Search Holiday Rentals in Rutland

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Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Rutland holiday rentals

House (2 Bedrooms) | Interior
Renovated Villa Btwn Lake Sumter & Spanish Springs

Cottage in Lady Lake

Renovated Villa Btwn Lake Sumter & Spanish Springs
3.0 star property
The price is ฿2,278
฿10,142 total
includes taxes & fees
13 Dec - 14 Dec
Renovated Villa Btwn Lake Sumter & Spanish Springs
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance
Pleasant Days Lodging Southwest Cottage

Cottage in Homosassa

Pleasant Days Lodging Southwest Cottage
2.0 star property
8.8 out of 10, Excellent, (5)
"We had a good experience and would book it again if we’re in the area. "
United States
Dale
The price is ฿2,940
฿3,263 total
includes taxes & fees
16 Dec - 17 Dec
Pleasant Days Lodging Southwest Cottage
Flat-screen TV
Lake Side Retreat

Condo in Inverness

Lake Side Retreat
3.0 star property
The price is ฿3,041
฿9,229 total
includes taxes & fees
15 Dec - 16 Dec
Lake Side Retreat
Front of property
Lakeview Escape Kayaks

Holiday Home in Inverness

Lakeview Escape Kayaks
3.0 star property
2.0 out of 10, (1)
"We didn’t get the house we originally paid for, the house stunk , had a spiral staircase, one of the doors didn’t lock, the bedrooms only had a lamp, also the electrical outlets were a little scary. The downstairs bathroom did not have a doorknob.We stayed here only because this was the second time of a rental company switching houses on us in this area. Not a pleasant experience during Christmas break."
United States
Dawn
The price is ฿4,229
฿10,313 total
includes taxes & fees
13 Dec - 14 Dec
Lakeview Escape Kayaks
Sun deck
Rustic Lakehouse kayaks fishing bonfires

Holiday Home in Inverness

Rustic Lakehouse kayaks fishing bonfires
3.0 star property
2.0 out of 10, (1)
"Booked a D&J Properties reservation through Hotels.com for a trip in April. A few days before my stay, I received a message directly to me (not on Hotels.com) that the location is not available. After many texts, they sent me credit since the new location was inferior. They sent a screenshot of the reservation. I had no way to verify, access or confirm that reservation. Then I received an email that I need to provide my full address, full credit card information AND PHOTO OF ME HOLDING MY...
United States
Anonymous traveller
The price is ฿5,382
฿16,308 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rustic Lakehouse kayaks fishing bonfires
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"Beds were fantastic, breakfast bountiful, everything perfect. We were very impressed with how well everything was done for us to have a great stay."
Mark 3-night trip
Posted 22 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

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:

  • View our selection of featured holiday rentals in Rutland
  • Use the map to find apartments and other holiday homes in the Rutland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rutland while they last

Look no further and take a look at our great range of rental properties in Rutland!

Frequently asked questions

Can I find holiday rentals in Rutland?

Yes, there are holiday rentals close to the most popular sights in Rutland, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Rutland?

Explore the area and family-friendly sights such as Don Garlits Museum of Racing, or get out into nature at a spot like Lake Okahumpka Park. In the wider area, you’ll find Half Moon Wildlife Management Area and Citrus County Speedway.

What’s a holiday rental in Rutland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rutland. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.