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Rutland Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Rutland holiday rentals

A single-story house with a large glass door and windows, surrounded by a grassy yard and trees.

1. Cute, clean home on big private lot in Inverness FL.

Cute, clean home on big private lot in Inverness FL.
Inverness
10.0 out of 10, Exceptional, (16 reviews)
"Cozy place to stay! Host left clear, easy check out introductions. Jill’s house was clean and decorations were nicely done! "
United States
Kristine B.
The price is HK$785
HK$1,705 total
includes taxes & fees
2 Oct - 3 Oct
Cute, clean home on big private lot in Inverness FL.
A kitchen with wooden cabinets, a large island with stools, a window, and a white stove.

2. Charming water front cottage with central AC,quiet area in lovely Inverness

Charming water front cottage with central AC,quiet area in lovely Inverness
Inverness
10.0 out of 10, Exceptional, (11 reviews)
"Nice quiet and peaceful place. Host very quick on answering questions. Stayed 13 days in February of 2026. Would stay again, very nice place."
United States
Richard S.
The price is HK$883
HK$1,659 total
includes taxes & fees
2 Oct - 3 Oct
Charming water front cottage with central AC,quiet area in lovely Inverness
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

3. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (6 reviews)
"Awesome place"
United States
Michelle S.
The price is HK$777
HK$988 total
includes taxes & fees
2 Oct - 3 Oct
Newly renovated vacation house!
A covered wooden deck with a view of a calm body of water and trees.

4. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
Floral City
10.0 out of 10, Exceptional, (1 review)
"Very clean & cozy. Great chairs around the fire pit. The hot tub was really hot & clean. Quiet area & somewhat secluded."
United States
geri b.
The price is HK$777
HK$2,468 total
includes taxes & fees
13 Oct - 14 Oct
Riverfront Floral City Stay w/ Dock & Hot Tub!
A compact RV kitchen with a double sink, wooden cabinets, a window, and a small countertop area.

5. RV camper in a peaceful place

RV camper in a peaceful place
Lake Panasoffkee
10.0 out of 10, Exceptional, (2 reviews)
"From pre-reservation questions, to check-in to check-out, Julia was very responsive. The property was just what we needed for our weekend. Quiet, quaint and all the basics were provided. Thank you!"
United States
Kevin B.
The price is HK$549
HK$745 total
includes taxes & fees
10 Oct - 11 Oct
RV camper in a peaceful place
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. Charming 2-bedroom house with AC in Inverness and close to LakeHenderson

Charming 2-bedroom house with AC in Inverness and close to LakeHenderson
Inverness
9.4 out of 10, Exceptional, (3 reviews)
"Everything was awesome, thank you. "
United States
Scott H.
The price is HK$869
HK$2,047 total
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom house with AC in Inverness and close to LakeHenderson
A pool table with balls, a sofa, and a dining area with chairs.

7. Charming Citrus 3BR/2BA house-steps to Downtown Inverness Entertainment Dining

Charming Citrus 3BR/2BA house-steps to Downtown Inverness Entertainment Dining
Inverness
10.0 out of 10, Exceptional, (1 review)
"Great three bedroom house in a quiet community, easy check-in host communication was great!Thx Brian"
United States
Brian J.
The price is HK$615
HK$2,217 total
includes taxes & fees
4 Oct - 5 Oct
Charming Citrus 3BR/2BA house-steps to Downtown Inverness Entertainment Dining
A wooden console table with a fireplace, a decorative vase, and various items on top.

8. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is HK$600
HK$1,445 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Pink Vintage Studio with Private Fenced Yard
A covered wooden deck with a view of a calm body of water and trees.

9. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is HK$1,036
HK$2,428 total
includes taxes & fees
4 Oct - 5 Oct
Riverfront Floral City Stay w/ Dock & Hot Tub!
A bedroom with a bed, a nightstand, a lamp, a painting, and a door.

10. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
The price is HK$1,412
HK$1,829 total
includes taxes & fees
3 Oct - 4 Oct
Lakeside Serenity Retreat
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

11. old Florida cottage canal front

old Florida cottage canal front
Lake Panasoffkee
8.8 out of 10, Excellent, (8 reviews)
"Host was responsive and friendly. Place is great. Neighbors are wonderful. "
United States
Jeremy A.
The price is HK$318
HK$531 total
includes taxes & fees
10 Oct - 11 Oct
old Florida cottage canal front
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

12. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
The price is HK$741
HK$1,611 total
includes taxes & fees
14 Oct - 15 Oct
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A stone fire pit in a circular stone seating area, surrounded by grass and trees with hanging moss, overlooking a body of water.

13. Paddle, Fish & Swim! Hernando Lake Cabin

Paddle, Fish & Swim! Hernando Lake Cabin
Hernando
10.0 out of 10, Exceptional, (1 review)
"Everything went smooth and easy from checking in to checking out, and its an airboat friendly place with airboat parking. "
United States
Michael M.
The price is HK$777
HK$1,696 total
includes taxes & fees
14 Oct - 15 Oct
Paddle, Fish & Swim! Hernando Lake Cabin
A sign for 'Big Bass' with a parrot and a fish, indicating a waterfront resort.

14. Cabin on lake panasoffkee, near top spot big bass grill

Cabin on lake panasoffkee, near top spot big bass grill
Lake Panasoffkee
8.0 out of 10, Very good, (2 reviews)
"The cabin was so cute and cleanThe only thing I wish there was a microwave. No big deal. I heated my stuff on the stove "
United States
Mary B.
The price is HK$883
HK$1,786 total
includes taxes & fees
14 Oct - 15 Oct
Cabin on lake panasoffkee, near top spot big bass grill
A compact bedroom with a bed, a desk, and a chair. There is a ceiling fan and a window with blinds.

15. Farm living by Santos Trails & the Villages!

Farm living by Santos Trails & the Villages!
Summerfield
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay."
United States
Nancy M.
The price is HK$596
HK$1,259 total
includes taxes & fees
14 Oct - 15 Oct
Farm living by Santos Trails & the Villages!
A spacious living room with a ceiling fan, a sliding glass door leading to an outdoor area, a fireplace, and a comfortable seating arrangement.

16. Cozy Cottage, private back yard, and free coffee!

Cozy Cottage, private back yard, and free coffee!
Wildwood
9.8 out of 10, Exceptional, (42 reviews)
"Perfect dog friendly clean cute lil house "
United States
Kevin P.
Cozy Cottage, private back yard, and free coffee!
A hallway leading to a dining area with a bar and chairs.

17. Home away from home entire house

Home away from home entire house
Chatham
9.8 out of 10, Exceptional, (38 reviews)
"Would stay here again in a heartbeat! Everything was great from the communication with the host, cleanliness of the house, easy check-in, all awesome. We had a great time!"
United States
Tyler S.
Home away from home entire house
A spacious living area with a dark wooden floor, a dining table with chairs, a kitchen with white cabinets, and a large window providing natural light.

18. The biking Manatee!

The biking Manatee!
Inverness
9.6 out of 10, Exceptional, (14 reviews)
"The home was amazing we loved it and will definitely stay again.."
United States
Ronald A.
The price is HK$847
HK$1,928 total
includes taxes & fees
5 Oct - 6 Oct
The biking Manatee!
A covered porch with a view of a grassy area and a body of water.

19. Lake View, Pool Access! Pet-friendly Hernando Stay

Lake View, Pool Access! Pet-friendly Hernando Stay
3.0 star property
Hernando
The price is HK$942
HK$1,578 total
includes taxes & fees
2 Oct - 3 Oct
Lake View, Pool Access! Pet-friendly Hernando Stay
A covered patio with a table and chairs, overlooking a beach and water.

20. Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Lake Panasoffkee
8.8 out of 10, Excellent, (6 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
The price is HK$1,144
HK$2,580 total
includes taxes & fees
5 Oct - 6 Oct
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
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

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages

8/10 Good
"Clean, comfortable beds"
steve 3-night trip
Posted 10 hours ago
Comfort Inn & Suites Wildwood - The Villages

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
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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 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 Florida Horse Park. In the wider area, you’ll find Half Moon Wildlife Management Area and Fort Cooper State Park.

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.