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Family-friendly vacation rentals in Happy Valley

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Happy Valley

  • Total vacation rentals

    Explore 60 vacation rentals in Happy Valley

  • Nightly prices starting at

    Happy Valley vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,420 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Happy Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Happy Valley rentals

  • 4.9 Average rating

    Happy Valley stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Happy Valley

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

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Guest favorite
Guesthouse in Portland

City Cottage with Country Feel

Fully fenced cottage is nestled in the forest at the end of the road, it's very quiet, very private. Just off the property, there is a walking path to park (Play Haven Park), w/ wildlife aplenty; bunnies, hawks, squirrels, berry picking, and more! We are located near Leach Botanical Gardens, And very convenient, to hwy 205, just down the road from The Gorge Hwy 84 East. For those of you that need hospital services, we are very close to Adventist and Kaiser. We are 15 mins from the airport.

4.91 out of 5 average rating, 128 reviews
Top guest favorite
A single-level home is presented, featuring a light blue and gray exterior with a combination of brick and siding. The front yard is manicured with greenery, and a driveway leads to a two-car garage. A clear blue sky serves as the backdrop.
Home in Clackamas County

Peaceful Spacious Single Level Home

Look no further if you are looking for a clean & spacious home with all the amenities for a comfortable stay. Single level with a walk in ADA shower in the primary bathroom. Dedicated office/den with excellent wifi. Remote work & family friendly. 5 minutes away from the Clackamas mall, Costco warehouse/gas, Target, REI, restaurants, Kaiser hospital. Clackamas is a suburb of Portland, only 25 min. drive of downtown and airport. *Co-hosts conveniently live nearby to assist whenever needed

5.0 out of 5 average rating, 171 reviews
Guest favorite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Happy Valley

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

4.91 out of 5 average rating, 152 reviews
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

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!!

4.97 out of 5 average rating, 298 reviews
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

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.

4.95 out of 5 average rating, 218 reviews
Top guest favorite
A serene garden scene captures early morning fog enveloping vibrant fall foliage. Lush greenery is interspersed with colorful autumn leaves, providing a peaceful backdrop. The landscape features a variety of shrubs and trees, adding depth and texture to the tranquil environment.
Guest suite in Milwaukie

River Garden Cottage.

Charming cottage apartment on a garden and forest hill. Next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

4.95 out of 5 average rating, 194 reviews
Top guest favorite
Apartment in Happy Valley

All the Views: Your Private Airbnb Near Portland

Guests tell us they love this view! They also mention this downstairs apartment is very clean, spacious, comfortable and relaxing, and has great wifi. • 750 square feet of privacy, including a large guest-only deck • Full kitchen, queen size bed and super fast wifi • Leather furniture, large screen TV with HDMI capability (streaming only) • Private staircase leads to your garage entrance. No shared spaces. Level 2 EV charger Clackamas County License #108 No children or infants

4.98 out of 5 average rating, 428 reviews
Guest favorite
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 Happy Valley

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.

4.9 out of 5 average rating, 184 reviews
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

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.

5.0 out of 5 average rating, 125 reviews
Top guest favorite
A spacious guestroom features a black bed with a yellow and gray throw blanket draped across it. A small dining table with black chairs is positioned nearby, while a large window offers natural light. Wall art and decorative plants add character to the space.
Guesthouse in Happy Valley

Modern Spacious Private Guesthouse!

This spacious guesthouse is the perfect spot to relax and unwind, located conveniently just a few minutes from an abundance of restaurants and stores. The home is equipped with a queen bed and futon, kitchenette, and dining area. For your convenience, you have your own washer and dryer in the unit. Explore stunning Oregon beauty by adventuring to the nearby parks and trails. If you'd rather cozy up inside, the guesthouse has free-wifi and Netflix.

4.96 out of 5 average rating, 109 reviews
Top guest favorite
Home in Damascus

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.

4.93 out of 5 average rating, 196 reviews
Superhost
Home in Happy Valley

Mid Century Villa w/Mountain View & Movie Theater

3400 sq ft hillside retreat decked out with rare furnishings. Take in the Cascade Mountains from the wraparound deck and lounge under giant maple trees. You'll love the 125” Hi-Def movie theater (w/ 200+ movies)! Two large primary suites with king bed and large showers. One additional queen bedroom and one large office. Close to urban and nature, 20min to the airport, with daytrip opportunities to all the PNW must-see spots.

4.88 out of 5 average rating, 390 reviews

Popular amenities for Happy Valley family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
Guest suite in Damascus

Fireshaker Guesthouse (with hot tub!)

4.9 out of 5 average rating, 391 reviews
Guest favorite
The entrance features a covered porch with a wooden frame and decorative pillars. Colorful flower baskets and potted plants adorn the space, while a bench rests on the wooden deck. Large windows provide visibility into the home, enhancing the welcoming appearance.
Home in Clackamas County

Miranda's Lodge- cozy place with hot tub

4.85 out of 5 average rating, 267 reviews
Guest favorite
A wooden bridge is seen crossing over a small ravine, surrounded by tall cedar trees and lush greenery. Soft lights line the bridge, creating a warm glow. In the background, a cabin is partially visible, nestled among the trees, alongside a gentle flowing creek.
Home in Washougal

Three water falls, a river and a lodge.

4.99 out of 5 average rating, 151 reviews
Superhost
The exterior of a blue stand-alone house is presented, featuring a well-maintained yard and a prominent tree at the center. A paved driveway leads to the entrance. The surrounding wooden fence adds privacy, while a planter box enhances the landscaping.
Home in Milwaukie

Spacious house with fenced yard and hot tub

4.88 out of 5 average rating, 115 reviews
Guest favorite
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

Indulge in Rare Riverside Retreat

4.88 out of 5 average rating, 262 reviews
Top guest favorite
A serene entrance features a wooden archway draped with greenery, leading to a tranquil lake. The lush yard is complemented by a carved bear statue, and mature trees provide shade. The calm water reflects the surrounding greenery, creating a peaceful atmosphere.
Guest suite in Milwaukie

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

4.95 out of 5 average rating, 459 reviews
Guest favorite
Treehouse in Portland

Yeti's Tree House: Where Dreams Come True

4.83 out of 5 average rating, 538 reviews
Top guest favorite
A mid-century living space features high vaulted wood ceilings and large windows that invite natural light. A leather sofa and patterned rug provide comfort, while a kitchen island with bar stools enhances functionality. Artwork adorns the wall, adding a touch of character to the room.
Home in Southwest Portland

Portland Modern

4.96 out of 5 average rating, 165 reviews

Family- and pet-friendly home rentals

Guest favorite
A warm dining area is showcased with a wooden table at its center, surrounded by decorative plants. An archway leads into a cozy living room featuring a gas fireplace, comfortable seating, and large windows that invite natural light into the space.
Home in Milwaukie

Oak Grove Easy-Centrally located w/King Bed

4.97 out of 5 average rating, 134 reviews
Top guest favorite
A spacious living area features light green walls and hardwood flooring. A gray sofa and a blue accent chair offer comfortable seating, complemented by a wooden coffee table. The open kitchen is visible in the background, showcasing modern appliances and warm wood cabinetry.
Guesthouse in Milwaukie

River Forest Guest House, River and Dock access

4.98 out of 5 average rating, 373 reviews
Guest favorite
The cabin, nestled among towering cedar trees, features a rustic exterior with warm lighting from the windows. A serene creek flows nearby, with smooth stones and mossy patches lining the water's edge. A wooden bridge connects to the surrounding natural landscape.
Cabin in Milwaukie

Rustic Creekside Cabin

4.89 out of 5 average rating, 768 reviews
Top guest favorite
A calming bedroom setting features a wooden bed with navy blue bedding and framed art on the wall. A blue armchair is positioned near an accent rug, complementing the natural light from the window, which is adorned with a simple blind.
Guesthouse in Milwaukie

Cozy Studio

4.96 out of 5 average rating, 172 reviews
Superhost
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

PNW Sanctuary at the Gorge Family friendly Ranch

4.87 out of 5 average rating, 179 reviews
Guest favorite
Guest suite in Gresham

Spacious two-room private suite. Clean and quiet!

4.88 out of 5 average rating, 142 reviews
Top guest favorite
A modern studio space features a sleek sofa positioned across from a television on a stylish cabinet. The kitchen area is to the left, complemented by a small dining table with a striped rug underneath. Natural light enters through three narrow windows above.
Tiny home in Portland

Stumptown Cottage in Eastmoreland

4.94 out of 5 average rating, 342 reviews
Top guest favorite
A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.
Cottage in West Linn

Willamette Riverfront Cottage near Portland

4.94 out of 5 average rating, 127 reviews

Family-friendly home rentals with a pool

Top 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

Oasis Between City, River & Mountain. Damascus OR

4.92 out of 5 average rating, 670 reviews
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

Quaint Tiny House In The Trees. Damascus, Oregon.

4.92 out of 5 average rating, 859 reviews
Guest favorite
Villa in Camas

The blueberry villa spa & heated pool

4.91 out of 5 average rating, 125 reviews
Top guest favorite
Guesthouse in Southwest Portland

Casetta

4.99 out of 5 average rating, 103 reviews
Top guest favorite
The guest house is set against a lush backdrop of greenery, featuring large windows that provide views of the surrounding nature. A pool is positioned in front, accompanied by two wooden lounge chairs and a shaded umbrella, creating a serene outdoor relaxation area.
Guesthouse in Northwest Portland

Poolhouse of Portland Architectural Gem

4.92 out of 5 average rating, 113 reviews
Guest favorite
A covered patio area features a modern grill adjacent to a fire pit with flames flickering over stone. Comfortable seating is arranged around the fire pit, surrounded by lush greenery and stacked firewood along the back wall.
Apartment in Beaverton

Recreational Family Fun & Adventures Await

4.91 out of 5 average rating, 127 reviews
Superhost
A vibrant pool area is highlighted with colorful lights and surrounded by lush greenery. Lounge chairs are positioned for relaxation, and an umbrella offers shade. String lights create a warm ambiance over the space, enhancing the inviting atmosphere.
Guesthouse in Portland

Cascadia Cabana | Poolside Suite with Spa

4.84 out of 5 average rating, 135 reviews
Top guest favorite
A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.
Treehouse in Mount Hood

Beautiful, Magical, Treehouse

4.98 out of 5 average rating, 221 reviews

When is the best time to visit Happy Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,330 GYDG$39,540 GYDG$41,213 GYDG$39,958 GYDG$42,050 GYDG$41,841 GYDG$43,305 GYDG$44,142 GYDG$41,632 GYDG$42,050 GYDG$42,678 GYDG$42,468 GYD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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