Holiday Rentals in Wisconsin

24528 available vacation rental offers

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Wisconsin holiday rentals
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Best Holiday rentals and Airbnb offers in Wisconsin

Adventure Trails: Peaceful Golf View Getaway+hotub - Wisconsin
Wisconsin
23/07 – 26/07
£177/nighttotal: £531 (3 )

Adventure Trails: Peaceful Golf View Getaway+hotub

1 2
apartment, Wisconsin Dells
Enjoy a tranquil studio condo break in Wisconsin Dells, located 4.8 kilometres from the main attractions of Downtown Wisconsin Dells, offering a peaceful setting overlooking a golf course green and a private ground-level patio.
This pet-friendly apartment accommodates up to six guests and features a full kitchen, complimentary Wi-Fi, a dedicated workspace, and access to a shared outdoor hot tub 700 feet away, ensuring a comfortable stay for you and your dog.
Private Country Setting! Close To Water And Other Amenities! - Wisconsin
9.8 26 reviews
Wisconsin
17/07 – 19/07
£206/nighttotal: £412 (2 )

Private Country Setting! Close To Water And Other Amenities!

3 9
apartment, Oconto
Offering a secluded country setting, this recently updated apartment is located a few miles west of Oconto, providing easy access to the Oconto River State Trail (2 minutes) and Copper Culture State Park (6 minutes), and is just a 33-minute drive from Lambeau Field.
This dog-friendly apartment boasts a spacious 122 square meters of floor area, accommodating up to 11 guests with three bedrooms, a well-equipped kitchen, free WiFi, and a garden, making it ideal for families and pet owners exploring the Oconto area.
1 Bed 1 Bath Apartment At Northtowne Apartments! - Wisconsin
9.5 470 reviews
Wisconsin
30/05 – 01/06
£117/nighttotal: £234 (2 )

1 Bed 1 Bath Apartment At Northtowne Apartments!

1 2
apartment, Tomah
This updated one-bedroom apartment in Tomah offers a peaceful retreat, conveniently located approximately 24 kilometers from I-90, the Tomah VA Hospital, and Fort McCoy.
Enjoy a comfortable stay in this pet-friendly apartment, featuring a fully furnished interior with a stocked kitchen, complimentary WiFi, and on-site laundry facilities, perfect for travellers with pets.
Secluded Birnamwood Cottage With Deck And River Views! - Wisconsin
10 187 reviews
Wisconsin
03/08 – 06/08
£227/nighttotal: £681 (3 )

Secluded Birnamwood Cottage With Deck And River Views!

3 8
house, Hatley
Enjoy picturesque river views from the patio of this pet-friendly house, conveniently located 43 kilometres from Central Wisconsin Airport.
This family-friendly accommodation offers 102 square meters of space with three bedrooms, a living room, and a fully equipped kitchen, making it ideal for travellers with pets.
Outdoor Paradise Spacious Wisconsin Family Home - Wisconsin
Wisconsin
17/07 – 19/07
£451/nighttotal: £902 (2 )

Outdoor Paradise Spacious Wisconsin Family Home

5 12
house, Wausaukee
This pet-friendly house in Wausaukee is located approximately 63 kilometres from Ford Airport, offering a convenient base for your travels.
With five bedrooms, three bathrooms, and a fully equipped kitchen, this spacious accommodation comfortably sleeps up to 23 guests and provides complimentary WiFi and on-site parking.
Potter Lower · Funky 2.5br In The Heart Of Bay View - W/ Parking - Wisconsin
9.7 172 reviews
Wisconsin
17/07 – 19/07
£208/nighttotal: £416 (2 )

Potter Lower · Funky 2.5br In The Heart Of Bay View - W/ Parking

2 4
apartment, Milwaukee
This pet-friendly apartment is situated in Milwaukee's eclectic Bay View neighbourhood, just four blocks from Lake Michigan and minutes from downtown attractions like Summerfest and the Milwaukee Art Museum.
Offering a private, fenced-in backyard with a fire pit and grill, this dog-friendly apartment comfortably accommodates up to five guests with two bedrooms featuring Casper mattresses and a well-equipped kitchen with Great Jones cookware.
Escape To Tranquility: Lovely Oasis 20 Minutes From Downtown Milwaukee - Wisconsin
9.8 27 reviews
Wisconsin
17/07 – 19/07
£268/nighttotal: £536 (2 )

Escape To Tranquility: Lovely Oasis 20 Minutes From Downtown Milwaukee

3 9
apartment, Caledonia
Offering a tranquil countryside retreat, this Caledonia apartment is conveniently located a short distance from downtown Milwaukee and close to attractions like Franksville Park and Apple Holler.
This pet-friendly apartment boasts 3 bedrooms, 2 bathrooms, and a guest capacity of 10, featuring a fully stocked kitchen with modern appliances and beautiful wood floors, ensuring a comfortable stay for families and their pets.
Maple Cottage - Wisconsin
9.9 70 reviews
Wisconsin
30/05 – 31/05
£138/nightfor 1 night

Maple Cottage

1 3
apartment, Chetek
Just a few blocks from Lake Chetek, this pet-friendly apartment puts you within walking distance of local shops and eateries in Chetek.
This apartment offers a private fenced backyard with a hammock and fire pit, sleeping up to four guests with a queen bed and a sofa bed, and is fully equipped with a kitchen, air conditioning, and in-unit laundry.
Welcome To Full Moon Cabin In The Woods - Wisconsin
9.5 99 reviews
Wisconsin
30/05 – 06/06
£121/nighttotal: £847 (7 )

Welcome To Full Moon Cabin In The Woods

3 2
cabin, Dellwood
Directly accessible from ATV and snowmobile trails, this pet-friendly cabin in Arkdale is a mere 48 kilometres from Wisconsin Dells and is situated close to two of Wisconsin's largest lakes.
This newly remodelled, 111 square metre cabin accommodates up to six guests, boasting a full kitchen, air conditioning, a garden, and a fire pit, making it ideal for a family holiday where pets are most welcome.
Fisher's Flop - A Lofted Condo On The Wisconsin River - Wisconsin
9.5 121 reviews
Wisconsin
25/09 – 28/09
£209/nighttotal: £627 (3 )

Fisher's Flop - A Lofted Condo On The Wisconsin River

3 6
apartment, Lake Wisconsin
Spectacular river views define this waterfront apartment in Poynette, a secluded rural spot just 32-48 kilometres from Cascade Mountain and Devil's Head ski resorts, and 40 kilometres from Wisconsin Dells and Madison.
This pet-friendly apartment comfortably accommodates up to six guests, boasting a full kitchen with stainless steel appliances, air conditioning, and a garden, with Hooker's Resort Bar and Restaurant conveniently next door.
Monthly Lakeside Retreat Cabin - Wisconsin
9.6 10 reviews
Wisconsin
01/06 – 31/07
£48/nighttotal: £2880 (60 )

Monthly Lakeside Retreat Cabin

1 2
cabin, Danbury
Directly on the shallow lake's beach in Danbury, this pet-friendly cabin offers a genuine 'Ma-Pa' resort experience on 1.5 acres, with wildlife viewing and complimentary kayak and paddleboat use.
This 51 square meter cabin accommodates up to 8 guests with air conditioning, a kitchen, and a garden, providing easy access to Black Bear Golf Course and the Saint Croix River.
Massive 13br Lodge Near Trails & Lakes  Built For Big Groups - Wisconsin
10 6 reviews
Wisconsin
29/08 – 01/09
£1230/nighttotal: £3690 (3 )

Massive 13br Lodge Near Trails & Lakes Built For Big Groups

13 20
chalet, Birchwood
Located in a rural area of Birchwood, Wisconsin, Bobcat Lodging offers proximity to numerous lakes, public boat launches, and extensive ATV and snowmobile trails, all within minutes of local dining and attractions.
This spacious, pet-friendly chalet boasts a 465 square meter floor area with two independent levels, perfect for large groups of up to 30 guests, featuring full kitchens, living areas, and ample parking for outdoor enthusiasts.

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.

Charming, Ski-in, Ski-out, Lake-view Chalet W/ 10 Bedrooms, Kitchen And Ac. - Wisconsin
10 1 review
Wisconsin
31/07 – 02/08
£1315/nighttotal: £2630 (2 )

Charming, Ski-in, Ski-out, Lake-view Chalet W/ 10 Bedrooms, Kitchen And Ac.

9 16
chalet, Iron Belt
Boasting direct access to the Whitecap ski area in Upson, this chalet offers stunning views of Weber Lake and is conveniently located just 48 kilometres from Copper Peak ski jump.
This pet-friendly chalet, perfect for up to 18 guests, features a retro game room with table tennis, air hockey, and a sauna, plus private access to two kayaks for exploring Weber Lake.
2 Bedroom Apartment Downtown Sun Prairie! - Wisconsin
9.7 158 reviews
Wisconsin
30/05 – 31/05
£303/nightfor 1 night

2 Bedroom Apartment Downtown Sun Prairie!

2 3
apartment, Sun Prairie
Perfectly situated in downtown Sun Prairie, this apartment is just a stone's throw from local shops and restaurants, and directly across from a coffee shop.
This pet-friendly apartment, offering 74 square meters of space for up to 5 guests with 2 bedrooms and 2 bathrooms, boasts modern amenities including air conditioning, a fully equipped kitchen, and a private terrace, with dedicated parking also provided.
Newly Updated! 2 Min To Downtown Appleton! 4bd/2ba - Wisconsin
10 233 reviews
Wisconsin
26/06 – 29/06
£345/nighttotal: £1035 (3 )

Newly Updated! 2 Min To Downtown Appleton! 4bd/2ba

4 8
apartment, Appleton
Centrally located in Appleton, this character home is just a 2-minute drive or 10-minute walk from downtown, offering easy 48-kilometre access to Green Bay and Oshkosh.
This dog-friendly apartment boasts 168 square meters of living space with four bedrooms and two bathrooms, accommodating up to nine guests with a fully stocked kitchen, on-site laundry, and a spacious deck for outdoor enjoyment.
Family-friendly House Walk To Lake Michigan! - Wisconsin
9.5 34 reviews
Wisconsin
25/09 – 28/09
£280/nighttotal: £840 (3 )

Family-friendly House Walk To Lake Michigan!

3 6
house, Sheboygan
Just a 6-minute walk from North Side Municipal Beach, this pet-friendly house in Sheboygan offers easy access to Lake Michigan and is only a 10-minute stroll to the Children's Museum.
This 93-square-meter house features 3 bedrooms, 2 bathrooms, 2 living rooms, and includes air conditioning, a spa, and complimentary WiFi, making it an excellent choice for families or groups travelling with their pets.
Beautifully Secluded Getaway Perfect For All Seasons! - Wisconsin
10 116 reviews
Wisconsin
14/07 – 17/07
£568/nighttotal: £1704 (3 )

Beautifully Secluded Getaway Perfect For All Seasons!

3 13
apartment, Grand Marsh
Set in Adams, this apartment is 25 kilometres from Wisconsin Dells and 15 kilometres from Castle Rock Lake, offering a secluded retreat on 48 acres of private land surrounded by trees and gardens.
This pet-friendly apartment boasts 232 square meters of space, featuring 3 bedrooms, 2 bathrooms, accommodation for up to 11 guests, a pond with a fountain, and a fire pit, making it ideal for families and dog-friendly holidays.
Cute And Comfortable! - Wisconsin
10 3 reviews
Wisconsin
13/06 – 20/06
£99/nighttotal: £693 (7 )

Cute And Comfortable!

2 1
apartment, Menasha
Centrally located in Neenah, this apartment offers easy access to Appleton and major routes, placing you near historical sites like the Hearthstone Historic House Museum and the Charles A. Grignon Mansion.
This dog-friendly apartment welcomes pets and features a fully equipped kitchen, a private patio, and on-site laundry, with an attached garage and driveway parking provided for your convenience.
Wisconsin Dells Cabin In The Woods - Vld0423 - Wisconsin
9.7 133 reviews
Wisconsin
05/07 – 06/07
£392/nightfor 1 night

Wisconsin Dells Cabin In The Woods - Vld0423

2 5
cabin, Lake Delton
This pet-friendly cabin is located in Wisconsin Dells, just 3.1 kilometres from Wilderness Resort and Rick Wilcox Magic Theater, offering direct access to Lake Delton.
With 76 square meters of floor area and a cosy living room with a fireplace, this cabin boasts a terrace with river views and is conveniently situated near Crystal Grand Music Theater and H. H. Bennett Studio.
3 Bdrhomew/hottub+free Firewood,sleeps10in\nmauston,closeto \Nwi Dells/attractions - Wisconsin
9.4 15 reviews
Wisconsin
17/07 – 19/07
£362/nighttotal: £724 (2 )

3 Bdrhomew/hottub+free Firewood,sleeps10in\nmauston,closeto \Nwi Dells/attractions

3 9
apartment, Mauston
Ideally situated in Mauston, this pet-friendly apartment offers a secluded yet convenient base, just 32 kilometres north of Wisconsin Dells and a stone's throw from the Lemonweir River.
This 3-bedroom apartment accommodates up to 12 guests and boasts a 4-person hot tub on the back deck, an air hockey table for indoor fun, and a fire pit with firewood provided, ensuring a comfortable stay for families and their pets.

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.

Scenic Rural Farmhouse That Can Sleep Up To 20 - Wisconsin
9.9 64 reviews
Wisconsin
29/08 – 01/09
£626/nighttotal: £1878 (3 )

Scenic Rural Farmhouse That Can Sleep Up To 20

5 20
farm, Cornell
Offering expansive country views, this farm stay is located in a rural area of Boyd, close to Fandry Park and Munson Bridge Winery, with Chippewa County Forest and Brunet Falls Park also nearby.
This pet-friendly farm boasts 5 bedrooms, air conditioning, a kitchen with a fridge, freezer, microwave oven, and dishwasher, and provides opportunities for walking trails, and winter activities like cross-country skiing and snowmobiling.
Theatre Room|hot Tub|firepit|grill|waffle Bar|pets - Wisconsin
10 13 reviews
Wisconsin
17/07 – 19/07
£1212/nighttotal: £2424 (2 )

Theatre Room|hot Tub|firepit|grill|waffle Bar|pets

4 12
apartment, Appleton
Just 5 minutes from downtown Appleton, this spacious apartment offers a serene backyard adjacent to a high school soccer field, with easy access to Green Bay and Oshkosh within 25 kilometres.
This pet-friendly apartment boasts four bedrooms, two bathrooms, and sleeps up to 14 guests, featuring a theatre room, game room with foosball and arcade games, a fully stocked kitchen with a waffle bar, and is ideal for group gatherings.
Stunning, Renovated Home, Short Walk To Downtown From Commercial St. - Wisconsin
10 2 reviews
Wisconsin
26/06 – 03/07
£207/nighttotal: £1449 (7 )

Stunning, Renovated Home, Short Walk To Downtown From Commercial St.

3 5
apartment, Appleton
A newly remodelled 3-bedroom apartment in Appleton, this pet-friendly accommodation is just a 4.8-kilometre drive or a 15-minute walk from downtown College Avenue, with convenient access to Green Bay (56 kilometres) and Oshkosh (32 kilometres).
This apartment offers comfortable stays for up to 6 guests, featuring a modern kitchen with a dishwasher, air conditioning, a terrace, garden, parking, and high-speed Wi-Fi, making it ideal for families and those travelling with their dogs.
Wisconsin River Valley Farmhouse Fire Pit And View - Wisconsin
9.9 170 reviews
Wisconsin
03/08 – 06/08
£290/nighttotal: £870 (3 )

Wisconsin River Valley Farmhouse Fire Pit And View

4 8
house, Lake Wisconsin
This secluded Wisconsin River Valley farmhouse offers a tranquil rural escape and is a dog-friendly option for your holiday.
Conveniently located between 37 and 46 kilometres from attractions like the Mid-Continent Railway Museum and the Rick Wilcox Magic Theatre, this spacious 149 square metre house boasts four bedrooms, a fully equipped kitchen, and access to a spa centre, making it an ideal pet-friendly choice.
Secluded Northwoods Cabin: Pet-friendly - Wisconsin
10 3 reviews
Wisconsin
25/07 – 01/08
£408/nighttotal: £2856 (7 )

Secluded Northwoods Cabin: Pet-friendly

5 9
apartment, Brule
Directly accessible from the Douglas County Trail System and State Land, this secluded Northwoods apartment is located in the Brule River area, a short drive from Lake Superior and 8.5 kilometres from the Brule River itself.
This excellent, pet-friendly apartment accommodates up to 12 guests across 5 bedrooms and 2 bathrooms, featuring a fully solar-powered home, a separate private guest house, ample parking for 7 vehicles, and a screened-in porch with a fire pit for outdoor enjoyment.
Stylish, Spacious Home: Walk Downtown, Fenced Yard On Washington St. - Wisconsin
9.6 10 reviews
Wisconsin
26/06 – 03/07
£201/nighttotal: £1407 (7 )

Stylish, Spacious Home: Walk Downtown, Fenced Yard On Washington St.

3 5
apartment, Appleton
Located on the edge of downtown Appleton, this apartment is a 10-minute walk from College Avenue, offering a quiet neighbourhood feel with convenient access to amenities.
This dog-friendly apartment welcomes pets and boasts a fully equipped kitchen, a garden with a firepit and grill, off-street parking for two cars, and comfortable sleeping for up to six guests.
Stunning Lodge Experience In Buffalo County Wi/picturesque Views-pet Friendly! - Wisconsin
9.4 18 reviews
Wisconsin
23/07 – 27/07
£423/nighttotal: £1692 (4 )

Stunning Lodge Experience In Buffalo County Wi/picturesque Views-pet Friendly!

3 10
chalet, Mondovi
Boasting 360-degree views from its 100-acre private estate, this secluded chalet is located just 5 minutes from Mondovi, Wisconsin, offering convenient access to local amenities and attractions.
This pet-friendly chalet features 3 bedrooms, 3 bathrooms, and a 279 square meter floor area, accommodating up to 10 guests with amenities like a dishwasher, microwave, fridge, air conditioning, Wi-Fi, and a large fire pit, making it ideal for family gatherings and dog-friendly holidays.
Enjoy Your Own Private Deck With A Lakeview In Room 20 - The Bay House - Curriers Lakeview Lodge - Wisconsin
10 4 reviews
Wisconsin
31/05 – 01/06
£297/nightfor 1 night

Enjoy Your Own Private Deck With A Lakeview In Room 20 - The Bay House - Curriers Lakeview Lodge

3 8
chalet, Rice Lake
Boasting a unique location on a 7-acre peninsula in Rice Lake, this chalet offers superb lake and bay views and is just a short drive from Rockman's Woods and Shudlick Park.
This pet-friendly chalet accommodates up to 8 guests across 3 bedrooms and includes a full kitchen, a cozy fireplace, and access to outdoor amenities like grills and a playground, making it ideal for families.

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.

Warrens Cabin - Wisconsin
9.6 91 reviews
Wisconsin
16/08 – 18/08
£213/nighttotal: £426 (2 )

Warrens Cabin

1 7
cabin, Warrens
This pet-friendly cabin in Warrens offers complimentary private parking and check-in/check-out for a smooth arrival, located approximately 85 kilometres from La Crosse Municipal Airport.
Boasting 93 square meters of floor area, the cabin features a fully equipped kitchen with a dishwasher and oven, an outdoor seating area, and an outdoor fireplace perfect for cosy evenings.
Waterfront Cottage With Your Own Sand Beach! - Wisconsin
9.8 74 reviews
Wisconsin
25/07 – 01/08
£396/nighttotal: £2772 (7 )

Waterfront Cottage With Your Own Sand Beach!

1 9
apartment, Green Bay
Directly on the Bay of Green Bay, this renovated 1950s cottage offers a private sand beach and is just 2 kilometres from Bay Beach Amusement Park, making it a superb base for exploring Green Bay.
This pet-friendly apartment provides a Family Fun Shed with kayaks and bikes, sleeps up to 10 guests, and features a sunroom with lovely lake views, perfect for those travelling with their dogs.
Country Guest House - Wisconsin
9.9 524 reviews
Wisconsin
25/09 – 28/09
£189/nighttotal: £567 (3 )

Country Guest House

2 6
house, Plymouth
Set in a unique rural location just 6.4 kilometres from Road America, this pet-friendly house offers a peaceful retreat with easy access to Whistling Straights and the Kettle Moraine State Forest.
This welcoming house features two bedrooms, a full kitchen, and a cosy living area with a pellet stove, perfect for families and dog-friendly holidays, with a garden and parking available.
Fisherman's Retreat | Arcades | Firepit | Grill - Wisconsin
10 29 reviews
Wisconsin
30/05 – 06/06
£136/nighttotal: £952 (7 )

Fisherman's Retreat | Arcades | Firepit | Grill

2 2
cabin, Markesan
This rural Markesan cabin, just across the street from Little Green Lake, is a 15-minute drive from downtown Green Lake and 20 minutes from downtown Ripon.
Boasting 93 square meters of space, this pet-friendly cabin accommodates up to six guests with two bedrooms, one bathroom, a fully equipped kitchen, and an exclusive "Adventure Shed" offering free use of kayaks, bikes, and fishing gear.
Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day To Labor Day - Wisconsin
9.6 286 reviews
Wisconsin
30/05 – 06/06
£544/nighttotal: £3808 (7 )

Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day To Labor Day

3 17
cabin, Lyndon Station
Waterfront access defines this log cabin in Wisconsin Dells, offering a private swimming hole and beach just 500 meters from Woodside Ranch Resort & Conference Centre and Cold Water Canyon Golf Course.
This pet-friendly cabin boasts a generous 265 square meters of space, accommodating up to 18 guests with three bedrooms, three bathrooms, and a loft featuring multiple beds alongside an in-house bar and a fully equipped kitchen for culinary adventures.
Door County Romantic Cabin In Ephraim Near Trails - Wisconsin
9.3 108 reviews
Wisconsin
30/05 – 31/05
£375/nightfor 1 night

Door County Romantic Cabin In Ephraim Near Trails

1 3
cabin, Ephraim
Adjacent to 26 acres of Door County Land Trust walking trails, this pet-friendly cabin in Ephraim is just 800 meters from Ephraim Village and Sister Bay attractions.
This 28 square meter log cabin offers accommodation for up to four guests, featuring a queen bed, full-size futon, a well-equipped kitchen, and outdoor gear including bicycles and kayaks.
Steps To Marina & Beach: Couples Cottage In Pepin - Wisconsin
9.6 4 reviews
Wisconsin
15/06 – 20/06
£136/nighttotal: £680 (5 )

Steps To Marina & Beach: Couples Cottage In Pepin

2 2
apartment, Pepin
Just 1 block from Lake Pepin, the marina, and beach, this pet-friendly apartment in Pepin offers a prime location for water enthusiasts and is within walking distance of the Laura Ingalls Wilder Museum.
This 56 square meter apartment, featuring a loft sleeping area, accommodates up to 4 guests and boasts a deck with a propane grill, air conditioning, and a kitchen equipped with a fridge, microwave oven, and dishwasher, making it ideal for families and dog-friendly holidays.
Brown Bear Cottage - Pet Friendly Home - Wisconsin
9.9 42 reviews
Wisconsin
31/05 – 01/06
£283/nightfor 1 night

Brown Bear Cottage - Pet Friendly Home

3 8
apartment, Nekoosa
This Nekoosa apartment offers a private and secluded setting, surrounded by hills and woods, with excellent access to local events, beaches, and attractions.
Enjoy a spacious, pet-friendly apartment with 3 bedrooms and 3 bathrooms, featuring a well-stocked kitchen, air conditioning, and seasonal swimming pool, perfect for a family of 12.
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