Holiday houses in Rutland

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Top-rated holiday rentals in Rutland

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A charming treehouse sits elevated among large trees, connected by a wooden bridge. Surrounding space features a well-arranged outdoor sitting area with round wooden seating, and ample green grass is visible below, enhancing the natural setting.
Treehouse in Ocala
4.85 out of 5 average rating, 201 reviews

Woodpecker Treehouse Retreat

Take some time for yourself and enjoy the treehouse, you will marvel at nature, you will be surrounded by beautiful birds of different types, explore the place just 10 minutes from Santos Trailhead and 35 from Rainbow Springs. After you finish visiting Ocala and seeing its incredible recreational areas, enjoy our hot tub with hydro massage, relax in our hanging mesh, gather around the fire pit and make s'mores. Our Treehouse promises the perfect blend of nature's tranquility and modern comfort!

Top Guest favourite
A screened porch offers a view of the water and surrounding landscape, with seating options including a red leather chair and a light-colored sofa. Natural light fills the space, enhancing the connection with the outdoors.
Cottage in Inverness
4.95 out of 5 average rating, 132 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top Guest favourite
The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.
Cabin in Floral City
4.97 out of 5 average rating, 160 reviews

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Top Guest favourite
A well-maintained pathway leads through a grassy area towards two adjacent structures. One features large screened windows, while the other displays a decorative wall accent. In the background, a view of the water can be seen, framed by lush greenery.
Home in Inverness
4.95 out of 5 average rating, 232 reviews

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

Guest favourite
A spacious bedroom contains a large bed with a patterned coverlet and neatly arranged towels. Nightstands with lamps are positioned on either side, and a dresser is seen against one wall. Natural light enters through a window adorned with blinds.
Farm stay in Floral City
4.87 out of 5 average rating, 115 reviews

Quaint Cottage on an Old Florida Orange Grove

Come stay with us at The Grove! Located on a retired orange grove on the Floral City chain of lakes, you are sure to have a one-of-a-kind Florida experience. Stroll amongst citrus, ancient oaks, and abundant flora on our 66-acre property. We have a walking path right on the water, or get adventurous and explore the wild "north 40" acres! An exceptional piece of land, we neighbor the Flying Eagle Preserve. And only a few miles away from some of Floridas most famous freshwater springs!

Top Guest favourite
A wooden dock extends over calm waters, providing a serene view of the lake. Two blue Adirondack chairs are occupied, facing the tranquil surface. Lush greenery and water lilies are visible in the background, creating a peaceful waterfront setting.
Campervan/RV in Hernando
4.93 out of 5 average rating, 226 reviews

Lakefront Private Waterfront, dock 2kayaks & canoe

Magical lakefront setting. It is centrally located on the shores of Lake Hernando- the largest lake in the 25 mile chain of lakes known as the Tsala Apopka chain of lakes. Your waterfront retreat includes: Queen memory foam, Wi-Fi, TV, Bluetooth stereo, full kitchen, deck, grill, 2 free kayaks and canoe to explore, dock, fire pit, automatic gate security. This central location is perfect for nearby fun- Inverness 10 min. Crystal River 15 min, Ocala, Rainbow River or Homosassa 20 min

Top Guest favourite
Guesthouse in Inverness
4.9 out of 5 average rating, 143 reviews

Tranquil guest home with beautiful salt water pool

Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

Top Guest favourite
A sunlit family room features a striped couch adorned with decorative pillows, positioned around a wooden coffee table. Light-colored walls complement the warm wooden flooring. A dining area is visible in the background, enhancing the room's open feel.
Home in Inverness
4.99 out of 5 average rating, 232 reviews

Entire 2 bedroom home w/1 car garage in Inverness

A cute, cozy home with 2 bedrooms and 2 bathrooms, one with a walk in shower. The family room has a sleeper sofa, if needed as well as a TV, cable and wifi. Minutes from downtown Inverness, shopping, restaurants, boat launch, parks and the Withlacoochie walk/ride trail. Perfect get away whether for a few days or a snow bird experience. Fully fenced back yard makes the home pet dog friendly; however we do request prior approval. No smoking or Vaping on the premises. No parties.

Guest favourite
A serene waterway reflects the cloudy sky and surrounding trees. Calm water surfaces mirror the landscape, creating a peaceful scene. Several boats are docked along the banks, complementing the tranquil atmosphere of the setting.
Home in Inverness
4.96 out of 5 average rating, 103 reviews

Cypress Cottage

Handicap accessible. Relax with the whole family at this peaceful place to stay. On a dead end street on a channel that goes out to some lakes in the area. Have a canoe,peddle boat and three bikes included to use during your stay. Little over an hour from Orlando Airport and about the same from Tampa Airport. 30 minute drive to Homosassa Springs that has many attractions. If you see any alligators please do not feed them. They become a nuisance and it’s also against the law.

Top Guest favourite
A wooden dock extends over calm waters, framed by lush greenery and moss-draped trees. The tranquil scene is complemented by a screened dockhouse nearby, providing a secluded spot for relaxation and enjoying the natural surroundings.
Cottage in Floral City
4.94 out of 5 average rating, 222 reviews

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Top Guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 183 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Top Guest favourite
A wooden door with a pointed roof stands surrounded by lush green foliage. The door features two windows with sheer curtains, providing a glimpse of the natural surroundings, while a stone pathway leads up to it, enhancing the inviting entrance.
Farm stay in Ocala
4.97 out of 5 average rating, 371 reviews

Tiny Hobbit cabin on lovely Fort Brook Horse Farm

Hi everyone! This little cabin is a bedroom with a queen size bed. It is camping. It includes coffee maker,pods Cream , Sugar. It has a/c electricity and a lamp. The restroom and showers are Close by. You have a fire pit that is a grill and table and chairs just out front. You might want to grab some wood and match light charcoal makes cooking on the grill easier. You are welcome to pet the horses and goats. We allow well behaved dogs that are leashed.

Popular amenities for Rutland holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Rutland