Holiday lettings & accommodation in Milwaukee - HomeToGo base64Hash Holiday lettings & accommodation in Milwaukee - HomeToGo

Holiday lettings & accommodation in Milwaukee

Find 2,661 available offers from 15 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended holiday lettings in Milwaukee

Find your perfect holiday home, apartment or cottage in Milwaukee from just £25 per night!

House Bay View
House ∙ 12 guests ∙ 6 bedrooms

House with Garden, Barbecue & Terrace | City View | Good for Workation

Bay View, Milwaukee, Wisconsin, United States
from £453
per night
Outstanding(59 ratings)
Vrbo
from £453
per night
View deal
Vrbo
House Grasslyn Manor
House ∙ 6 guests ∙ 3 bedrooms

Pleasant Holiday Home with 3 Rooms for 6 Persons

Grasslyn Manor, Milwaukee, Wisconsin, United States
from £209
per night
(16 ratings)
Vrbo
from £209
per night
View deal
Vrbo
Apartment Story Hill
Apartment ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Apartment

Story Hill, Milwaukee, Wisconsin, United States
from £118
per night
Outstanding(11 ratings)
Vrbo
from £118
per night
View deal
Vrbo
House Enderis Park
House ∙ 5 guests ∙ 3 bedrooms

Holiday Home | Pet-Friendly

Enderis Park, Milwaukee, Wisconsin, United States
from £77
per night
Very good(68 ratings)
Vrbo
from £77
per night
View deal
Vrbo
House Lower East Side
House ∙ 17 guests ∙ 5 bedrooms

Holiday Home with Terrace, BBQ & Garden | City View

Lower East Side, Milwaukee, Wisconsin, United States
from £474
per night
Outstanding(55 ratings)
Vrbo
from £474
per night
View deal
Vrbo
House Riverwest
House ∙ 6 guests ∙ 2 bedrooms

Holiday Home with Garden, Terrace & Barbeque | City View

Riverwest, Milwaukee, Wisconsin, United States
from £155
per night
Outstanding(42 ratings)
Vrbo
from £155
per night
View deal
Vrbo
House Brewer's Hill
House ∙ 14 guests ∙ 4 bedrooms

Holiday Home with Terrace & Garden | Good for Workation

Brewer's Hill, Milwaukee, Wisconsin, United States
from £155
per night
Outstanding(10 ratings)
Vrbo
from £155
per night
View deal
Vrbo
House Riverwest
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home with Garden | Good for Workation

Riverwest, Milwaukee, Wisconsin, United States
from £53
per night
Good(23 ratings)
Vrbo
from £53
per night
View deal
Vrbo
House Fernwood
House ∙ 3 guests ∙ 1 bedroom

Holiday Home | City View

Fernwood, Milwaukee, Wisconsin, United States
from £56
per night
Outstanding(27 ratings)
Vrbo
from £56
per night
View deal
Vrbo
House Bay View
House ∙ 16 guests ∙ 6 bedrooms

House with Barbecue, Garden & Terrace | Lake View

Bay View, Milwaukee, Wisconsin, United States
from £150
per night
Outstanding(33 ratings)
Vrbo
from £150
per night
View deal
Vrbo
Apartment Lower East Side
Apartment ∙ 3 guests ∙ 1 bedroom

Fully Equipped Flat with Terrace & Barbeque | Perfect for Remote Work

Lower East Side, Milwaukee, Wisconsin, United States
from £65
per night
Outstanding(2 ratings)
Vrbo
from £65
per night
View deal
Vrbo
House Riverwest
House ∙ 8 guests ∙ 4 bedrooms

House with Garden & Terrace | City View | Good for Workation

Riverwest, Milwaukee, Wisconsin, United States
from £164
per night
Outstanding(22 ratings)
Vrbo
from £164
per night
View deal
Vrbo
House Bay View
House ∙ 6 guests ∙ 3 bedrooms

Holiday Home with Garden & Barbeque | City View | Pets Are Welcome

Bay View, Milwaukee, Wisconsin, United States
from £154
per night
Outstanding(26 ratings)
Vrbo
from £154
per night
View deal
Vrbo
House Goldman Park
House ∙ 14 guests ∙ 4 bedrooms

Holiday Home with Garden & Barbecue | Perfect for Remote Work

Goldman Park, Milwaukee, Wisconsin, United States
from £292
per night
Excellent(17 ratings)
Vrbo
from £292
per night
View deal
Vrbo
House Lower East Side
House ∙ 10 guests ∙ 4 bedrooms

Holiday Home with Terrace, Garden & Barbeque | Lake View | Suitable for Remote Work

Lower East Side, Milwaukee, Wisconsin, United States
from £193
per night
Excellent(84 ratings)
Vrbo
from £193
per night
View deal
Vrbo

Most popular holiday lettings with a fireplace

Apartment  Clayton Crest
22 Feb - 1 Mar
-40%
£180
£108 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Flat with Garden

4.0
Very good(1 rating)
Clayton Crest, Milwaukee, Wisconsin, United States
Fireplace
HomeToGo
View deal
House  Johnson's Woods
5 Jul - 12 Jul
£233 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday Home with 4 Rooms for 10 Persons

Johnson's Woods, Milwaukee, Wisconsin, United States
Free cancellation
Fireplace
Agoda
View deal
Apartment  Bay View
10 Feb - 17 Feb
£154 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment with 3 Rooms for 8 Persons

Bay View, Milwaukee, Wisconsin, United States
Fireplace
Agoda
View deal
See all offers

Best holiday homes with a patio or terrace

House  Bay View
8 Feb - 15 Feb
-65%
£305
£106 per night
House ∙ 5 guests ∙ 3 bedrooms

Holiday Home with Garden & Terrace

Bay View, Milwaukee, Wisconsin, United States
Balcony/Patio
HomeToGo
View deal
House  White Manor
15 Mar - 22 Mar
-55%
£315
£142 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-Friendly House with Garden

4.5
Excellent(2 ratings)
White Manor, Milwaukee, Wisconsin, United States
Free cancellation
Balcony/Patio
HomeToGo
View deal
House  Bay View
8 Feb - 15 Feb
-13%
£237
£207 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Charming House with Terrace | City View | Pet-Friendly

Bay View, Milwaukee, Wisconsin, United States
Balcony/Patio
HomeToGo
View deal
See all offers

Best holiday rental deals in Milwaukee

Save up to 89%

Apartment Westown
5 Feb - 12 Feb
-89%
£484
£53 per night
Apartment ∙ 2 guests ∙ 2 bedrooms

Pleasant Flat | Good for Workation

Westown, Milwaukee, Wisconsin, United States
Agoda
View deal

Compare 2,661 holiday lettings listed in Milwaukee and choose a wonderful place to stay for your next holiday. With HomeToGo you can instantly compare the prices for each rental from numerous providers to find the best price and save up to 63%.

Budget-friendly Holiday Homes in Milwaukee

Find Fantastic yet Cheap Lettings

House Lower East Side
from £263 per night
House ∙ 10 guests ∙ 4 bedrooms

House with Barbeque & Terrace | City View

4.9
Outstanding(34 ratings)
Lower East Side, Milwaukee, Wisconsin, United States
Vrbo
View deal
House Town of Lake
from £183 per night
House ∙ 8 guests ∙ 5 bedrooms

Holiday Home with Garden & Barbecue

5.0
Outstanding(21 ratings)
Town of Lake, Milwaukee, Wisconsin, United States
Vrbo
View deal
Apartment Westown
from £105 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Flat with 2 Rooms for 6 Persons

Westown, Milwaukee, Wisconsin, United States
Vrbo
View deal

Top-Rated Lettings and Properties in Milwaukee

Book Holiday Letting Offers with the Highest User Rating

House Fernwood
from £82 per night
House ∙ 3 guests ∙ 1 bedroom

Holiday Home with Garden & Barbecue | Lake View

4.6
Excellent(49 ratings)
Fernwood, Milwaukee, Wisconsin, United States
Vrbo
View deal
House Walker's Point
from £181 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Holiday Home with Terrace, Garden & Barbeque | Dogs Allowed

4.9
Outstanding(34 ratings)
Walker's Point, Milwaukee, Wisconsin, United States
Vrbo
View deal
Apartment Bay View
from £164 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment | Suitable for Remote Work

4.9
Outstanding(12 ratings)
Bay View, Milwaukee, Wisconsin, United States
Vrbo
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Milwaukee

  • Pool (563)
  • Kitchen (1,444)
  • Air conditioning (2,506)
  • WiFi (2,575)
  • Parking (295)
  • Pet-friendly (838)
  • Washing machine (1,418)
  • Microwave (1,608)
  • Fireplace (508)
  • Hot tub (175)
  • TV (2,293)
  • Grill (339)

You will have a large selection of holiday rentals to compare and from which to choose if you are looking for a rental providing a pool in Milwaukee. Hotel room with pools in Milwaukee are a wonderful choice for groups of 9 and cost, on average, £181 per night. If you would also like to be close to the water, more than two-thirds of the holiday lettings providing a pool are within 2 kilometres of the waterfront.

Information about holiday rentals in Milwaukee

🏡 Holiday homes available 2,661 rentals
💳 Discounts available up to 63%
🌙 Nightly prices from £25
⭐ Popular amenities Pool, Kitchen and Air conditioning
🐾 Pet friendly rentals 833 properties
🏊 Holiday rentals with pools 563 properties
804,195 reviews
Milwaukee holiday rentals have an average rating of 4.1/5 across 804,195 reviews left by travellers.

Frequently Asked Questions

What is the average nightly price for a holiday rental in Milwaukee?

The average price per night in Milwaukee is around £25. The average cost of house rentals is £402 per night. Apartment rental will be £237 per night.

How many holiday homes are available to rent in Milwaukee?

There are 2,661 holiday lettings in Milwaukee to browse and book for your upcoming trip.

What is the most searched holiday rental amenity in Milwaukee?

Three most popular holiday rental amenities among our customers in Milwaukee are Pool, Kitchen and Air conditioning.

How many holiday homes in Milwaukee have a pool?

Holiday rentals with pools are 21 of all offers in Milwaukee. Also, there are 76 of homes with pools near water.

May i bring my pet when staying in a holiday letting in Milwaukee?

Pets are welcome in Milwaukee with 833 pet-friendly holiday homes.

What is the best time of year to travel to Milwaukee?

August and July are usually the warmest months in Milwaukee, while February and January have the least rain.

Where can I see deals on holiday rentals in Milwaukee?

You can find brilliant bargains on holiday accommodation in Milwaukee with the nightly price of accommodation starting at just £25 - and HomeToGo has created plenty of features that mean it's a piece of cake to discover some awesome offers. If you're still selecting dates for your holiday, make use of HomeToGo's flexible dates technology to easily look for great value time periods and see discounts of as much as 63%. Furthermore, HomeToGo's 'distance from' filter makes it easy to see hidden treasure holiday rentals in great value, under-the-radar spots that are just as close to the area of your choice, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to make the most of good availability and low prices - and do so without worries by selecting HomeToGo's 'free cancellation' filter when using the website or app.

What are the advantages of finding a holiday home in Milwaukee with HomeToGo?

From increased privacy away from the crowds to plenty of room to enjoy with your loved ones, holiday lettings in Milwaukee bring many advantages. HomeToGo shows you real reviews written by previous guests, and searching is safe, easy, and hassle-free - so with 2,661 lettings from 15 providers in the vicinity, you're bound to locate the ideal place to stay with the amenities and features to suit you in Milwaukee.

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