Rutland Vacation Rentals

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Our top choices for Rutland vacation rentals

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"Fairly private. "
United States
Cheryl H.
The price is ¥19,843
¥36,007 total
includes taxes & fees
May 31 - Jun 1
Log Cabin at Lake Koshkonong - “The Overlook”

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (7 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 ¥15,874
¥39,834 total
includes taxes & fees
May 19 - May 20
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

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 ¥23,552
¥30,578 total
includes taxes & fees
May 24 - May 25
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (41 reviews)
"We were visiting friends in the area and it was a perfect spot to stay."
United States
Christine U.
The price is ¥13,429
¥20,866 total
includes taxes & fees
May 26 - May 27
Enjoy Nature with Full Comfort!

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 ¥21,090
¥27,646 total
includes taxes & fees
May 24 - May 25
King Suite | Free Breakfast. Pool and Hot Tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.4 out of 10, Exceptional, (8 reviews)
"My family had a great time at this property. It had everything we could’ve wanted to make our getaway special. The host was helpful and responsive. It would be even better during the summer being right on the river. We are already planning our summer trip. "
United States
Jesse H.
The price is ¥48,574
¥137,313 total
includes taxes & fees
May 20 - May 21
Waterfront - Hot Tub - Sauna - Game Room - Pets

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (144 reviews)
"nice location"
United States
Mary
The price is ¥19,502
¥22,525 total
includes taxes & fees
May 25 - May 26
The Dylin

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Milton
10.0 out of 10, Exceptional, (20 reviews)
"Excellent place!"
United States
Roger Z.
The price is ¥17,830
¥93,901 total
includes taxes & fees
May 20 - May 21
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is ¥25,240
¥52,588 total
includes taxes & fees
May 19 - May 20
Vast Lake Koshkonong Views from Pier, Deck, & Home

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ¥22,286
¥28,786 total
includes taxes & fees
May 21 - May 22
Pool with Slide. Great for Business Travelers!

Madison Spring Retreat

Madison Spring Retreat
Fitchburg
10.0 out of 10, Exceptional, (23 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 ¥44,403
¥118,682 total
includes taxes & fees
May 20 - May 21
Madison Spring Retreat

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 ¥38,364
¥50,920 total
includes taxes & fees
May 30 - May 31
Free Breakfast Pool & Hot Tub. Near UW-Madison

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, (12 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is ¥27,240
¥78,664 total
includes taxes & fees
May 26 - May 27
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
10.0 out of 10, Exceptional, (6 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.
Lake Cabin | Sauna · River · Game Room

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful host, and a beautiful home within walking distance to many restaurants and museums. Parking nearby was easy to find. We were able to rest and relax, and make many meals there. Great kitchen amenities, and very comfortable beds. Truly a warm and inviting home. I would highly recommend!"
United States
Jacquie T.
The price is ¥47,289
¥69,838 total
includes taxes & fees
May 19 - May 20
Doty ★ Walk to Everything -Hotel Quality- Downtown

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)
"The location is wonderful. The river setting is beautiful. The pelicans are so fun to watch. Enjoyed all the rooms with tvs."
United States
Robert
The price is ¥41,531
¥84,253 total
includes taxes & fees
May 31 - Jun 1
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
Janesville
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful home. Very relaxing, amazing amenities the host of fantastic as well."
United States
R D.
The price is ¥121,436
¥200,798 total
includes taxes & fees
May 19 - May 20
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

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

Free Breakfast. Pool & Hot Tub. Near UW-Madison!
Madison
The price is ¥35,404
¥46,935 total
includes taxes & fees
May 24 - May 25
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

Find out more about Rutland

Search for holiday rentals in Rutland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rutland using one of the methods below:

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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?

A little home away to decompress, meditate, or get some work done.: You might want to consider this vacation home rental near Rutland, which offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. 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 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 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.