Holiday rentals in Raleigh Hills

4.94 out of 5 average rating, 262 reviews

Guest suite in Portland

Popular studio in verdant West Hills + EV charger

Robins’ Roost is a stylish, peaceful hideaway located in SW Portland’s West Slope neighborhood. Surrounded by trees, you'll stay midway between downtown & the Nike/tech corridor, with easy access to freeways in all directions. Suitable as a HQ for trips to wine country, the Coast or Mt. Hood while still convenient to the urban delights of Portland. Nearby Beaverton offers a wide variety of shopping, dining & cultural options. NEW : Own or rent an electric car? Our level 2 charger is available!

Superhost

Treehouse in Portland

4.8 out of 5 average rating, 432 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

4.82 out of 5 average rating, 569 reviews

Guest suite in Portland

Behind the House Hideaway in West Slope

Cozy, efficient, studio, centrally located in Washington County between Portland and Beaverton. Not a hotel or motel but a secluded, quiet, nifty space separate from the house at private residence. No other guests, babies or children. No charge for off street driveway parking. keyless door lock. Return after a day of exploring and shopping and relax in the hot tub. Remember, Portland has no sales tax. No extra cleaning fees. Check in anytime after 3:00. No same day bookings after 3:00PM.

Campervan/Motorhome in Linnton

5 out of 5 average rating, 263 reviews

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

4.91 out of 5 average rating, 396 reviews

Flat in Portland

West Side Portland Home

This is a refurbished daylight basement apartment, with a separate entrance, and free parking. We are in a quiet neighborhood in West Slope, with easy access to the freeway into downtown Portland (5 miles), or the highway into Beaverton (2 miles). We are also close to Forest Park where the zoo, Washington Park, hiking trails, Pittock Mansion, and other outdoor activities are located. We are not far from restaurants, bars, movies, shopping, etc. (The rental does not have a stovetop or oven.)

4.95 out of 5 average rating, 285 reviews

Cottage in Portland

950 sq ft Guest House w/Gourmet Kitchen

Renovated cottage with unbelievable gourmet kitchen. Fast, high speed internet is dedicated to the Cottage, only Cottage guests have access to it. Scent free. 3 beds, 2 smart TVs, desk, large living area. Centrally located close to Washington Square shopping mall, Trader Joe's, local restaurants; short drive to downtown Portland, Nike, Intel, Multnomah Village. Off-street parking. 950 square feet on two levels! We welcome guests of all races, faiths, genders, and sexual orientations

4.97 out of 5 average rating, 414 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.

4.99 out of 5 average rating, 1,389 reviews

Yurt in Portland

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

4.94 out of 5 average rating, 229 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 Bridlemile

4.95 out of 5 average rating, 178 reviews

#StayInMyDistrict Raleigh Hills Serene Havens Nest

Stay in My District Raleigh Hills! Convenient to Shopping, Dining & Entertainment. Single level guest home is spacious, bright and tastefully appointed. Nestled down a private driveway on a quiet culdesac, w/ all the conveniences of the City. Close to SW Beaverton Hillsdale Hghwy & US 26, 15 min downtown PDX. This NEW private guest house is a cozy 500 ft.², with Queen bed/ sofa bed /1 bath. Sleeps up to 4. Full Kitchen, Washer/Dryer, FREE Parking, Smart TV & WIFI.

4.96 out of 5 average rating, 173 reviews

Guest suite in Portland

Studio with patio in charming 50’s neighborhood.

The apartment is open and airy with a private bath, fully stocked kitchen and a wonderful patio right off the kitchen. It is a studio, so no bedrooms, but is very spacious at over 500 sq ft in the living/sleeping area. The neighborhood is 5 miles from downtown Portland, it is very quiet and great for walking. Close to shopping and parks.

4.87 out of 5 average rating, 233 reviews

Guest house in Multnomah

Multnomah Village Petite Maison

It's like waking up in a comfortable treehouse with these skylight views of towering trees. Airy private apartment studio above detached garage behind our house sleeps 2 adults. Queen bed, kitchenette, full bath w/ shower. All necessities included. 10 minute walk to the village, 10 minute drive into downtown Portland.

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Other great holiday rentals in Raleigh Hills

Superhost

4.9 out of 5 average rating, 87 reviews

Hidden Gem Secluded Garden Oasis Family Getaway

YeseniaRating, 5 stars3 weeks ago

This house is a literal dream. Very private and everything matched up to the description. It's in a very quiet neighborhood and close to Portland. Beautiful backyard with nice decor, equipped with all the necessities. Could not get over the Bathroom, It's stunning. Definitely would love to come back. 10 stars

Guest house in Bridlemile

5 out of 5 average rating, 4 reviews

Jerald Guesthouse

SRating, 5 stars3 weeks ago

We had a lovely stay at Todd’s place. It’s beautifully designed—clearly more than just a rental, with thoughtful architectural details and tasteful furniture throughout. Everything was very clean and well maintained, and the space felt calm and comfortable, which was perfect for our family with young kids (especially during nap times). The nearby park was a huge bonus, and the peaceful neighborhood made for a relaxing stay, while still being just a short drive from all the great food and energy in downtown Portland. Todd was responsive and helpful without being intrusive. All in all, a great experience—we’d definitely stay again next time we’re in town.

4.92 out of 5 average rating, 49 reviews

Guest house in Portland

Simple Garden home historic property studio

LawrenceRating, 5 stars1 week ago

This is a great place and location. It is perfect for one or two people. The neighborhood is rather secluded and very quite, and the long Fanno Trail starts nearby. There is not oven or range, which might be an issue for some. But there is a microwave, refrigerator and toaster, as well as dishes etc. The hosts were very responsive to any questions. I would definitely use this again.

4.96 out of 5 average rating, 74 reviews

Home in Multnomah

Multnomah Village Hideout

ThomasRating, 5 stars4 days ago

Great place! Would definitely stay again!

4.9 out of 5 average rating, 40 reviews

Brookridge Retreat | 4 Bedroom Entire House in PDX

MuthayyahRating, 5 stars1 week ago

We stayed here for a family trip to celebrate my son’s graduation, and it was the perfect home base for our vacation. The house was spacious, clean, and very inviting. My sons can be quite particular—on past trips, they've missed having a gym—but this place had everything: a gym, a sauna, and even an outdoor hot tub (which we didn’t use, but it was a nice touch!). My wife and kids enjoyed the sauna and gym a lot. The kitchen was well-equipped with plenty of cutlery, and while we didn’t cook, we appreciated having a kettle for tea. We brought board games from home but noticed the hosts had also stocked some in the cupboard—very thoughtful! The location was another highlight. Portland itself is a beautiful, scenic city, and this house is nestled in a picturesque spot with lovely views from the windows. It was easy to get to all the places we wanted to visit, and my foodie children loved the local eateries. Overall, it was a great experience and a memorable trip for the whole family.

4.85 out of 5 average rating, 87 reviews

Guest suite in Multnomah

Spring Garden Suite: private, green & cozy retreat

AndrewRating, 5 stars3 weeks ago

Charming place — a perfect spot to call home while exploring in & around Portland!

Flat in Portland

4.83 out of 5 average rating, 88 reviews

Forest Retreat 1 bdrm Covered Parking, pets ok

AmeliaRating, 5 stars2 weeks ago

Off of a main road and very small patch of grass for your dog to use, if they’ll use it. Next to some really good tacos.