Family-friendly holiday rentals in Winthrop

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Popular amenities for Winthrop family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest suite in Peshastin
4.93 out of 5 average rating, 398 reviews

"The Farm"- Studio/hot tub, 8 miles to Leavenworth

HaileyRating, 5 stars2 months ago
We had a lovely time during our stay! The kitchen was well equipped with everything you’d need, plus some, the set up was very comfortable, and easy to maintain.
Guest favourite
Guest suite in Leavenworth
4.95 out of 5 average rating, 990 reviews

HOT TUB, Mountain Views, In-Town Studio Retreat

MelissaRating, 5 stars5 days ago
We had such a lovely stay in Leavenworth! The place was super cute and felt totally private, even though it’s attached. It was cozy, clean, and had everything we needed. The location is perfect—just a short walk to downtown, but tucked away enough to feel peaceful and quiet. The hosts were amazing—friendly, responsive, and thoughtful. We would absolutely stay here again!
Guest favourite
Loft in Leavenworth
4.9 out of 5 average rating, 277 reviews

Canyon Loft. STR # 000795

LynnRating, 5 stars2 months ago
We enjoyed a peaceful and relaxing weekend at Lorri’s place. We loved that this location was outside of the town on a dead end street. Lorri’s loft had everything (and more!) that we like to have in a rental. We really appreciated the extremely well stocked kitchen: coffee, teas, cocoa and creamer; lots of spices, cooking oil, and lots of other staples. The hot tub and patio were lovely. Last but not least, the beds were super comfortable! Highly recommend this place.
Top Guest favourite
Guest suite in Leavenworth
4.9 out of 5 average rating, 1,034 reviews

AlpenChaletToo!: Cozy, fireplace, hot tub & more!

GaryRating, 5 stars1 week ago
Everything was terrific, exceeded our expectations. Upon our departure I forgot to pack everything…. Alex tried contacting us immediately, but unfortunately we were already clear across the state before seeing his message. Alex was kind enough to box 📦 up the items and send them to us. 👍👍
Guest favourite
Cabin in Leavenworth
4.93 out of 5 average rating, 176 reviews

Hot Tub & River Views | Float, Fire Pit, Park

Darshana SevantilalRating, 5 stars1 month ago
Amazing! Everything we wanted was available. Loved the fully stocked kitchen and pantry (spices for cooking). Cabin was beautifully decorated and everything was functional. We enjoyed our stay. Thank you for everything.
Guest favourite
Home in Leavenworth
4.97 out of 5 average rating, 126 reviews

Best family/friends getaway Town 2 miles/ hot tub

KathrynRating, 5 stars3 months ago
First time in Leavenworth! The home had everything we needed from ample towels, blankets, linens etc. We came with 2 families and the layout worked out well for us. Greg’s place was about 5 min drive from town and very easy to get to. The surroundings of the house were lovely with beautiful views of the mountains and quick access to the river. Felt like my grandma’s place ;)
Guest favourite
Cabin in Leavenworth
4.97 out of 5 average rating, 116 reviews

Dog friendly lodge on the Wenatchee River

ChanceRating, 5 stars4 months ago
This secluded cabin was perfect, and so well taken care of. I would definitely stay there again. Everything was immaculately looked after. Will definitely be back!
Guest favourite
Cabin in Leavenworth
4.94 out of 5 average rating, 156 reviews

Buckhorn Cabin

NickRating, 5 stars3 weeks ago
Great location to get away for a weekend. Very close to hikes and plenty other activities. The house itself is great, will definitely be going again if I get the chance.

Family- and pet-friendly home rentals

Guest favourite
Guest suite in Leavenworth
4.94 out of 5 average rating, 335 reviews

Mountainscape Sanctuary

JenniferRating, 5 stars1 month ago
Tom’s place was great! The hot tub had a very beautiful view. Great location, less than 10 mins drive to Leavenworth town!
Top Guest favourite
Chalet in Leavenworth
4.97 out of 5 average rating, 254 reviews

Chalet on 5+ Acres

JoelRating, 5 stars4 months ago
We had our family together for some February Winter fun. We appreciated all of the information about "Things to Do" "Places to Visit / Eat / Play". The home was well equipped and gave each of us (three couples) enough social space as well as personal space. Would recommend this location and property to those coming with similar size families.
Guest favourite
Home in Peshastin
4.89 out of 5 average rating, 277 reviews

Left of Leavenworth

ShawnRating, 5 stars2 weeks ago
Great location if you are looking to enjoy the Ingalls Creek area, or just want a nice quiet location outside of the hustle and bustle of Leavenworth. With only a short drive into town, this is a very nice quiet place to stay.
Superhost
Cabin in Leavenworth
4.9 out of 5 average rating, 205 reviews

Waterfront Cabin on Fish Lake

DennisRating, 5 stars6 days ago
Beautiful well kept place!. Excellent host, good communications. There are bald eagles everywhere. Bring your binoculars.
Superhost
Home in Leavenworth
4.87 out of 5 average rating, 152 reviews

Katy's Riverside Cottage

VanessaRating, 5 stars1 month ago
A well kept cottage with everything we needed, including a great selection of books! The location on the riverside is outstanding. Some of the neighbors were a bit loud on Saturday, but it was no big deal. The property is a solid drive from Leavenworth itself, but for our purposes, -wanting to relax and hike - it was worth it for the quiet and extra privacy. Lake Wenatchee state park is about five miles away, that was a surprise bonus. Cute and friendly grocery and hardware stores a few minutes walk away. Katy was friendly and cooperative and lovely to deal with. Highly recommended.
Guest favourite
Apartment in Peshastin
4.88 out of 5 average rating, 243 reviews

River Front Condo STR #00071

DavidRating, 5 stars4 weeks ago
An affordable option for Leavenworth adventures. This place is only a five min. drive to Leavenworth activities and downtown area with the added benefit of being close to the Wenatchee river. Comfy bed and a kitchen with all the necessary accessories, etc.
Superhost
Cabin in Leavenworth
4.81 out of 5 average rating, 303 reviews

Hot Tub Cool Views: Roaring Creek Cabin

SamanthaRating, 5 stars2 months ago
We had a great stay! The Views and the Location was the best part of the stay. The hot tub was a plus as well. The beds were very comfortable. We absolutely loved the little town of Leavenworth. We would recommend the Waffle and Coffee place to get stuffed waffles. We will definitely be staying here again.
Guest favourite
Home in Leavenworth
4.91 out of 5 average rating, 438 reviews

Just Plain Fabulous STR 000033 *MAY Specials*

AngelaRating, 5 stars1 month ago
Glenn was extremely helpful when we were looking to book same day. The accommodation was very clean and spacious! Definitely worth the price :)

Family-friendly home rentals with a pool

Guest favourite
Apartment in Chelan
4.86 out of 5 average rating, 213 reviews

Lakefront Grandview 2 Bedroom Condo (sleeps 6)

MelindaRating, 5 stars1 month ago
The place was very clean and the view of Lake Chelan was gorgeous. The location was great as well! The hostess was very friendly and responsive.
Guest favourite
Condo in Manson
4.92 out of 5 average rating, 147 reviews

Stunning views, Luxury on Lake Chelan - Pool, Spas

JackieRating, 5 stars1 day ago
Great location and amenities! Very clean and near many great spots.
Guest favourite
Condo in Chelan
4.85 out of 5 average rating, 164 reviews

Port Cabana - Unit 3

MuniRating, 5 stars8 months ago
We had a quick stopover stay at this apartment and was perfect for us! Very central to everything in Downtown Lake Chelan. Well stocked with all the basic amenities and just as advertised. We will definitely look to stay here next time!
Top Guest favourite
Condo in Leavenworth
4.98 out of 5 average rating, 178 reviews

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

TylaRating, 5 stars4 weeks ago
Perfectly situated for a stay in Leavenworth. So much to do and close to everything
Superhost
Home in Leavenworth
4.81 out of 5 average rating, 135 reviews

Gemini Lodge- Spacious Log Home Retreat

JillianRating, 5 stars2 weeks ago
We had a wonderful stay at this cozy lodge in Leavenworth! The cabin was clean, spacious, and had everything we needed for a relaxing getaway. The views were beautiful especially sunset, and the peaceful setting made it easy to unwind.
Guest favourite
Townhouse in Leavenworth
4.91 out of 5 average rating, 226 reviews

Swiss Inspired Condo with Beautiful Views

SavannaRating, 5 stars2 weeks ago
This condo was amazing! We absolutely loved how close it was to the downtown area. We walked down there each morning. The pool and hot tub were so close to the condo and we took advantage of that. We enjoyed sitting out on the deck to play cards or enjoying our morning coffee.
Top Guest favourite
Apartment in Leavenworth
4.93 out of 5 average rating, 235 reviews

Summer in Leavenworth! Huge, view condo. Pools.

LorenRating, 5 stars4 weeks ago
Excellent home in a great location next to Icicle Village and the coaster which was great! The condo was stocked with things we needed for our stay. Gorgeous view of golf course and swimming pool Very clean and homey!!!
Guest favourite
Home in Manson
4.9 out of 5 average rating, 49 reviews

Lake Views, Heated Pool and Game Room. STR # 730

CristinRating, 5 stars11 months ago
Such a great gem! Will stay again!

Quick stats about holiday rentals that are family-friendly in Winthrop

  • Total rentals

    30 properties

  • Nightly prices starting at

    $284 NZD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore