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Pet-friendly vacation rentals in Waukesha County

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Top-rated pet-friendly home rentals in Waukesha County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Guest favourite
Barn in Waukesha
Willow Springs Loft @ Wern Valley
Looking for that beautiful once in a lifetime opportunity to sleep in the hay loft? Look no further. No expense has been spared in the space. It is beyond beautiful with every rustic feel you can think of, yet extremely classy. Railings made from cattle stanchions, shower heads that are watering cans and sinks from wash tubs. The evening view of deer and turkeys in the valley from your 30 foot deck is priceless. Ride your ATV to Wern Valley Sportsmen’s Club for a pheasant hunt or clays shooting.
Nov. 17 – 24
$575 CAD per night
Guest favourite
Home in Wales
Beautifully Restored Historic Victorian
Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more
Mar. 21 – 28
$186 CAD per night
Guest favourite
Home in Waukesha
Remodeled 2 bedroom 1 bath private flat
Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.
Jan. 21 – 28
$189 CAD per night

Popular amenities for Waukesha County pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Nashotah
Beautiful home on Okauchee Lake, WI
Nov. 3 – 10
$473 CAD per night
Guest favourite
Home in Nashotah
Okauchee Lakefront Cabin Escape
Oct. 15 – 22
$869 CAD per night
Guest favourite
Home in Delafield
Cute and cozy 2 bedroom house perfectly located!
Jan. 30 – Feb. 6
$295 CAD per night
Guest favourite
Home in Pewaukee
Hidden Gem Log Cabin Hidden Hideaway 3BR/2BA
Jul. 26 – Aug. 2
$691 CAD per night
Guest favourite
Home in Oconomowoc
Oconomowoc Downtown River View
Dec. 12 – 19
$214 CAD per night
Guest favourite
Home in Oconomowoc
Stylish Home | By Lakes|Wedding Venues|PetFriendly
Sep. 23 – 30
$775 CAD per night
Superhost
Home in Pewaukee
Pewaukee Lake Access/Slip 5 bedroom 2 bath home
Dec. 24 – 31
$665 CAD per night
Guest favourite
Home in Pewaukee
Lake Home | Sunsets, Pier, Walk to downtown
Mar. 16 – 23
$458 CAD per night
Guest favourite
Home in Brookfield
Brookfield
Apr. 3 – 10
$351 CAD per night
Superhost
Home in Okauchee Lake
Maine inspired architecture on Okauchee Lake
Oct. 21 – 28
$408 CAD per night
Guest favourite
Home in Wauwatosa
Relax close to everything in Milwaukee
Jan. 16 – 23
$414 CAD per night
Guest favourite
Home in Delafield
Home - 2 Blocks to Lake Nagawicka Boat Launch
Apr. 8 – 15
$425 CAD per night

Pet-friendly home rentals with a pool

Superhost
Condo in Oconomowoc
Olympia VOA Oconomowoc WI Great getaway for fun
Mar. 19 – 26
$266 CAD per night
Home in Lisbon
Paradise in Lake Country
Jun. 23 – 30
$780 CAD per night
Apartment in Brookfield
Enjoy Wisconsin State Fair! Pets Allowed, Pool!
Mar. 8 – 15
$145 CAD per night
Apartment in Brookfield
Rare Find! Indoor Swimming Pool, Pets Allowed!
Oct. 9 – 16
$212 CAD per night
Home in Sussex
HARLEY RIDERS WELCOME!! 30min from all dealers
Mar. 1 – 8
$840 CAD per night
Superhost
Home in Hartland
3Bd/3Ba, dog friendly, near Nag Park, Beach & town
Nov. 12 – 19
$541 CAD per night
Apartment in Brookfield
Best Place to Unwind! Indoor Pool, Pets Allowed!
Sep. 8 – 15
$212 CAD per night
Apartment in Brookfield
Comfort and Convenience! 2 Relaxing Units, Pool!
Mar. 29 – Apr. 5
$386 CAD per night
Apartment in Brookfield
Look No More! 2 Relaxing Units, Indoor Pool!
Feb. 14 – 21
$616 CAD per night
Apartment in Brookfield
You Found it! Indoor Pool, Pet-friendly Property!
Apr. 6 – 13
$448 CAD per night
Apartment in Brookfield
Comfort and Relaxation! Pets Allowed, Indoor Pool!
Oct. 1 – 8
$308 CAD per night
Apartment in Brookfield
Prime Location! 3 Relaxing Units, Indoor Pool!
Dec. 25 – Jan. 1
$925 CAD per night

Private, pet-friendly home rentals

Guest favourite
Condo in Delafield
DElafield Rivers Gateway Luxurious Condo
Sep. 17 – 24
$672 CAD per night
Home in Oconomowoc
Grove Street Block Party!
Mar. 28 – Apr. 4
$162 CAD per night
Home in Oconomowoc
Lake home on Lower Nehambin Lake
Apr. 14 – 21
$290 CAD per night
Home in Nashotah
Beautiful Lake Home
Oct. 27 – Nov. 3
$623 CAD per night
Guest favourite
Home in Nashotah
The Lily Pad on Okauchee
Oct. 14 – 21
$845 CAD per night
Home in Oconomowoc
NEW Luxury Lake Home - Hidden Gem w Sunset Views
Apr. 7 – 14
$979 CAD per night
Guest favourite
Home in Mukwonago
Lake House w/ Amazing Views includes 6 Kayaks
Mar. 10 – 17
$355 CAD per night
Guest favourite
Home in Oconomowoc
Lake Country Haven
Apr. 16 – 23
$447 CAD per night
Farm stay in Oconomowoc
Back in Time
Oct. 1 – 8
$360 CAD per night
Cottage in Oconomowoc
Delafield Lake Cottage (discounted monthly rates)
Sep. 28 – Oct. 5
$735 CAD per night
Guest favourite
Home in Pewaukee
La Chalet-Modern lake living
Dec. 8 – 15
$541 CAD per night
Guest favourite
Cottage in Nashotah
Okauchee Lake - Newly Remodeled Cozy Cottage
Jan. 25 – Feb. 1
$587 CAD per night

Destinations to explore