Holiday homes & rentals in Milwaukee - HomeToGo base64Hash Holiday homes & rentals in Milwaukee - HomeToGo

Holiday homes & rentals in Milwaukee

Find 2,009 available offers from 14 partners
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Top 15 Recommended holiday lettings in Milwaukee

Find your perfect holiday home, apartment or cottage in Milwaukee from just £44 per night!

House Morgan Heights
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & garden | Good for workation

Morgan Heights, Milwaukee, Wisconsin, United States
This house rental in Morgan Heights features a kitchen, garden, and balcony, perfect for up to six guests seeking relaxation.
from £84
per night
Very good(3 ratings)
from £84
per night
View deal
House Bay View
House ∙ 11 guests ∙ 4 bedrooms

Family-oriented holiday home | Perfect for remote work | Dogs allowed

Bay View, Milwaukee, Wisconsin, United States
Nestled in Bay View, this house rental for 11 features a kitchen, fireplace, and pet-friendly amenities for the whole family.
from £218
per night
Outstanding(23 ratings)
from £218
per night
View deal
Apartment Lower East Side
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with barbecue | Good for workation

Lower East Side, Milwaukee, Wisconsin, United States
This Lower East Side apartment features a kitchen and balcony, perfect for three guests looking to immerse themselves in the city.
from £68
per night
Outstanding(2 ratings)
from £68
per night
View deal
House Graceland
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with garden

Graceland, Milwaukee, Wisconsin, United States
This house rental in Graceland comfortably accommodates 10 guests, offering a perfect base for exploring the iconic sights nearby.
from £162
per night
Excellent(13 ratings)
from £162
per night
View deal
Apartment Mc Govern Park
Apartment ∙ 6 guests ∙ 2 bedrooms

Holiday apartment with 2 rooms for 6 persons

Mc Govern Park, Milwaukee, Wisconsin, United States
This apartment rental in Mc Govern Park accommodates 6 guests, features parking, and welcomes pets for a perfect getaway.
from £70
per night
Outstanding(5 ratings)
from £70
per night
View deal
House Bay View
House ∙ 12 guests ∙ 5 bedrooms

Holiday home | Good for workation

Bay View, Milwaukee, Wisconsin, United States
This Bay View house rental accommodates 12 guests, features a kitchen, and welcomes pets for a perfect getaway.
from £74
per night
Very good(49 ratings)
from £74
per night
View deal
Apartment Murray Hill
Apartment ∙ 10 guests ∙ 5 bedrooms

Fully equipped apartment with garden, BBQ & terrace | Lake view | Suitable for remote work

Murray Hill, Milwaukee, Wisconsin, United States
This apartment rental in Murray Hill features a kitchen, fireplace, garden, and stunning lake views, perfect for 10 guests.
from £153
per night
Excellent(61 ratings)
from £153
per night
View deal
House Bay View
House ∙ 18 guests ∙ 3 bedrooms

Family-friendly spacious holiday home with BBQ, garden & terrace | Good for workation | Pet-friendly

Bay View, Milwaukee, Wisconsin, United States
This Bay View house rental accommodates up to 18 guests and features a garden, balcony, kitchen, and pet-friendly policies.
from £220
per night
Outstanding(54 ratings)
from £220
per night
View deal
House Brewer's Hill
House ∙ 16 guests ∙ 5 bedrooms

House with terrace | Perfect for remote work

Brewer's Hill, Milwaukee, Wisconsin, United States
This house rental on Brewer's Hill features a fireplace, accommodates 16 guests, and welcomes pets for a memorable getaway.
from £200
per night
Outstanding(13 ratings)
from £200
per night
View deal
House Riverwest
House ∙ 4 guests ∙ 2 bedrooms

Holiday home | Good for workation

Riverwest, Milwaukee, Wisconsin, United States
This Riverwest house rental features a fireplace, kitchen, balcony, and space for four, perfect for a memorable family getaway.
from £54
per night
(36 ratings)
from £54
per night
View deal
House Bluemound Heights
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with garden, terrace & hot tub

Bluemound Heights, Milwaukee, Wisconsin, United States
This Bluemound Heights house rental features a hot tub, garden, and fireplace, perfect for family gatherings with pets.
from £147
per night
Outstanding(49 ratings)
from £147
per night
View deal
House Bay View
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly nice holiday home with garden & barbecue | Lake view | Next to the beach | Perfect for remote work | Pets allowed

Bay View, Milwaukee, Wisconsin, United States
This house rental in Bay View offers a lakeview, garden, and balcony, accommodating up to six guests with pets allowed.
from £167
per night
Excellent(31 ratings)
from £167
per night
View deal
House Riverwest
House ∙ 8 guests ∙ 3 bedrooms

House with heated pool, terrace & garden

Riverwest, Milwaukee, Wisconsin, United States
This Riverwest house rental for 8 features a heated pool, hot tub, and garden, perfect for a memorable family getaway.
from £201
per night
Outstanding(37 ratings)
from £201
per night
View deal
House Murray Hill
House ∙ 9 guests ∙ 4 bedrooms

House with barbeque & terrace | Good for workation

Murray Hill, Milwaukee, Wisconsin, United States
This house rental in Murray Hill features a fireplace, kitchen, balcony, and parking, accommodating up to nine guests.
from £295
per night
Excellent(46 ratings)
from £295
per night
View deal
House Walker's Point
House ∙ 6 guests ∙ 3 bedrooms

House | City view

Walker's Point, Milwaukee, Wisconsin, United States
from £118
per night
Excellent(3 ratings)
from £118
per night
View deal

Holiday lettings and apartments with air conditioning

House  Murray Hill
from £305 per night
House ∙ 9 guests ∙ 4 bedrooms

House with terrace & barbeque | Good for workation

4.6
Excellent(46 ratings)
Murray Hill, Milwaukee, Wisconsin, United States
Air conditioning
View deal
Apartment  Riverwest
from £87 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Child-friendly holiday apartment with barbecue, terrace & garden

4.6
Excellent(10 ratings)
Riverwest, Milwaukee, Wisconsin, United States
Air conditioning
View deal
House  Copernicus Park
from £121 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday home with terrace & hot tub

5.0
Outstanding(4 ratings)
Copernicus Park, Milwaukee, Wisconsin, United States
Air conditioning
View deal
See all offers

Best holiday homes with a patio or terrace

House  Burnham Park
from £200 per night
House ∙ 9 guests ∙ 3 bedrooms

House with barbeque, garden & terrace | Perfect for remote work

4.8
Outstanding(289 ratings)
Burnham Park, Milwaukee, Wisconsin, United States
Balcony/Patio
View deal
House  Bay View
from £622 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with garden, barbecue & terrace

4.8
Outstanding(10 ratings)
Bay View, Milwaukee, Wisconsin, United States
Balcony/Patio
View deal
House  Fernwood
from £77 per night
House ∙ 3 guests ∙ 1 bedroom

Holiday home | City view

4.7
Excellent(40 ratings)
Fernwood, Milwaukee, Wisconsin, United States
Balcony/Patio
View deal
See all offers

Holiday homes and cottages with a garden

House  Honey Creek Parkway
from £181 per night
House ∙ 16 guests ∙ 5 bedrooms

House with barbeque, garden & terrace

4.8
Outstanding(61 ratings)
Honey Creek Parkway, Milwaukee, Wisconsin, United States
Garden
View deal
House  Lower East Side
from £433 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with garden & terrace | City view | Good for workation

5.0
Outstanding(14 ratings)
Lower East Side, Milwaukee, Wisconsin, United States
Garden
View deal
House  Enderis Park
from £133 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace & garden

5.0
Outstanding(1 rating)
Enderis Park, Milwaukee, Wisconsin, United States
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Milwaukee

Find Fantastic yet Cheap Lettings

Apartment Lower East Side
from £146 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Children-friendly ample flat | Dogs allowed

Lower East Side, Milwaukee, Wisconsin, United States
View deal
House Upper East Side
from £172 per night
House ∙ 8 guests ∙ 3 bedrooms

House with garden | City view | Good for workation

5.0
Outstanding(10 ratings)
Upper East Side, Milwaukee, Wisconsin, United States
View deal
House Northpoint
from £221 per night
House ∙ 11 guests ∙ 4 bedrooms

Family-oriented pleasant holiday home with BBQ & terrace

5.0
Outstanding(37 ratings)
Northpoint, Milwaukee, Wisconsin, United States
View deal

Top-Rated Lettings and Properties in Milwaukee

Book Holiday Letting Offers with the Highest User Rating

House Lower East Side
from £234 per night
House ∙ 10 guests ∙ 3 bedrooms

House with garden & barbeque | City view

4.8
Outstanding(55 ratings)
Lower East Side, Milwaukee, Wisconsin, United States
View deal
House Lower East Side
from £181 per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly charming house with terrace | City view | Suitable for remote work

4.8
Outstanding(42 ratings)
Lower East Side, Milwaukee, Wisconsin, United States
View deal
House Walker's Point
from £243 per night
House ∙ 10 guests ∙ 3 bedrooms

House with BBQ

4.9
Outstanding(32 ratings)
Walker's Point, Milwaukee, Wisconsin, United States
View deal

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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 (454)
  • Kitchen (906)
  • Air conditioning (1,874)
  • WiFi (1,893)
  • Parking (252)
  • Pet-friendly (701)
  • Washing machine (1,108)
  • Microwave (1,222)
  • Fireplace (412)
  • Hot tub (72)
  • TV (1,811)
  • Grill (231)

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 10 and cost, on average, £191 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 2,009 rentals
🌙 Nightly prices from £44
⭐ Popular amenities Pool, Kitchen and Air conditioning
🐾 Pet friendly rentals 724 properties
🏊 Holiday rentals with pools 470 properties
2 reviews
Milwaukee holiday rentals have an average rating of 5/5 across 2 reviews left by travellers.

Frequently Asked Questions

What is a common nightly price for a holiday rental in Milwaukee?

Nightly rates for holiday rentals in Milwaukee start from around £44. Rates will depend on location, property size, and extras like a pool or pet-friendly access. HomeToGo helps you filter by price to match your budget.

How many holiday homes are available to book in Milwaukee? And what are the most popular types of holiday lets?

Currently there are 2,009 holiday rentals from 13 different providers on offer in Milwaukee. Nearly half of holiday rentals in Milwaukee are house rentals, making them a top pick among travellers. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most popular holiday rental amenity in Milwaukee?

When looking for a holiday home in Milwaukee, consider looking for a place with Pool, Kitchen, or Air conditioning, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Milwaukee?

Yes, 23% of holiday lettings in Milwaukee include access to a swimming pool. With 470 properties available, it’s a popular choice for those looking to unwind or entertain. Use HomeToGo to browse offers with pools and book your dream holiday rental!

Are there any pet-friendly holiday cottages in Milwaukee?

Travelling with a pet? You’ll find 724 pet-friendly holiday homes in Milwaukee to choose from. Many offer spacious interiors and outdoor areas – great for pets and owners alike. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What's the best time of year to travel to Milwaukee?

Sun lovers should visit Milwaukee in July and August to enjoy the warmest weather.

Where can I see discounts on holiday rentals in Milwaukee?

You can get brilliant bargains on holiday lettings in Milwaukee with the cost per night for a rental beginning at £44 - and HomeToGo has created plenty of filters that make it easy to uncover the best offers. When choosing the dates for your holiday, search with HomeToGo's flexible dates technology to quickly locate lower cost time periods and see discounts of up to 6%. Furthermore, HomeToGo's 'distance from' filter enables you to uncover hidden treasure holiday rentals in lower-price, lesser-known locales which are still near to your desired destination, whether that's a beach, lake, ski region or city centre. Book early to take advantage of the greatest variety of options and top discounts - and do so with confidence by utilising HomeToGo's 'free cancellation' filter when using the website or app.

What are the pros of finding a holiday letting in Milwaukee with HomeToGo?

From serenity away from the crowds to more space to enjoy with your travel companions, holiday homes in Milwaukee offer plenty of benefits. HomeToGo provides real reviews from verified visitors, and searching is safe, easy, and hassle-free - so with 2,009 lettings from 13 providers in the region, you're bound to find the perfect holiday home with all of the amenities that are important to you in Milwaukee.

Do you offer holiday accommodation for couples in Milwaukee?

Yes, there are many romantic holiday rentals in Milwaukee perfect for two. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Milwaukee?

You can book one of 1460 waterfront holiday homes in Milwaukee for a truly scenic break. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

With HomeToGo, you get access to the world’s largest selection of holiday lettings – all in one place. We compare prices across providers to help you save time and money. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Milwaukee?

Holiday cottages in Milwaukee are a great fit for families, offering comfort, space and handy amenities. Top options can host groups of up to 9, perfect for holidays with kids or extended family. HomeToGo makes it simple to book a family-friendly stay.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Look for rentals with free cancellation to keep things stress-free.

Is it possible to rent a holiday home for a weekend getaway in Milwaukee?

Need a weekend getaway in Milwaukee? Lots of holiday rentals offer short stays for a quick and easy break. Many homes offer short stays without long commitments. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Milwaukee?

There are plenty of last-minute holiday homes in Milwaukee available at reduced prices. These can be a great way to save up to 6% on spontaneous getaways. Use HomeToGo’s filters to see what’s available right now.

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