Top Madison rentals with pool or private pool - Wisconsin

Explore Madison rentals with pools

Showing deals for: Oct 28 - Oct 31

King Suite. Free Breakfast. Pool with a Slide. Near Olbrich Botanical Gardens!

Sleeps 4 · 1 bathroom

All fees included

Free Breakfast. Pool. Downtown Location. Great for Business Travelers!

Sleeps 2 · 1 bathroom

All fees included

Perfect For Large Groups And Families ~ 7.1 Miles From UW Madison

Sleeps 14 · 5 bedrooms · 3 bathrooms

All fees included

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Sleeps 8 · 3 bedrooms · 2+ bathrooms

All fees included

Free Breakfast. Pool and Hot Tub. Downtown Location. Your Next Trip!

Sleeps 6 · 2 bedrooms · 2 bathrooms

All fees included

Top rated rentals with pools - Madison

Family Thanksgiving Gathering

Wonderful Thanksgiving with family at this fabulous home. Plentiful gathering spaces and a fully stocked kitchen

Bill and Lori H.

Stayed Nov 2024

Business Stay

Close to the office, easy to work with booking group and friendly staff. Exactly as advertised, perfect for long rental accommodations while in the Madison area.

Sharon G.

Stayed Oct 2024

Sink into the cozy sofa after a day exploring the area.

Premier Host

Dropping off Son at School

My family took my son to drop off at UofW,, not close to campus - but we knew that - but, this place is so close to things we needed and it’s only about 10 minutes to campus. The place was great

Robert W.

Stayed Jun 2024

Premier Host

Pleasant place to stay with good amenities

This place is modern, comfortable, and clean. All the staff were friendly and helpful. We enjoyed the breakfasts and appreciated the weekday evening meals that were offered on 3 evenings. The fitness room equipment worked well. Location is convenient.

Elisa B.

Stayed Aug 2023

Premier Host

Great stay!

Room was spacious, clean, and comfortable. The pool was a hit with our seven year old! We appreciated that breakfast was provided in the morning! We would definitely stay here again!

Rebekah S.

Stayed Jul 2023

Loved every minute!

Hosts were amazing. Property was spotless and amenities were outstanding. Can’t wait to stay again. Perfect quiet neighborhood walking distance to running and biking trails and delicious restaurants. A++ stay!!!

Sarah K.

Stayed Jun 2023

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Frequently asked questions

Are there any vacation rentals with a pool in Madison?

Book one of our 33 vacation rentals with a pool in Madison and get ready for cannonball contests. Greenbush, Tenney-Lapham and Bay Creek are among this city's most popular neighborhoods.

How much does it cost to stay in a vacation rental with a pool in Madison?

Where you stay, when you want to travel and the length of your escape will determine the price of a vacation rental with a pool in Madison. Key in your travel details on Vrbo, then pick the best one for you and prepare to make a splash.

When is the best time to book a vacation rental with a pool in Madison?

With average temperatures ranging from 60ºF (16ºC) to 78ºF (26ºC), July is popular with most Vrbo guests. Make sure you check out our vacation rentals with a pool in this part of Wisconsin at different times of the year too. You may find more options if you look outside of Madison's busier months.

What vacation rentals with a pool in Madison have nice views?

Use our convenient "Location" filter to find a vacation rental with a pool and the views you're seeking. Begin by entering the dates you plan to travel to Madison, then narrow your options based on the sort of area you'd rather stay in. All that's left is to pack your swimsuit and you're ready for a splashing great time.

Are there vacation rentals with a private pool in Madison?

Madison doesn't have any vacation rentals with a private pool. But if you're looking for a place that's for your exclusive use and is loaded with home comforts, we've got you covered. Almost all Vrbo stays come with amenities like WiFi and a kitchen. If you want to add some luxury to your getaway, use our filter tool to find options with a hot tub, among other premium perks.

What are the top things to do in Madison?

Camp Randall Stadium, Henry Vilas Zoo and Olbrich Botanical Gardens are top attractions that'll keep the whole family occupied in Madison. There's nothing like travel to get everyone together, so check out our vacation home rentals in this exciting destination.

Why should I book my vacation rental with a pool with Vrbo?

When you opt for a Vrbo vacation rental with a pool, the only people you'll share your space with are those you take with you. It will just be you and your nearest and dearest with the whole place to yourselves enjoying a splashing good time. Also, with our rewards program, One Key™, you can collect and use OneKeyCash™* on eligible bookings made through Vrbo, Expedia and Hotels.com. Plus, our flexible cancellation policies also mean you can book your rental house with peace of mind in case your plans change. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.