Rutland Holiday Rentals

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Holiday Rentals in Rutland

The Dylin by Locale

4.0 star property
9.8 out of 10, Exceptional, (7)
"This is a fabulous location. The building is beautiful. The beds are cozy and the units have all the amenities one would need. Absolutely fabulous! The only complaint is communication is lacking In the weekends if booking or having issues. M-Friday the text communication is great. I’m having an issue with my unit. And they are telling they are fully booked. Yet I’m physically here and only a few people are in the third floor! I’m staying here long term so I don’t appreciate the mis...
The price is AU$151
includes taxes & fees
18 Feb - 19 Feb
The Dylin by Locale

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is AU$380
includes taxes & fees
18 Feb - 19 Feb
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (16)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is AU$582
includes taxes & fees
18 Feb - 19 Feb
Two bedroom suite with city views in the heart of downtown Madison

VALENTINES SPECIAL 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (158)
"Loved the lofted ceilings! Had everything we needed, including firewood. Can’t wait to come back"
VALENTINES SPECIAL 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AU$841
includes taxes & fees
18 Feb - 19 Feb
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (133)
"The cabin was absolutely spotless and well equipped. The owner was an excellent communicator - we did it all by email. The expectations for maintaining and checking out were very reasonable. I recommend this stay to anyone!"
ONE OF A KIND vacation rental with a view

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.4 out of 10, Exceptional, (13)
"The unit was very clean Beautiful view of the lake Great location The reason I gave it a 4 instead of a 5 was the lack of insulation/sound barrier between units It felt like the people above us just walked back and forth all day and moved chairs around - i know we had to be equally as annoying and no way to prevent it. One day we listened to a dog barking for several hours before we left. I also could hear people next door coughing. For that reason we ended up leaving during the day to spend...
The price is AU$480
includes taxes & fees
18 Feb - 19 Feb
One Bedroom King with Den with views of Lake Monona in the heart of downtown.

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (9)
"Everything we needed easy commute to city of wisconson, clean, great communication with the host and the host left a welcome basket for us that was focused towards the reason we were in town, world championship strongman competition. "
Paoli Den - Newly Remodeled!

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (26)
"A must stay if you’re in the Madison area. "
On the Yahara River, access to Madison Lakes

Studio queen with views of Lake Monona in the heart of downtown Madison

9.0 out of 10, Wonderful, (4)
"Was in town for UWM parents weekend and wanted something more than a simple hotel room as I was going to be there for nearly a week. The Saddlery for the bill. Location was amazing. Having a kitchenette meant I could fully enjoy the great farmers market that weekend. And the view out my window of the lake was a perfect way to wake up. Manager was very responsive. Everything was as stated. TV/media set up would benefit from updating, but it actually didn’t matter as it allowed me to tuck into a...
The price is AU$331
includes taxes & fees
18 Feb - 19 Feb
Studio queen with views of Lake Monona in the heart of downtown Madison

HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

9.8 out of 10, Exceptional, (91)
"We had a wonderful time. As described. "
HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

Enjoy Nature with Full Comfort!

9.6 out of 10, Exceptional, (25)
"Perfect size and location for visiting friends and family. The view of the valley is delightful. The unit is attached to the main house but has its own entrance. Clean and comfortable, the room was a bit like a private hotel room in the country. It's a short drive to Verona, Mt. Horeb or to Madison. I brought my dog, who loved the large yard and visiting the nearby dog park. "
The price is AU$219
includes taxes & fees
20 Feb - 21 Feb
Enjoy Nature with Full Comfort!

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great stay, easy location."
The price is AU$459
includes taxes & fees
18 Feb - 19 Feb
One Bedroom King with Den with views of the heart of downtown.

Conveniently Located just off University Avenue on Madison's West Side

"Had a family member in the hospital and had to find something spacious for all of us. Richard was a great host and very accommodating. His place is conveniently located near the hospital and was well stocked for our large group. "
Conveniently Located just off University Avenue on Madison's West Side

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (31)
"Short uber to everything. Really my only complaint is the parking situation is inconvenient. And Madison parking rules are a little odd. Some of our group got parking tickets. May be worth notifying future guests so they can prepare or follow the rules accordingly. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Family-Friendly Lake Waubesa Home: Boat + Swim!

10.0 out of 10, Exceptional, (11)
"Met our daughter and son-in-law here for Christmas/New Years. Had a wonderful, last week of playing games, doing puzzles, reading, etc. The lake was beautiful, the fire cozy, and the house was perfect for our needs. Thanks!"
Family-Friendly Lake Waubesa Home: Boat + Swim!

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

8.0 out of 10, Very good, (7)
"Lovely property and spacious home with lots of good hangout areas. Fully stocked with anything u could need and nice decorations throughout"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (185)
"The property was wonderfully located with a beautiful view. It was also exceptionally clean and very well renovated. There were a few nice local restaurants/bars which made the stay even nicer. The only item was when I was told that we parked in the wrong place I responded and indicated the home was wonderful. I never heard back - just kind of seemed weird. I like having a personable connection with the owner but didn't necesarily feel that way here. But still a wonderful stay!"
Madison & ~UW~-Madison Area Lakefront Home
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 Rutland you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2318)
"The hotel was very quiet. I’ve been running into a lot of hotels that have dogs barking through the night or smell like urine. This hotel was exceptional the bed, the pillows, the shower. The shower was exhilarating. The pressure was firm. The water temperature was very hot just like I like it Back to the bed. The bed was like a cloud. I really loved it. My stay was short I would definitely return just to stay at the hotel."
The price is AU$253
includes taxes & fees
2 Mar - 3 Mar
The Madison Concourse Hotel and Governor's Club

Best Western Plus InnTowner Madison

3.0 star property
9.2 out of 10, Wonderful, (1005)
"Best continental breakfast!"
The price is AU$229
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus InnTowner Madison

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (854)
"All was great. "
The price is AU$192
includes taxes & fees
24 Feb - 25 Feb
DoubleTree by Hilton Madison East
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.

Frequently asked questions

Are there holiday rentals in Rutland?

Yes, there are holiday rentals close to the most popular sights in Rutland, 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 Rutland has to offer?

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME: This holiday home rental outside of Rutland offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Rutland?

While exploring the area, visit family-friendly sights like Henry Vilas Zoo, or get outside and enjoy nature at University of Wisconsin-Madison Arboretum. Alliant Energy Center and Ho-Chunk Gaming Madison are a couple of places you'll find in the wider area.

What are holiday rentals like in Rutland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rutland. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.