Vacation rentals in Happy Valley

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Top-rated vacation rentals in Happy Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 759 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

Oct. 12 – 19

$195 CAD per night

Guest favourite

Guest suite in Clackamas

4.95 out of 5 average rating, 252 reviews

Stunning Mt. Hood Views suite, one mile to Kaiser!

Welcome to our private suite w/a private entrance to a classic contemporary w/ a mix of modern vintage decor & hand-scraped African walnut hard wood floor located on a cul-de-sac w/gorgeous Sunrise Mt. Hood Views where you may meet a family of deer in the back yard surrounded by the green outdoors. A hiking trail. where it's quiet yet close to so much, the biggest shopping mall in Oregon-Clackamas Town Center, Kaiser Hospital, Costco, Urban Food Carts are all 1.5 mls away, 15 mins to downtown!

Jul. 28 – Aug. 4

$186 CAD per night

Guest favourite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 139 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Apr. 20 – 27

$172 CAD per night

Guest favourite

Guest suite in Happy Valley

4.92 out of 5 average rating, 230 reviews

Hagen Hill BnB - Comfy Country, close to the City.

Near Mt Hood Wilderness (45mins) and Downtown Portland (30mins). Our large (1,200sq ft) downstairs space (private access) is fully yours, it has a private bedroom, bathroom, playful common room with a fireplace, pool table and dart board setup, a kitchenette and laundry facility (additional fee for laundry use). Our style invites you to take in the park-like view while relaxing comfortably. Come, Enjoy! Please note - we provide parking for ONE vehicle, if more is needed please let us know.

Aug. 9 – 16

$161 CAD per night

Guest favourite

Apartment in Happy Valley

4.98 out of 5 average rating, 363 reviews

All the Views: Private AirBnB near Portland

Guests tell us they love the view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing (even though the high speed WiFi is good for work). • 750 square feet of privacy with a private garage entrance • Full kitchen, queen size bed, blazing fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance, with no shared spaces Level 2 EV charger (let us know ahead)

Aug. 10 – 17

$253 CAD per night

Guest favourite

Vacation home in Oregon City

4.93 out of 5 average rating, 459 reviews

Sunday Quiet, awesome Hood view, hot tub!

Welcome to our country home a mile to the Clackamas River, with panoramic view of Mt Hood from deck and hot tub. Advertised rate is for a private studio (queen bed) with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck. Extra bedroom (king bed) is available only to guests staying in the studio for an additional $25/night per guest. (for all nights of the stay.) 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).

Dec. 18 – 25

$136 CAD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 384 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Moss Rock Retreat is a peaceful tiny home surrounded by an acre of hillside gardens. Tucked behind the magical Leach Botanical Garden in a forested neighborhood, Moss Rock has the serenity of a mountain retreat - but is only 20 minutes from downtown and PDX. Come for respite from the busy world, a quiet workspace, a creative getaway, a romantic weekend, or to explore the natural beauty of Oregon - all are possible in the comfortable intimacy of Moss Rock Retreat.

Sep. 14 – 21

$144 CAD per night

Guest favourite

Guest suite in Milwaukie

4.98 out of 5 average rating, 260 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Sep. 26 – Oct. 3

$162 CAD per night

Guest favourite

Home in Damascus

4.9 out of 5 average rating, 101 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a separate, ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Nov. 25 – Dec. 2

$145 CAD per night

Guest favourite

Guest suite in Damascus

4.91 out of 5 average rating, 525 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests! Must leave a message when booking please and thank you.

Jan. 5 – 12

$86 CAD per night

Guest favourite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 reviews

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

Jul. 11 – 18

$139 CAD per night

Guest favourite

Home in Clackamas

4.98 out of 5 average rating, 105 reviews

Entire Clackamas Bungalow

Your family will be close to everything when you stay at this centrally-located. Under 10mins away from Clackamas, Oregon City, West Linn, Happy Valley, Milwaukie, Gladstone. The 205 freeway ramp is around the corner for easy access to downtown PDX. This space is meant to feel like your home away from home, so relax and enjoy.**please read full listing about the space.

May 6 – 13

$195 CAD per night