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Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rutland vacation rentals

A compact RV kitchen with a double sink, wooden cabinets, a window, and a small countertop area.

1. 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 CA $113
CA $138 total
includes taxes & fees
Nov 9 - Nov 10
RV camper in a peaceful place
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

2. 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 CA $95
CA $125 total
includes taxes & fees
Nov 9 - Nov 10
old Florida cottage canal front
A modern living space with a sofa, a dining table, a kitchen area, and a flat-screen TV mounted on the wall.

3. Brand New! Modern Guesthouse!

Brand New! Modern Guesthouse!
Lake Panasoffkee
8.0 out of 10, Very good, (1 review)
"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 CA $127
CA $153 total
includes taxes & fees
Nov 9 - Nov 10
Brand New! Modern Guesthouse!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

4. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (7 reviews)
"Awesome place"
United States
Michelle S.
The price is CA $174
CA $204 total
includes taxes & fees
Nov 9 - Nov 10
Newly renovated vacation house!
A wooden console table with a fireplace, a decorative vase, and various items on top.

5. 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 property was very clean and pet friendly. We enjoyed our stay."
United States
Julie B.
The price is CA $108
CA $246 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Pink Vintage Studio with Private Fenced Yard
A farm with three cows and a chicken.

6. 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 CA $94
CA $200 total
includes taxes & fees
Nov 9 - Nov 10
Farm living by Santos Trails & the Villages!
A covered outdoor area with a table and chairs, a view of a blue house, and a white fence.

7. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
The price is CA $224
CA $296 total
includes taxes & fees
Nov 9 - Nov 10
Lakeside Serenity Retreat
A kitchen with wooden cabinets, a large island with stools, a window, and a white stove.

8. 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, (13 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 CA $159
CA $289 total
includes taxes & fees
Nov 9 - Nov 10
Charming water front cottage with central AC,quiet area in lovely Inverness
A stone fire pit in a circular stone seating area, surrounded by grass and trees with hanging moss, overlooking a body of water.

9. 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 CA $140
CA $291 total
includes taxes & fees
Nov 9 - Nov 10
Paddle, Fish & Swim! Hernando Lake Cabin
A pool table with balls, a sofa, and a dining area with chairs.

10. 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 CA $110
CA $369 total
includes taxes & fees
Nov 10 - Nov 11
Charming Citrus 3BR/2BA house-steps to Downtown Inverness Entertainment Dining
A covered porch with a view of a grassy area and a body of water.

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

Lake View, Pool Access! Pet-friendly Hernando Stay
3.0 star property
Hernando
The price is CA $170
CA $284 total
includes taxes & fees
Nov 9 - Nov 10
Lake View, Pool Access! Pet-friendly Hernando Stay
A modern kitchen with a large island, stainless steel appliances, and wooden bar stools.

12. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Lake Panasoffkee
9.6 out of 10, Exceptional, (58 reviews)
"We booked for a week for our family of 7. There was plenty of space with room for more people. We ended up having extra space to have family over for dinner. We were down for our grandparents 75th wedding anniversary, but ended up losing grandpa before the big day. The owner worked with me to book an extra day to stay longer with our family."
United States
Jessica
The price is CA $191
CA $483 total
includes taxes & fees
Nov 9 - Nov 10
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
A covered porch with a view of a grassy area and a body of water.

13. Lake View, Pool Access! Pet-Friendly Hernando Stay

Lake View, Pool Access! Pet-Friendly Hernando Stay
Hernando
4.0 out of 10, (1 review)
"I dead bugs all over my bed poor water pressure temperature in the shower was too hot"
United States
TJ S.
The price is CA $124
CA $273 total
includes taxes & fees
Nov 9 - Nov 10
Lake View, Pool Access! Pet-Friendly Hernando Stay
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

14. 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 CA $161
CA $362 total
includes taxes & fees
Nov 30 - Dec 1
Charming 2-bedroom house with AC in Inverness and close to LakeHenderson
A living room with a television on a stand, a wicker shelf, and a dining area in the background.

15. Cozy Duplex Retreat 2 Private 1BR/1BA Suites

Cozy Duplex Retreat 2 Private 1BR/1BA Suites
Inverness
The price is CA $113
CA $174 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Duplex Retreat 2 Private 1BR/1BA Suites
A modern kitchen with a central island, white cabinets, and pendant lighting.

16. Boutique Mid-Century Home by Villages Fenced Yard

Boutique Mid-Century Home by Villages Fenced Yard
Coleman
9.8 out of 10, Exceptional, (9 reviews)
"Lovely and clean home. I would 100% stay here again. "
United States
Morgan M.
The price is CA $197
CA $375 total
includes taxes & fees
Nov 9 - Nov 10
Boutique Mid-Century Home by Villages Fenced Yard
A clear swimming pool with lounge chairs and a covered seating area.

17. FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Winifred
10.0 out of 10, Exceptional, (68 reviews)
"Great house and host!"
United States
Becky F.
The price is CA $106
CA $416 total
includes taxes & fees
Nov 12 - Nov 13
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
A hallway leading to a dining area with a bar and chairs.

18. Home away from home entire house

Home away from home entire house
Chatham
9.8 out of 10, Exceptional, (38 reviews)
"Great location. Cute villa in quiet neighborhood. Would definitely recommend."
United States
Toni-ann P.
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.

19. The biking Manatee!

The biking Manatee!
Inverness
9.8 out of 10, Exceptional, (17 reviews)
"The home was amazing we loved it and will definitely stay again.."
United States
Ronald A.
The price is CA $184
CA $373 total
includes taxes & fees
Nov 11 - Nov 12
The biking Manatee!
A swimming pool with lounge chairs and umbrellas, surrounded by a covered area with a clear view of the sky.

20. Complimentary Golf Cart! Home in The Villages

Complimentary Golf Cart! Home in The Villages
Lynnhaven
10.0 out of 10, Exceptional, (23 reviews)
"Everything was great, check in, rates and the house property. Definitely will be back."
United States
Francine R.
The price is CA $100
CA $463 total
includes taxes & fees
Dec 1 - Dec 2
Complimentary Golf Cart! Home in The Villages
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 Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

8/10 Good
"Parking and staff"
Cynthia 1-night trip
Posted 1 hour ago
Comfort Suites Lady Lake - 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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland vacation rentals we have selected for you start as low as CA $289 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 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.