Holiday rentals in Issaquah

Secluded Tree House Chalet

This beautiful little tree house has been our pandemic project. In October 2020, we bought the home next door and began our adventure. Our Squak Mt. chalet offers a truly unique sense of privacy and tranquility in the lush green canopy of Squak Mountain. Guests enter the home by a cascading waterfall. There are two 28 foot cedar decks (hammock) and a spacious open great room featuring a gas fireplace and kitchen. Walking distance to downtown Issaquah and hiking trails. Perfect for long stays.

Creekside Comfort – Pristine & Perfectly Located

The most beautiful time of the year in North Bend has arrived! This modern bright cabin includes all the amenities to have the perfect getaway. Spacious kitchen, luxurious bathroom and more. Enjoy morning coffee to the sounds of rushing water. Lounge in hammocks under the shade of cedar and maple trees, or take a stroll along our year round creek. Easy access to North Bend's great restaurants, shops, and necessities and minutes away from some of the best hiking the Seattle area has to offer.

Private Cabin right on creek and 15 ft waterfall!

Charming cabin with deck overlooking stunning view of creek. A 2 minute walk to enjoy a full view of the waterfall and creek (it’s private on our property, takes stairs to get there). The cabin is fully fenced for privacy. Accommodates 2 people with Queen bed & bathroom. Includes mini-frig, micro, 2 burner stove, coffeemaker, toaster, blender, Smart TV, high speed internet. 1 parking spot. We have another cottage next door available to rent. See link: https://www.airbnb.com/h/waterfallcottage.

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!

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.

Sparkling Pine Lake View 1br 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 with some tunes on the piano. 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.

Cozy Creekside Studio

Forget your worries in this serene space. Cozy, Northwest decor make this apartment the perfect spot for home base as you enjoy the Pacific Northwest! It has a queen size bed, desk area, kitchenette, & one bathroom. It’s close to skiing (both Crystal Mtn and The Summit at Snoqualmie), fishing, hiking, boating, paragliding, mountain biking, Seattle, Bellevue, Snoqualmie Falls, and more. Only 30 min from Lumen Field for The 2025 World Cup! Also enjoy creek access on the Issaquah Creek.

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.

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.