Family-friendly vacation rentals in Happy Valley

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Top-rated family-friendly rentals in Happy Valley

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Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 538 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Sep 25 – Oct 2

€ 128 per night

Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 391 reviews

Tabor Cottage: Detached Guest House SE Portland

Mt. Tabor Cottage is a quiet, cozy, detached one bedroom house.with a private, fenced patio. In the South Tabor neighborhood, we are close to Mt. Tabor park and walking distance to several restaurants. It's a 15 minute car ride to the airport or about 17-20 minutes to downtown Portland and only a 5 -7 minute drive to Montavilla, Division St and Hawthorne Blvd restaurants, bars and shopping. Street parking is always available on the block, often next to property or within 150ft, 30 second walk!

Aug 27 – Sep 3

€ 123 per night

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 433 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 27 – Oct 4

€ 75 per night

Guest favorite

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.

Mar 6 – 13

€ 110 per night

Guest favorite

Yurt in Portland

4.92 out of 5 average rating, 657 reviews

Yurt Meadow Retreat - on farm by nature park

Pacific Yurt nestled privately in farm/forest setting against acres of old growth in the nature park! Minutes from downtown you’ll see panoramic views of the city while watching the wildlife. Relax under the "moonroof" and watch the stars by cricket song. Unique features incl. raw wood interior, kitchenette, comfy bed (bed warmers!) + heater, mini fridge,delights of house commons, hammocks. Shower under the trees in the yurts solo Bathhouse compost tiolet. Cozy hideaway all winter.

Nov 25 – Dec 2

€ 115 per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a 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.

Oct 7 – 14

€ 129 per night

Guest favorite

Guest suite 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.

Aug 23 – 30

€ 92 per night

Guest favorite

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!

Sep 24 – Oct 1

€ 76 per night

Guest favorite

Guest suite in Portland

4.95 out of 5 average rating, 273 reviews

Cool Mod Private Entrance Space in SE Portland!

Hello! Cool mod private entrance space in SE Portland 😀 Beautiful neighborhood High ceilings Large windows Beautifully decorated Plush King Bed in 1-bedroom-with a door. 2nd queen bed living room pull out Lovely Older Established Neighborhood 20 minutes of City Center. Discounts are a hassle so: no. Portland has levied a nightly tax that you will see itemized when you pay. Space might be a bit small for more than 2 adults, 2 small children. Licensed. 😀💜🏡

Jun 8 – 15

€ 149 per night

Guest favorite

Cottage in Portland

4.99 out of 5 average rating, 496 reviews

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers.

Apr 25 – May 2

€ 152 per night

Guest favorite

Cabin in Milwaukie

4.88 out of 5 average rating, 623 reviews

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

Sep 4 – 11

€ 191 per night

Guest favorite

Guesthouse in Portland

4.94 out of 5 average rating, 358 reviews

Cozy Cottage in Mt. Scott

The cottage has everything you'll need for your Portland adventures! It comes fully equipped with a well stocked kitchen, outdoor patio, and lots of natural light. You'll have quick access to shops, restaurants and bars in the Woodstock/Mt. Scott neighborhoods. Highlights include Mt. Scott Park, Double Mountain Brewing, Bella's Italian Bakery, The Portland Mercado, Cartlandia, Cloud City Ice Cream and New Seasons Market.

Jul 15 – 22

€ 109 per night