles: Romantic Cottage in a Wooded Setting

Mossy Cobbles: Romantic Cottage in a Wooded Setting is a cottage in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,076.

From$115/night

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Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Holiday Home, Lake Oswego

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard is a holiday home in Lake Oswego, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard is a holiday home in Lake Oswego, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,344.

From$145/night

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Scott Creek Farm

B & B, Lake Oswego

Scott Creek Farm is a b & b in Lake Oswego, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Scott Creek Farm

Scott Creek Farm is a b & b in Lake Oswego, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $828.

From$110/night

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Best Pet-Friendly Vacation Rentals in Lake Oswego, OR

Bring your pet along with stays that welcome four-legged travelers.

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood

Apartment, Lake Oswego

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood is a apartment in Lake Oswego, with pet-friendly space and room for a group. This stay gives travelers a comfortable base…

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About Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood is a apartment in Lake Oswego, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,137.

From$113/night

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The Timber Nook • Rustic Charm • Walkable Location

Holiday Home, Lake Oswego

The Timber Nook · Rustic Charm · Walkable Location is a holiday home in Lake Oswego, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Timber Nook • Rustic Charm • Walkable Location

The Timber Nook · Rustic Charm · Walkable Location is a holiday home in Lake Oswego, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,064.

From$114/night

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Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown

Holiday Home, Lake Oswego

Chiquita Bonita · Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown is a holiday home in Lake Oswego, with pet-friendly space and kitchen access. This stay…

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About Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown

Chiquita Bonita · Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown is a holiday home in Lake Oswego, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,521.

From$138/night

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Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Apartment, Lake Oswego

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! is a apartment in Lake Oswego, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! is a apartment in Lake Oswego, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,347.

From$161/night

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Best Lake Oswego, OR vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown

Apartment, Lake Oswego

Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown is a apartment in Lake Oswego, with pet-friendly space, kitchen access, and a quieter…

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About Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown

Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown is a apartment in Lake Oswego, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,482.

From$119/night

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All the Views: A Private BnB with VIEWS

Apartment, Lake Oswego

All the Views: A Private BnB with VIEWS is a apartment in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About All the Views: A Private BnB with VIEWS

All the Views: A Private BnB with VIEWS is a apartment in Lake Oswego, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,078.

From$123/night

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Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital

Holiday Home, Lake Oswego

Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital is a holiday home in Lake Oswego, with outdoor space, parking, and kitchen access. This…

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About Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital

Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital is a holiday home in Lake Oswego, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,736.

From$161/night

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Elegant Dutch Colonial Guesthouse w/ EV Charging

Holiday Home, Lake Oswego

Elegant Dutch Colonial Guesthouse w/ EV Charging is a holiday home in Lake Oswego, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Elegant Dutch Colonial Guesthouse w/ EV Charging

Elegant Dutch Colonial Guesthouse w/ EV Charging is a holiday home in Lake Oswego, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,533.

From$163/night

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