Vacation rentals in Happy Valley, OR

Best Vacation rentals and Airbnb offers in Happy Valley, OR

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

Apartment, Happy Valley

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna is a apartment in Happy Valley, 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 Happy Valley, 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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30 Day+ Craftsman; Stroll 2 Food & Downtown!

Holiday Home, Happy Valley

30 Day+ Craftsman; Stroll 2 Food & Downtown! is a holiday home in Happy Valley, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About 30 Day+ Craftsman; Stroll 2 Food & Downtown!

30 Day+ Craftsman; Stroll 2 Food & Downtown! is a holiday home in Happy Valley, 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 wifi, pet friendly, pets friendly, kids friendly, and kids pool.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,882.

From$99/night

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Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park.

Apartment, Happy Valley

Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park. is a apartment in Happy Valley, with parking. This stay gives travelers a comfortable base for exploring the…

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About Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park.

Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park. is a apartment in Happy Valley, 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 tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $903.

From$105/night

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

Condo, Happy Valley

Bamboo Haven: Tranquil Studio Nestled Off-Street with Chic Zen-Inspired Decor, 7 Miles to Portland is a condo in Happy Valley, 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 Happy Valley, 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 Vacation Rentals with a Pool in Happy Valley, OR

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

Delightful apartment with AC in charming Lake Oswego

Apartment, Happy Valley

Delightful apartment with AC in charming Lake Oswego is a apartment in Happy Valley, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Delightful apartment with AC in charming Lake Oswego

Delightful apartment with AC in charming Lake Oswego is a apartment in Happy Valley, 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,105.

From$114/night

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

Holiday Home, Happy Valley

Wonderfully Appointed Home in Day Ranch Style Layout, Pet Friendly, Pool Table, Sauna, Deck, BBQ is a holiday home in Happy Valley, 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 Happy Valley, 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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Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George

Holiday Home, Happy Valley

Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George is a holiday home in Happy Valley, with pool access, kitchen access, and room for a group. This stay gives…

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About Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George

Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George is a holiday home in Happy Valley, with pool access, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,870.

From$287/night

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Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland

Holiday Home, Happy Valley

Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland is a holiday home in Happy Valley, with pet-friendly space, pool access, and kitchen access. This stay…

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About Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland

Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland is a holiday home in Happy Valley, 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 $4,661.

From$443/night

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Best Happy Valley, OR vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Holladay Haven

Apartment, Happy Valley

Holladay Haven is a apartment in Happy Valley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Holladay Haven

Holladay Haven is a apartment in Happy Valley, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,044.

From$120/night

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Tranquil & charming retreat with patio & W/D - near river access, parks & trails

Holiday Home, Happy Valley

Tranquil & charming retreat with patio & W/D - near river access, parks & trails is a holiday home in Happy Valley, with outdoor space, parking, and kitchen access. This stay gives…

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About Tranquil & charming retreat with patio & W/D - near river access, parks & trails

Tranquil & charming retreat with patio & W/D - near river access, parks & trails is a holiday home in Happy Valley, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,414.

From$129/night

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Best of Hawthorne - In the heart of Southeast Portland - Close To Everything

Apartment, Happy Valley

Best of Hawthorne - In the heart of Southeast Portland - Close To Everything is a apartment in Happy Valley, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Best of Hawthorne - In the heart of Southeast Portland - Close To Everything

Best of Hawthorne - In the heart of Southeast Portland - Close To Everything is a apartment in Happy Valley, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,298.

From$131/night

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Cozy 1-bedroom apartment with WiFi, parking, and keyboard in a peaceful setting.

Apartment, Happy Valley

Cozy 1-bedroom apartment with WiFi, parking, and keyboard in a peaceful setting. is a apartment in Happy Valley, with parking, kitchen access, and room for a group. This stay gives…

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About Cozy 1-bedroom apartment with WiFi, parking, and keyboard in a peaceful setting.

Cozy 1-bedroom apartment with WiFi, parking, and keyboard in a peaceful setting. is a apartment in Happy Valley, 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 $1,175.

From$131/night

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Best Pet-Friendly Vacation Rentals in Happy Valley, OR

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

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood

Apartment, Happy Valley

Enjoyable 1-bedroom apartment in tranquil Oregon City neighborhood is a apartment in Happy Valley, 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 Happy Valley, 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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Private Daylight Basement | Near Downtown & Lake

Condo, Happy Valley

Private Daylight Basement · Near Downtown & Lake is a condo in Happy Valley, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Private Daylight Basement | Near Downtown & Lake

Private Daylight Basement · Near Downtown & Lake is a condo in Happy Valley, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,237.

From$119/night

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Charming 1-bedroom apartment in superb Lake Oswego with AC

Apartment, Happy Valley

Charming 1-bedroom apartment in superb Lake Oswego with AC is a apartment in Happy Valley, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Charming 1-bedroom apartment in superb Lake Oswego with AC

Charming 1-bedroom apartment in superb Lake Oswego with AC is a apartment in Happy Valley, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,164.

From$125/night

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Private 1-bedroom Retreat in South East Portland with WiFi. Animal friendly.

Holiday Home, Happy Valley

Private 1-bedroom Retreat in South East Portland with WiFi. Animal friendly. is a holiday home in Happy Valley, with pet-friendly space, room for a group, and a quieter setting. This stay…

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About Private 1-bedroom Retreat in South East Portland with WiFi. Animal friendly.

Private 1-bedroom Retreat in South East Portland with WiFi. Animal friendly. is a holiday home in Happy Valley, with pet-friendly space, room for a group, 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,341.

From$136/night

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Best Happy Valley, OR vacation rentals with a kitchen

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

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!

Apartment, Happy Valley

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger! is a apartment in Happy Valley, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger!

Jewel in the Sky: Modern, Private, Luxurious Loft + EV Charger! is a apartment in Happy Valley, 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, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,390.

From$130/night

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Rare Riverside Retreat

Guest House, Happy Valley

Rare Riverside Retreat is a guest house in Happy Valley, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Rare Riverside Retreat

Rare Riverside Retreat is a guest house in Happy Valley, with 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, hot tub, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,175.

From$130/night

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BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

Holiday Home, Happy Valley

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT is a holiday home in Happy Valley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT

BOOK 7 NITES AND GET A DISCOUNT 2 BEDROOM PRIVATE UNIT is a holiday home in Happy Valley, 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 $1,516.

From$145/night

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

Holiday Home, Happy Valley

Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital is a holiday home in Happy Valley, 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 Happy Valley, 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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Our Favorite Family-Friendly Vacation Rentals in Happy Valley, OR

Plan a trip with stays that give families more room to spread out.

Charming 1-bedroom cottage in Oregon City

Cottage, Happy Valley

Charming 1-bedroom cottage in Oregon City is a cottage in Happy Valley, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming 1-bedroom cottage in Oregon City

Charming 1-bedroom cottage in Oregon City is a cottage in Happy Valley, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,066.

From$104/night

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\"Blue Fern” in Historic Oregon City w/ BBQ grill

Holiday Home, Happy Valley

\"Blue Fern” in Historic Oregon City w/ BBQ grill is a holiday home in Happy Valley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About \"Blue Fern” in Historic Oregon City w/ BBQ grill

\"Blue Fern” in Historic Oregon City w/ BBQ grill is a holiday home in Happy Valley, 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: kitchen, with kitchen, kids friendly, kids friendly videos or books, and parking.

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

From$112/night

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The Garden Cottage - Broadway Retreat - Walkable

Apartment, Happy Valley

The Garden Cottage - Broadway Retreat - Walkable is a apartment in Happy Valley, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About The Garden Cottage - Broadway Retreat - Walkable

The Garden Cottage - Broadway Retreat - Walkable is a apartment in Happy Valley, 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: pet friendly, pets friendly, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,315.

From$141/night

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Cozy Cottage at Dragonfly Horse Ranch

Holiday Home, Happy Valley

Cozy Cottage at Dragonfly Horse Ranch is a holiday home in Happy Valley, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch is a holiday home in Happy Valley, 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,174.

From$142/night

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