Rutland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Rutland holiday rentals

10.0 out of 10, Exceptional, (5)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is NZ$433
includes taxes & fees
11 Jan - 12 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
9.2 out of 10, Wonderful, (48)
"Such a cute cabin across the street from Lake Koshkonong. Our host was very accommodating and quick to respond!"
United States
John & Debbie R.
The price is NZ$292
includes taxes & fees
11 Jan - 12 Jan
Log Cabin at Lake Koshkonong - “The Overlook”
10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
The price is NZ$311
includes taxes & fees
20 Jan - 21 Jan
Sugar River Suite - Your Sweet Escape in the Heart of it All!
8.8 out of 10, Excellent, (5)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is NZ$1,182
includes taxes & fees
12 Jan - 13 Jan
Waterfront - Hot Tub - Sauna - Game Room - Pets
The price is NZ$146
includes taxes & fees
10 Jan - 11 Jan
A little home away to decompress, meditate, or get some work done.

Holiday Home in Village of Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (8)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is NZ$774
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Holiday Home in Downtown Madison

One Bedroom Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
The price is NZ$380
includes taxes & fees
11 Jan - 12 Jan
One Bedroom Queen in the heart of downtown.
The price is NZ$233
includes taxes & fees
30 Jan - 31 Jan
Pool with Slide. Great for Business Travelers!
The price is NZ$272
includes taxes & fees
30 Jan - 31 Jan
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
8.0 out of 10, Very good, (5)
"Great place for a stay."
United States
Andy D.
The price is NZ$255
includes taxes & fees
18 Jan - 19 Jan
King Suite | Free Breakfast. Pool and Hot Tub
9.8 out of 10, Exceptional, (37)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
The price is NZ$500
includes taxes & fees
22 Jan - 23 Jan
Doty ★ Walk to Everything -Hotel Quality- Downtown
9.2 out of 10, Wonderful, (39)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is NZ$221
includes taxes & fees
12 Jan - 13 Jan
Enjoy Nature with Full Comfort!

Holiday Home in Monona

9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
United States
Molly S.
The price is NZ$862
includes taxes & fees
13 Jan - 14 Jan
10.0 out of 10, Exceptional, (1)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is NZ$508
includes taxes & fees
19 Jan - 20 Jan
Free Breakfast Pool & Hot Tub. Near UW-Madison
10.0 out of 10, Exceptional, (7)
"The Belvedere is the perfect place to stay for a great New Glarus experience. Wonderful accommodations and perfectly located steps away from all the attractions. The hosts were great and responsive. Will be recommending the Belvedere to others."
United States
Ali V.
The price is NZ$1,164
includes taxes & fees
17 Jan - 18 Jan
“Steps into Little Switzerland” Indoor Parking at The Belvedere.
10.0 out of 10, Exceptional, (20)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is NZ$1,313
includes taxes & fees
11 Jan - 12 Jan
Cozy Winter Haven | Minutes to Downtown
2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
United States
Vikki T.
The price is NZ$404
includes taxes & fees
11 Jan - 12 Jan
One Bedroom King with views of the heart of downtown.

Holiday Home in Downtown Madison

Studio Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
The price is NZ$384
includes taxes & fees
13 Jan - 14 Jan
Studio Queen in the heart of downtown.
10.0 out of 10, Exceptional, (2)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
The price is NZ$470
includes taxes & fees
11 Jan - 12 Jan
One Bedroom King with Office with views of Lake Monona in the heart of downtown.
2.0 star property
The price is NZ$426
includes taxes & fees
11 Jan - 12 Jan
One Bedroom King with views of Lake Monona in the heart of downtown.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rutland Hotel Reviews

Find out more about Rutland

Everything you need to know about Rutland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rutland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

ONE OF A KIND vacation rental with a view: This holiday home rental outside of Rutland offers a fireplace, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Olbrich Botanical Gardens. Stoughton Opera House and Alliant Energy Center 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.