Compare Winter Haven Cottage Rentals

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Featured Winter Haven Cottages

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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.

Hotel Options in Winter Haven

    Best Western Plus Winter Haven Inn & Suites 

    Best Western Plus Winter Haven Inn & Suites 

    5801 Roosevelt Dr, Winter Haven, FL
    The price is $149 per night from Apr 7 to Apr 8
    $149
    per night
    Apr 7 - Apr 8
    9.2/10 Wonderful! (259 reviews)
    Howard Johnson by Wyndham Winter Haven FL

    Howard Johnson by Wyndham Winter Haven FL

    1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
    The price is $102 per night from Apr 21 to Apr 22
    $102
    per night
    Apr 21 - Apr 22
    6.8/10 (1,010 reviews)
    The Grove Resort & Water Park Orlando

    The Grove Resort & Water Park Orlando

    14501 Grove Resort Avenue, Winter Garden, FL
    The price is $218 per night from Apr 21 to Apr 22
    $218
    per night
    Apr 21 - Apr 22
    8.2/10 Very Good! (5,162 reviews)

Cottages

Book a cottage in Winter Haven
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winter Haven. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winter Haven better.

Cottage apartments in Winter Haven range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winter Haven
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winter Haven and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winter Haven cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winter Haven. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winter Haven Cottages essential information

Accommodation
1250 Cottages
Lowest Price
$82
Highest Price
$218
Popular accommodation
Lake Ida Beach Resort, Private Cottage 10 Minutes To Disney And 15 To Universal! In- house laundry!!, Salty Parrot | 5 mins from Disney!, Contemporary Home w/ Hot Tub: 4 Mi to Disney Magic, Private Pool/spa, Free Waterpark, Lazy River!, The Hidden Gem Cottage 4 miles from Disney Family Friendly 4 Star RV Park, Villa w/ Private Pool & Free Resort Access!, Spacious Resort Home w/ Pool - 11 Mi to Disney!, Margaritaville Home + Hot Tub, 3 Mi to Disney