Title: Highland City Cottages from CA $118 | Expedia.ca [Highland City Travel Guide](https://expedia.ca/Highland-City.dx553248635975864405)[Hotels in Highland City](https://expedia.ca/Highland-City-Hotels.d553248635975864405.Travel-Guide-Hotels)[Vacation Rentals in Highland City](https://expedia.ca/Highland-City-Vacation-Rentals.d553248635975864405.Travel-Guide-VacationRentals)[Highland City Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-City.d553248635975864405.Car-Rental-Guide)[Highland City Vacation Packages](https://expedia.ca/Highland-City.d553248635975864405.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Highland City Cottage Rentals from CA $118 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Highland City Cottages ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/ad468c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/a7d343f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/3f53f763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/1d7e29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn Winter Haven 10/10 Exceptional (2) "We absolutely loved our stay here! The house was well stocked with lots of games, movies, toys. All combined with the piano, foosball table, screened in porch and private backyard gave us plenty to do as a family with all ages. Everything was of very high quality and comfortable. We also really appreciated how responsive, friendly, and accommodating our hosts and their staff were. We will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna N. CA $161 CA $391 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89640000/89635100/89635062/d94a6bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89640000/89635100/89635062/5bc04f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89640000/89635100/89635062/3f617b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89640000/89635100/89635062/983e7aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cottage Near Legoland & Chain of Lakes Lake Hamilton 10/10 Exceptional (6) "We enjoyed our stay in this cosy cottage. It has everything you need for a stay. Clean and very responsive to any issues. We would definitely recommend." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Stephanie B. CA $140 CA $288 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Lake-Hamilton-Hotels-Luxury-Cottage-Near-Legoland-Chain-Of-Lakes.h89635062.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/50a06dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a66b5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a2866d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/9828479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Ida Beach Resort Winter Haven 7.4/10 Good (183) "Ac was out of reach, whole area was in total disarray trash etc. we did not stay and should be taken off your list. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil CA $105 CA $118 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117620000/117619900/117619898/6919bd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117620000/117619900/117619898/4b563550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117620000/117619900/117619898/70c3f621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117620000/117619900/117619898/ce115948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Historic Cottage with Cozy Porch and Garden Retreat Polk City CA $177 CA $372 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Polk-City-Hotels-Charming-Historic-Cottage-With-Cozy-Porch-And-Garden-Retreat.h117619898.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=553248635975864405&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHighland-City-Cottages.d553248635975864405-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighland-City-Cottages.d553248635975864405-aaCottages.Travel-Guide-Accommodation) ## Top Highland City Hotel Reviews ![Days Inn & Suites by Wyndham Lakeland](//images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb_y.jpg) ### Days Inn & Suites by Wyndham Lakeland 10/10 Excellent "Loved everything about the room the Staff was Friendly and courteous " [](https://expedia.ca/Lakeland-Hotels-Days-Inn-Suites-By-Wyndham-Lakeland.h1635682.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "Everything from the room, parking, to complementary breakfast was excellent." [](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Holiday Inn Winter Haven by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg) ### Holiday Inn Winter Haven by IHG 10/10 Excellent "Room was perfect condition and kept well. Food was great. Good place to stay. " [](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Comfort Inn & Suites Lakeland North I-4](//images.trvl-media.com/lodging/1000000/30000/20800/20754/2ebe4f87_y.jpg) ### Comfort Inn & Suites Lakeland North I-4 10/10 Excellent "Everything " [](https://expedia.ca/Lakeland-Hotels-Comfort-Inn-Suites-Lakeland-North-I-4.h20754.Hotel-Information) ![Holiday Inn Express Lake Wales N-Winter Haven by IHG](//images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/ec483d12_y.jpg) ### Holiday Inn Express Lake Wales N-Winter Haven by IHG 10/10 Excellent "A++++" [](https://expedia.ca/Lake-Wales-Hotels-Holiday-Inn-Express-Lake-Wales-N-Winter-Haven.h2840563.Hotel-Information) ![Legoland Florida Hotel](//images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/cfc6de7c_y.jpg) ### Legoland Florida Hotel 10/10 Excellent "Unfortunately both restaurants serve the same thing with no other options other than adding an omelette. However the choices are very kid friendly. The food was all cooked well. We had dinner at the bar/restaurant and I can't rave enough about the blackened salmon. Fantastic chef! Everything there was top service and taste. The check in desk was where I had issues. My room was prepayed and I found out the next morning the check in staff charged me again. I'm still waiting on my charge card statement to make sure the charges were reversed. Everything else was top notch. All the staff was friendly and helpful, even the check in desk." [](https://expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Hampton Inn by Hilton Plant City](//images.trvl-media.com/lodging/18000000/17500000/17495200/17495126/690e88ca_y.jpg) ### Hampton Inn by Hilton Plant City 10/10 Excellent "We were surprised at how spacious the room was! Breakfast was amazing and the staff were all so accommodating!" [](https://expedia.ca/Plant-City-Hotels-Hampton-Inn-By-Hilton-Plant-City.h17495126.Hotel-Information) ![Hyatt Place Lakeland Center](//images.trvl-media.com/lodging/1000000/210000/201200/201106/3ff6e208_y.jpg) ### Hyatt Place Lakeland Center 10/10 Excellent "Staff was friendly and accompdating" [](https://expedia.ca/Lakeland-Hotels-Hyatt-Place-Lakeland-Center.h201106.Hotel-Information) ![Best Western Plus Winter Haven Inn & Suites ](//images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3_y.jpg) ### Best Western Plus Winter Haven Inn & Suites  10/10 Excellent "Great location! Very spacious room " [](https://expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)  ## Find out more about Highland City ## Highland City Cottages information | Number of reviews | 185 | | --- | --- | | Accommodation | 110 Cottages | | Lowest Price | CA $118 | | Highest Price | CA $391 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [Aparthotels in Bartow](https://www.expedia.ca/Bartow-Apart-Hotels.d6397-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bartow](https://www.expedia.ca/Bartow-Bed-And-Breakfast.d6397-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Holiday Park Resorts in Bartow](https://www.expedia.ca/Bartow-Holiday-Parks.d6397-aaHolidayParks.Travel-Guide-Accommodation) - [Motels in Bartow](https://www.expedia.ca/Bartow-Motels.d6397-aaMotels.Travel-Guide-Accommodation) - [Resorts in Bartow](https://www.expedia.ca/Bartow-Resort-Hotels.d6397-aaResortHotels.Travel-Guide-Accommodation) - 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[Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation) - [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Aparthotels in Polk County](https://www.expedia.ca/Polk-County-Apart-Hotels.d553248635083907427-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Polk County](https://www.expedia.ca/Polk-County-Guest-Houses.d553248635083907427-aaGuestHouses.Travel-Guide-Accommodation) - [Lodges in Polk County](https://www.expedia.ca/Polk-County-Lodges.d553248635083907427-aaLodges.Travel-Guide-Accommodation) - [Resorts in Polk County](https://www.expedia.ca/Polk-County-Resort-Hotels.d553248635083907427-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near The Circle B Bar Reserve](https://www.expedia.ca/The-Circle-B-Bar-Reserve-Hotels.0-l553248633992476653-0.Travel-Guide-Filter-Hotels) - [Hotels near The Club at Eaglebrooke](https://www.expedia.ca/The-Club-At-Eaglebrooke-Hotels.0-l553248621532652781-0.Travel-Guide-Filter-Hotels) - [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Flights to Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Bramble Ridge Golf Course](https://www.expedia.ca/Bramble-Ridge-Golf-Course-Lakeland.d6182473.Vacation-Attraction) - [Visit Eaton Park](https://www.expedia.ca/Eaton-Park.dx3000431012) - [Sanlan Bird and Wildlife Sanctuary](https://www.expedia.ca/Sanlan-Bird-And-Wildlife-Sanctuary-Lakeland.d6182481.Vacation-Attraction) - [Book Cottages in Highland City on Expedia.com](https://www.expedia.com/Highland-City-Cottages.d553248635975864405-aaCottages.Travel-Guide-Accommodation)