
Family-friendly holiday rentals in Damascus
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Damascus
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Cheerful 2 bedroom cabin on the Clackamas River
Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

Romantic ‘Glamping’ Farm Tiny Cottage
Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Oasis Between City, River & Mountain. Damascus OR
A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Sandy Sanctuary
Ready for a break? Want a cozy getaway, closer to recreation? Sandy Sanctuary is your spot! Surrounded by evergreens on the outside, and filled with delightful offerings on the inside: puzzles, books, a fireplace and premium linens. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts, coffee, and stunning trails!

Tiny Cabin Guesthouse
Take the flagstone path to this cozy, modern cabin (tiny home) with knotty pine walls, warm light, and a bedroom/loft that overlooks a wildly landscaped yard and garden. This 300 sq ft guest house features everything you need for a comfortable stay in the great PNW. Please note: Before booking, be aware the toilet in this home is a composting toilet, not flushing. It will be clean and ready to use with instructions available in the home.

Foxglove Farm Private Guest Suite
Enjoy a stay in a ground level suite in our two acre country home. Experience the privacy and quiet of the countryside, yet shopping and restaurants are just moments away. We are 30 minutes from PDX and downtown Portland, less than an hour from Mt. Hood and the beautiful Columbia River Gorge, and 90 minutes from the Oregon Coast. You will have your own private entrance, and have access to a porch and deck with scenic views.

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

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.

Modern Townhouse
Newly built gated Modern Townhouse. Beautiful and scenic drive to Timberline Lodge / Mt. Hood Ski Bowl. 25 minute drive to downtown Portland. 15 minute drive to Clackamas Town Center. Minutes away from 172nd / Sunnyside shopping center and restsurants. Close drive to Multnomah Falls. Close drive to Vista House view point. Lots of hikes and trails nearby.

Modern Studio Apartment Near Edgefield!
Fantastic location close to Edgefield & downtown, historic Troutdale. Features a full size daybed and a small kitchen with a modern look. Comfortable, uniquely designed space. Features 1 BD/LVG RM, 1BA Studio with private entrance. Relax in this calm, stylish space after enjoying a concert at The Edgefield or a day exploring the Gorge!

Tiny Sequoia House
Feel refreshed when you stay in this rustic gem. With a full heated outdoor yet private shower, lofted queen bed and fold-out couch, walking distance to tons of restaurants and shops, 15 - 25 minutes into Portland proper depending on where you're going and very close to the wilderness and hiking.
Popular amenities for Damascus family-friendly rentals
Family-friendly home rentals with a hot tub

Hip & Spacious: Mt. Tabor Haven with Hot Tub!

The Place To Be; With A Hot Tub

Unique Underground Speakeasy with hot tub

Chic Spa Central - Inner Eastside Gem

Parkside Urban Oasis

RoofTop FirePit, HotTub & Outdoor Theater

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Boho Chic Secret Garden Suite w/Hot Tub in SE PDX
Family- and pet-friendly home rentals

Forested Hygge House Getaway

Bright, Private & Cozy with Yard

Beaverton Vintage Tiny Home

Spacious Loft in the Heart of Southeast PDX

The Cedar Cottage

The Wee Humble Cottage

Little Cedar House Cottage near coffee and shops

Cozy Studio
Family-friendly home rentals with a pool

Cascadia Cabana | Poolside Suite with Spa

Rose City Retreat

Garden Apartment in the Heart of Portland

Mt. Hood Winter Getaway: 1BR Apartment

Wine Country Spa House - Hot Tub/Sauna/Pool

Beautiful, Magical, Treehouse

Rose City Hideaway

Secluded Suite Surrounded in Beauty
When is the best time to visit Damascus?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £134 | £137 | £147 | £149 | £157 | £165 | £164 | £167 | £166 | £137 | £141 | £139 |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Damascus

Total holiday rentals
Explore 20 holiday rentals in Damascus

Nightly prices starting at
Damascus holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Damascus holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Damascus rentals

4.8 Average rating
Damascus stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Damascus
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- House rentals Damascus
- Rentals with a fireplace Damascus
- Family-friendly rentals Clackamas County
- Family-friendly rentals Oregon
- Family-friendly rentals United States
- Columbia River Gorge National Scenic Area
- Moda Center
- Laurelhurst Park
- Timberline Lodge
- Silver Falls State Park
- Oregon Zoo
- Mt. Hood Skibowl
- Providence Park
- Enchanted Forest
- Mt. Hood Meadows
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Hoyt Arboretum
- Wonder Ballroom
- Powell's City of Books
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- Oaks Amusement Park
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Pittock Mansion




