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.

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Top Guest favourite
The bathroom features a jetted tub surrounded by elegant tiles and candles. A large mirror enhances the space, while neatly arranged towels and plush robes are visible. Soft lighting and natural light from the window create a serene environment, emphasizing the calm aesthetic.
Guest suite in Troutdale
4.97 out of 5 average rating, 1,005 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Enjoy relaxing NO CHORES TO DO beautiful view from private balcony and bedroom! Comfy King size bed, walk- in closet, writing desk and 2 chairs. TV and WiFi . Only 17 minutes drive from the Airport and super close to many waterfalls,hiking trails and 4 minutes to Edgefield, 5 miles from Blue lake, a few minutes from Multnomah Falls, Bridal Veil Falls, and so many others Gorge falls and hiking trails, Columbia river adventures. it is located in safe neighborhood. Ask about a romantic package!

Top Guest favourite
A spacious covered patio features a rustic wood bar with barrel bases, accompanied by wooden seating and a table. Natural light filters in, illuminating the surrounding greenery. A barbecue grill stands ready for outdoor cooking, enhancing the inviting space for relaxation and gatherings.
Guest suite in Damascus
4.97 out of 5 average rating, 130 reviews

Unique Underground Speakeasy with hot tub

Escape the city in this unique underground stay. Located just outside the city and a quick drive to Mt. Hood. You are sure to leave relaxed and recharged after being surrounded by nature. Soak in your own private hot tub overlooking a forested ravine. The underground space is climate controlled equipped with AC/heat. Connect with nature while you enjoy the massive covered patio with a bbq and games. Ask the owners to hangout with the friendliest Pygmy goats and take photos to cherish the memory.

Top Guest favourite
French doors open to a private patio area, revealing outdoor seating under a vibrant green umbrella. A variety of plants and flowers decorate the space, enhancing the inviting atmosphere. A stainless steel refrigerator is positioned nearby, adding functionality to the kitchen setting.
Guesthouse in Rose City Park
4.99 out of 5 average rating, 139 reviews

Rose City Park Retreat

Located in beautiful Rose City Park, our studio is built with our guests in mind. It is clean and bright with 16 ft vaulted ceilings and skylights. Every detail has been thought of to make this a comfortable and inviting experience while you explore all that Portland has to offer. Beautifully tiled shower. Bamboo sheets and plush down pillows. You are within walking distance of restaurants, parks, bars, and food carts along with public transportation. We are close to downtown and PDX airport.

Top Guest favourite
A spacious bedroom features a large bed with high-quality cotton bedding. A desk is positioned nearby, and a sliding door leads to an outdoor patio. Natural light brightens the room, highlighting a wall art piece depicting a cityscape.
Home in Sunnyside
4.96 out of 5 average rating, 182 reviews

1000+ sq private 2b1.5b unit in gated area

A private unit in gated resort like homesite centrally located. Kaiser hospital , Clackmas TC and Happy Valley TC are mins drive away. 25 mins to PDX, NW 23rd ave, Portland downtown and 50 mins to Mt Hood. Very quite and you can wake up to bird chirping in am. Evergreens provide nice soothing color year round. Patio and deck with dinning table give you chance to enjoy outdoor and sunset if weather permits. Full kitchen. Up to 1gb super fastinternet. Spacious for 4 no extra charges. Central a/c.

Top Guest favourite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Clackamas
4.97 out of 5 average rating, 250 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Guest favourite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,230 reviews

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Guest favourite
The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.
Tiny home in Damascus
4.92 out of 5 average rating, 807 reviews

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. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

Guest favourite
A charming blue cottage is framed by a welcoming front porch with wooden railings. Lush green plants and purple flowers decorate the landscape. An American flag is displayed on the railing, and a car is parked in the driveway alongside the property.
Bungalow in Gladstone
4.91 out of 5 average rating, 187 reviews

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Top Guest favourite
The exterior of the home is highlighted by a wooden facade with a metal roof. A wooden deck leads to the entrance, surrounded by lush greenery and well-maintained landscaping. Sunlight filters through the trees, illuminating the peaceful setting.
Cabin in Damascus
4.94 out of 5 average rating, 103 reviews

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.

Guest favourite
A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.
Guest suite in Damascus
4.92 out of 5 average rating, 635 reviews

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.

Top Guest favourite
A hot tub is situated on a deck, surrounded by serene views of rolling hills at dusk. String lights hang gently above, providing soft illumination. Green glow from the hot tub reflects off the water, creating a calming atmosphere as twilight descends.
Tiny home in Estacada
4.99 out of 5 average rating, 100 reviews

Luxury Tiny Home with a view!

Escape to peace and tranquility at Tiny Timber, a cozy retreat set on a scenic 65-acre Christmas tree and timber farm. Take in sweeping Cascade views, unwind with luxurious amenities, and enjoy your own private oasis. Start or end your day with a soak in the private hot tub under the open sky. Ideally located near the Clackamas River, Mt. Hood National Forest, and greater Portland, Tiny Timber is your gateway to adventure, exploration, and true relaxation.

Top Guest favourite
A cozy living area features a sectional couch adorned with decorative pillows. A wooden dining table with sturdy chairs is positioned nearby. Art prints are displayed on the walls above the couch, and a floor lamp adds soft illumination to the space.
Home in Damascus
4.93 out of 5 average rating, 181 reviews

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.

Popular amenities for Damascus holiday rentals

When is the best time to visit Damascus?

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Avg. price$254 NZD$254 NZD$256 NZD$256 NZD$278 NZD$294 NZD$288 NZD$259 NZD$297 NZD$290 NZD$256 NZD$256 NZD
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Frequently Asked Questions

  • 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 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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 free parking, over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,400 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, Wifi 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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