Family-friendly holiday rentals in Issaquah

Guest House Middle of Olde Town

I live in Olde Historic Issaquah. Guest house built 2018. Four blocks To on ramp to 1-90. Within 1/2 block to covered bus stop to express 554 bus to Seattle & Bellevue College and Connection to light rail. I am with 2 blocks of 12 restaurants, live theater, museums, city library, Salmon hatchery, community remodeled gym and indoor pool &local parks. I live on the property. Built Summer 2018. I live 1 block to Tiger mountain hiking&biking trails. 8 Miles to Bellevue. Costco Headqtrs 4 Miles

Paradise Loft

This special place is close to everything, making it easy to plan your visit... easy I-90 access... 15 minutes to seattle, 10 minutes to bellevue, 15 minutes to Redmond and 25 minutes to the Pass .. situated on 3 acres with creek running thru, can walk out and be at lake in 5 minutes, enjoy a little bit of country close to everything. You'll feel like you're in the country but costco is 2 miles away!! :) Several Free to roam in field and light a fire along the creek... fire pit is availale

Mama Moon Treehouse

This magical treehouse was built by Pete Nelson 25 years ago and recently renovated with help from his crew. It sits in living trees on our 5 acre property next to its own little pond and fountain. It has a bathroom with sink and toilet, hot water outdoor shower, wifi, heat, AC & more! Enjoy the outdoor space with, hammocks, grill and fire pit by the pond. It's 1 mile from Lake Alice so grab the paddle boards and head to the lake! Plus, book a sound healing or sacred ceremony while you're here!

Cozy Lake Sammamish Suite.30 min train to Seattle

Stay in a private cozy studio minutes from Lake Sammamish, perfect for FIFA World Cup, work trips, or a Seattle getaway. Enjoy nearby lakefront trails, 30 mins drive or ride the light rail to Seattle, and a quiet neighborhood. ✔ 10 min to Microsoft ✔ Walk to Private Lake Access ✔ Easy access to new Link Light Rail ✔ Free EV charging + AC + heated floors ✔ Close to wineries, hiking, skiing, groceries & restaurants Perfect for business travelers, remote work, or exploring the Pacific Northwest.

Carriage House on Cougar Mountain Private Studio

Our cozy studio apartment offers a peaceful retreat with all the comforts of home. Tucked in a private, serene setting, it’s perfect for short stays or longer visits. Enjoy your own parking spot, private entrance with a door code, and a relaxing atmosphere. The Carriage House features warm decor, comfortable furnishings, and essentials for your stay. Conveniently located, it’s just minutes from city amenities and mountain adventures, making it the perfect base to explore and return "home."

Bright & Stylish | 5 Star Location | Fenced Yard

We're Erik and Azu — we grew up nearby and came back after a decade on the East Coast because we wanted a place where you could hike a mountain and walk to dinner the same day. This is it. A private 2BR home with fenced yard, full kitchen, in-unit laundry, and climate control in every room. Tiger Mountain trails are a 5-minute walk. Downtown Issaquah is 10 minutes on foot. Seattle is 20 minutes by car. Nearly every review is five stars — we set this place up for real life, not just photos.

Craftsman Duplex In Old Town Issaquah - Free Wi-Fi

Great space with large yard featuring a patio with gas firepit & BBQ, a beautiful wraparound porch, fully equipped kitchen and laundry. This downstairs duplex unit in one of the original historic Craftsman homes is right on the edge of Issaquah’s Old Town giving easy access to downtown Issaquah’s restaurants and entertainment. Also a convenient base for hiking, skiing, or getting into the big city. Near Swedish Hospital Issaquah campus, Costco HQ, Microsoft, T-Mobile HQ, OSI/Spacelabs.

Sungri-La Next to Costco Issaquah villa

Recently refurbished house, peacekeeping in cozy and urban-rural districts, walking to Lake Sammamish State Park for hiking trails, near I-90 to Seattle. Close to Issaquah Highland. Costco and Fred Meyer are two-minute drives. There are two full baths, a kitchen, and a dining area with a mountain view, beautiful sunrises and sunsets, plus an outdoor space with a barbeque grill. Enjoy hiking, running! the Internet speed is 220 Mbps (another AirBnB NEXT DOOR, zoom in on the map to view :)

Poppyrosa Estate Mountain views m/s Seattle/ Belle

Poppyrosa estate is the perfect blend of nature/city life, all within 15 minutes drive of Seattle and everything it has to offer. Enjoy unobstructed views of Squak mountain, with outdoor seating to enjoy morning coffee/evening wine. Open concept floor plan makes is seamless to get some work done in the home office, kids watch movies in living room, spouse prepares dinner in the fully equipped kitchen. Property is situated on a quiet safe cul-de-sac. Minutes from multiple hiking trails.

Pine Lake View 1br Private Suite

Watch as eagles soar over the lake and above the towering fir trees from the patio. Soak up the bright, contemporary design of this curated lakeside suite on Pine Lake, brew some coffee and relax. Please note - no lake or dock access available at this property. The apartment is in the basement of our house, but you'll have exclusive access to it via a separate entrance. We live in the house upstairs, so will be available to answer any questions you may have.

The Pacific Northwest Getaway

Eat, sleep and be in the forest. A cocoon of luxury located in the heart of the Pacific Northwest. One of the best locations to experience everything the PNW has to offer. Get a good nights rest and then head out to explore! Seattle (20mi) SeaTac Intl Airport (17mi), Bellevue (15 mi), DT Issaquah (4 mi), Mt. Rainier Nat'l Park (44 mi), Snoqualmie Falls (16 mi) Chateau Ste. Michelle Winery (24 mi), Snoqualmie Pass (42 mi) Crystal Mountain Ski Resort (63 mi)

Beautiful top floor condo

Beautiful top floor condo with vaulted ceiling. Great view of the Issaquah valley. Cute and comfortable with roomy 2 bedrooms (1 king bed, 1 queen bed) and 2 bathrooms plus a separate den. Kitchen has all new appliances and is fully stocked. Condo is 5 minutes from I-90, 15 miles from downtown Seattle and 10 miles from Bellevue. Grocery stores, coffee shops and a variety of restaurants are minutes away. There is plenty of free parking in the complex.