Rutland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rutland holiday rentals

Holiday Home in Pine Ridge

Small Cozy Home
2.0 star property
9.0 out of 10, Wonderful, (7)
"Clean, comfortable home! Great commutation with host and the house is clean and cozy as advertised! Loved the coffee as well!"
United States
J
The price is AU$223
includes taxes & fees
18 Jan - 19 Jan 2026
Small Cozy Home
9.0 out of 10, Wonderful, (6)
"Ginny and Eric were wonderful host. The RV is well stocked and very clean. We enjoyed our stay and look forward to a return stay."
United States
Carolyn
The price is AU$197
includes taxes & fees
8 Jan - 9 Jan 2026
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages

Mobile Home in Ocala

The RV Manual
2.0 star property
9.0 out of 10, Wonderful, (2)
"Property owner was fantastic and very quick to respond to all of my questions! Property was very clean. "
United States
Autumn W.
The price is AU$224
includes taxes & fees
25 Jan - 26 Jan 2026
The RV Manual
2.0 star property
8.8 out of 10, Excellent, (6)
"We had a good experience and would book it again if we’re in the area. "
United States
Dale
The price is AU$154
includes taxes & fees
29 Dec - 30 Dec
Pleasant Days Lodging Southwest Cottage
10.0 out of 10, Exceptional, (10)
The price is AU$382
includes taxes & fees
16 Jan - 17 Jan 2026
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
10.0 out of 10, Exceptional, (1)
"Jeff was great, very available and welcoming "
United States
Danielle T.
The price is AU$377
includes taxes & fees
12 Jan - 13 Jan 2026
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect little getaway spot!"
United States
Russell B.
The price is AU$393
includes taxes & fees
28 Dec - 29 Dec
Cabin #3 Zen At The Palms Private HOT TUB
9.4 out of 10, Exceptional, (10)
"Dana was great to work with. Very accommodating. Convenient to shopping restaurants and entertainment."
United States
John
The price is AU$338
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom house in The Villages near Spanish Springs.
10.0 out of 10, Exceptional, (9)
"Very nice little trailer sitting on a beautifully landscaped property with natural surroundings. I really enjoyed hanging out in the trailer.."
United States
Anonymous traveller
The price is AU$200
includes taxes & fees
28 Dec - 29 Dec
Retro Style Camper. Close to I-75, WEC, Shopping

Holiday Home in Pine Ridge

Little Cute Home
8.4 out of 10, Very good, (6)
"Great quiet neighborhood, house was clean and nice. Easy to find."
United States
Nicholas H.
The price is AU$173
includes taxes & fees
4 Jan - 5 Jan 2026
Little Cute Home

Holiday Home in Pine Ridge

“Unwind. Relax. Escape.”
9.4 out of 10, Exceptional, (3)
"Such a great spot to stay, especially for families! Very accommodating and had everything we needed and more! Had the best Mother’s Day weekend there :) "
United States
Starla
The price is AU$377
includes taxes & fees
12 Jan - 13 Jan 2026
“Unwind. Relax. Escape.”
9.4 out of 10, Exceptional, (21)
"We loved staying in the Southwest Cottage at Pleasant days. The host was so accommodating are very nice. We loved feeding the horses and interacting with the dogs on site. We have already made reservations to stay again in August. We highly recommend staying here!!!"
United States
Deborah K.
The price is AU$163
includes taxes & fees
9 Jan - 10 Jan 2026
Pleasant Days Lodging Southwest Cottage
10.0 out of 10, Exceptional, (2)
"He was a very responsive host and very helpful! House was clean and had all the essentials in case you forgot something! Great experience "
United States
Brittany J.
The price is AU$321
includes taxes & fees
28 Dec - 29 Dec
Charming water front cottage with central AC,quiet area in lovely Inverness
9.8 out of 10, Exceptional, (20)
"Very nice love the house and neighborhood. "
United States
Rosa
The price is AU$536
includes taxes & fees
12 Jan - 13 Jan 2026
Private Spa/Heated Pool! Firepit, Pool/Game Tables-Near Crystal & Rainbow Rivers
10.0 out of 10, Exceptional, (5)
"The place was very well stocked and had amazing amenities."
United States
Jeremy
Cozy 2-bedroom townhome in amazing Lecanto with WiFi, AC

Holiday Home in Lake Panasoffkee

Newly renovated vacation house!
10.0 out of 10, Exceptional, (3)
"Awesome place"
United States
Michelle S.
The price is AU$256
includes taxes & fees
28 Dec - 29 Dec
Newly renovated vacation house!

Condo in Hernando

Florida Sunshine Condo
2.0 star property
8.0 out of 10, Very good, (5)
"I have grandparents in florida, and now that we have a baby it is hard to stay with them. This was the perfect spot for my family to stay in while visiting. Two full baths is perfect. The beds are clean and comfortable. It’s SO spacious, and a full kitchen was the cherry on top. Thank you SO much!! "
United States
Ashley D.
The price is AU$361
includes taxes & fees
10 Jan - 11 Jan 2026
Florida Sunshine Condo

Holiday Home in Lake Panasoffkee

Brand New! Modern Guesthouse!
8.0 out of 10, Very good, (1)
"This is a cute place in a quiet neighborhood. Just what we needed, a quiet place to stay while visiting family in the area. Very basic kitchen and dining needs. Enough to make easy meals to enjoy while there. It is NOT a five star hotel but we very much enjoyed this cute little place."
United States
Karen G.
The price is AU$184
includes taxes & fees
28 Dec - 29 Dec
Brand New! Modern Guesthouse!
10.0 out of 10, Exceptional, (1)
"Relaxing, and easy stay. Great communication with the host and my dogs enjoyed the property. Would stay here again to visit family"
United States
Heather T.
The price is AU$357
includes taxes & fees
4 Jan - 5 Jan 2026
Classic Mid Century Home with Fenced Yard near The Village’s
8.0 out of 10, Very good, (1)
"Our host was very helpful, provided dining recommendations and was quick to respond. The property was clean and in a quiet neighborhood. "
United States
Tina H.
The price is AU$517
includes taxes & fees
12 Jan - 13 Jan 2026
Brand New 3BR, 2BA, Sleeps 8, Near Key Sights
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 holiday rentals

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

Rutland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland holiday rentals we have selected for you start as low as AU$338 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland holiday 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 holiday.

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

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 are some of the best holiday rentals that Rutland has to offer?

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: This holiday home rental outside of Rutland offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.