Holiday Rentals in Rutland

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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, (8 reviews)
"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 €96
includes taxes & fees
25 Jan - 26 Jan
Small Cozy Home

Mobile Home in Ocala

The RV Manual
2.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"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 €126
includes taxes & fees
28 Jan - 29 Jan
The RV Manual
9.0 out of 10, Wonderful, (6 reviews)
"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 €116
includes taxes & fees
23 Jan - 24 Jan
36’ Vintage Comfortable RV Screened Patio, 3 Acres 15min to Ocala & The Villages
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful place,we really enjoyed the pool and the game room."
United States
Anna L.
The price is €302
includes taxes & fees
21 Jan - 22 Jan
Private Spa/Heated Pool! Firepit, Pool/Game Tables-Near Crystal & Rainbow Rivers
10.0 out of 10, Exceptional, (10 reviews)
"Very nice enjoyed it."
United States
Joyce G.
The price is €195
includes taxes & fees
31 Jan - 1 Feb
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
10.0 out of 10, Exceptional, (2 reviews)
"Jeff has a beautiful place in The Villages. It is clean, well furnished, and comfortable. "
United States
Debbie T.
Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen
9.8 out of 10, Exceptional, (16 reviews)
"The property was comfortable, clean, and very private. "
United States
Dave L.
The price is €194
includes taxes & fees
2 Feb - 3 Feb
Cabin #2 Zen At The Palms 5 Star Adult Resort minutes from scalloping & fishing
2.0 star property
8.8 out of 10, Excellent, (6 reviews)
"We had a good experience and would book it again if we’re in the area. "
United States
Dale
The price is €100
includes taxes & fees
21 Jan - 22 Jan
Pleasant Days Lodging Southwest Cottage
9.6 out of 10, Exceptional, (13 reviews)
"Dana was great to work with. Very accommodating. Convenient to shopping restaurants and entertainment."
United States
John
Charming 2-bedroom house in The Villages near Spanish Springs.
10.0 out of 10, Exceptional, (9 reviews)
"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 €117
includes taxes & fees
21 Jan - 22 Jan
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 reviews)
"Great quiet neighborhood, house was clean and nice. Easy to find."
United States
Nicholas H.
The price is €106
includes taxes & fees
26 Jan - 27 Jan
Little Cute Home
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place to stay."
United States
Nancy M.
Farm living by Santos Trails & the Villages!
9.0 out of 10, Wonderful, (2 reviews)
"We had a great stay! The place was very clean, the beds were comfortable, and the location was excellent. The host was awesome always checking in to make sure everything was good and if we needed anything. They also gave us great tips on local restaurants. Highly recommend!"
United States
Wladia D.
The price is €320
includes taxes & fees
2 Feb - 3 Feb
Brand New 3BR, 2BA, Sleeps 8, Near Key Sights
10.0 out of 10, Exceptional, (5 reviews)
"We had such an amazing stay at this beautiful home we booked it again!Extremely clean inside and out. The kitchen has everything we needed to cook meals, and the beds were incredibly comfortable. The host was very communicative and readily answered any questions we had.. We would definitely book again!" "
United States
Karen S.
The price is €313
includes taxes & fees
21 Jan - 22 Jan
Ember's Place. Charming 4-bedroom w/ Hammock & Arcade games, in enchanting Ocala
2.0 star property
8.0 out of 10, Very good, (1 review)
"the unit is good but backs up to very busy road. It would have been nice to have a few throw blankets. The host required extensive forms and info that I have never provided before and we were not able to access unit until after the 4 pm time."
United States
Kim p.
The price is €385
includes taxes & fees
30 Jan - 31 Jan
Beautiful 3BR Ocala Home Perfect for Families
10.0 out of 10, Exceptional, (16 reviews)
"Clean property, quiet as advertised "
United States
Randal G.
The price is €150
includes taxes & fees
2 Feb - 3 Feb
Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely wonderful cottage to relax and unwind close to nature. All sorts of amenities provided with the cottage and the host does a great job of making sure nothing is missed to make sure you have a good time. Would definitely book again. "
United States
Todd L.
The price is €222
includes taxes & fees
20 Feb - 21 Feb
Charming water front cottage with central AC,quiet area in lovely Inverness
10.0 out of 10, Exceptional, (3 reviews)
"This rental was perfect for our family! It was clean, well stocked and in a great location! Having the golf cart was a bonus as well. Would definitely rent this property again! "
United States
Emily E.
Charming 2-bedroom house in The Villages with Golf Cart

Holiday Home in Pine Ridge

“Unwind. Relax. Escape.”
9.4 out of 10, Exceptional, (3 reviews)
"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 €206
includes taxes & fees
21 Jan - 22 Jan
“Unwind. Relax. Escape.”
9.2 out of 10, Wonderful, (31 reviews)
"Perfect cabin weekend getaway. "
United States
Lindsey G.
The price is €193
includes taxes & fees
23 Jan - 24 Jan
A/C, Firepit, Grill, Pet Friendly
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

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, apart-hotels, 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 favorite 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 depends 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 €193 per night. Entering your travel dates in the search wizard you might find 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.