Vacation rentals in Damascus

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Top-rated vacation rentals in Damascus

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Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 430 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.

Sep 18 – 25

$62 per night

Superhost

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.

Oct 23 – 30

$95 per night

Guest favorite

Vacation home in Oregon City

4.93 out of 5 average rating, 459 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).

Aug 30 – Sep 6

$78 per night

Guest favorite

Farm stay in Damascus

4.96 out of 5 average rating, 188 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.

Dec 5 – 12

$149 per night

Guest favorite

Tiny home in Damascus

4.92 out of 5 average rating, 634 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.

Feb 3 – 10

$51 per night

Guest favorite

Farm stay in Oregon City

4.9 out of 5 average rating, 389 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!

Feb 20 – 27

$66 per night

Guest favorite

Guesthouse in Boring

4.95 out of 5 average rating, 402 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.

Jul 19 – 26

$82 per night

Guest favorite

Guesthouse in Boring

4.94 out of 5 average rating, 139 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

Feb 28 – Mar 7

$86 per night

Guest favorite

Home in Damascus

4.9 out of 5 average rating, 101 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.

Sep 5 – 12

$80 per night

Guest favorite

Guest suite in Damascus

4.91 out of 5 average rating, 524 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.

Jul 15 – 22

$70 per night

Guest favorite

Cabin in Estacada

4.98 out of 5 average rating, 273 reviews

Creekside Cozy Cabin

Nestled among tall cedars, you'll find the Creekside Cozy Cabin a perfect place to relax and enjoy its calm surroundings. While there are neighbors on both sides of the cabin, you still get that country feel away from the city. We are 20 miles from PDX Airport and 21 miles from Downtown Portland, but the drive out to the cabin is worth every mile.

Nov 24 – Dec 1

$122 per night

Guest favorite

Guesthouse in Oregon City

5.0 out of 5 average rating, 517 reviews

Cottage in the Country

At the end of a long driveway through large evergreen trees sits this 500 sq ft cottage studio at the edge of the woods, ready to provide you with a relaxing country retreat. Enjoy this lovely remodeled guest house with a woodland landscape outside your doors.

Nov 11 – 18

$92 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Damascus vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Damascus's top sights

Carver Park7 locals recommend

New Seasons Market31 locals recommend

Carver Hangar10 locals recommend

Stone Cliff Inn38 locals recommend

Hops n Drops6 locals recommend

Noodle Man9 locals recommend

Other great vacation rentals in Damascus

Guest favorite

Guest suite in Troutdale

4.97 out of 5 average rating, 758 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Mar 30 – Apr 6

$116 per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 186 reviews

Farm Charm: 1000sq ft private studio in rural area

Sep 21 – 28

$100 per night

Guest favorite

Apartment in Sandy

4.98 out of 5 average rating, 312 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Dec 16 – 23

$139 per night

Guest favorite

Guest suite in Clackamas

4.95 out of 5 average rating, 252 reviews

Stunning Mt. Hood Views suite, one mile to Kaiser!

Jul 22 – 29

$110 per night

Guest favorite

Apartment in Happy Valley

4.98 out of 5 average rating, 361 reviews

All the Views: A Private AirBnB near to Portland

Nov 13 – 20

$108 per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 382 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Jun 25 – Jul 2

$83 per night

Guest favorite

Apartment in Gresham

4.97 out of 5 average rating, 134 reviews

Jewel on a Hill- 2 bd. light filled apartment

Dec 19 – 26

$102 per night

Guest favorite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 reviews

Milwaukie Retreat in the Woods

Aug 26 – Sep 2

$79 per night

Show all

Quick stats about vacation rentals in Damascus

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
3.2K reviews
Nightly prices starting at
$30 before taxes and fees

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.
Are there family-friendly vacation rentals in Damascus?
Damascus has more than 10 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 20 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.

Vacation rentals in Damascus

Top-rated vacation rentals in Damascus

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Damascus vacation rentals

Stay near Damascus's top sights

Other great vacation rentals in Damascus

Guest suite in Troutdale

Guest suite in Oregon City

Apartment in Sandy

Guest suite in Clackamas

Apartment in Happy Valley

Guesthouse in Portland

Apartment in Gresham

Apartment in Milwaukie

Quick stats about vacation rentals in Damascus

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Damascus have wifi?

Are there pet-friendly vacation rentals in Damascus?

Do house rentals in Damascus have air conditioning?

Are there family-friendly vacation rentals in Damascus?

How much does it cost to stay in house rentals in Damascus?

Are there vacation rentals with a dedicated workspace in Damascus?

Do house rentals in Damascus have free parking?

What are the most popular amenities for House Rentals in Damascus?

Destinations to explore