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Cottages in Highlands County

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Highlands County cottages

A rustic cabin with a porch, surrounded by trees and a wooded area.

1. Beautiful cottage on lake istokpoga with lake view!

Beautiful cottage on lake istokpoga with lake view!
Lake Placid
4.0 out of 10, (3 reviews)
"List "
United States
Jaime G.
Beautiful cottage on lake istokpoga with lake view!
A kitchen shelf with jars of spices, a bottle of cooking spray, and a white candle.

2. This old Florida feeling getaway is 420 friendly and a great place to just relax

This old Florida feeling getaway is 420 friendly and a great place to just relax
Avon Park
8.0 out of 10, Very good, (4 reviews)
"We were very fascinated by the farm animals and the dogs "
United States
Debi D.
The price is AED 281
AED 534 total
includes taxes & fees
2 Nov - 3 Nov
This old Florida feeling getaway is 420 friendly and a great place to just relax
A gazebo with a view of the water, two chairs, and a stone pathway.

3. Beautiful 2/2 Cottage waterfront property on Lake Jackson in Sebring FL.

Beautiful 2/2 Cottage waterfront property on Lake Jackson in Sebring FL.
Sebring
10.0 out of 10, Exceptional, (3 reviews)
"The cottage was great, nothing negative to say! Had a great time!"
United States
Denise G.
Beautiful 2/2 Cottage waterfront property on Lake Jackson in Sebring FL.
Exterior

4. Charming Sebring Historic Registry Home Near Circle and Across from Lake Jackson

Charming Sebring Historic Registry Home Near Circle and Across from Lake Jackson
Sebring
10.0 out of 10, Exceptional, (14 reviews)
"Very clean home located in a nice area. "
United States
Brian C.
Charming Sebring Historic Registry Home Near Circle and Across from Lake Jackson
A wooden deck with a view of a lake, dock, and boats.

5. Sunset Cove Cottage – Breathtaking Lake Views & Lakeside Living

Sunset Cove Cottage – Breathtaking Lake Views & Lakeside Living
Lake Placid
10.0 out of 10, Exceptional, (3 reviews)
"Very nice property everything worked as it should have! 10 out of 10 on place to stay!"
United States
scott a.
Sunset Cove Cottage – Breathtaking Lake Views & Lakeside Living
A wooden deck with wicker chairs and a small table, overlooking a calm body of water at sunset.

6. The Legacy Lake Cottage on sought after Lake June in Winter- Recently Renovated!

The Legacy Lake Cottage on sought after Lake June in Winter- Recently Renovated!
Lake Placid
10.0 out of 10, Exceptional, (6 reviews)
"Our daughter‘s dog was welcome and she had a wonderful time. We enjoyed our stay and hope to come back sometime in the future."
United States
Robert S.
The Legacy Lake Cottage on sought after Lake June in Winter- Recently Renovated!
A single-story house with a covered patio, a garage, and a lawn.

7. Welcome to The Lake Grassy Workshop Retreat!

Welcome to The Lake Grassy Workshop Retreat!
Lake Placid
Welcome to The Lake Grassy Workshop Retreat!
A single-story house with a porch, a small front yard, and a tree with hanging moss.

8. LAKE-FRONT AT BEAUTIFUL SANDY SHORE LAKE PLACID, FL

LAKE-FRONT AT BEAUTIFUL SANDY SHORE LAKE PLACID, FL
Lake Placid
9.8 out of 10, Exceptional, (11 reviews)
"Property was good and worked well for our business trip. I would stay here again!"
United States
Miles G.
LAKE-FRONT AT BEAUTIFUL SANDY SHORE LAKE PLACID, FL
A covered patio with a table and chairs, large windows, and a ceiling fan.

9. Sebring Serenity: Waterfront Retreat w/ Boat Dock!

Sebring Serenity: Waterfront Retreat w/ Boat Dock!
3.0 star property
Sebring
Sebring Serenity: Waterfront Retreat w/ Boat Dock!
A covered outdoor seating area with a cushioned bench, a small table, and a red umbrella.

10. Lakefront Florida Retreat - Pool Table & Boat Dock

Lakefront Florida Retreat - Pool Table & Boat Dock
Lake Placid
9.8 out of 10, Exceptional, (21 reviews)
"The house was exactly as I expected. Maria was very helpful and made sure we were greeted with everything we needed. I would definitely stay there again."
United States
Courtney C.
Lakefront Florida Retreat - Pool Table & Boat Dock
A covered patio with a table and chairs, a door with a glass panel, and a view of a grassy area with trees.

11. Walk to Lake Placid: Family Home w/ BBQ & Bar Area

Walk to Lake Placid: Family Home w/ BBQ & Bar Area
3.0 star property
Lake Placid
Walk to Lake Placid: Family Home w/ BBQ & Bar Area
A modern living room with a grey sofa, a wooden coffee table, and a view of a lake.

12. 1 Mi to Boat Ramp! Lake Placid Home w/ Dock

1 Mi to Boat Ramp! Lake Placid Home w/ Dock
3.0 star property
Lake Placid
1 Mi to Boat Ramp! Lake Placid Home w/ Dock
A wooden deck with a table and chairs, ceiling fans, and a view of trees.

13. Rustic 4BR Farm Retreat Near Sebring Raceway

Rustic 4BR Farm Retreat Near Sebring Raceway
3.0 star property
Sebring
Rustic 4BR Farm Retreat Near Sebring Raceway
A single-story house with a garage, a front lawn, and a clear blue sky.

14. Waterfront Lake Placid Escape w/ Dock & Lanai

Waterfront Lake Placid Escape w/ Dock & Lanai
3.0 star property
Lake Placid
10.0 out of 10, Exceptional, (2 reviews)
"My son and 2 friends stayed here for a couple of nights, as they evacuated from Englewood before hurricane Milton. Very nice place, very nice owner."
United States
Steve
Waterfront Lake Placid Escape w/ Dock & Lanai
A covered patio with a round table and chairs, large windows offering a view of the outdoors, and ceiling fans.

15. Waterfront Home w/ Boat Dock in Lake Placid!

Waterfront Home w/ Boat Dock in Lake Placid!
3.0 star property
Lake Placid
Waterfront Home w/ Boat Dock in Lake Placid!
A residential house with a double door entrance, a covered driveway, and a well-maintained lawn.

16. Walk to Lake: Home w/ Screened Porch in Sebring!

Walk to Lake: Home w/ Screened Porch in Sebring!
3.0 star property
Sebring
9.4 out of 10, Exceptional, (3 reviews)
"Nice place "
Mexico
Hector
Walk to Lake: Home w/ Screened Porch in Sebring!
A patio area with a fire pit, outdoor furniture, and a view of a lake with a dock.

17. Waterfront Lake Placid Home w/ Dock & Fire Pit

Waterfront Lake Placid Home w/ Dock & Fire Pit
3.0 star property
Lake Placid
Waterfront Lake Placid Home w/ Dock & Fire Pit
Interior

18. The Sunset Cove Cottage at Magnificent Lake Placid- Newly Renovated

The Sunset Cove Cottage at Magnificent Lake Placid- Newly Renovated
Lake Placid
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful views, easy check-in, property owner was very responsive!"
United States
Johanna T.
The Sunset Cove Cottage at Magnificent Lake Placid- Newly Renovated
A single-story house with a garage, surrounded by a well-maintained lawn and palm trees.

19. 5 Mi to Highlands Hammock: Home w/ Fenced-in Yard

5 Mi to Highlands Hammock: Home w/ Fenced-in Yard
3.0 star property
Sebring
5 Mi to Highlands Hammock: Home w/ Fenced-in Yard
A building with a blue roof and white walls, surrounded by well-maintained grass and palm trees.

20. 1 Mi to Links! Resort Home Near Raceway in Sebring

1 Mi to Links! Resort Home Near Raceway in Sebring
3.0 star property
Sun 'N Lake
8.0 out of 10, Very good, (1 review)
"Pros: Property was very new and clean. Great communication from owner. We actually had reserved another house, and the owner messaged me the day of and said it was having air-conditioning issues and that she was able to send us to another property right next-door. Was very thankful for this accommodation. Cons: Community pool has a $5 per person fee associated; as previous reviewer said, beds were very hard. Also, not a huge deal, but could have used some more kitchen items- cooking sheet,...
United States
Rachael
1 Mi to Links! Resort Home Near Raceway in Sebring
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 Highlands County Hotel Reviews

SEVEN Sebring Raceway Hotel

SEVEN Sebring Raceway Hotel

10/10 Excellent
"Beautiful hotel and so fun to see the cars racing around the track. We had a great experience staying here. We'll definitely be back!"
Jessica 2-night trip
Posted 7 hours ago
SEVEN Sebring Raceway Hotel

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