House vacation rentals in Happy Valley

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Top-rated house rentals in Happy Valley

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

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Guest favorite

Home in Milwaukie

4.92 out of 5 average rating, 178 reviews

Charming Remodeled Home in SE

Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

Oct 1 – 8

G$28,825 GYD per night

Guest favorite

Home in Portland

4.91 out of 5 average rating, 123 reviews

Richmond Garden House

Enjoy a bottle of local wine on the house when check-in to the incredible Richmond Garden House. You'll get the entire house's finished space, large backyard w/ deck, grill & fire pit in this extremely clean, private space. Close to PDX’s most famous eateries in an awesome walkable neighborhood with easy parking, plenty of stores, conveniences & urban shopping. The home is full of comforts: premium bedding, stocked kitchen, high speed internet, gas fireplace, and great entertainment options.

Mar 17 – 24

G$15,348 GYD per night

Guest favorite

Home in Portland

4.91 out of 5 average rating, 181 reviews

Charming South Tabor Apartment!

Charming, remodeled, clean one-bedroom basement apartment with some natural light. Private entrance and patio. In a quiet, safe SE neighborhood central for exploring Portland. Walk to Mt. Tabor Park. Furnished in mid-century style, with high-end cotton linens, bedding and towels; full kitchen and bathroom. Large flat-screen TV, full Cable, HBO, etc. Very reliable WiFi. We welcome all nationalities, ethnicities and creeds. We are LGBT-friendly! We’re 420 friendly outside in the private patio.

Jun 1 – 8

G$18,324 GYD per night

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 133 reviews

Crossroads Country Cottage

Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

Nov 20 – 27

G$23,594 GYD per night

Guest favorite

Home in Portland

4.96 out of 5 average rating, 342 reviews

Portland Southwest Suite Stay

Cozy suite in quiet, safe neighborhood with private, digital key-coded entrance for convenience. Private kitchenette & bathroom/shower, comfy queen sized bed, fold-out sofa, air-bed, pack & play, high chair & change table. Lots of closet space, included continental breakfast, and private covered outdoor sitting area. Very close to bus stops, so you won't need car. Walking-distance to parks, grocery, and restaurants. Close to downtown, Zoo, Japanese, Chinese & Rose Gardens, OHSU, OMSI.

Oct 10 – 17

G$13,667 GYD per night

Guest favorite

Home in Oak Grove

4.96 out of 5 average rating, 109 reviews

Reggie's Place

Whether you're traveling with just a few guests or quite a few guests, the whole group will enjoy easy access to everything from this updated and spacious home. With 3800 sqft of space, moving about is super easy! The homes location is close to most everything you'll need, like grocery stores, restaurants & dining, local cinema (8 screens), and much more, all within walking distance! If you feel like a journey to downtown Portland, a quick 22 minute journey will take you there.

Feb 11 – 18

G$33,591 GYD per night

Guest favorite

Home in Camas

4.96 out of 5 average rating, 104 reviews

Cheerful 1 bedroom downtown cottage

Keep it simple at this peaceful and centrally-located home. Walk downtown for restaurants, coffee shops and trendy boutiques or to one of several nature trails that lead to forested areas, lakes and rivers. Visit Portland Oregon just 20 minutes away, or take a longer day trip. Mount Hood and the Columbia River gorge are about an hour away. Enjoy a fully appointed spacious and light-filled space, perfect for a couple or a family with one child. No smoking on the premises.

Oct 23 – 30

G$25,369 GYD per night

Guest favorite

Home in Portland

4.96 out of 5 average rating, 140 reviews

Cozy and Walkable 1 bedroom daylight basement

Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!

Apr 17 – 24

G$16,489 GYD per night

Guest favorite

Home in Portland

4.92 out of 5 average rating, 567 reviews

Studio Apartment PandaCrystalCave

Studio basement apartment features eco-floors, zero VOC paint, legal egress. Ceiling height: 80" -- Aesthetic features Asian influence. Fits 2-3 adults well. Leather sectional. Mt.Tabor park 1-block away. Dogs welcome. 50” UHD TV with Netflix & Amazon Prime included. We have a PLEX media server with lots of movies and shows. A 4K HDMI cable is provided for your gaming console, Blu-Ray player, or HDMI-equipped media player/streaming device.

Oct 9 – 16

G$17,591 GYD per night

Guest favorite

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 7 – 14

G$19,428 GYD per night

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 223 reviews

Cozy, Private Studio

This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.

Jul 15 – 22

G$18,085 GYD per night

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 222 reviews

Lovely Art Filled Home 15 min to Downtown

This comfortable and newly remodeled home sits on a quiet residential street in the Ardenwald neighborhood a few blocks from the Portland border in Milwaukie. It's thoughtfully decorated throughout with local original artwork that's been curated by us, also artists! The trendy Sellwood and Woodstock neighborhoods are a little over a mile away filled with locally owned shops, bars, and restaurants.

Nov 3 – 10

G$33,336 GYD per night