Family-friendly vacation rentals in Issaquah

Issaquah's Serene Oasis

Welcome to the Gateway Getaway by GRM Rentals - a calm & comfortable retreat nestled between Issaquah’s Tiger and Squak Mtns. The adventure right outside your door and relaxation the moment you return home. Catch paragliders soaring over Poo Poo Point, cozy up in a thoughtfully designed space or hit the scenic trails located just two blocks away. With charming Historic Front Street only a mile from the home & Seattle an easy drive, this stay offers the perfect blend of nature & Northwest charm.

Family · Indoor spaces · Amenities

EV Charger Cottage w/ Chef's Kitchen m/s Seattle

Welcome to your idyllic retreat nestled in the heart of Issaquah, WA. This charming cottage offers a perfect blend of comfort and serenity, making it an ideal getaway for families and nature lovers alike. The full-size kitchen is a chef’s delight, equipped with modern appliances and all the essentials needed to prepare your favorite meals, you’ll find everything you need right at your fingertips. Book your stay today and experience the beauty and comfort of this enchanting Issaquah retreat!

Family · Kitchen · Accuracy

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."

Indoor spaces · Family · TV

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.

Indoor spaces · Kitchen · Layout

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.

Kitchen · Family · Long stay

Sungri-La Next to Costco Issaquah villa Deer Park

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 :)

Kitchen · Family · Long stay

Wandering Wombat Cottage - Olde Town Issaquah

Get back to nature at this tranquil cottage in the heart of Olde Town, or head inside for an injection of color and print. Sit on the porch with a morning coffee, cozy up in the armchair by the fire, then rest easy in a home where everyone has their own space. The cottage is a short stroll from the vibrant restaurants, bars, and arts scene of downtown Issaquah. Walk to the local salmon hatchery, explore the nearby playground, or participate in fun, year-round local activities.

Family · Indoor spaces · Quiet

Tiny Unit Old Town & Tiger Mt (135 Sq Ft) 1 guest

Tiny Unit new construction guest unit (125sq ft) with in heart of Olde Town with A/C. Perfect for 1 guest. One block off Front Street & East Sunset Way. Within 2 blocks of 12 restaurants and 1/2 block from express bus stop to Seattle (west) and Issaquah Highlands (east). 1 block from community gym and indoor pool. Two blocks from Tiger Mt trail head hiking trails. 1/4 mile access to freeway I-90. Vertical bike rack for inside bicycle storage Homemade cookies on arrival.

Family · Kitchen · Condition

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)

Kitchen · Indoor spaces · Check-in

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.

Kitchen · Indoor spaces · Laundry

Gorgeous Mediterranean Suite

Wonderful Guest House @Mediterranean style home w/ warm, welcoming owners living onsite. Private entrance to 1,000 sqft suite which includes (2) very large bedrooms w/ new furniture and king size beds, (2) full bathrooms, fully furnished kitchen w/ large island granite bar great for dining and working. Super fast 1gig internet & Wi-Fi. Hardwood floors & rugs throughout. Cozy, Clean, Beautiful! Large laundry room and some storage available.

Family · Indoor spaces · Access

Secluded Treehouse Chalet with Waterfall

Slip away to a secluded, treehouse-style chalet tucked into the lush canopy of Squak Mountain. Follow the sound of a cascading waterfall to your private retreat, then unwind on two spacious cedar decks surrounded by birdsong and forest views. Inside, the airy great room feels suspended among the treetops. Yet historic downtown Issaquah is within walking distance, with scenic hiking trails just minutes away.

Family · Kitchen · Checkout