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Rutland Vacation Rentals

Check prices for these dates

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

Our top choices for Rutland vacation 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.
$198 nightly
The price is $217
Oct 2 - Oct 3
Total with taxes and fees
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.
$193 nightly
The price is $211
Oct 2 - Oct 3
Total with taxes and fees
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.
$119 nightly
The price is $126
Oct 2 - Oct 3
Total with taxes and fees
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.
$287 nightly
The price is $315
Oct 4 - Oct 5
Total with taxes and fees
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.
$90 nightly
The price is $95
Oct 4 - Oct 5
Total with taxes and fees
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.
$238 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
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.
$257 nightly
The price is $283
Oct 4 - Oct 5
Total with taxes and fees
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.
$172 nightly
The price is $182
Oct 2 - Oct 3
Total with taxes and fees
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
$279 nightly
The price is $309
Oct 4 - Oct 5
Total with taxes and fees
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
$210 nightly
The price is $233
Oct 2 - Oct 3
Total with taxes and fees
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.
$65 nightly
The price is $68
Oct 10 - Oct 11
Total with taxes and fees
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.
$192 nightly
The price is $203
Oct 4 - Oct 5
Total with taxes and fees
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.
$197 nightly
The price is $216
Oct 2 - Oct 3
Total with taxes and fees
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.
$215 nightly
The price is $228
Oct 2 - Oct 3
Total with taxes and fees
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.
$146 nightly
The price is $160
Oct 14 - Oct 15
Total with taxes and fees
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.
$229 nightly
The price is $251
Oct 4 - Oct 5
Total with taxes and fees
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
$181 nightly
The price is $201
Oct 2 - Oct 3
Total with taxes and fees
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.
$310 nightly
The price is $329
Oct 5 - Oct 6
Total with taxes and fees
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 9 hours ago
Comfort Inn & Suites Wildwood - The Villages

Find out more about Rutland

Everything you need to know about Rutland vacation rentals

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

Rutland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $266 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation 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 vacation.

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 vacation rentals in Rutland?

Yes, there are vacation rentals close to the most popular attractions in Rutland, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Rutland?

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: Visitors like this Rutland vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill 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 larger area, you’ll find Half Moon Wildlife Management Area and Fort Cooper State Park.

What’s a vacation rental in Rutland like?

Vacation rentals are privately owned properties you can book for several days or longer in Rutland. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.