Waukesha Vacation Rentals

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Browse Select Waukesha Vacation Homes

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

10.0 out of 10, Exceptional, (325)
"We had a great time! The cabin had everything we needed. We just sat around the fireplace, went for walks and thoroughly enjoyed ourselves! We will definitely be coming back!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (16)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is CA $301
CA $782 total
includes taxes & fees
Dec 29 - Dec 30
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Beach Theme Burlington Retreat

10.0 out of 10, Exceptional, (17)
"We came into town for a wedding and had a great stay! Our family of 4 was comfortable and pleased! "
The price is CA $258
CA $501 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Beach Theme Burlington Retreat

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.6 out of 10, Exceptional, (54)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is CA $228
CA $552 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

10.0 out of 10, Exceptional, (5)
"Property was as described. Clean. Easy check in. Would stay there again."
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

9.4 out of 10, Exceptional, (26)
"We've stayed here before and then again. Will be back if we need to get back to Wauwatosa. Thank you."
𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

Eclectic Hubertus Home w/ Game Room & Fire Pit!

9.8 out of 10, Exceptional, (7)
"We loved the property, it had plenty of room and was perfect for what we needed. On top of that, the aesthetic was just amazing and the nature and peace surrounding the house put it over the top. "
Eclectic Hubertus Home w/ Game Room & Fire Pit!

Charming Vintage Farmhouse 1 bedroom Garden Oasis

9.2 out of 10, Wonderful, (31)
"First time using VRBO, and everything went well. Excellent communication from property manager including prompt replies when we had some small trouble getting in to the property. Location is great—two blocks to lake. Safe neighborhood. Abundant on-street parking. Unit was clean and comfortable. "
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Sunny 3 BR Craftsman Bungalow | Bay View

10.0 out of 10, Exceptional, (25)
"We had a great time! The house is everything the picture show! Beautiful home with everything you need to stay in!"
Sunny 3 BR Craftsman Bungalow | Bay View

MKE Riverwest Retreat - Newly Renovated

10.0 out of 10, Exceptional, (2)
"Firstly the host made this stay a breeze! Host communicated with me for the booking process, gave plenty of information regarding the area and the house, and had the listing for a fair price. The house itself is awesome! Selection of games was great especially for our group (we play a lot of board and card games), the TV in the living room was quality, the entire house was spotless when we arrived. Everything in the house was too notch condition, great kitchen, everything was well labeled and...
MKE Riverwest Retreat - Newly Renovated

Modern lake house with a double lot. The views are amazing inside and out!

10.0 out of 10, Exceptional, (17)
" Very clean and updated. Great stay for visiting family over the holidays. "
The price is CA $446
CA $850 total
includes taxes & fees
Dec 27 - Dec 28
Modern lake house with a double lot. The views are amazing inside and out!

Riverside Retreat-Hot tub, Kayaks, firepit

9.6 out of 10, Exceptional, (10)
"We enjoyed a quiet weekend on the river with lots of options inside and out for relaxing and spending time with family!"
Riverside Retreat-Hot tub, Kayaks, firepit

Pink Door Place with fenced yard in a walkable area & 2 miles from Fiserv Forum

10.0 out of 10, Exceptional, (3)
"I had a great stay house was very clean and beautiful!"
Pink Door Place with fenced yard in a walkable area & 2 miles from Fiserv Forum

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (194)
"We stayed here for the weekend and it was wonderful! The kids loved the playset outside and the game room! Definitely would recommend to other groups and families. "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"I went to detox, relax, and swim for a few days and did not bring family, but this is a terrific place for a family getaway with amazing pool, video games, plenty of beds, etc. Pleasant neighborhood as well. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (12)
"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "
The price is CA $1,434
CA $2,130 total
includes taxes & fees
Jan 6 - Jan 7, 2025
MKE Mansion - Both Wings

Modern Lake House: Sandy Floor, Breathtaking Views

9.4 out of 10, Exceptional, (8)
"We stayed for two nights and communication was excellent before and during our stay. Really enjoyed the updated kitchen for cooking meals and the easy access to the road for walking around the area. "
Modern Lake House: Sandy Floor, Breathtaking Views

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (17)
"Very warm and cozy. Great location close to everything."
The price is CA $154
CA $377 total
includes taxes & fees
Jan 6 - Jan 7, 2025
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Waukesha

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (23)
"This property has everything a large group would need, is sparkling clean and has some extra special perks like a fireplace and outside seating/fire pit area. Would recommend wholeheartedly!"
Beautiful Waukesha Home

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1053)
"Great for kitchenettes and proximity to Milwaukee Museum of Art."
The price is CA $229
CA $271 total
includes taxes & fees
Dec 31 - Jan 1, 2025
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (66)
"Great place to stay! Just like a large apartment with all the amenities. Very conveniient. You can cook your own food and wash your clothes (has washer and dryer). Every item needed for you stay is provided. "
The price is CA $102
CA $178 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Kasa Westown Milwaukee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.