
Holiday houses in Damascus
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Top-rated holiday rentals in Damascus
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming one bedroom apartment in the forest.
This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Peaceful Spacious Single Level Home
Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

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.

Hygge House-luxurious secluded 3BR guesthouse
The Hygge House PNW is a place to unwind, get cozy and enjoy the company of those you love. Cuddle up with a cup of tea or a good book and enjoy a restful retreat. Enjoy country vibes while being moments away from Happy Valley City Center. Whether you're in town visiting friends and family or looking to experience everything Portland has to offer, the Hygge House has you covered. We hope you enjoy your time spent here and leave feeling relaxed and more connected with the ones you love.

Idyllic Countryside Getaway at Wilson Farm Cottage
Nestled in a rural valley a short commute to mountain skiing, fishing or downtown nightlife, Wilson Farm is 8 acres of paradise. Be transported to a simpler time and enjoy our beautiful guesthouse with old world charm. Relax in the stone cabin or the viking house or explore trails in our woods. An abundance of nature awaits! Farm fresh breakfast fixings are included. Intimate weddings/events are also welcome and we have some prime weekends blocked for this. Please inquire if interested.

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!

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.

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/couch 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!
Popular amenities for Damascus holiday rentals
Other great holiday rentals in Damascus

The Redwood House 2.0 Safe Cozy 2BR Pet Friendly

Spotless, Spacious & Private 2 Bedroom Guest Suite

The Big Cozy Family House

Cheerful 2 bedroom cabin on the Clackamas River

Lovely Spacious Gem

Modern Spacious Private Guesthouse!

Gateway to the Gorge #6

Private loft in a quiet neighborhood.
When is the best time to visit Damascus?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 AUD | $224 AUD | $225 AUD | $225 AUD | $245 AUD | $258 AUD | $254 AUD | $228 AUD | $261 AUD | $225 AUD | $225 AUD | $225 AUD |
| 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 |
Frequently Asked Questions
Do house rentals in Damascus have wifi?
Absolutely! We offer over 20 house rentals with wifi in Damascus. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Damascus?
Four-legged friends are welcome in Damascus. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Damascus have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Damascus. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Damascus?
Make yourself at home in Damascus by choosing from our most frequently booked neighborhoods. We have over 690 vacation rentals in Happy Valley, and over 450 vacation rentals in Damascus.
Are there family-friendly vacation rentals in Damascus?
Damascus has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Damascus?
Experience the best of Damascus with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Damascus?
Yes! Work meets play with ease at over 30 vacation rentals in Damascus featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Damascus have free parking?
Absolutely! We offer over 20 house rentals with free parking in Damascus. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Damascus?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Damascus have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Damascus. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Damascus

Total holiday rentals
Explore 50 holiday rentals in Damascus

Nightly prices starting at
Damascus holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 4,430 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Damascus holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Damascus rentals

4.9 Average rating
Damascus stays are highly rated by guests—averaging 4.9 out of 5!
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- Columbia River Gorge National Scenic Area
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- Laurelhurst Park
- Timberline Lodge
- Oregon Zoo
- Silver Falls State Park
- Mt. Hood Skibowl
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Mt. Hood Meadows
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Cooper Spur Family Ski Area
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Skamania Lodge Golf Course
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