Holiday rentals in Gresham

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Top-rated holiday rentals in Gresham

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

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Guest favourite

Home in Stevenson

4.94 out of 5 average rating, 143 reviews

Eagle Eye Ridge, Stunning Gorge View, Modern Home

Monthly rentals available! Relax at our gorgeous home nestled on an 18-acre tree farm. Built in 2020, well appointed & designed for your dream vacation. Big comfy beds, spacious rooms, stylish design, hot tub, oversized deck & views from every room make this home an oasis. Located near many of the gorge attractions you'll be close to waterfalls, hiking, biking, watersports, fishing, breweries & more. Or stay in & enjoy breathtaking views of the Columbia River, waterfalls, mountains and wildlife.

Top guest favourite

Home in Rhododendron

4.98 out of 5 average rating, 128 reviews

Fern Cottage paradise- Scenic deck, River, Trails

Welcome to Fern Cottage- the deck is open! Step into your perfect escape nestled in nature. This charming cottage boasts a well-appointed kitchen, serene bedrooms with comfy foam mattresses, and a vibrant game room for endless entertainment. Step outside to enjoy a large deck set amongst towering trees or take advantage of the nearby river and community amenities like a seasonal pool and tennis courts. Ideal for families or groups looking to explore or unwind in a picturesque setting.

Top guest favourite

Home in Sherwood

4.99 out of 5 average rating, 144 reviews

Old Town Retreat - Best place in Old Town Sherwood

At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Top guest favourite

Home in Mount Hood Village

4.97 out of 5 average rating, 141 reviews

Mt. Hood Village Contemporary Mountain Home

Custom single-level 2200 sqft Mt Hood National Forest home located in Welches, OR * Central air & heating w/ gas fireplace * Spacious room layout * Wall of windows showcasing lawn and forest. * 70-inch 4K HDTV w/ SONOS surround sound * 500Mb eero mesh wifi network. * Gourmet kitchen with SS appliances, modern cookware, coffee maker, and all amenities. * Spa-like rain showers with Jacuzzi tub in master. * Laundry room. * Cal King in MB, Queen in B2, and Twin/Full bunk in B3.

Guest favourite

Home in Northeast Portland

4.9 out of 5 average rating, 333 reviews

Huge Home with King Beds in Prime Spot with Views!

Architectural masterpiece on a safe, quiet street just blocks from Williams and Mississippi Ave, home to some of Portland’s best dining, drinking, shopping and more. Spread out across three spacious levels with multiple living areas, a large open kitchen with two eating bars, four king bedrooms and a bunk room (each with its own TV!), and 3.5 bathrooms. Relax and dine alfresco on the beautiful back patio, then watch sunrises and sunsets from the east and west facing roof decks!

Top guest favourite

Guest house in North Portland

5 out of 5 average rating, 222 reviews

Richmond Cottage in St Johns, Portland

This light, bright cottage is located in the heart of the St Johns neighborhood in Portland. Full of charm it features loads of reclaimed wood with an industrial farmhouse vibe. Complete with a private deck, keyless entry, full kitchen with eat-in island and a sleeping loft with a queen sized bed. It is a close walk to restaurants, coffee shops, bars and shopping. Easy access to downtown Portland, University of Portland, the airport and the rest that Portland has to offer.

Guest favourite

Home in Laurelhurst

4.95 out of 5 average rating, 329 reviews

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

Guest favourite

Home in Mount Hood Village

4.92 out of 5 average rating, 106 reviews

River's Edge Retreat: Hot Tub, River, Game Room

Bright and airy waterfront mountain home nestled in a woodland neighborhood on the Sandy River. Comfortably sleeps 9. Wood stove, hot tub, riverside fire pit, large back deck, outdoor lighting, full kitchen, Peloton bike, and game room stocked with adult-loved & kid-friendly amenities. Close to ski resorts, restaurants, grocery store, mountain bike trails, and Mt. Hood National Forest. **2 well-behaved dogs welcome with $50 pet fee.** COVID-19 protocols in place.

Superhost

Home in Vancouver

4.76 out of 5 average rating, 188 reviews

Style Meets Comfort in Beautiful Design

Discover unparalleled comfort and style in this beautifully designed Vancouver retreat, perfect for families and groups seeking a memorable getaway. This spacious home hosts two living rooms, king-sized beds in every bedroom, and a fully equipped kitchen, this is where comfort meets convenience. Nestled in a peaceful neighborhood with easy access to local attractions, dining, and shopping, making it the ideal home base for your Pacific Northwest exploration.

Superhost

Cabin in Rhododendron

4.89 out of 5 average rating, 185 reviews

Adorable Mountain Retreat

COVID19 cleaning procedures applied. Enjoy peace and privacy in this Adorable Mountain Retreat! Open family/kitchen leads to deck for easy entertaining. Unique exposed beams. Close to ski, hiking. Rate includes state and county lodging taxes (7.8% combined) close to river and recreation. Newly installed propane fireplace, 55 inch led TV lots of movies as well as limited cable access and wi-fi. Paved and cleared roads during snow season Not child proof.

Guest favourite

Chalet in Rhododendron

4.88 out of 5 average rating, 379 reviews

Chalet with Private River Access, Hot Tub, Wi-Fi

River View Chalet is a wooded property with private access to the Sandy River. Sitting above the Sandy River you get peek-a-boo views of the Sandy River from the wrap-around deck. This home is centrally located to all Mt. Hood has to offer. The vaulted great room has a floor-to-ceiling wall of windows and the best view nature has to offer. Relax in the hot tub after a day of skiing, golfing, fishing or hiking while listening to the river flowing by!

Top guest favourite

Guest house in Central Northeast Portland

4.99 out of 5 average rating, 471 reviews

LoftHousePDX w/ Sauna & Hot Tub

Debuted during Portland's Accessory Dwelling Tour, “Loft House PDX” is centrally located just off beautiful Alameda Ridge. Business and leisure travelers alike will find a peaceful retreat awaiting them in this tastefully-appointed, open and airy, modern loft house with all the accoutrements one might wish for—including a Finlandia Sauna, and STIL hot tub to enjoy after a long day of work or play, and a custom gas firepit for evening lounging...