Vacation rentals in Damascus

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Top-rated vacation rentals in Damascus

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

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Top guest favorite
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, 964 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 favorite
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, 172 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 favorite
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, 213 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!!

Top guest favorite
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
4.96 out of 5 average rating, 179 reviews

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.

Top guest favorite
A spacious living area features a large sectional sofa with patterned cushions, offering a comfortable place to relax. Natural light enters through sliding glass doors that lead to the outdoor space, while an adjacent dining area is visible, along with the kitchen in the background.
Guest suite in Happy Valley
5 out of 5 average rating, 122 reviews

Happy Valley - Serenity in the Suburbs

We offer you a spacious (1500 sq feet with 9 ft ceilings) daylight apartment which includes, 2 large bedrooms (one queen, two twins), full kitchen with basic supplies, full laundry, bathroom with shower, dining and living areas, office nook, covered outdoor patio for sitting, a secluded and quiet backyard great for birding, private parking spot and separate entry. Our property backs up to a protected nature area with a beautiful walking trail. Perfect for couples or a small family.

Guest favorite
A charming storybook cabin is framed by lush trees, adorned with hanging lights that warm the inviting facade. Flower boxes beneath the windows add color, while a pink door and decorative accents enhance the whimsical aesthetic. An ornamental fence encloses a neat garden area.
Farm stay in Oregon City
4.91 out of 5 average rating, 498 reviews

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!

Guest favorite
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
4.91 out of 5 average rating, 622 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 favorite
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, 174 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.

Guest favorite
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, 780 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. 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.

Top guest favorite
The sleeping area features a queen bed with a patchwork quilt, flanked by two bedside lamps. An array of vintage posters adorns the walls, creating a vibrant atmosphere. A small reading chair sits next to a desk in the corner, enhancing the cozy and functional space.
Place to stay in Estacada
4.99 out of 5 average rating, 295 reviews

"Worth 10 stars" Lucky Dawg Hideaway

Our LUCKY DAWG Hideaway is a well-equipped unique comfortable space with a queen bed, small kitchen, laundry area and bathroom. The cozy outdoor patio adds to your living area. Estacada is centrally located (abt an hour drive) to both downtown Portland and Mt Hood for all-year skiing and world-class hiking...Plus, we're about a 2.5 hour drive to either the beach or the high desert of central Oregon...

Superhost
A modern kitchen is arranged with sleek cabinets and stainless steel appliances, featuring an island with a round dining table. Four black chairs complement the wood flooring, while a plant adds a touch of greenery in the corner. Light enters through a window, enhancing the bright atmosphere.
Apartment in Damascus
4.89 out of 5 average rating, 108 reviews

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.

Top guest favorite
Two elegant cocktail glasses filled with ice are displayed on a wooden railing. In the background, a panoramic view of a lush green landscape and rolling hills can be seen, with the prominent snow-capped peak of Mt. Hood against a clear blue sky.
Apartment in Oregon City
4.93 out of 5 average rating, 538 reviews

Sunday Quiet, awesome Hood view, hot tub!

Welcome to our country home a mile to the Clackamas River, with panoramic view of Mt Hood from deck and hot tub. Advertised rate is for a private room and king bed with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck.. 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).

Popular amenities for Damascus vacation rentals

When is the best time to visit Damascus?

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Frequently Asked Questions

  • Do house rentals in Damascus have wifi?

    Absolutely! We offer over 30 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 30 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 air conditioning, over 30 homes with wifi, over 30 homes with free parking, over 20 homes with a kitchen, 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 vacation rentals in Damascus

  • Total vacation rentals

    Explore 50 vacation rentals in Damascus

  • Nightly prices starting at

    Damascus vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 4,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Damascus vacation 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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