Pet-friendly holiday rentals in Waukesha County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Waukesha County pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Pewaukee
4.92 out of 5 average rating, 59 reviews

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

AlexandraRating, 5 stars2 months ago
The property is just lovely, especially if you value peace when outdoors. We were just as pleased with our stay. It was first time we stayed in Pewaukee. The town itself and the neighboring towns had plenty to do. Howevere, we found ourselves at the airbnb mostly between the hot tub and sauna there was plenty to do.
Superhost
Home in Waukesha
4.5 out of 5 average rating, 6 reviews

Serene modern home

SethRating, 5 stars10 months ago
The house is newer and makes you feel right at home. All the rooms are very spacious. We loved taking walks in the neighborhood and plenty of beautiful walking trails and beautiful park close by. The host was very accommodating and had great communication, always helpful. We would stay there again.
Guest favourite
Home in Milwaukee
4.92 out of 5 average rating, 65 reviews

The Good Land Getaway: Ideal location, hot tub

RebeccaRating, 5 stars3 weeks ago
We really enjoyed our stay. Denise was communicative and everything was easy. The house is beautiful. Its on a quiet street with lovely neighbors. Its directly off bike/walking trails, whis is why we chose it. The house is right off of the highway but it was never intrusive. We hung out at the fire pit and it was honestly just quiet background noise. The kitchen is perfect and had everything we needed and wanted. We cooked simple meals and everything was easy. The bed in the main bedroom was so comfy, all the linens and towels were plush. The hot tub was such a nice luxury. We were about 18-20 minutes from every restaurant we tried. Denise was super flexible about our timing, which we really appreciated. All in all it was a great experience and a place we would return.
Top guest favourite
Home in Delafield
4.95 out of 5 average rating, 40 reviews

Cute and cozy 2 bedroom house perfectly located!

LisaRating, 5 stars3 months ago
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!
Superhost
Home in Menomonee Falls
4.83 out of 5 average rating, 6 reviews

Fully Furnished 2BR+Study Home in Menomonee Falls

David & PattiRating, 5 stars3 months ago
Nice house with a great backyard for our dog and attached garage! Lots of room. Convenient location. Minimal furnishings/decor, but comfortable. No shampoo/conditioner, bar soap or body wash, kitchen staples (no foil, plastic wrap, oil, coffee, etc.) so if you're staying for any length of time, you might want to plan ahead and bring your own. Otherwise a good value for the money!! Vijay was great to work with and very responsive!!
Home in Mukwonago
5 out of 5 average rating, 3 reviews

Lake House Retreat on Phantom Lake

KristinRating, 5 stars4 days ago
Loved Every Minute! Spent the weekend at the lake and it was exactly what I needed. Peaceful mornings, fun on the water, great company, and beautiful sunsets—what more could you ask for? Already planning my next trip back. Highly recommend for anyone needing a recharge!
Home in Oconomowoc
4.82 out of 5 average rating, 158 reviews

Quiet Lake Country Retreat

AmyRating, 5 stars1 month ago
He had a lovely stay for a close family member's celebration of life. It was lovely to have the house as a place to relax and for a small get-together. We enjoyed the numerous areas of the house to gather and talk. We also loved the walk down to the lake. Thanks again!
Guest favourite
Home in Oconomowoc
4.89 out of 5 average rating, 19 reviews

Lake Country Haven

LanceRating, 5 stars3 days ago
Great place. Worked well to host family traveling to the area. Kayaks and bikes were great to have for use.

Pet-friendly home rentals with a pool

Flat in Brookfield

The Domes Tour! 2 Convenient Units, Pets Allowed!

JeromeRating, 5 stars12 months ago
Standard hotel offerings bed was comfy. Front desk reception was friendly check in simple. Close to various shopping and food options.
Flat in Brookfield

Minutes from Endicott Park! 2 Spacious Units, Pool

CalebRating, 5 stars6 months ago
Nice little hotel to stay at while we were traveling. Very clean and great for the price. It’s not the Hilton, but it’s everything you might need.
Flat in Brookfield

Rare Find! Indoor Swimming Pool, Pets Allowed!

NicoleRating, 5 stars23 months ago
We enjoyed our stay!
Guest favourite
Home in Hartland
5 out of 5 average rating, 8 reviews

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

LindaRating, 5 stars2 weeks ago
Enjoyed our stay. Quite quaint & inviting. Temps didn’t favor a dip in the pool, although it was 80 degree water temp. We would recommend for a family that enjoys games & swimming. We would visit again if we find ourselves in that area of WI. 😎
Flat in Brookfield

Relaxing Stay Now! Pet-friendly Unit! Indoor Pool!

AllieRating, 5 stars3 weeks ago
Super easy check in and check out. Friendly staff. The room was very clean. This was my second stay here and I’d definitely return again!
Apartment in Oconomowoc
4.22 out of 5 average rating, 18 reviews

Olympia VOA Oconomowoc WI Great getaway for fun

ChrisRating, 5 stars44 months ago
Great condo. Clean and awesome location. Bill made the check in process simple since there is an actual office and the ladies there were friendly.
Flat in Brookfield
4.33 out of 5 average rating, 6 reviews

Stay Near Endicott Park! Pets Allowed, Indoor Pool

ScottRating, 5 stars10 months ago
Great experience!!
Flat in Brookfield

Look No More! 4 Modern Units, Pool, Pets Allowed!

Private, pet-friendly home rentals

Flat in Brookfield
4.17 out of 5 average rating, 6 reviews

Family Fun at Monkey Joe's! Pool, Pets Allowed!

JoshuaRating, 5 stars9 months ago
Lovely place lovely area would stay again
Guest favourite
Home in Muskego
4.88 out of 5 average rating, 121 reviews

Muskego Hideaway on 2 Acre Lot

PaulyRating, 5 stars6 days ago
Stayed at this house for a work trip. It was so nice to have a quiet spot for me and my crew to crash after long days. Beautiful yard, and the raccoon family living in the tree in the backyard was fun to watch at night.
Home in Brookfield

Beautiful 4bdrm home

KarenRating, 5 stars9 months ago
We especially loved the property..beautiful
Guest favourite
Home in Muskego
4.86 out of 5 average rating, 71 reviews

Charming Muskego House, Walk to Lake & Restaurants

KatieRating, 5 stars4 days ago
Wonderful place to stay while visiting family in the Muskego area!
Guest favourite
Home in Muskego
5 out of 5 average rating, 12 reviews

Muskego Getaway

AlexRating, 5 stars2 weeks ago
Spacious home in a beautiful location by the lake. This was a perfect location for our work trip.
Townhouse in Waukesha
4.2 out of 5 average rating, 10 reviews

Updated 2 bed/1.5 bath corporate/leisure townhouse

StacyRating, 5 stars35 months ago
This budget friendly property is spacious and in a nice neighborhood - there’s a sweet little playground just down the street! The location was perfect for our needs as we were visiting family in the area each day. The kitchen has everything you’d need for cooking - we only had simple breakfasts though because mama is on vacation too. Laundry is located in the basement - very nice new machines! The couches are worn but quite comfy - great for tuning in your favorite show on the roku tv. The only thing that didn’t work for us was the beds - neither was as comfortable as we would prefer. Angela and Sam are lovely, helpful and responsive hosts! This was our first time staying in an Airbnb and they helped us get checked in and followed up with us throughout our 9 day stay. One morning we woke to find the water heater failed and Sam arranged to have a brand new one installed by lunchtime! Amazing!
Flat in Brookfield
4.2 out of 5 average rating, 15 reviews

Enjoy Wisconsin State Fair! Pets Allowed, Pool!

AllieRating, 5 stars1 month ago
Easy to coordinate and met expectations
Guest favourite
Home in Wales
4.91 out of 5 average rating, 171 reviews

Historic, Vintage, Classy, 12 bed, 6 bath!

RobertRating, 5 stars1 week ago
Our stay at Jay and Kelly's historic home was amazing. Jay was very helpful and very responsive to our messages and requests. We had our whole family stay here and we hosted a family reunion which worked perfectly in this house. Everyone fell in love with the look and feel of this house. The area was very quiet and peaceful. I am a avid walker and the trail that runs right by the house through the woods was very calming. Thank you Jay and Kelly for allowing us the opportunity to stay in this beautiful historic house.

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