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Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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, (50 reviews)
"Fairly private. "
United States
Cheryl H.
The price is ￥21,119
￥38,050 total
includes taxes & fees
Jul 20 - Jul 21
Log Cabin at Lake Koshkonong - “The Overlook”
Living area

Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is ￥33,481
￥57,603 total
includes taxes & fees
Jul 27 - Jul 28
Blue Lakeview Home
Outdoor dining

A Room with a View

A Room with a View
Verona
9.2 out of 10, Wonderful, (48 reviews)
"We were visiting friends in the area and it was a perfect spot to stay."
United States
Christine U.
The price is ￥13,451
￥21,046 total
includes taxes & fees
Jul 20 - Jul 21
A Room with a View
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is ￥18,357
￥43,701 total
includes taxes & fees
Jul 20 - Jul 21
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2 bedrooms, WiFi, bed sheets

Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is ￥25,180
￥51,339 total
includes taxes & fees
Aug 11 - Aug 12
Charming Downtown Two Bedroom w/ Fireplace
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥22,694
￥29,445 total
includes taxes & fees
Jul 26 - Jul 27
Pool with Slide. Great for Business Travelers!
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 ￥22,970
￥30,178 total
includes taxes & fees
Aug 2 - Aug 3
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 ￥25,960
￥33,520 total
includes taxes & fees
Jul 26 - Jul 27
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Coffee/tea maker, fridge, microwave, oven

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is ￥38,988
￥94,772 total
includes taxes & fees
Aug 11 - Aug 12
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (159 reviews)
"Amazing"
United States
Jennifer
The price is ￥26,832
￥30,991 total
includes taxes & fees
Aug 10 - Aug 11
The Dylin
Fridge, microwave, oven, stovetop

3-bedroom house in Brodhead

3-bedroom house in Brodhead
Brodhead
The price is ￥38,988
￥61,700 total
includes taxes & fees
Jul 16 - Jul 17
3-bedroom house in Brodhead
Smart TV, fireplace, stereo, printers

Sun-Soaked Madison Retreat

Sun-Soaked Madison Retreat
Fitchburg
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed staying here. VERY nice house, easy access, clean, a lot of space, no issues. We would book here again!"
United States
Liz A.
The price is ￥61,231
￥141,959 total
includes taxes & fees
Jul 21 - Jul 22
Sun-Soaked Madison Retreat
Exterior

Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.6 out of 10, Exceptional, (8 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is ￥80,869
￥176,708 total
includes taxes & fees
Jul 28 - Jul 29
Lake Cabin | Sauna · River · Game Room
Exterior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (91 reviews)
"The view was great, the weather was perfect. The kitchen - amazing, parking - ample. The whole experience was ideal for what I wanted to accomplish. The Pig got a lot of business that weekend "
United States
Collier C.
The price is ￥56,858
￥120,655 total
includes taxes & fees
Aug 2 - Aug 3
Spacious Edgerton Home w/ Private Beach & Views!
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.4 out of 10, Exceptional, (10 reviews)
"This house was perfect for a weekend getaway with friends. Very spacious, lots of big beds, and perfect for the dogs as well. The hot tub and sauna were very refreshing. We'd definitely stay here again!"
United States
Tony
The price is ￥95,196
￥204,437 total
includes taxes & fees
Jul 20 - Jul 21
Waterfront - Hot Tub - Sauna - Game Room - Pets
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, (52 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is ￥47,224
￥92,320 total
includes taxes & fees
Aug 3 - Aug 4
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
The price is ￥32,490
￥42,968 total
includes taxes & fees
Aug 2 - Aug 3
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Terrace/patio

Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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 ￥45,874
￥60,532 total
includes taxes & fees
Aug 9 - Aug 10
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Smart TV

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (43 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is ￥69,691
￥98,320 total
includes taxes & fees
Jul 16 - Jul 17
Doty ★ Walk to Everything -Hotel Quality- Downtown
Pool

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very Good, (3 reviews)
The price is ￥280,226
￥400,527 total
includes taxes & fees
Jul 19 - Jul 20
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
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

Cambria Hotel Madison East

Cambria Hotel Madison East

8/10 Good
"The hotel was very nice—modern, clean, and featuring a welcoming bar and restaurant area. There were just a couple of minor issues. Housekeeping was vacuuming the hallways around 8:00 AM, which felt a bit early and could be disruptive to guests who are still resting. While I understand the hotel primarily caters to business travelers, a 9:00 AM start time might be more considerate. Additionally, the hot tub was out of order during my stay. It wasn't a major inconvenience, but given that the property appears relatively new, I was a bit surprised that it was unavailable. Overall, though, I had a positive experience."
Libby 1-night trip
Posted 4 hours ago
Cambria Hotel Madison East

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?

220’ WATERFRONT BEACH HOME ROCK RIVER WI PETS PIER POOLS FP FISHNG BOAT KAYAKS: You might want to consider this vacation home rental near Rutland, which is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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. Alliant Energy Center and Ho-Chunk Gaming Madison 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.