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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, 137 reviews
Guest favorite
A glowing neon sign presents the phrase 'Keep Portland Retro' against an orange wall. In the background, a colorful rainbow mural adds to the retro theme, while a cozy seating area with a patterned cushion invites relaxation.
Guest suite in Portland

Stunning 60s-70s Retro Apartment

I'm Mod Abode You! A funky retro themed basement apartment inspired by the groovy 60s-70s, this spot is a vintage lover's dream. Kick your feet up, put a record on the turntable, play a board game, and peruse the vintage books. This quirky apartment has it all: a full kitchen, a clawfoot tub, and even a working Ms. Pac-Man arcade! The attention to detail is impeccable. Located in quiet southeast Portland, 8 minutes away from the lovely food and shopping corridor of the Woodstock neighborhood.

4.85 out of 5 average rating, 172 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, 176 reviews
Guest favorite
A hot tub is positioned on a deck, offering a view of a vibrant sunset beyond a modern home. Trees frame the scene, with soft lighting adorning the structure. The silhouette of a spiral staircase adds depth to the setting.
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, 155 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, 306 reviews
Top guest favorite
A spacious living area features a light-colored leather sofa paired with a glass coffee table, complemented by an area rug. Natural light filters through large windows, illuminating the open layout that connects to the dining area and staircase in the background.
Home in Clackamas County

Home in Clackamas

Forget your worries in this spacious and serene space. Come stay at our beautiful home located in a peaceful neighborhood in Clackamas. With access to near by stores, food carts, mall, and many other essential locations that will fit your needs while you enjoy your stay in this beautiful 3 bedroom, stylish home! Please don't park your vehicle in the street on the fire lane, which is in front of the house. if you need additional parking, please park across from the house where its permitted.

4.99 out of 5 average rating, 103 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, 190 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.

4.92 out of 5 average rating, 197 reviews
Guest favorite
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, 391 reviews
Top guest favorite
An open living area is highlighted by a cozy sofa with patterned cushions and a spacious bed dressed in soft linens. A wooden dining table with chairs is set near a window, enhancing the light, airy feel of the space. An inviting side cabinet adds functionality.
Apartment in Milwaukie

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

4.97 out of 5 average rating, 225 reviews

Popular amenities for Happy Valley family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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, 271 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, 169 reviews
Guest favorite
A well-appointed kitchen and dining area feature rich blue cabinetry and modern appliances. A circular light fixture adds a contemporary touch. A sleek dining table is surrounded by wooden chairs, inviting relaxed mealtimes, while large windows provide views of the outdoor space.
Home in Troutdale

Hot tub, Sunroom, Aquarium, Spacious kitchen, Deck

4.96 out of 5 average rating, 212 reviews
Top guest favorite
A large windowed section of the cabin allows natural light to fill the space, showcasing views of the surrounding trees and distant mountains. A comfortable seating area is present, alongside a telescope and a small side table with a lamp, creating an inviting spot for relaxation.
Guest suite in Sandy

The Cedar House at Riverbend Orchard

4.97 out of 5 average rating, 317 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, 152 reviews
Top guest favorite
Treehouse in Portland

Yeti's Tree House: Where Dreams Come True

4.83 out of 5 average rating, 546 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, 461 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

Family- and pet-friendly home rentals

Top guest favorite
The exterior of the home is highlighted by a wooden facade with a metal roof. A wooden deck leads to the entrance, surrounded by lush greenery and well-maintained landscaping. Sunlight filters through the trees, illuminating the peaceful setting.
Cabin in Damascus

Cheerful 2 bedroom cabin on the Clackamas River

4.95 out of 5 average rating, 118 reviews
Guest favorite
The open living space features a sectional couch with cushions, a wooden dining table, and chairs in a well-lit area. A television is mounted on the wall, with kitchen and dining areas visible in the background, illuminated by natural light from large windows.
Home in Gladstone

Forested Hygge House Getaway

4.92 out of 5 average rating, 168 reviews
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, 135 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, 175 reviews
Guest favorite
Guest suite in Gresham

Spacious two-room private suite. Clean and quiet!

4.88 out of 5 average rating, 144 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, 377 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, 345 reviews
Superhost
Home in West Linn

Cozy Modern Family 3Bd Oasis

4.86 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, 677 reviews
Top guest favorite
Guesthouse in Southwest Portland

Casetta

4.99 out of 5 average rating, 105 reviews
Top guest favorite
Home in Vancouver

The Starburst Inn: Enclosed Heated Pool, Theater

4.96 out of 5 average rating, 181 reviews
Guest favorite
Villa in Camas

The blueberry villa spa & heated pool

4.9 out of 5 average rating, 127 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, 867 reviews
Top guest favorite
Home in North Plains

1BR - Private House, Pool, Hot Tub & Forest Trails

4.97 out of 5 average rating, 109 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$39,329 GYDG$39,539 GYDG$41,212 GYDG$39,957 GYDG$42,049 GYDG$41,840 GYDG$43,304 GYDG$44,141 GYDG$41,631 GYDG$42,049 GYDG$42,677 GYDG$42,467 GYD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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