Holiday houses in Portland Downtown

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Top-rated holiday rentals in Portland Downtown

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Guest favourite

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 111 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

23–30 Sep

$226 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 538 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

27 Feb – 6 Mar

$236 NZD per night

Guest favourite

Campervan/RV in Northwest Portland

5.0 out of 5 average rating, 136 reviews

Warm & cozy vintage camper in the woods of PDX.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted woodland view, and hot, dreamy outdoor bath, all minutes to the center of PDX. Creature comforts all provided for a whimsical glamping experience. Forest Park Trailhead 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

11–18 Oct

$185 NZD per night

Guest favourite

Home in Southwest 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.

9–16 Sep

$145 NZD per night

Guest favourite

Apartment in Ladd's Addition

5.0 out of 5 average rating, 130 reviews

Ladd's Addition Apartment in SE Portland

My Ladd's Addition apartment is well-positioned to allow you to explore Portland. Located in a quiet neighborhood halfway between the bustling streets of Hawthorne and Division; from here, you can easily walk to coffee shops, restaurants, bars, grocery stores, and a movie theater. Public transportation is readily available, as well as car, bike, and scooter shares. In just a few minutes, you can be downtown, the Moda center, the convention center, OMSI, or the waterfront esplanade.

24 Sep – 1 Oct

$225 NZD per night

Guest favourite

Guest suite in Northwest Portland

5.0 out of 5 average rating, 108 reviews

Historic Goose Hollow Guest Suite

Relax in a historic Goose Hollow guest suite with a private entrance, free street parking , air-conditioning, and wifi. This quiet treetop suite is close to everything (walk score 92), including Washington Park (Rose Garden/ Japanese Garden), Powell’s City of Books, Portland Farmers Market, and more. Close to fabulous hiking, top-rated bars, restaurants, and shopping in Alphabet District/Nob Hill, the Pearl, and Downtown. Two blocks to Providence Park for soccer games!

7–14 Oct

$227 NZD per night

Guest favourite

Loft in Portland

4.98 out of 5 average rating, 528 reviews

Charming Studio in SE PDX

Charming and bright private studio apartment in inner SE Portland, 4 blocks from "7-Corners". Walking distance to cafes, bakeries, shops, food carts, natural food markets, movie theater, restaurants and pubs. Bike friendly Washer/dryer Secure storage Private entrance Kitchen with pantry basics/refrigerator Freezer/ice WiFi Sleeps 2 in standard queen bed An air mattress is available upon request if more than two guests Hydronic radiant floor heat

3–10 Nov

$194 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 123 reviews

The Perch PDX - Modern Studio on Division

A guesthouse in the SE Division/Hawthorne neighborhood that will make you feel right at home. The Perch PDX is light and bright. It's a short walk away from locally roasted coffee, farm-to-table fine dining, endless brunch options, a hip brewery and beer garden, bagels made fresh daily, authentic Mexican street tacos, a neighborhood wine bar, a fiercely independent movie theater, groceries, and some of the best Thai food in Portland.

31 Aug – 7 Sep

$190 NZD per night

Guest favourite

Guesthouse in Portland

4.94 out of 5 average rating, 412 reviews

The Tiny Big Guest House

The Tiny Big Guest House is a detached studio cottage, cozy, private, and well-insulated. It's conveniently located for access to downtown and a short distance to local destinations for Portland's food/drinking/coffee/bakery/dessert/boutique scene. This a residential block where real people live with a wonderful group of diverse neighbors. We welcome ALL nationalities, religions, sexual orientations, & genders!

25 Mar – 1 Apr

$195 NZD per night

Guest favourite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 302 reviews

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

24 Sep – 1 Oct

$258 NZD per night

Guest favourite

Apartment in East Portland

4.91 out of 5 average rating, 113 reviews

Historic Queen Anne Vernacular ~ 95 WalkScore

Discover our charming studio apartment in the heart of SE Portland! Located in a beautifully renovated early 1900s Victorian-style building, our studio offers a unique blend of historic charm and modern amenities. With a walk score of 95, you'll be just steps away from Portland's best dining, shopping, and entertainment. Book your stay now and experience the vibrant and exciting inner SE for yourself!

27 Nov – 4 Dec

$281 NZD per night

Guest favourite

Guesthouse in Buckman

4.98 out of 5 average rating, 807 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

8–15 Apr

$139 NZD per night