
Vacation rentals with outdoor seating in Madison
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Top-rated outdoor seating rentals in Madison
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Madison outdoor seating rentals
House rentals with outdoor seating

Entire House Janesville Wi
Was in town for a comedy festival. This spot was a great location and was in a quiet peaceful area while still being close to everything we wanted to do. Instructions for check in/check out were super easy to follow. Very comfortable stay!

Hot Tub-Dog friendly-fire tables-pools
We enjoyed our stay! The place was clean, charming, cozy and comfortable, and as described. Plus there were several welcome hospitality touches. We really enjoyed the outdoor space - deck, hot tub, view, etc. The location was quiet and peaceful. Doreen's communications were always prompt and she provided timely, helpful information. We would definitely stay again and recommend the place and working with Doreen.

Huge Lake House Near Madison
What an amazing house! John’s place was everything promised and more. John was responded to questions immediately and very helpful.

Luxurious BBQ and Pool House
Nice and quiet home, beautiful master bedroom and bath! Would definitely stay again (even non-summer months)

Hidden Gem - Sunset Lake Home w/ Hot Tub
Emmie made the process easy and seamless and the place was excellent. Incredible views, ample space, and convenient location made for a great weekend at an excellent value.

Grooviest | Quiet | Close | Upscale MCM | Records!
We had a great stay at ur apartment! Everything was there and the beds slept very good. Highly recommend this place

DunPuttin Place
Beautiful home- peaceful surroundings- relaxing spaces (hot tub and deck) and entertaining spaces( game room)!! Something for every age!!

Modern Downtown Lake Geneva Charm - Sleeps 8
We had a fantastic stay! The location was incredibly convenient, just a short distance from great restaurants and our ski/snowboarding resort, which made everything so easy. The place was very well kept, cozy, and had plenty of space—perfect for our small family staying for two nights. The host was wonderful—attentive, helpful, and quick to communicate, which we really appreciated. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!
Apartment rentals with outdoor seating

Downtown Lake Geneva-New York Suite |Onsite Parkng
Great location in downtown Lake Geneva for our girls weekend. Comfortable and roomy place- and impressed with the overall cleanliness! Would stay here again.

The Loft Retreat
I was very impressed with how responsive Diane was. The Loft is right downtown, and surprisingly quiet even though it’s in the heart of town. The bed was so comfortable that I slept well the entire time, which is unusual for me. I was there to visit family and The Loft will certainly be my go-to place for future visits!

‘The Part Time Local’ - A boho small town retreat.
This was our first experience using a B&B and it was wonderful!!! Our accommodations were amazing and decorated very nicely! We were supplied with anything we could possibly have needed! The mattress was perfect, the front room was big (as was the tv) and there was access to quite a few channels to pick from. The only down side was it was on the third floor, but honestly, as the week went on, it was less of a bother. All in all, it was a great experience and would highly recommend.

Plenty of Space in the Heart of Downtown
Spacious apartment. Clean. Kristi was responsive to my needs.

Downtown Lake Geneva-The Nautical Cottage
Perfect place for a girls weekend getaway! We loved how everything was in walking distance and we could easily come and go as we were shopping around Lake Geneva to drop off our goodies. The big kitchen table was amazing for sharing meals, playing games and just sitting around enjoy some great chats! Highly recommend Bill's place for your next stay in downtown Lake Geneva!

Perfect for all Seasons, Top Amenities close by!
Great place near Devil's Head resort! It's less than a 3 minute drive so we were able to easily drive back to rest/eat in the afternoon and then head back to the slopes for a night ski session. The bathrooms and linen are extremely clean; the living spaces are spacious. The dining table/area is smaller but not a big issue - the kitchen has a complete set of cookware and microwave/fridge. Would definitely recommend to anyone in the area.

Biz Class Apt w Conf Room
Excellent communication and location! Very close to the center of town. The doors and keys were a little confusing at first, but we figured it out eventually! Would happily stay here again if we ever come back to the area. Thanks Laura!

The Hideout In Downtown New Glarus
We stayed at the hideout for Easter weekend since my sister lives in town, and WOW this exceeded expectations. My other family members got Airbnbs in town too and they were all jealous of mine. Bed is comfortable, they let me check in early. the check in and check out was seamless and the location is the best you can get in New Glarus. Thank you so much for making us feel at home!
Condo rentals with outdoor seating

Charming, Cozy & Eclectic Condo in Lake Geneva!
Great stay and a fun little eclectic condo!

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub
I absolutely loved this place. It was quiet and cozy. I will definitely book again when I’m in the Dells.

COZY, Lakefront, Fireplace, Free Kayaks
It was a wonderful experience and will highly recommend to any friend or family members. It was very peaceful and refreshing experience.

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown
Really nice apartment in a beautiful location right on the river. So peaceful in the morning. Very easy to find and get into. Exactly as described. Coffee pot with coffee bags, sugar and creamer including microwave popcorn and chocolate biscuits. Nice welcome pack. Lots of cutlery crockery and pans but didn’t see any oil or condiments. If you are going to cook you’d need to bring some. Had problems with the tv instructions but after contacting Ashley somebody came to the condo within 15 mins and sorted out for us. May need to update instructions or check settings haven’t been touched to save inconvenience. Just to note the smaller bedroom has the boiler in it which is very noisy. We had ear plugs so was ok for us but if you come in the cold weather and need heating you would need to bear in mind. Overall a lovely stay in a quiet area of town within a short walk to all amenities. Would recommend.

2BR Serene Riverfront • Spacious • Pool & Hot Tub
We loved our getaway to the Dells. If you've ever been there, you know how busy it is. The condo was just blocks from the hustle and bustle but felt like a world away—peaceful and relaxing! It was spotless and very comfortable. The four teens we brought along loved 'their room'. We loved that the couch was big enough to accommodate us all!

Magnificent waterfront views & cozy fireplace
"5-star stay! Clean, convenient, and great value. Would book again!"

LakeView-SummerPool-FamilyFriendly-CloseToTown
We loved our stay at this beautiful location. It was close by to everything we wanted to do and the condo was exactly what we were hoping for! Rachel gave great recommendations and was so responsive to our questions. We will definitely stay here again!

Downtown Dells Bachelorette/Bachelor Headquarters
Great place to rally the troops during a bachelor party. Large and spacious deck right into the kitchen and living room makes it easy to keep everyone in the fun. Lots of great places to eat drink and play. Free games at the arcade bar was a big hit with the group.
Quick stats about vacation rentals with outdoor seating in Madison
Total rentals
210 properties
Total number of reviews
18K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Wifi availability
210 properties include access to wifi
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