Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Rutland vacation rentals

Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"Lovely cabin, quiet street and great nearby amenities. Jamie was super responsive "
United States
Cynthia M.
The price is ￥12,787
￥27,646 total
includes taxes & fees
Mar 12 - Mar 13
Log Cabin at Lake Koshkonong - “The Overlook”
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is ￥15,816
￥40,214 total
includes taxes & fees
Mar 12 - Mar 13
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Exterior

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is ￥6,314
￥13,323 total
includes taxes & fees
Mar 12 - Mar 13
A little home away to decompress, meditate, or get some work done.
Outdoor dining

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39 reviews)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is ￥15,628
￥23,150 total
includes taxes & fees
Mar 12 - Mar 13
Enjoy Nature with Full Comfort!
Terrace/patio

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is ￥15,786
￥21,669 total
includes taxes & fees
Mar 16 - Mar 17
King Suite | Free Breakfast. Pool and Hot Tub
Lobby

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

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is ￥17,253
￥23,080 total
includes taxes & fees
Mar 22 - Mar 23
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Interior

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Milton
10.0 out of 10, Exceptional, (18 reviews)
"Excellent place!"
United States
Roger Z.
The price is ￥21,993
￥100,009 total
includes taxes & fees
Mar 16 - Mar 17
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (6 reviews)
"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 ￥34,256
￥116,563 total
includes taxes & fees
Mar 17 - Mar 18
Waterfront - Hot Tub - Sauna - Game Room - Pets
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥15,312
￥20,973 total
includes taxes & fees
Mar 22 - Mar 23
Pool with Slide. Great for Business Travelers!
Smart TV

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
The price is ￥26,852
￥43,961 total
includes taxes & fees
Mar 12 - Mar 13
Doty ★ Walk to Everything -Hotel Quality- Downtown
Smart TV, fireplace, stereo, printers

Winter Wonderland | Near UW + Skiing

Winter Wonderland | Near UW + Skiing
Fitchburg
10.0 out of 10, Exceptional, (20 reviews)
"The property was very clean and cozy. The property was set up with pretty much anything needed throughout the stay. Great location in a quiet neighborhood. "
United States
Cale K.
Winter Wonderland | Near UW + Skiing
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (129 reviews)
"Check in was easy, the room was super clean and cute, great amenities, close to the Sylvee and other bars/restaurants and the lake. Would stay again!! "
United States
Caitlin
The price is ￥19,873
￥22,954 total
includes taxes & fees
Apr 1 - Apr 2
The Dylin
Exterior

Avail this weekend! Lake Cabin w/King, Sauna

Avail this weekend! Lake Cabin w/King, Sauna
Brodhead
10.0 out of 10, Exceptional, (5 reviews)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
The price is ￥37,267
￥119,286 total
includes taxes & fees
Mar 24 - Mar 25
Avail this weekend! Lake Cabin w/King, Sauna
Exterior

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

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is ￥37,678
￥78,597 total
includes taxes & fees
Mar 12 - Mar 13
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio

Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"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 ￥33,029
￥43,784 total
includes taxes & fees
Mar 29 - Mar 30
Free Breakfast Pool & Hot Tub. Near UW-Madison
Fridge, microwave, oven, stovetop

Charming 3-bedroom Duplex unit in Cottage Grove

Charming 3-bedroom Duplex unit in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (11 reviews)
"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 ￥23,914
￥73,817 total
includes taxes & fees
Mar 24 - Mar 25
Charming 3-bedroom Duplex unit in Cottage Grove
Terrace/patio

Free Breakfast. Pool & Hot Tub. Near UW-Madison!

Free Breakfast. Pool & Hot Tub. Near UW-Madison!
Madison
The price is ￥33,029
￥43,784 total
includes taxes & fees
Mar 29 - Mar 30
Free Breakfast. Pool & Hot Tub. Near UW-Madison!
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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Top Rutland Hotel Reviews

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

10/10 Excellent
"Love it "
Richard 1-night trip
Posted 2 hours ago
Tru by Hilton Madison West, WI

Find out more about Rutland

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Frequently asked questions

Are there vacation rentals in Rutland?

Yes, we have vacation rentals near top sights in Rutland, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Rutland has to offer?

ONE OF A KIND vacation rental with a view: Visitors like this Rutland vacation home rental. It offers a fireplace, a furnished patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 Verona Ice Arena, 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 larger area.

What are vacation rentals like in Rutland?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Rutland. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family getaway.