Leavenworth is a delightful village crowned with the scenery of the Cascade Mountains as a breathtaking backdrop. Set on the foothills, this destination exudes a unique Bavarian charm that will make you feel like you’ve traveled all the way to Germany. You wouldn’t want to miss a winter holiday in this mountain town with its magical Christmas-lighting ceremony. Feel good while admiring the beautiful spring flowers along your way to antique-shop hopping when the snow starts to melt. Explore the great outdoors of the town by hitting the hiking trails and whitewater rafting spots during the summer. In autumn, witness the foliage burst with fall color and try some local wine tasting. Enhance your trip by choosing a rental with a pool. Check out this list of vacation rentals with private pool in Leavenworth, Washington.
1. Leavenworth Retreat
This beautiful retreat is fully furnished and big enough to accommodate eight guests. The property’s large windows provide ample entry for natural sunlight and easy access to mountain views. If you want to play table tennis, a game table in the garage is available for use. Romantic al fresco dining in the lovely nook while looking over the mountain is worth trying here.
Appreciate the beauty of the Enchantment Mountains while half your body is soaked in the private pool. The onsite hot tub is a plus, especially during winter.
Leavenworth Retreat-Overlooking the breathtaking Enchantment MountainsAccommodates: 8
Minimum Nights: 0
Refund Policy :
Top guest reviews
Amenities & Room:
the hot tub ping pong table and foosball table were great amenities toothe beds where comfy and the kitchen was nicepool was amazing would rent againgreat location the pool was great grateful for the air conditioning house had everything we neededit would be nice to have beds at a normal levelCleanliness:
the property was clean and well stocked with cooking itemsit was clean well supplied comfortable and the pool was awesomeRead more reviewsLocation:
the location is close to town and an easy walkthe house was great and only a 10-15 min walk from the villagegreat location with plenty of spacegreat place to stay nice location hot tub was amazingthis is a great property for large groups great location at the end of town
2. Joyful Place (from USD 800)
Joyful Place is nestled less than 2 miles (3.2 kilometers) from downtown Leavenworth, offering immaculate views of the Enchantment Mountains. The property boasts many entertainment areas and it can sleep eight guests.
Tucked away in the backyard is a salt-water pool that’s accessible to guests from May to September. A mini gazebo with a seating area is situated beside the swimming pool. Beach loungers and umbrellas are also provided. After a few laps, take a dip in the large hot tub in the rear of the house.
Joyful Place ~ Saltwater Pool ~ Hot Tub(s) ~ Game Room ~ GymAccommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
loved the pooled and the views were awesomethe view is stunning comfortable furniture everywhere and lots of extras to make you feel at homeac kept the main floor nice and cool upstairs was a little warm but nice fans are providedso relaxing with such beautiful amazing views plenty of room to spread outbeautiful view spacious layout pool game room and so much moreCleanliness:
very clean and well maintainedvery clean and comfortablehouse was clean and largeclean and large enough for the whole family would totally go againbeautiful views super clean throughout well stocked kitchen delightful yard and fun poolHost:
property managers were responsive and flexiblecommunication with the owners was excellentcommunication with owner was greatRead more reviewsLocation:
location is great and close to townlocation was great - within just a few minutes of leavenworththe location and place is fantastic for a groupthe joyful place in leavenworth was just that and morethe pool game room outdoor kitchen and close proximity to town make this home a great choice
Nearby vacation rentals with private pool
3. The Leavenworth Lodge (from USD 1650)
The Leavenworth Lodge offers an impressive range of amenities and fantastic views that will make your stay truly exceptional. Perfect for a large group, this lodging can host up to 16 guests.
In the living area, you will be astounded by the charming floor-to-ceiling rock fireplace that you can use to warm yourselves during winter. Here, you can spend family time playing games in a loft furnished with a pool table, foosball, flat-screen TV, and two daybeds. The expansive patio is a great spot to have your family meals. The property’s highlight is the private pool that overlooks the stunning landscape. A six-person hot tub is also at your disposal.
Private Swimming Pool, Large Families, 6 Bedrooms, 7 BathroomsAccommodates: 16
Minimum Nights: 2
Refund Policy :
Top guest reviews
Amenities & Room:
the pool was heated and great for all ageshuge property and a fantastic heated poolgreat patio and the new pool was a big hitit was the perfect setting for our family reunion--lots of room for all 29 of usthe new addition of the pool was greatCleanliness:
the pool and hot tub were wonderful; really clean and in good shapeit is very clean and a perfect place for our women’s retreat the pool is a great additionperfect house for our whole family & a great location very clean and nathan is very responsive and helpfulHost:
nathan was helpful and a great hostthis was a great place to host a reunionnathan is great hostlots of fun nathan was a super host and very attentive to any questions that came up…owner was great to work with as wellRead more reviewsLocation:
location to leavenworth was perfectthe area is beautiful and leavenworth is a gem of a locationthe location is great very close to downtown leavenworth hiking rafting wineries and morereally close to leavenworth and perfectly set up for large groupsit's within walking distance of a winery and a fun fruit and vegetable market
4. Rosy Boa Retreat (from USD 1285)
This holiday retreat is home to a private indoor pool surrounded by large windows and a hardwood ceiling. Swim while enjoying majestic views without worrying about excessive sun exposure or shivering in the cold snow outdoors. Beach towels and pool toys are available. Aside from the pool, the property also features a hot tub with a private seating area for cooling and refreshment.
Book Rosy Boa Retreat to enjoy the natural beauty without parting with modern comforts. This accommodation can host 12 guests.
Ready to get out of town to relax with family and friends in Leavenworth?Accommodates: 12
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Amenities & Room:
beautiful view from all roomswe also enjoyed the ping pong and air hockey tableswe very much appreciated having the pool heated to a perfect tempit was the perfect space for our group - plenty of room to spread outtwo large tvs in separate living rooms worked awesome for setting up gamesCleanliness:
so clean and peacefulvery clean and well laid outthe property was very clean and well-stockedit all is extremely clean and well maintainedhad a nice visit house was clean when we arrivedHost:
the property manager was very helpful and a pleasure to work withthis home was beautiful spacious and very accommodating for our familythe property manager tara was very helpful and available for any need we hadthe owner was super responsive to everything (including an unexpected power outage)it was amazing tara the host was very responsive and helpful and so niceRead more reviewsLocation:
great location a couple minutes to townthe house and location are greatit was a great house and perfect location for my family and friends to enjoy oktoberfestoverall it was a great stay in a great house very close to town and hiking spotswe had a great time close to downtown fun and the house was fantastic for us
5. Family getaway with breathtaking mountain views (from USD 885)
This four-bedroom family home is an idyllic getaway spot no matter what season you choose to visit. The property opens out to the mountains, making the house a vantage point for all-day nature sightseeing. Eight people can occupy this accommodation. The main living area is outfitted with cathedral ceilings and lots of light. To enjoy some personal time, you may use the second-floor open loft.
After a day out, plunge into the private seasonal pool in the backyard. Children will be delighted to use the poolside kiddie slide. After exploring the mountain town, there is also a private hot tub to soothe your sore body.
All Seasons Getaway-Close to Leavenworth, Pool, Hot Tub, WIFI and moreAccommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
pool was closed since it was winter so understandable but the hot tub was greatCleanliness:
the house was clean cozy and fully stockedthe pillows were a little lumpy but overall everything was clean and comfortableRead more reviewsLocation:
close to town to enjoy all activities in the main areathe place was as pictured and in a great location
6. Hilltop chalet with scenic views
This hilltop chalet is a single-level home situated 10 minutes from Leavenworth and it comes with a private hot tub, an indoor fireplace, and a well-stocked kitchen. The hot tub is open all year round. The extensive patio with plenty of seating and a firepit gives guests a space to dine and chill. The rental offers four bedrooms that can sleep six.
One of the most impressive facilities of the property is the fully fenced heated pool that’s equipped with sun loungers and umbrellas. If you want to use the pool, note that it is available from May to October.
Mountainview Chalet, w/private pool and hot tubPeshastin, Washington, United StatesSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
awesome view of the mountains and starry sky from this house location rooms and beds were very comfortablegreat very private house with a lovely pool and hot tubthe kitchen is well stocked with all the gadgets to make delicious mealsthis is a nice house with small pool and hot tubCleanliness:
the whole place is spotless cosy and comfortablebeautiful place very spacious clean and we’ll organizedit’s absolutely beautiful well stocked and so cleanvery clean comfortable beds and tatiana answered right away when i had any questionsHost:
the hosts were greatthey were truly 'super hosts'thank you so much to our hoststhe hosts are very courteous and quick to answer questionsalso the owners are great at communicatingRead more reviewsLocation:
being a 15-20 min drive from leavenworth this is a great place to stayalso loved that it is located so close to leavenworth shops/foodbeautiful house pool and perfect location can’t wait for our next staycute place with a great warm pool and jacuzzicouldn’t ask for a better place to get away
7. Red Roof Lodge (from USD 850)
If you’re spending the holidays with your extended family, this rental for 16 is an excellent choice. The property has five bedrooms and five bathrooms. The living room is characterized by a high vaulted ceiling, a wood-burning stove, leather couches, and vast windows.
The long list of spectacular features that this place offers does not end there. Red Roof Lodge also grants guests exclusive access to an infinity pool with a spa and waterfalls. The spacious pool house and decks provide great spaces for dining, gathering, and casual hangouts.
Mountain Resort Home with Luxurious Pool ComplexAccommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
the pool and view were amazingwe enjoyed the fully stocked kitchen & stunning views of the mountainsthe open air large pool house was lovelythe house was comfortable and had some lovely viewsthe pool and view is amazing ample beds for large groupsCleanliness:
the house was clean and had everything we neededthis property was great for our winter family getaway - great rooms cozy living room and spacious kitchenHost:
the property owner was great to communicate with and gave very prompt responses to all my questionsattentive and available she was very helpful and did her best to help us have a great timeas great as this place is the owner is the selling pointRead more reviewsLocation:
we absolutely loved the location of this homewe loved our time here great location gorgeous cabinthe house is nice and the location and pool is perfectcabin is in a great locations and everything we desired for our trip to leavenwortha beautiful place to celebrate life
8. Pet-friendly chalet at Icicle Creek (from USD 519)
This charming chalet is characterized by a log ceiling, walls, and flooring. The property has an outdoor grilling area with complimentary seating. There is also a six-seater hot tub that invites you to a full-body detoxication. Eight people can stay here, and pets are welcome as well.
The wood-paneled high-ceiling main living room leads to the pool area, where a gorgeous heated pool sits. The pool is heated and kept to around 75 degrees, and it is usually open to guests from April to May. This patio charmer is fringed by lush greenery, perfect for an ultimate nature retreat.
Chalet @ Icicle Creek - Premiere Host (Now sleeps 8 max to include kids)Accommodates: 8
Minimum Nights: 2
Refund Policy :
Top guest reviews
Amenities & Room:
pool and the hot tub were really nice to chill or relax inthe property was absolutely stunning with so much room and places to relaxadditional notes: 1) the property was extremely clean; 2) backyard views are incredible; 3) beds are comfortablesuch a cozy cute place all the beautiful winter vibes hereloved the tall windows and comfortable interiorsCleanliness:
a broom and dust pan would have helped us keep it cleanthe pool was super clean and hot tub as wellthe pool and hot tub were very clean we will definitely stay there againsnowed about a foot one day driveways were cleaned and sidewalks shoveled very niceHost:
the owner was very helpful at answering any questions we hadthe owner was very helpfulkelly was an amazing host and very helpfulthe owner made sure our visit was going wellowner has thought out the entertainmentRead more reviewsLocation:
fabulous place close enough to town you can walkthe location is prime for enjoying the activities of leavenworthnice property good atmosphere and close to townthe property itself was in the perfect location right along the free shuttle route to the festivalthe pool was awesome and the location can't be beat
9. Heavenly Heights (from USD 246)
This luxurious colonial-style estate offers views of Leavenworth Valley and the Enchantment Mountains. This property provides a home away from your usual hustle and bustle while remaining close to many town amenities. Prepare homecooked meals in the well-stocked kitchen with a breakfast bar and granite island. Afterward, have casual conversations over lunch with your family in the bright and airy dining area.
Take advantage of the elegant pool overlooking the mountains and work on your tan by sunbathing on the poolside sun loungers to maximize your stay. You also deserve to de-stress in the hot tub while watching the sun dip behind the hills.
Heavenly Heights - Sweeping Territorial ViewsLeavenworth, Washington, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
we loved the outdoor patio space w/heated pool and hot tubac was strong and kept all the rooms cool (except for one)the views from pool/outdoor area was amazing and we definitely would come backrelaxing in the pool looking at the mountain view was the bestthe whole family had a wondeful time the outdoor pool with such a beautiful view was very niceCleanliness:
everything was clean and family friendlywe felt everything was well kept clean and safeRead more reviewsLocation:
the location is amazing and the house is stunningyou are close enough to see the town and far enough to enjoy seclusionperfect location and great staffthe house is spacious the location to town is great and the beds are comfortableamazing view and location of the property
10. Charming retreat with mountain views (from USD 428)
This cabin is for you if you opt for a glamping experience in style and comfort. Sleeping six, this property features a main cabin and two sleeping cabins. The main cabin comes with a sleeping loft with two log beds, while the sleeping cabins have a queen bed with Puffy-Lux Mattresses.
Enjoy a fun day out in the heated swimming pool facing the Sleeping Lady Mountain. The pool is open from May to September. Adjacent to the pool area is a fire pit with seating, perfect for s'mores nights. The hot tub is also a top-notch spot to unwind.
Icicle Camp Cabins Views Fenced for Dogs Hot TubLeavenworth, Washington, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
it was cozy and well stocked with extras like coffee tea pots/pans etcjanice has a great setup with gorgeous mountain views from cozy cabins with pool and hot tubwe lived in the pool love the separate sleeping spaces and shared community living during the daypool was terrific and got a lot of usethe kids loved the pool and fire pit for s'mores and plays cape area as wellCleanliness:
clean and well stockedeverything was clean cozy and welcomingthe cabins were clean and well keptbathrooms were very clean and having three was greatit was very well appointed clean and invitingHost:
was and excellent spot for my staffs line meeting and retreatit was perfect and janice is a great hostjanice was pleasant and responsive and her info lists and instructions were very clear and thoroughhost was extremely easy to work with and very responsiveeach time we've gone back we can see how the owners have improved the property in some wayRead more reviewsLocation:
wonderful location and beautiful cabinssuper close to towngreat location near town and fantastic hikingawesome location and exactly as advertisedthe location couldn’t be any better
An adorable destination
This adorable little town is gushing with fun and magic all year long. It is home to panoramic alps, enchanting light sparkles, quaint museums, glacial lakes and rivers, and local vintage shops. No matter what season you choose to visit, Leavenworth has a little something to offer. For your accommodation, choose from this carefully selected list of the best vacation rentals with a private pool.
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