Family-friendly vacation rentals in Gresham

4.97 out of 5 average rating, 565 reviews

A vibrant yellow entrance door is framed by sturdy columns, leading to a deck that showcases expansive views of Mt. Hood in the distance. Leafless trees and shrubs are visible in the foreground, while the cityscape stretches out below.

Yurt in Gresham

Flying Frog Yurt w/Mountain View (Easy Checkout!)

(EASY CHECK-IN. EASY CHECK-OUT) Stunning 2,100 sq. ft all-season (heat and A/C) yurt house with million-dollar panoramic views of Mt. Hood, Mt. St. Helens, and the Cascade Range. Decked with bespoke furnishings and one-of-a-kind decor, the space delivers an immersive experience in a premier neighborhood, combined with the best views in Portland. The home is fully-stocked and is 14 miles from the airport, minutes from urban amenities, with beaches, gorge, and Mt. Hood accessible for day outings.

4.95 out of 5 average rating, 221 reviews

The exterior of a two-story house is presented, featuring a red and gray façade with white trim. A welcoming porch with decorative railings extends along the front, surrounded by lush greenery. A chimney rises from the roof, complementing the home's charming architectural details.

Guest suite in Gresham

Sweet Private Suite in Historic Home

Mary and I love hosting people who appreciate a comfortable experience and beautiful space. Our Private Suite is located in an idyllic setting central to all the activities, great food and nature that the greater Portland area is known for, but without the "junk" that comes with being in the city. Short drives to Portland, Mt Hood hiking and skiing, the Columbia River, Multnomah Falls and great entertainment at McMenamin's "Edgefield (15 Min)" and "Grand Lodge" (35 min.). Infants 0-2 welcome.

4.88 out of 5 average rating, 144 reviews

Guest suite in Gresham

Spacious two-room private suite. Clean and quiet!

Centrally located to Portland's cultural centers, brew pubs, wineries, and the unrivaled recreation of the Columbia River Gorge with world-class hiking, wind, and snow sports! 500 sq. ft. of comfort and cleanliness in two thoughtfully appointed rooms. Kitchenette with fridge, microwave, toaster, coffee-maker for breakfast prep. Bathroom with full laundry facilities. Two separate rooms and a private entrance. Come enjoy the solitude of our space or rest, fuel up, and launch to your adventures!

A view of downtown Troutdale is presented, featuring historic buildings with varying architectural styles. A water tower stands prominently among the trees, while distant mountains are visible under a cloudy sky illuminated by the setting sun.

5.0 out of 5 average rating, 103 reviews

Modern Industrial 2 bdr Townhome Downtown

Escape to the Columbia River Gorge gateway in this clean, stylish, and comfortable 1600 sq ft multi-level townhome with tons of natural light in picturesque downtown Troutdale. Downtown is located on historic hwy with shops, restaurants and the Sandy River Glen Otto Park at your footsteps. Explore the Columbia River Highway, Scenic Waterfall Trail, Women's Forum Scenic Viewpoint, Cascade Locks, Hood River, Mt Hood, McMenamins Edgefield and Portland. Only 11 miles from the Portland Airport

A modern kitchen and dining area features sleek dark cabinetry and stainless steel appliances. A rectangular table with white chairs is centered within the space. Natural light enters through large windows, illuminating the wood-like flooring and decorative rug.

4.93 out of 5 average rating, 367 reviews

Upscale Troutdale Townhouse Near The Edge!

Fantastic Troutdale location across from Edgefield & close to downtown historic Troutdale. Features queen bed, bunkbed with single and double, full kitchen and modern finishes. There is a farmhouse-modern feel and décor. This is a 2BD, 2.5BA townhouse with it's own parking in the rear. Community playground & firepit. Kick back and relax in this calm, stylish space after enjoying a concert at The Edgefield or a day exploring the Gorge! Bring the whole family and enjoy this spacious townhouse.

A modern living area is presented with a plush gray sofa facing a wall-mounted television. A sleek coffee table is set with decorative items, and a warm glow emanates from a nearby table lamp. Large windows allow natural light to brighten the space.

4.91 out of 5 average rating, 337 reviews

New! Stylish Townhouse Near Edgefield!

Enjoy a stylish experience at this centrally-located townhouse. Walk to the Edgefield or historic downtown Troutdale! Get out of the city, but still be only 13 miles from PDX airport. Hike the Gorge and take in sights like Multnomah Falls, float or fish the Sandy River, or ski Mount Hood. There’s so much to see and do in this beautiful location! After a day of exploration, come relax by the indoor fireplace or sit on the balcony to enjoy the night breeze. Get food nearby or cook at home.

Superhost

The living room features a playful foosball table in the foreground, with a cozy seating arrangement including a green sofa and an accent chair. A large window allows natural light to fill the space, complemented by soft drapes and a decorative wall mural depicting mountains.

Home in Gresham

PNW Sanctuary at the Gorge Family friendly Ranch

Vacation with the whole family and friends at this PNW vibed newly remodeled stylish jewel. It's also located in the center of all the nearby Rec destinations and popular hiking trails. 25 mins to Multnomah Falls/Vista house, Angel's and Devil's rest trails, 1 hour and 15 mins to Mt Hood. 20 mins to PDX airport. 30 mins to DT Portland. While it's still convenient enough for some great restaurants and shopping choices in DT Gresham which is within mins. This is truly your home away from home.

4.86 out of 5 average rating, 183 reviews

4.86 out of 5 average rating, 168 reviews

A cozy studio space features a queen size bed, a wooden dresser, and a dedicated workspace. Natural light filters through the window, illuminating the kitchenette area with a mini-fridge and microwave. A neutral color palette enhances the calm ambiance of the room.

Home in Troutdale

Cozy Getaway in Troutdale

Welcome to our charming, quaint, new house in Troutdale, Oregon! This cozy retreat is perfect for outdoor enthusiasts and concert goers looking for a convenient and comfortable stay. Just a short walk to downtown Troutdale and McMenamins, you'll have easy access to local attractions and dining. Being close to the Sandy River, waterfall corridor, Hood River, and Mount Hood means endless outdoor adventures right at your doorstep. Book your stay now and experience the best of Troutdale!

4.92 out of 5 average rating, 165 reviews

A spacious living area is highlighted by a light-colored sectional sofa positioned near a coffee table. Soft lighting fixtures are mounted on a navy blue accent wall, contributing to the room's inviting ambiance. Natural light filters through sliding doors that lead to a dining area.

Home in Portland

Relaxing Home w/ Game Room, Fire Pit & BBQ

Welcome to our contemporary two bedroom home designed with comfort in mind to make your Portland stay unforgettable. Enjoy a prime location just 15 minutes from Portland International Airport, 20 minutes from the iconic Multnomah Falls, and 50 minutes from Mt Hood Ski Bowl and Timberline Lodge for skiing and snowboarding adventures. Whether you are here for business, relaxation, or outdoor exploration, this is the perfect base for your visit.

4.86 out of 5 average rating, 134 reviews

Home in Gresham

PNW retreat, wine tasting, ski, hike & fish

Get away from the hustle and bustle of life and enjoy a quiet retreat in Gresham, a quiet location close to Historic Troutdale, Columbia River Gorge, Mt. Hood, downtown Portland, or the Willamette Valley for wine tasting. The Portland airport is a 20-minute drive and an hour and a half from the beautiful Oregon/Washington beaches! Enjoy its modern amenities and cozy charm. We can't wait for you to enjoy your stay.

A modern living space is presented, featuring a comfortable gray sofa adorned with patterned cushions. A sleek black coffee table occupies the center, with a wall-mounted TV and an electric fireplace providing ambient lighting. Natural light highlights the textural wood paneling in the background.

5.0 out of 5 average rating, 133 reviews

Zen Fir Retreat • Near Edgefield & Columbia Gorge

Zen Fir is a boutique retreat near McMenamins Edgefield, minutes from the Columbia River Gorge waterfalls and just 20 minutes from Portland. This townhome offers an open-concept layout; perfect for hosting and sharing special moments with family and friends. We’re located in a peaceful, new neighborhood, it’s the perfect place to relax and feel right at home. Enjoy the hotel experience without the hotel.