Vacation Rentals in Rutland, WI: Compare 10+ Sites & Save

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7 Best Vacation Rentals in Rutland (Starting from $169)

13 Mi to University of Wisconsin Suburban Home
13 Mi to University of Wisconsin Suburban Home
House
Oregon, WI, USA
3.8k from Rutland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$501
Average price / night
Check Availability
Spacious & Modern Home w/ Deck in Oregon!
Spacious & Modern Home w/ Deck in Oregon!
House
Oregon, WI, 53575, United States
3.8k from Rutland center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

5 Bedrooms11 Guests
9.6

Exceptional

14 reviews

$419
Average price / night
Check Availability
Spacious and Modern Home with Deck in Oregon!
Spacious and Modern Home with Deck in Oregon!
House
Oregon, WI, USA
3.8k from Rutland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms11 Guests
New to Booking
$355
Average price / night
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A Best Value! Nice 2+ bdrm home on Foxboro GC in Oregon.. 10 Minutes to Madison!
A Best Value! Nice 2+ bdrm home on Foxboro GC in Oregon.. 10 Minutes to Madison!
House
Oregon, WI, 53575, United States
4.1k from Rutland center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms7 Guests
New to Booking
$315
Average price / night
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Studio 104 at Foxboro
Studio 104 at Foxboro
Apartment
Oregon, WI, USA
4.5k from Rutland center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$169
Average price / night
Check Availability
25min to Capitol - KING Suite - Game Room - Groups
25min to Capitol - KING Suite - Game Room - Groups
House
Stoughton, WI, 53589, United States
9.1k from Rutland center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

4 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$726
Average price / night
Check Availability

Other accommodation types in Rutland:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Rutland.

Rutland Vacation Rentals on the Map

Frequently Asked Questions

You can explore 7 verified vacation rentals in Rutland. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Rutland vary depending on the season, property size, and location. Rates typically start from around $169 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Rutland include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Rutland welcome pets. Currently, 1 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Rutland often include amenities such as Fireplace/Heating, Internet, and Guest Services. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.