Holiday rentals 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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Guest favourite

Guest suite in Troutdale

4.97 out of 5 average rating, 765 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!

20–27 Jan

$178 SGD per night

Guest favourite

Guest suite in Oregon City

4.95 out of 5 average rating, 435 reviews

Master Suite Overlooking Clackamas River!

Welcome to a beautiful view of the Clackamas River from our home in Oregon City! This is our Master Suite with it's own private entrance and deck. The Suite includes a bathroom/shower/tub, plants, a sitting area, king bed, mini fridge, microwave & Keurig. The suite shares a wall with our kitchen. Ask us about our expertise on the area! Chris is an outfitter and can set you up on a river float or a whitewater excursion. Carver is just minutes away, where scenes from Twilight were filmed.

2–9 Oct

$95 SGD per night

Guest favourite

Flat in Happy Valley

4.98 out of 5 average rating, 365 reviews

All the Views: Private AirBnB, near Portland!

Guests tell us they love the view! They also mention this downstairs apartment is really clean, spacious, comfortable and relaxing (even though the high speed WiFi is great for work). • 750 square feet of privacy with a private garage entrance • Full kitchen, queen size bed, blazing fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance, with no shared spaces Level 2 EV charger (let us know ahead)

11–18 Feb

$179 SGD per night

Guest favourite

Guest suite in Happy Valley

4.92 out of 5 average rating, 230 reviews

Hagen Hill BnB - Comfy Country, close to the City.

Near Mt Hood Wilderness (45mins) and Downtown Portland (30mins). Our large (1,200sq ft) downstairs space (private access) is fully yours, it has a private bedroom, bathroom, playful common room with a fireplace, pool table and dart board setup, a kitchenette and laundry facility (additional fee for laundry use). Our style invites you to take in the park-like view while relaxing comfortably. Come, Enjoy! Please note - we provide parking for ONE vehicle, if more is needed please let us know.

10–17 Aug

$147 SGD per night

Guest favourite

Holiday home in Oregon City

4.93 out of 5 average rating, 461 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 studio (queen bed) with its own entrance in the lower level of our two story home. You enter along a garden path onto private deck. Extra bedroom (king bed) is available only to guests staying in the studio for an additional $25/night per guest. (for all nights of the stay.) 14 mins to I-205, a mile to restaurants, 30 mins to airport (PDX).

4–11 Oct

$119 SGD per night

Guest favourite

Farm stay in Damascus

4.96 out of 5 average rating, 189 reviews

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.

17–24 Dec

$231 SGD per night

Guest favourite

Tiny home in Damascus

4.92 out of 5 average rating, 637 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

Tiny House In The Trees (must leave message upon booking & 2 hour notice before arriving). A 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 Portland, One hour or less to the mountain, 40 min to waterfalls in the Columbia Gorge. Located in Damascus Oregon. Pool open in the summer season only.

8–15 Nov

$80 SGD per night

Guest favourite

Guest suite in Boring

4.95 out of 5 average rating, 407 reviews

Tiny Private Studio near Sandy, Oregon

Located between Mt. Hood and the Columbia Gorge! Cozy private studio, with a separate entrance on 2 quiet acres. This small studio has a comfortable queen bed with luxury linens throughout. A tiny kitchenette supplied with coffee, organic half and half, an assortment of tea, bottled water, and a few snacks. Wifi and YouTubeTV provided. Grocery stores, restaurants, movie theater, gym, and hiking trails just to name a few amenities all within 1 to 3 miles of our home.

15–22 Oct

$105 SGD per night

Guest favourite

Farm stay in Oregon City

4.9 out of 5 average rating, 390 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!

24–31 Jan

$103 SGD per night

Guest favourite

Guest house in Boring

4.94 out of 5 average rating, 143 reviews

Boring Bungalow / Mt Retreat

Private and quaint one bedroom one bathroom guest house in beautiful Boring Oregon. Centrally located between beautiful Mt Hood recreation area, breathtaking Columbia River Gorge and the stunning Oregon Coast. You have a private entrance with keyless entry, a comfortable living area and well appointed kitchen. Free on site parking with room for boat and trailer if needed. All linens are provided, as well as a starter supply of toiletries, coffee and tea. STR784-22

24 Feb – 3 Mar

$145 SGD per night

Guest favourite

Home in Damascus

4.89 out of 5 average rating, 102 reviews

Foxglove Farm Private Guest Suite

Enjoy a stay in a separate, 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.

23–30 Oct

$125 SGD per night

Guest favourite

Guest suite in Damascus

4.91 out of 5 average rating, 526 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights & 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! Must leave a message when booking please and thank you.

22–29 Apr

$78 SGD per night