Family-friendly vacation rentals in Happy Valley

Mod Cool Private Entrance Space in SE Portland!

Hello! Beautiful neighborhood High ceilings Large windows Beautifully decorated Plush King Bed in 1-bedroom-with a door 2nd queen bed living room pull out Established Neighborhood 20 minutes of City Center. Discounts are a hassle so: no. There is a locked access door adjacent to the bathroom we use in between guests to service the space. We don't go in the Airbnb space when guests are there, obviously. There's a photo of the door, last photo, in the Addional Photos section of Photos.

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. Please no young children.

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.

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!

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.

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.

Tranquility House

This tranquil space located on the outskirts of Portland is a hop, skip and a jump to the world famous Columbia River Gorge and amazing day trips. High clerestory windows give guests views of tree tops, the spacious living room opens to a large back deck and meditation labyrinth. Perfect for either a busy working-professional or travelers looking to experience a more relaxed side of Portland.

Stumptown Cottage in Eastmoreland

Newly built modern studio space in our beautiful historic Eastmoreland neighborhood. Loft like space with modern amenities in a quiet setting. Close to Reed College, Woodstock, Division and Sellwood-Moreland neighborhoods. Easily accessible via public transit. Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.

Division/Hawthorne Getaway

Join us in one of Portland's hottest neighborhoods. Blocks away from SE Division street (home to Salt and Straw, Ava Gene's and Stumptown Coffee), SE Hawthorne Street (historic hippie district) and Mt. Tabor Park (perfect for hiking and summer picnics).