Rutland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Our top choices for Rutland vacation rentals

The Dylin by Mint House

The Dylin by Mint House
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (121)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
$116 nightly
The price is $134
Dec 29 - Dec 30
Total with taxes and fees
The Dylin by Mint House

ONE OF A KIND vacation rental with a view

ONE OF A KIND vacation rental with a view
Madison
10.0 out of 10, Exceptional, (147)
"This is a unique home that is super clean and had everything needed to cook, entertain (we played games & watched football) and accommodate any family. The location was close to downtown, the interstate, and airport. Plenty of restaurants were nearby as well. We thoroughly enjoyed our stay and would absolutely stay again. "
United States
Connie C.
ONE OF A KIND vacation rental with a view

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED
Edgerton
9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

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

Conveniently Located just off University Avenue on Madison's West Side
Spring Harbor
10.0 out of 10, Exceptional, (131)
"It was great!"
United States
Guitar string S.
Conveniently Located just off University Avenue on Madison's West Side

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Verona
9.6 out of 10, Exceptional, (69)
"Beautiful location, nice spacious and clean spot. We had a great time. "
United States
Sarah B.
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

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

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Faircrest
10.0 out of 10, Exceptional, (120)
"Scenic property, super zen, lovely hosts!"
United States
Christina C.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$143 nightly
The price is $161
Dec 18 - Dec 19
Total with taxes and fees
Pool with Slide. Great for Business Travelers!

Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison
Madison
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.
$257 nightly
The price is $297
Dec 14 - Dec 15
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near UW-Madison

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
McFarland
10.0 out of 10, Exceptional, (13)
"Nice stay"
United States
Rebecca S.
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
$160 nightly
The price is $169
Dec 17 - Dec 18
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”

Madison & ~UW~-Madison Area Lakefront Home

Madison & ~UW~-Madison Area Lakefront Home
McFarland
10.0 out of 10, Exceptional, (202)
"What a lovely place to spend a few days with family! There was so much to do within a short distance but we loved being able to just chill on the water. We had a wonderful stay and can’t wait to visit again. Would highly recommend! "
United States
Jody G.
Madison & ~UW~-Madison Area Lakefront Home

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison
Deerfield
10.0 out of 10, Exceptional, (134)
"Wonderful property. Very well stocked with everything we needed and close to Cambridge Winery for our son's wedding. Kids loved the air hockey table."
United States
Wendy D.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
$248 nightly
The price is $287
Dec 14 - Dec 15
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown

On the Yahara River, access to Madison Lakes

On the Yahara River, access to Madison Lakes
Monona
10.0 out of 10, Exceptional, (52)
"Great stay - very relaxing!"
United States
Karen S.
On the Yahara River, access to Madison Lakes

Clean and spacioius flat in great location near Epic and downtown Verona!

Clean and spacioius flat in great location near Epic and downtown Verona!
Verona
10.0 out of 10, Exceptional, (30)
"good location and value for the money. We were pleased to bring our dog with us!"
United States
audrey w.
Clean and spacioius flat in great location near Epic and downtown Verona!

Paoli Den - Renovated Flat!

Paoli Den - Renovated Flat!
Verona
9.8 out of 10, Exceptional, (31)
"Charming place, great communication with owners!"
United States
Ed D.
Paoli Den - Renovated Flat!

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
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.
$681 nightly
The price is $700
Dec 16 - Dec 17
Total with taxes and fees
Waterfront - Hot Tub - Sauna - Game Room - Pets

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"The feel was exactly what we were looking for! Great and very helpful staff!! Highly recommend and will more than likely stay again!!"
United States
Jeff M.
$246 nightly
The price is $254
Dec 14 - Dec 15
Total with taxes and fees
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

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

One Bedroom King with views of Lake Monona in the heart of downtown.
2.0 star property
Downtown Madison
$213 nightly
The price is $246
Dec 14 - Dec 15
Total with taxes and fees
One Bedroom King with views of Lake Monona in the heart of 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, (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.
$439 nightly
The price is $498
Dec 14 - Dec 15
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to 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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation 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 vacation.

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 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 ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED: Visitors like this Rutland vacation home rental. It 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. 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.