Big Bend Holiday Rentals

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Holiday Rentals in Big Bend

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1050)
"Love this hotel. Its so cute and in the middle of everything. Breakfast is amazing "
The price is AU$260
includes taxes & fees
2 Dec - 3 Dec
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is AU$147
includes taxes & fees
3 Dec - 4 Dec
Kasa Westown Milwaukee

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (37)
"We were in need of a home to accommodate our children and grandchildren. There was plenty of space for everyone. The awesome bonus was the indoor pool area and gaming room. They had something for everyone to enjoy. "
The price is AU$2,316
includes taxes & fees
29 Dec - 30 Dec
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

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

10.0 out of 10, Exceptional, (321)
"Great house for being in the lake. Has a nice backyard that is fenced in and was perfect for our dogs. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.2 out of 10, Wonderful, (7)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (14)
"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 AU$824
includes taxes & fees
2 Dec - 3 Dec
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.

8.0 out of 10, Very good, (9)
"We were unable to check in until several hours after the check in time due to a plumbing issue the host did not proactively communicate about. Host did not use the entry keypad code they requested we set. The listing indicated 7 bedrooms for a total of 2 king beds, 1 queen, 10+ twin beds, and additional futons. On arrival there was only 1 double bed, 10 twin beds, a couple of futons. We had to make alternate accommodations for half our group. The host did not respond to outreach at all the first...
The price is AU$1,305
includes taxes & fees
2 Dec - 3 Dec
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.

Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

9.6 out of 10, Exceptional, (232)
"Communication with the property manager was excellent. Fabulous opportunity to experience a FLW home. The property could be challenging for seniors because there are no handrails associated with the steps in and outside the house."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

Urban Oasis minutes to Fiserv, Summerfest & more

8.8 out of 10, Excellent, (13)
"Great location, lovely, plant-filled space. Bummer that the shampoo and soap were empty in bathroom and there was nothing complimentary in kitchen beyond salt and pepper. Coffee filters, but no coffee or tea or anything. Very minimalist. Clean a d super comfortable."
The price is AU$360
includes taxes & fees
2 Dec - 3 Dec
Urban Oasis minutes to Fiserv, Summerfest & more

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

9.6 out of 10, Exceptional, (53)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is AU$602
includes taxes & fees
1 Jan - 2 Jan 2025
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Booth Upper · Amazing view, Modern Space

10.0 out of 10, Exceptional, (35)
"Loved everything about this place. Spacious, nice, well stocked, great view of the city. Really liked how it was close enough to the city to get there in 10 minutes, but far enough to have some quiet and privacy. Not sure if I’ll ever visit Milwaukee again but I will definitely look for this place again if I do."
Booth Upper · Amazing view, Modern Space

Nice three 3 bedroom unit with free parking and wi-fi

6.0 out of 10, (18)
"Could use updated, but was clean and comfortable."
The price is AU$311
includes taxes & fees
2 Dec - 3 Dec
Nice three 3 bedroom unit with free parking and wi-fi

15 minutes to anywhere in and around Milwaukee.

10.0 out of 10, Exceptional, (29)
"Each summer two of my adult children and I go on a baseball excursion to a baseball stadium we haven't been to before. This was walking distance from American Family Park. Our hosts were friendly and helpful and our stay was comfortable. We had easy access by car to restaurants and entertainment venues. It was a great place to stay., "
The price is AU$257
includes taxes & fees
31 Dec - 1 Jan 2025
15 minutes to anywhere in and around Milwaukee.

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 AU$2,307
includes taxes & fees
22 Dec - 23 Dec
MKE Mansion - Both Wings

Walker's Point House Near Downtown Milwaukee

9.8 out of 10, Exceptional, (31)
"We were all very pleased with the property and the owner was very helpful. "
Walker's Point House Near Downtown Milwaukee

Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.

9.2 out of 10, Wonderful, (23)
"As listed, clean and perfect communication. Located a short walk from the shops on 68th and Wells, and a short drive to Marquette and downtown Milwaukee. "
The price is AU$570
includes taxes & fees
23 Dec - 24 Dec
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.

Quaint Three-Bedroom Upper Level Duplex Apartment

9.6 out of 10, Exceptional, (15)
"Unit was good size and clean. Enjoyed our trip!"
Quaint Three-Bedroom Upper Level Duplex Apartment
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 types of properties in Big Bend you may be interested in

Hilton Milwaukee

4.0 star property
8.2 out of 10, Very good, (1202)
"It was nice close distance to the stadium"
The price is AU$168
includes taxes & fees
22 Dec - 23 Dec
Hilton Milwaukee

Saint Kate - The Arts Hotel

4.0 star property
9.8 out of 10, Exceptional, (2072)
"Fun place to stay! "
The price is AU$234
includes taxes & fees
22 Dec - 23 Dec
Saint Kate - The Arts Hotel

The Pfister Hotel

4.5 star property
9.4 out of 10, Exceptional, (1625)
"Outstanding and perfectly updated. We received a high floor and adjoining rooms. It was luxurious and comfortable. Service was excellent and food at bar was excellent. Finally, setting the temp in room was easy and accurate (many old buildings are overheated in winter and this was easy to set to just what you want). "
The price is AU$272
includes taxes & fees
3 Dec - 4 Dec
The Pfister Hotel
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Big Bend?

Yes, there are holiday rentals close to the most popular sights in Big Bend, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Big Bend has to offer?

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings: This holiday home rental outside of Big Bend is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Big Bend?

While exploring the area, visit family-friendly sights like Springs Water Park, or get outside and enjoy nature at Big Bend-Vernon Recreation Park. Martin's Woods State Natural Area and Edgewood Golf Course are other places to visit while you're in town.

What’s a holiday rental in Big Bend like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Big Bend. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.