Holiday Rentals in Wisconsin

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Wisconsin holiday rentals

Best Holiday rentals and Airbnb offers in Wisconsin

️Private Lakefront Prop. With Kayaks, Paddle Boards, Boat Rental Pvt Dock️ - Wisconsin
9.6 226 reviews

️Private Lakefront Prop. With Kayaks, Paddle Boards, Boat Rental Pvt Dock️

apartment, Twin Lakes
Boasting a prime waterfront position on Lake Elizabeth, this premier brick Lake House is situated in Twin Lakes, just 1.6 kilometres from downtown and a mere 12-minute drive to Lake Geneva, offering an excellent pet-friendly base for exploring the area's natural beauty and winter sports.
This expansive 325 square metre property features five bedrooms, air conditioning, a jacuzzi, and direct access to kayaks and paddle boards, making it ideal for families and dog-friendly holidays with ample outdoor living space including a large deck and patio with a fire pit.
Hot Tub, Private Log Cabin Lazy Bear Welcomes You! - Wisconsin
9.9 327 reviews

Hot Tub, Private Log Cabin Lazy Bear Welcomes You!

apartment, Lyndon Station
Nestled in a secluded rural setting on a dead-end road surrounded by private woodland, this Lyndon Station apartment is approximately 24-32 kilometres from popular waterparks such as Kalahari Indoor Waterpark and Mt. Olympus Water and Theme Park.
This pet-friendly log home boasts 173 square meters of living space across three levels, featuring two living areas, a fireplace, handmade Amish furniture, and a private garden perfect for observing local wildlife, offering a comfortable and engaging stay for up to 10 guests.
The Meadows: 4 Bed Rooms, 2.5 Bath, 7 Beds - Wisconsin
9.9 76 reviews

The Meadows: 4 Bed Rooms, 2.5 Bath, 7 Beds

house, Allouez
This fully remodelled 4-bedroom house in Allouez is a pet-friendly haven, located just 7.2 kilometres from the Tile town district and offering easy access to the freeway and hospitals.
Boasting a finished lower level and sleeping up to 10 guests, this luxurious, dog-friendly home also features a dedicated office with high-speed internet and is conveniently situated near Lambeau Field and walking trails.
Northwoods Escape On The Chain - Wisconsin
9.9 54 reviews

Northwoods Escape On The Chain

apartment, Eagle River
Ideally located on the Eagle River Chain of 28 Lakes, this pet-friendly cottage offers stunning eastern sunrise views and is within easy walking distance of downtown Eagle River's shops and restaurants.
This 102 square meter, 2-bedroom cottage comfortably accommodates up to 8 guests and boasts a private, quiet Northwoods cabin experience with a garden and parking, perfect for exploring the lake chain with your dog.
Very Private Cabin On Upper Twin Lake...great Views...close To Trails! - Wisconsin
9.7 332 reviews

Very Private Cabin On Upper Twin Lake...great Views...close To Trails!

cabin, Little Round Lake
Enjoy direct access to Upper Twin Lake from this secluded Northwoods cabin, situated on 3.5 acres with 350 feet of private frontage, just 19 kilometres from Hayward, Wisconsin.
This pet-friendly cabin, perfect for families, offers 102 square meters of living space for up to four guests, featuring a wood fireplace, full kitchen, and a garden, with on-site amenities including a fire pit and dock for year-round outdoor activities.
Escape To The Northwoods At This Picturesque Sand Lake Home - Wisconsin
10 46 reviews

Escape To The Northwoods At This Picturesque Sand Lake Home

apartment, Eagle River
Directly on a lake, this four-bedroom apartment in Eagle River offers direct lakefront access and is only 15 kilometres from both St. Germain and Eagle River, with convenient access to snowmobile trails.
This pet-friendly apartment boasts 167 square meters of space, accommodates up to 10 guests, and features a well-equipped kitchen, air conditioning, and a garden for year-round enjoyment.
Bear Cub Cabin Is A Cozy 1 Bedroom And Loft Oasis - Wisconsin
9.4 6 reviews

Bear Cub Cabin Is A Cozy 1 Bedroom And Loft Oasis

apartment, Sayner
Offering barbecue facilities and a relaxing living room with a sofa and TV, this pet-friendly apartment is located in Sayner, 22.5 kilometres from Moondeer & Friends Gallery and 33.8 kilometres from Holiday Acres Riding Academy.
This cosy one-bedroom apartment, measuring 38 square meters, accommodates up to 11 guests and features a modern kitchen with a fridge and microwave, air conditioning, and free WiFi, ensuring a comfortable stay for you and your pets.
On The Chain, Near Downtown, Close To Trails, Private Dock, Dog-approved! - Wisconsin
10 217 reviews

On The Chain, Near Downtown, Close To Trails, Private Dock, Dog-approved!

apartment, Eagle River
Enjoying a prime waterfront location on Yellow Birch Lake, this pet-friendly apartment is situated in Eagle River's city centre, just a short walk from downtown shops and events, offering direct dock and water access with spectacular lake views.
This spacious 4-bedroom apartment accommodates up to 16 guests and boasts a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a garden, parking for trailers, and on-site recreational equipment including kayaks and paddleboards.

Best Wisconsin holiday rentals with parking

In Wisconsin, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Englishprairiebnb - 8 Bedroom - 4.5 Bathrooms - Wisconsin
9.9 199 reviews

Englishprairiebnb - 8 Bedroom - 4.5 Bathrooms

apartment, Twin Lakes
Centrally located in Twin Lakes, Wisconsin, this apartment is situated in the city centre and on a lake, with the Kenosha County Fairgrounds and Trevor Creek Park nearby.
This pet-friendly apartment offers a wealth of amenities including two fully equipped kitchens, a 9-person Surrey pedal bike, an octagon swing fire pit, and a commercial Rainbow Playset, ensuring entertainment for all ages alongside direct walkout access to a 100-104°F hot tub.
The Barnwood Company Guest House - Wisconsin
9.9 432 reviews

The Barnwood Company Guest House

house, Galesville
Located in historic downtown Galesville, this house is just off the town square, offering a prime spot near local attractions.
This dog-friendly house, featuring authentic reclaimed barn wood decor, comfortably accommodates up to 5 guests and includes a fridge, microwave, and dishwasher, ensuring a relaxing stay with your pets.
Cabin Near River - Treehouse Masters Stayed Here! - Wisconsin
9.5 145 reviews

Cabin Near River - Treehouse Masters Stayed Here!

cabin, Ferryville
Featured on Treehouse Masters, this cabin in Ferryville is situated in a garden, offering pleasant garden views and a patio for relaxation, with Fort Crawford Museum located 41.8 kilometers away.
This pet-friendly cabin boasts 74 square meters of floor area, including two bedrooms and a bathroom, with a fully equipped kitchen featuring a fridge and microwave oven, plus complimentary WiFi and air conditioning for your comfort.
House Near Beautiful Castle Rock Lake/30 Minutes From Wisconsin Dells - Wisconsin
9.6 134 reviews

House Near Beautiful Castle Rock Lake/30 Minutes From Wisconsin Dells

apartment, Dellwood
Nestled in a rural area near Friendship, this apartment is a half-hour's drive from Wisconsin Dells and situated close to Castle Rock Lake, offering a secluded setting surrounded by pine trees and abundant wildlife.
This pet-friendly apartment boasts 111 square meters of floor area, accommodating up to 7 guests with 2 bedrooms and 1 bathroom, and features an extra-large deck with a retractable pergola, perfect for enjoying nearby fishing, boating, and kayaking on Castle Rock Lake.
Crooked Creek - Rustic Cabin - Wisconsin
9.6 11 reviews

Crooked Creek - Rustic Cabin

cabin, Boscobel
Nestled in a quiet Wisconsin valley, this pet-friendly cabin is a 5-10 minute drive from Boscobel and Fennimore, offering a secluded Amish-style retreat surrounded by tree-lined bluffs and a gentle creek.
This 56 square meter cabin boasts 2 bedrooms and sleeps up to 4 guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, and outdoor amenities like a fire pit and charcoal grill, making it an ideal basecamp for outdoor enthusiasts exploring nearby hiking, fishing, and kayaking opportunities in the Driftless Region.
At The Base Of Baldy Mountain, This Cozy Home Fits Your Next Adventure. - Wisconsin
9.8 7 reviews

At The Base Of Baldy Mountain, This Cozy Home Fits Your Next Adventure.

apartment, Cornell
Located in a rural setting near Cornell, this apartment is situated approximately 17 minutes by car from Holcombe Town Hall and 24 minutes from State Park Beach.
This pet-friendly apartment is ideal for outdoor enthusiasts, offering 3 bedrooms, 2 bathrooms, and a capacity for 7 guests, with amenities including a full kitchen, air conditioning, free Wi-Fi, and a private garden and terrace.
Private,backyard Bbq,campfire, Kayak,fish,wis Dells,utv,hike,winery,swim,pets, - Wisconsin
9.6 107 reviews

Private,backyard Bbq,campfire, Kayak,fish,wis Dells,utv,hike,winery,swim,pets,

cabin, Oxford
Just an 8-minute walk from Goose Lake, this renovated cabin in Oxford offers a fantastic pet-friendly base for exploring the area, with Wisconsin Dells only a 20-minute drive away.
This dog-friendly cabin sleeps up to six guests and features air conditioning, a garden, and a sauna, making it ideal for families and offering ample parking.
The Bear Den - Wisconsin
9.5 4 reviews

The Bear Den

house, Winter
Located in a district approximately 137 kilometers from Gogebic-Iron County Airport, this house offers a welcoming stay for travellers.
This pet-friendly house boasts a fully equipped kitchen with a fridge and microwave, air conditioning, and a balcony, making it an ideal choice for families with children and offering secure parking and full-day security services.

Top cities

Best Wisconsin holiday rentals with a balcony

Enjoy the comfort of a private balcony during your stay in Wisconsin by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

Renovated Barn Retreat With Firepit, Grill, Sauna, Foosball, Kayaks & Movie Room - Wisconsin
8.6 4 reviews

Renovated Barn Retreat With Firepit, Grill, Sauna, Foosball, Kayaks & Movie Room

apartment, Necedah
Directly from this renovated barn retreat, explore extensive ATV/UTV trails and the 43,000-acre Necedah Wildlife Refuge, offering a perfect base for outdoor adventures in Necedah, just 1.6 kilometers from a kayak launch and close to the Yellow River, Petenwell Lake, and Castle Rock Lake for year-round water activities.
This 86 square meter, pet-friendly apartment sleeps four and boasts a kitchen, terrace, garden, and sauna, plus indoor entertainment like foosball and a large projector screen for movie nights, ensuring a fun-filled stay for you and your dog.
The Guest Cabin Holiday Home - Wisconsin
9.0 1 review

The Guest Cabin Holiday Home

cabin, Three Lakes
Boasting picturesque lake views from its balcony, this cabin is situated in Three Lakes, offering proximity to Three Lakes Winery (3.7 kilometres) and Eagle River Historical Society (19.3 kilometres), with Rhinelander-Oneida County Airport 40.2 kilometres away.
This pet-friendly cabin features a fully equipped kitchen, a games room, and comfortable two-bedroom accommodation for up to 11 guests, with free WiFi in public areas and free on-site private parking.
The Meadows - Wisconsin
No reviews

The Meadows

house, Eagle River
Boasting a generous 223 square meters, this spacious house in Conover is a truly pet-friendly haven, located approximately 55 kilometres from Rhinelander-Oneida County Airport.
Guests can enjoy a fully equipped kitchen, six bedrooms, two living rooms, and on-site dining at the restaurant, alongside outdoor amenities like a patio and fireplace, making it ideal for those travelling with their dogs.
Little House In The Big Woods - Wisconsin
9.4 129 reviews

Little House In The Big Woods

cabin, New Post
Located in New Post, this house offers a secluded escape, situated 25.75 kilometres from the National Fresh Water Fishing Hall of Fame.
This pet-friendly house boasts air-conditioned accommodations, a patio, an outdoor fireplace, and a fully equipped kitchen, ensuring a comfortable stay for you and your dog-friendly companions.
Freedom House At Wisconsin Dells! - Wisconsin
9.6 254 reviews

Freedom House At Wisconsin Dells!

apartment, Lake Delton
Boasting a secluded lot on the outskirts of Lake Delton, this pet-friendly apartment offers a private escape just minutes from Noah's Ark Waterpark and Kalahari Indoor Waterpark.
This spacious 149 square meter apartment, perfect for families, comfortably accommodates up to 10 guests with three bedrooms, including a bunk room, and features a converted garage game room with foosball, air hockey, and ping pong.
Lake Channel 'Brewhaus' Townhouse: 2 Bedrooms With 6 Levels On Lake Winnebago - Wisconsin
10 4 reviews

Lake Channel 'Brewhaus' Townhouse: 2 Bedrooms With 6 Levels On Lake Winnebago

apartment, Oshkosh
Directly on the western shore of Lake Winnebago, this pet-friendly apartment offers unparalleled lake access for water sports and fishing, located just 2.4 kilometres from Menominee Park's zoo and trails.
This 135 square metre apartment with four bedrooms and one bathroom accommodates up to four guests and features a kitchen with a fridge, microwave oven, and dishwasher, plus air conditioning and a terrace, with convenient access to Oshkosh's attractions and Wittman Regional Airport.
The Wilderness - Wisconsin
8.0 2 reviews

The Wilderness

house, Eagle River
Set in Conover, this house is approximately 54 kilometres from Rhinelander-Oneida County Airport, offering a convenient base for exploring Eagle River.
This pet-friendly house boasts 6 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and coffee machine, air conditioning, a jacuzzi, a garden, a sauna, and an on-site restaurant, making it ideal for a comfortable stay with your dog.
Metropolis Resort - Eau Claire - Wisconsin
8.6 1131 reviews

Metropolis Resort - Eau Claire

resort, Eau Claire
Metropolis Resort - Eau Claire is a pet-friendly resort located 8.5 kilometres from the University of Wisconsin-Eau Claire and 13 kilometres from Chippewa Valley Regional Airport.
This resort offers a range of amenities including an indoor swimming pool, hot tub, on-site water sports, and a restaurant with diverse dietary options, ensuring a comfortable stay for guests and their pets.

Find pet-friendly places to stay nearby

Best family friendly Wisconsin holiday rentals

Finding family-friendly vacation rentals in Wisconsin ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Big River Escape Riverside Cabins - Wisconsin
9.5 129 reviews

Big River Escape Riverside Cabins

glamping, Buffalo City
Riverside cabins at Big River Escape are located in Buffalo City, 75 kilometres from La Crosse Municipal Airport, offering a pet-friendly escape with quiet street views.
These dog-friendly cabins boast air conditioning, fully equipped kitchens with a fridge, freezer and microwave, a swimming pool, and barbecue facilities, perfect for enjoying nearby fishing, hiking, skiing and cycling opportunities.
Fancy Fireflies Cabin - Wisconsin
9.8 637 reviews

Fancy Fireflies Cabin

cabin, Hayward
Directly on Lake Hayward, this studio cabin offers waterfront access and a canoe/kayak launch, conveniently located less than 800 meters from downtown Hayward's shops and eateries, with ATV and snowmobile trails just across the street.
This pet-friendly cabin, perfect for two guests, features a kitchenette with a fridge and microwave, air conditioning, a terrace, garden, and parking including for boat trailers, all within a 19 square meter space.
Gather Together | Rooftop Patio Retreat | Downtown - Wisconsin
9.9 179 reviews

Gather Together | Rooftop Patio Retreat | Downtown

apartment, Prescott
This downtown Prescott apartment offers immediate access to Broad Street's amenities and is conveniently located just 800 meters from the Mississippi River, with the Carpenter St Croix Valley Nature Center also nearby.
Boasting a private 27.87 square meter deck with a fire table and city views, this pet-friendly apartment also features a shared 185.81 square meter rooftop with a fire table, outdoor dining, and a game room complete with arcade machines, ping pong, and darts.
The Historic A.c. Carter House - River Romance On The La Crosse Historical Tour! - Wisconsin
9.8 255 reviews

The Historic A.c. Carter House - River Romance On The La Crosse Historical Tour!

apartment, La Crosse
Located in a quiet North La Crosse neighbourhood, this historically significant Victorian gingerbread house is listed on the National Registry of Historic Places and is a short 500 metres from the riverfront.
This spacious 3-bedroom apartment, accommodating up to 10 guests, is pet-friendly and boasts a garden, spa, and ample parking, including space for a boat trailer.
Bluebelle Tiny House At Spring Lake Retreat - Wisconsin
9.0 89 reviews

Bluebelle Tiny House At Spring Lake Retreat

apartment, Grand Marsh
Discover this exceptional pet-friendly apartment in Grand Marsh, conveniently located just 29 kilometres from the heart of Wisconsin Dells, offering a unique 'Tiny Living' experience on a vast 40-hectare property with direct access to a 1.2-hectare lake.
Boasting 37 square meters of floor area, this apartment comfortably accommodates up to six guests and features essential amenities including air conditioning, a kitchen with a fridge, freezer, and microwave, alongside on-site hiking and biking trails, a firepit, and a grill for outdoor enjoyment.
The Prayer Cabin Cozy Secluded & Incredible Views - Wisconsin
9.9 62 reviews

The Prayer Cabin Cozy Secluded & Incredible Views

cabin, Ogema
Perched on 60 private acres near Timm's Hill, Wisconsin's highest point, this historic cordwood timber-frame cabin in Hill offers a serene escape.
This pet-friendly cabin boasts a cozy loft with stunning views, a well-equipped kitchen, and access to walking trails, making it ideal for guests travelling with their dogs.
Wisconsin Cabin W/ Atv Trails, Near Lake Arbutus! - Wisconsin
8.4 92 reviews

Wisconsin Cabin W/ Atv Trails, Near Lake Arbutus!

cabin, Hatfield
Just 8.4 kilometres from Bruce Mound Ski Hill Resort, this pet-friendly cabin in Hatfield, Wisconsin, is a mere 91.7 kilometres from Chippewa Valley Regional Airport.
This dog-friendly cabin boasts 56 square metres of living space, featuring two bedrooms, one bathroom, air conditioning, and a kitchen with a fridge and microwave, whilst its garden and terrace offer ample outdoor enjoyment.
House ∙ 8 Bedrooms ∙ 24 Guests - Wisconsin
8.6 6 reviews

House ∙ 8 Bedrooms ∙ 24 Guests

house, Sayner
Directly on the shores of Little Saint Germain Lake, this pet-friendly house in Sayner offers 8 bedrooms and sleeps up to 24 guests, ideal for large families or groups with dogs.
Access to Birchwood Resort amenities and watercraft rentals complements the serene Northwoods setting, providing ample opportunities for fishing, paddling, and wildlife viewing.
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