House holiday rentals in Portland

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Epic record collection & hot tub in bright home

Close to Willamette River waterfront trails. Two blocks from Ladds Rose Gardens, Clinton Street (several cool bars, patios, Loyly spa, and theater!) and Division Street - home to some of the city's best restaurants — Ava Gene, Omas, Fairweather, Quaintrelle, and more. My home is good for couples, solo adventurers, business travelers, and families. Enjoy the extensive record collection (old blues, rock, and jazz), relax in the covered outdoor patio and spa, and enjoy the well stocked kitchen.

Lovely NE bright hideaway, walk to food/beer/shops

Welcome to your Portland Hideaway! This charming 2-bedroom, 1-bath home is the perfect base for exploring the city. Located in a vibrant neighborhood, you're just steps away from Portland's best bars, restaurants, shopping, and parks. Enjoy the convenience of nearby outdoor recreation, with hiking trails only a short drive away. The home features a fully equipped kitchen, cozy living area, and fast Wi-Fi. Whether you're here to relax or explore, this is the ideal spot to experience Portland!

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

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.)

The Bluebell Casita

Create and unwind in this cozy Portland bungalow. Our house features a full kitchen, a large and private front yard, and a home office in a spacious sunlit room. Perfect for a short visit or extended retreat. Find yourself in the heart of the Mississippi Ave neighborhood and discover the best coffee, food, and shops Portland has to offer just steps from your door. Parking can be difficult in our neighborhood as it is such a hot spot to visit & you may need to park more than a block away.

Quirky Micro Apt - Foodies, Artists, Coffee

✨ Stylish SE Portland Micro-Apartment in Hawthorne ✨ 🏠 Private ground-floor apartment in the SE 25th Towers property 🛏️ Cozy 1BR retreat for two with elevated bed platform 🍳 Compact kitchen with cookware & coffee maker 📺 Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly ❄️ Mini-split A/C & heat for year-round comfort 🧺 Shared basement laundry 🍽️ Steps from Hawthorne cafes, restaurants, shops, groceries, and bars. Free street parking.

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Luxury Living on NW 23rd Ave, Walk Score 99

✨ Luxury 4BR Main Home on NW 23rd ✨ 🏠 Private 4BR main home above a separate garden-level suite 🛏️ 4 bedrooms, 5 beds — sleeps 12 🍳 Chef's kitchen with stainless steel appliances 🛋️ Spacious dining & living areas 💻 Fast WiFi & laptop-friendly workspaces 🌿 Private patio + top-floor balcony ❄️ AC & heating for year-round comfort 🚗 Driveway parking included; paid/metered street parking nearby 📍 Walk Score 99 — steps from Salt & Straw, shops & top restaurants.

Casa Dolce Casa / Home Sweet Home in Alberta Arts

Welcome to my charming detached guest house, filled with touches inspired by my home country, Italy. Experience the quaint charm of a tiny house with the comfort and openness of a traditional home. Stroll to Alberta Arts District's restaurants, bars, breweries, food cart pods, and unique local shops. Explore the Oregon Coast, local hikes, and wineries. Public transport is nearby for city exploration, and the airport is just a 12-minute drive away.

The Heart of Alberta Arts - Private Home

Located in the heart of the Alberta Arts District, this is a fully furnished, single-level home with an upstairs loft. Downstairs features a full kitchen, living area, washer-dryer, mud-room, and bathroom; upstairs is a queen bed, dresser, closets, and writing desk. Flat screen televisions on both levels with access to Hulu streaming services, a desktop computer, and a well-appointed kitchen with appliances and accessories for all your basic needs.

Explore. Play. Sneak home. Safe, Quiet & walkable

Stay where style meets location. The entire main floor is yours — a private, airy space tucked in Vancouver’s sought-after Historic Uptown Village. This peaceful, walkable neighborhood puts you just three blocks from buzzing Main Street, where you’ll find craft coffee, foodie-approved restaurants, indie shops, and more. Craving the water? The fabulous Vancouver Waterfront is just 1.6 miles away — perfect for sunsets, cocktails, and weekend vibes.