Family-friendly holiday rentals in Winthrop

Modern, hip house near town; mountain views, trees

Owner managed/maintained: Our updated and tastefully decorated home boasts vaulted ceilings, new Tuft & Needle mattresses, original artwork, A/C, and a 6 person hot tub with therapy jets. The property is 2 acres, nestled in the trees, with expansive views of the Enchantments. We're 2.5 miles from town, 1/2 mile from Icicle Creek trail head, 1 mile from cross country trails, and less than 1 hour from Mission Ridge or Stevens Pass Ski Resorts. Includes many family-friendly amenities! STR #000227

Park & Walk to town, 3 pools OPEN, Hot tubs, Views

Come & enjoy any season in Leavenworth You will feel right at home as soon as you enter our spacious, clean and up to date condo over looking the 14th fairway on the golf course, enjoy 2 pools + toddler pool, (Pools are open depending on winter weather) 3 hot tubs are open for guests use, views & an easy walk into the village of Leavenworth for strolling, shopping & dinner. The bonus is being able to park in carport and walk into front street, as parking can be a challenge on the busier days.

Skytop: Breathtaking views and easy walk into town

Whatever the season, Skytop is the ideal base for your Methow Valley adventures. This rustically modern, wheelchair-friendly cottage feels remote, yet downtown Winthrop is a mere quarter-mile away. The new second-story Treehouse Suite (which rents for an additional $100 a night paid directly to the owner) features a gas fireplace and freestanding tub, allowing a second couple or generation to enjoy their privacy while sharing Skytop's kitchen, dining and entertainment space. (Sorry, no pets.)

86 degree pool, 3 cabins, fenced acre all for you

-max 6 people -max 2 dogs (non-shedding only) -enjoy your own mini glamping resort—3 cabins (essentially 1 cabin under 3 roofs all for you) -private, fully-fenced acre -heated swimming pool early April - late September. **note pool quietly serviced Tuesdays between 7 and 8:30am** -hot tub (all year) -short walk to trails, horse riding, cafe & bar at Sleeping Lady Resort -wi-fi, streaming TVs -EV level 2 charger -gas grill -fire pit & fireplace -fully-equiped kitchen -laundry room

Chalet on 5+ Acres

Please note: a rental that includes December 7, 14, 21, 23, 24, 25, 26, 27, 28, 29, 30 or 31 requires a 3 night minimum stay. For rentals in December only: check-in is @ 3:30 and check-out is @ 10:30. Our place is 1.5 miles to town and good for couples, families (with kids), and furry friends ($30 per pet/night). You'll love the beautiful views of Sleeping Lady Mountain and the open-concept floor plan. Third and 4th beds are queen beds in loft. Garage & office are not included.

Beautiful Log Lodge in Leavenworth

Welcome to the Goodchaps Lodge. This Lovely handcrafted Log Home. Located 11 miles from Leavenworth. The Lodge has 3 levels, main has 3 bedrooms , 2 bathrooms , large kitchen, dining room and spacious living room with beautiful river rock fireplace. Upstair loft has 2 queen beds , nice sitting deck. The basement consisted of bar/ game room . Ping pong table . Murphy bed, bunk beds. Peaceful setting with small creek , large yard for outdoor activities. Permit# 0661

Left of Leavenworth

Chelan County STR #000608 Our Little House on the Pond is ready for your relaxing get-a-way. Super-clean and comfortably updated, you will find this cozy home just outside of the Leavenworth crowds, but only a quick 12 mile drive to the town that celebrates everything. If you are in the area for hiking, biking, rafting, or one of Leavenworth’s many different festivals this is the perfect location.

Just Plain Fabulous STR 000033 *APRIL Specials*

Just Plain Fabulous (#STRP-000033) ***APRIL Special*** Buy 1 night, get second night half off or buy 2 nights get one FREE. Send inquiry for details Beautiful, sun-filled, comfortable mountain chalet. It is a relaxed, open gathering place with gourmet kitchen, three comfortable bedrooms, large stone fireplace, hot tub and wrap around deck for outdoor living.

No Stairs, Spotlessly Clean

No Stairs! Newly remodeled & completely updated condo for 4 (sofa bed in living room will sleep additional 2 guests for extra $10.00 each guest) within walking distance to downtown Leavenworth, golf course & xc ski trails. Luxurious amenities include gas fireplace, new deluxe mattresses, heated bathroom floors, washer/dryer & covered parking.