10 Best Vacation Rentals With Private Pool In Leavenworth, Washington - Updated 2024

Anne Nicole
Anne Nicole 
Contributing Writer
| 5 min read

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.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on May 29, 2024.

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.

Stayed at this property?
56 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
the hot tub ping pong table and foosball table were great amenities too
the beds where comfy and the kitchen was nice
pool was amazing would rent again
great location the pool was great grateful for the air conditioning house had everything we needed
it would be nice to have beds at a normal level
the property was clean and well stocked with cooking items
it was clean well supplied comfortable and the pool was awesome
the location is close to town and an easy walk
the house was great and only a 10-15 min walk from the village
great location with plenty of space
great place to stay nice location hot tub was amazing
this is a great property for large groups great location at the end of town
Read more reviews

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.

Stayed at this property?
134 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 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 awesome
the view is stunning comfortable furniture everywhere and lots of extras to make you feel at home
ac kept the main floor nice and cool upstairs was a little warm but nice fans are provided
so relaxing with such beautiful amazing views plenty of room to spread out
beautiful view spacious layout pool game room and so much more
very clean and well maintained
very clean and comfortable
house was clean and large
clean and large enough for the whole family would totally go again
beautiful views super clean throughout well stocked kitchen delightful yard and fun pool
property managers were responsive and flexible
communication with the owners was excellent
communication with owner was great
location is great and close to town
location was great - within just a few minutes of leavenworth
the location and place is fantastic for a group
the joyful place in leavenworth was just that and more
the pool game room outdoor kitchen and close proximity to town make this home a great choice
Read more reviews

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.

Stayed at this property?
175 reviews   Wifi Available
lodge 16 Guests 6 Bedrooms 7 Bathrooms

Accommodates: 16
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
the pool was heated and great for all ages
huge property and a fantastic heated pool
great patio and the new pool was a big hit
it was the perfect setting for our family reunion--lots of room for all 29 of us
the new addition of the pool was great
the pool and hot tub were wonderful; really clean and in good shape
it is very clean and a perfect place for our women’s retreat the pool is a great addition
perfect house for our whole family & a great location very clean and nathan is very responsive and helpful
nathan was helpful and a great host
this was a great place to host a reunion
nathan is great host
lots of fun nathan was a super host and very attentive to any questions that came up…
owner was great to work with as well
location to leavenworth was perfect
the area is beautiful and leavenworth is a gem of a location
the location is great very close to downtown leavenworth hiking rafting wineries and more
really close to leavenworth and perfectly set up for large groups
it's within walking distance of a winery and a fun fruit and vegetable market
Read more reviews

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.

Stayed at this property?
71 reviews   Wifi Available
House 12 Guests 6 Bedrooms 5 Bathrooms

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 rooms
we also enjoyed the ping pong and air hockey tables
we very much appreciated having the pool heated to a perfect temp
it was the perfect space for our group - plenty of room to spread out
two large tvs in separate living rooms worked awesome for setting up games
so clean and peaceful
very clean and well laid out
the property was very clean and well-stocked
it all is extremely clean and well maintained
had a nice visit house was clean when we arrived
the property manager was very helpful and a pleasure to work with
this home was beautiful spacious and very accommodating for our family
the property manager tara was very helpful and available for any need we had
the owner was super responsive to everything (including an unexpected power outage)
it was amazing tara the host was very responsive and helpful and so nice
great location a couple minutes to town
the house and location are great
it was a great house and perfect location for my family and friends to enjoy oktoberfest
overall it was a great stay in a great house very close to town and hiking spots
we had a great time close to downtown fun and the house was fantastic for us
Read more reviews

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.

Stayed at this property?
9 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 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 great
the house was clean cozy and fully stocked
the pillows were a little lumpy but overall everything was clean and comfortable
close to town to enjoy all activities in the main area
the place was as pictured and in a great location
Read more reviews

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.

Stayed at this property?
Peshastin, Washington, United States
63 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
awesome view of the mountains and starry sky from this house location rooms and beds were very comfortable
great very private house with a lovely pool and hot tub
the kitchen is well stocked with all the gadgets to make delicious meals
this is a nice house with small pool and hot tub
the whole place is spotless cosy and comfortable
beautiful place very spacious clean and we’ll organized
it’s absolutely beautiful well stocked and so clean
very clean comfortable beds and tatiana answered right away when i had any questions
the hosts were great
they were truly 'super hosts'
thank you so much to our hosts
the hosts are very courteous and quick to answer questions
also the owners are great at communicating
being a 15-20 min drive from leavenworth this is a great place to stay
also loved that it is located so close to leavenworth shops/food
beautiful house pool and perfect location can’t wait for our next stay
cute place with a great warm pool and jacuzzi
couldn’t ask for a better place to get away
Read more reviews

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.

Stayed at this property?
127 reviews   Wifi Available
House 6 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 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 amazing
we enjoyed the fully stocked kitchen & stunning views of the mountains
the open air large pool house was lovely
the house was comfortable and had some lovely views
the pool and view is amazing ample beds for large groups
the house was clean and had everything we needed
this property was great for our winter family getaway - great rooms cozy living room and spacious kitchen
the property owner was great to communicate with and gave very prompt responses to all my questions
attentive and available she was very helpful and did her best to help us have a great time
as great as this place is the owner is the selling point
we absolutely loved the location of this home
we loved our time here great location gorgeous cabin
the house is nice and the location and pool is perfect
cabin is in a great locations and everything we desired for our trip to leavenworth
a beautiful place to celebrate life
Read more reviews

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.

Stayed at this property?
73 reviews   Wifi Available
chalet 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
pool and the hot tub were really nice to chill or relax in
the property was absolutely stunning with so much room and places to relax
additional notes: 1) the property was extremely clean; 2) backyard views are incredible; 3) beds are comfortable
such a cozy cute place all the beautiful winter vibes here
loved the tall windows and comfortable interiors
a broom and dust pan would have helped us keep it clean
the pool was super clean and hot tub as well
the pool and hot tub were very clean we will definitely stay there again
snowed about a foot one day driveways were cleaned and sidewalks shoveled very nice
the owner was very helpful at answering any questions we had
the owner was very helpful
kelly was an amazing host and very helpful
the owner made sure our visit was going well
owner has thought out the entertainment
fabulous place close enough to town you can walk
the location is prime for enjoying the activities of leavenworth
nice property good atmosphere and close to town
the property itself was in the perfect location right along the free shuttle route to the festival
the pool was awesome and the location can't be beat
Read more reviews

9. Heavenly Heights (from USD 227)

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.

Stayed at this property?
Leavenworth, Washington, United States
104 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 6 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we loved the outdoor patio space w/heated pool and hot tub
ac was strong and kept all the rooms cool (except for one)
the views from pool/outdoor area was amazing and we definitely would come back
relaxing in the pool looking at the mountain view was the best
the whole family had a wondeful time the outdoor pool with such a beautiful view was very nice
everything was clean and family friendly
we felt everything was well kept clean and safe
the location is amazing and the house is stunning
you are close enough to see the town and far enough to enjoy seclusion
perfect location and great staff
the house is spacious the location to town is great and the beds are comfortable
amazing view and location of the property
Read more reviews

10. Charming retreat with mountain views (from USD 399)

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.

Stayed at this property?
Leavenworth, Washington, United States
173 reviews   Superhost Wifi Available
Entire cabin 6 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
it was cozy and well stocked with extras like coffee tea pots/pans etc
janice has a great setup with gorgeous mountain views from cozy cabins with pool and hot tub
we lived in the pool love the separate sleeping spaces and shared community living during the day
pool was terrific and got a lot of use
the kids loved the pool and fire pit for s'mores and plays cape area as well
clean and well stocked
everything was clean cozy and welcoming
the cabins were clean and well kept
bathrooms were very clean and having three was great
it was very well appointed clean and inviting
was and excellent spot for my staffs line meeting and retreat
it was perfect and janice is a great host
janice was pleasant and responsive and her info lists and instructions were very clear and thorough
host was extremely easy to work with and very responsive
each time we've gone back we can see how the owners have improved the property in some way
wonderful location and beautiful cabins
super close to town
great location near town and fantastic hiking
awesome location and exactly as advertised
the location couldn’t be any better
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Anne Nicole, a graduate of Bachelor of Science in Tourism Management from Pamantasan ng Lungsod ng Maynila, worked as a travel writer for Trip101. Alongside her role as a literary editor and ESL...Read more

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