House vacation rentals in Milwaukie

Find and book unique houses on Airbnb

Top-rated house rentals in Milwaukie

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Milwaukie

4.92 out of 5 average rating, 194 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.

Guest favorite

Home in Milwaukie

4.84 out of 5 average rating, 146 reviews

Springwater Retreat: Relax in quiet comfort

In a tucked-away corner of Portland’s closest suburb, you will find our private duplex on a large, private park-like lot. We are located 8 blocks from the Springwater Corridor, a popular biking/walking trail on the Portland border. It is a lovingly furnished home: queen bedroom, twin-over-full bunk bedroom, bonus room that has a very comfortable queen sofa bed and foozball table, fully equipped kitchen for real cooking, dining area, and huge private yard. Only the off-street parking is shared.

Guest favorite

Home in Happy Valley

4.95 out of 5 average rating, 123 reviews

1000+ sq private 2b1.5b unit in gated area

A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

Guest favorite

Home in Portland

4.92 out of 5 average rating, 205 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.

Guest favorite

Home in PORTLAND

4.99 out of 5 average rating, 211 reviews

Hidden Garden Cottage

This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Superhost

Home in Portland

4.78 out of 5 average rating, 280 reviews

Cozy Bungalow in SE Portland

This home is cozy and bright, quiet and restful. Located in south east Portland you can enjoy the lovely hikes and hot-springs south of Portland along the Clackamus River, while also being close to all the fun things the city has to offer. The house is about twenty minutes from downtown , five minutes from Woodstock, ten minutes from Hawthorn. Our home comfortably sleeps six, but it also perfect for a couple. It is cute and welcoming, and is always kept very clean and tidy for our guests.

Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 145 reviews

Private Unit in Woodstock, near Reed College

Enjoy your stay in private modern one bedroom/full bath in beautiful Woodstock District. Close to Reed College! Perfect for a single person or couple. Free laundry on site. Easy walking to food carts, Grand Central Bakery, bars and breweries, New Seasons grocery store, coffee shops, ice cream, cuisine eateries, vintage shops, dispensaries, bank and even a gas station. Bus line to other neighborhoods and downtown. Easy access to 205N/I-84E to airport, Multnomah Falls and Columbia Gorge.

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 151 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.

Guest favorite

Home in Portland

4.9 out of 5 average rating, 252 reviews

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Retreat! This private garden Retreat is located in the heart of Sellwood! Live like a local and experience a vibrant SE Portland neighborhood! Known for its “walkability” and “friendly neighborhood feel”! Walk (1 block) to local hotspots, nightlife, dining, coffee, & boutique shops, from this comfortably appointed Queen Studio Suite. Relax and enjoy a glass of wine on the private patio. Kitchenette & kitchen amenities, W/D in unit, FREE street parking!

Guest favorite

Home in Southwest Portland

4.93 out of 5 average rating, 180 reviews

Spacious Forest Retreat w/ Hot Tub & Views

In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Superhost

Home in Milwaukee

4.79 out of 5 average rating, 272 reviews

Cozy Creekside Farm House Renovated on 1/3 Acre

We have power! Private farm house on 1/3 acre with creek running through the yard. Vegetation surrounds you and neighbors are limited. Fully renovated house with new floors/plumbing/electrical. 3 cable televisions with high speed internet! Close to the Spring Water Corridor Trail for walks/runs/bike-rides. 5 minutes from Woodstock 15 minutes from downtown 20 minutes to airport Close to Cartlandia, Portland's original food carts. $30 per pet.

Guest favorite

Home in Milwaukie

4.96 out of 5 average rating, 250 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.