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Family-friendly vacation rentals in Damascus

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Damascus

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Guest suite in Gresham

4.96 out of 5 average rating, 174 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.

A canvas platform tent is shown with two beds positioned inside, decorated with simple linens. A warm light illuminates the interior from a bedside lamp. The wooden deck features a green cooler beside the entrance, and a welcoming rug lies on the floor.

4.96 out of 5 average rating, 209 reviews

Heated Glamping tent on Mt. Hood - Site 1

Nestled at the foot of Mt. Hood and its year-round lift-accessible snow, these indulgent canvas platform tents place you on the campus of one of the world's premiere action sports destinations. With Sandy Ridge bike trails within a mile and over 1-acre of skateboard park, there is something for everyone. Your luxurious tent site is one of ten featuring a communal campfire and picnic tables. At various times, you'll have access to our famous private skate parks, trails, and fitness center.

A serene bedroom features a spacious bed adorned with an assortment of decorative pillows. Two modern bedside lamps flank the bed, providing soft light. A piece of abstract artwork hangs above the headboard, complemented by greenery on the side, creating a relaxing atmosphere.

Guesthouse in Damascus

4.88 out of 5 average rating, 144 reviews

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.

A unique building with a wooden shingle exterior is complemented by a vibrant mural featuring a flower and a bird. Multiple windows allow natural light into the structure, while a small outdoor seating area is visible near the entrance.

Farm stay in Oregon City

4.93 out of 5 average rating, 432 reviews

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like affordable ultimate glamping, then look no further! The fire pit, creative décor, heat pump, table/chairs, weekly serviced private portapotty (equals most of cleaning fee), sink, HD TV, WiFi, Alexa, outdoor covered heated shower w/view, AND 2 friendly Scottish Highland cows you can feed and interact with! We welcome ALL colors, religions, LGBTQ , Cannabis friendly! Cigs OK by fire pit only.

A spacious yurt sits on an island, surrounded by lush greenery and tall trees. String lights are adorned around the tent, adding subtle illumination. A wooden walkway leads to the yurt, with a small stream visible nearby. Colorful bunting adds a festive touch.

Yurt in Estacada

4.95 out of 5 average rating, 451 reviews

Forest island

Glamping at its finest !!!!!! Come enjoy our Private forest island retreat on our 22 acre working farm . Relax and take in the fresh air without the hassle of having to pack up all your camping equipment. The spacious yurt can accommodate up to 4 people with a queen size bed and a 2 person pull out cot. This private yurt is on a island on our land surrounded by the water and trees. We also have kayak for rental upon request to use at the surrounding lakes and river.

A cozy living area features a comfortable gray couch adorned with decorative pillows. A wooden coffee table sits in front, while two stools stand near a countertop. Sunlight streams through large windows, creating a bright and welcoming ambiance in the open kitchen space.

Guesthouse in Boring

4.91 out of 5 average rating, 198 reviews

Boring Bungalow /1 bedroom guesthouse with kitchen

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

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, 612 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.

The living area features knotty pine walls and ceiling, with large windows offering views of lush greenery. A blue couch is positioned across from a compact table suitable for dining or work. A patterned area rug adds texture, complementing the overall cozy atmosphere.

Tiny home in Gresham

4.86 out of 5 average rating, 198 reviews

Tiny Cabin Guesthouse

Take the flagstone path to this cozy, modern cabin (tiny home) with knotty pine walls, warm light, and a bedroom/loft that overlooks a wildly landscaped yard and garden. This 300 sq ft guest house features everything you need for a comfortable stay in the great PNW. Please note: Before booking, be aware the toilet in this home is a composting toilet, not flushing. It will be clean and ready to use with instructions available in the home.

Top guest favorite

A grassy outdoor area features a wooden play structure with a slide and sand area, alongside a trampoline and a hammock. Two chairs in blue and white are positioned nearby, surrounded by lush trees and shrubs, creating a serene play space.

Home in Damascus

4.92 out of 5 average rating, 170 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.

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, 773 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.

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

4.91 out of 5 average rating, 103 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.

A cozy seating area is presented with a full-size daybed/couch, accompanied by a framed mirror and a wall-mounted television. A rug with geometric patterns enhances the space, while a lamp provides soft illumination. An accent pillow showcases a welcoming phrase.

Condo in Troutdale

4.76 out of 5 average rating, 148 reviews

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!

Vacation rentals for every style

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Unique stays

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Popular amenities for Damascus family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 429 reviews

River Forest Lake Apt w/hot tub. HOT find!

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, 955 reviews

Amazing VIEW & Private Entry/Jetted Tub near Falls

Guesthouse in Portland

4.83 out of 5 average rating, 127 reviews

Cascadia Cabana | Poolside Suite with Spa

Top guest favorite

A tranquil outdoor area features a hot tub surrounded by vibrant potted plants on a wooden deck. The lush forest hills rise in the background, contributing to a serene and natural setting.

4.99 out of 5 average rating, 554 reviews

Glamping Bliss ~ 5 Acre Secluded Forest Oasis

Top guest favorite

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, 119 reviews

Unique Underground Speakeasy with hot tub

A well-lit living area features light hardwood flooring, a corner set with a small table and three chairs, and a play tent in one section. Neutral walls provide a calming backdrop, complemented by framed artwork on the wall. A cozy pet bed is positioned nearby.

Home in Portland

4.93 out of 5 average rating, 246 reviews

Spacious Forest Retreat w/ Hot Tub & Views

A bedroom features a queen bed with a decorative metal frame, dressed in light bedding with green accents. Two bedside lamps provide gentle illumination, and French doors open to a balcony, offering views of the surrounding greenery. Soft carpeting adds warmth to the space.

Apartment in Milwaukie

4.88 out of 5 average rating, 249 reviews

Indulge in Rare Riverside Retreat

Guesthouse in Clackamas

4.98 out of 5 average rating, 201 reviews

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Family- and pet-friendly home rentals

The living room features a playful foosball table in the foreground, with a cozy seating arrangement including a green sofa and an accent chair. A large window allows natural light to fill the space, complemented by soft drapes and a decorative wall mural depicting mountains.

Home in Gresham

4.93 out of 5 average rating, 146 reviews

PNW Sanctuary at the Gorge Family friendly Ranch

Cabin in Milwaukie

4.89 out of 5 average rating, 715 reviews

Rustic Creekside Cabin

The outdoor space is viewed through large glass doors, featuring a covered patio and a fire pit surrounded by gravel. A small grassy area is visible along with a table and chairs, set against a backdrop of wooden fencing and trees.

Guesthouse in Lents

4.96 out of 5 average rating, 218 reviews

Bright, Private & Cozy with Yard

Guest suite in Richmond

4.94 out of 5 average rating, 356 reviews

Spacious Loft in the Heart of Southeast PDX

Farm stay in Sandy

4.89 out of 5 average rating, 668 reviews

Green Acres Private Studio Apartment

Top guest favorite

A modern studio space is illuminated by natural light, featuring a spacious queen bed with striped bedding and a sleek living area. A flat-screen TV sits on a blue cabinet, and a glass door leads to a private outdoor area, enhancing the open atmosphere.

Tiny home in Portland

4.94 out of 5 average rating, 312 reviews

Stumptown Cottage in Eastmoreland

Bungalow in Gladstone

4.91 out of 5 average rating, 175 reviews

The Wee Humble Cottage

The exterior of a modern two-story house is presented, featuring a blend of grey and green siding. The front entrance is framed by well-maintained landscaping, including shrubs and grass. A paved driveway leads to a two-car garage, with a neighboring house visible to the left.

Guest suite in Gresham

4.9 out of 5 average rating, 123 reviews

Gresham Getaway

Family-friendly home rentals with a pool

The kitchenette features sleek white cabinetry, a stainless steel refrigerator, and modern appliances. A round black table with two colorful chairs is situated on a patterned rug, complemented by open shelving displaying cups and utensils. The space is illuminated by natural light from a nearby doorway.

Guest suite in Rose City Park

4.95 out of 5 average rating, 458 reviews

Rose City Retreat

Top guest favorite

A charming backyard features a shaded patio area with a table and chairs, surrounded by lush greenery and colorful plants. The house stands in the background under a clear sky, creating a peaceful atmosphere. Various flowering and fruiting plants can be seen throughout the garden.

Guest suite in Eliot

4.96 out of 5 average rating, 103 reviews

Garden Apartment in the Heart of Portland

Top guest favorite

Cabin in Rhododendron

4.96 out of 5 average rating, 104 reviews

2BR Dog friendly Mount Hood cabin with hot tub!

Top guest favorite

A cozy reading nook is presented with a brown leather chair positioned near two large windows, allowing natural light to illuminate the space. A light gray pouf sits nearby, and the view outside features lush greenery and a glimpse of the neighborhood.

Guest suite in Welches

4.94 out of 5 average rating, 283 reviews

Mt. Hood Autumn Getaway: 1BR Apartment

Top guest favorite

An outdoor hot tub is situated beside a small table and two chairs, shaded by a patterned umbrella. Lush greenery and tall trees surround the area, creating a private atmosphere. The open lawn invites relaxation and leisure in the scenic setting.

Guesthouse in Newberg

5 out of 5 average rating, 467 reviews

Wine Country Spa House - Hot Tub/Sauna/Pool

Top guest favorite

Treehouse in Mt Hood

4.98 out of 5 average rating, 213 reviews

Beautiful, Magical, Treehouse

Home in Overlook

4.96 out of 5 average rating, 138 reviews

Rose City Hideaway

Top guest favorite

A heated pool is visible in the foreground, surrounded by a patio area. The two-story house features a large deck with outdoor seating and shaded areas provided by umbrellas. A slide is positioned next to the pool, enhancing the outdoor leisure space of the property.

Guest suite in Vancouver

4.98 out of 5 average rating, 173 reviews

Secluded Suite Surrounded in Beauty

Quick stats about vacation rentals that are family-friendly in Damascus

Total rentals
20 properties
Nightly prices starting at
G$14,644 GYD before taxes and fees
Total number of reviews
840 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore