Vacation Rentals & Houses in Cherokee

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10,026 houses

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$206

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$265

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$149

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$4,008

Southern Views on Fairmont Southampton Hotel Property

Southampton Parish house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 48 minutes

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$1,718

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$458

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$177

⭐Good Location for Theme Parks - Spacious 7 Bedrooms Villa⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$265

Responds fast! avg. 2 hours 40 minutes

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Price per night from

$602

Disney pool home in gated resort near golf

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$132

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$214

Disney is SUPER close, Pool, Spa, Game room, Free WiFi, Private backyard, Lake

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 40 minutes

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$487

Home Away Villa

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$229

Disney pool home, great view, gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 48 minutes

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$178

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$149

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$1,260

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$192

FS306576 - Highlands Reserve - 4 Bed 2.5 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$220

FS306576 - Highlands Reserve - 4 Bed 2.5 Baths Villa

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$220

The Tiki Room - Close to the parks!

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$287

FS223075 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$220

Pool+Hot Tub+Game Room+Kings Beds+More

Wilton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$1,718

ND River Estate

Niles villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$1,718

Sunset Xcapes Miami Luxury Entertainment House

Golden Glades house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$263

Heated Pool | Light Up Game Room & Outdoor |Pet OK

Lake Worth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$229

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Fridge Private outdoor pool (unheated) Table tennis Swing set or jungle gym

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Price per night from

$192

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Deluxe Cabin Rentals

Scottsburg log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$178

Lake George Resort

West Branch penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$344

Sand and Sun Cottage

Mears house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

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Price per night from

$275

Wyndham Bonnet Creek Resort

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful Stay!” We had a wonderful Christmas break at Wyndham Bonnet Creek. This was the best vacation rental ever! The resort is beautiful, quiet but close to everything, WDW theme parks, restaurants, shopping centers, etc. It has all the amenities you would expect. Kids loved the pools and hot tubs. The condo was very clean and spacious, with a full kitchen and a big dining table. We all enjoyed our stay. Highly recommended! Randy (the owner) was very responsive to our inquiry and questions and had everything set up for us before we arrived. Thanks!

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$245

The Gold Eagle - Cottage 3

Lake George cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$184

Spacious waterfront townhouse at Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$401

Peaceful Home just steps to Arrowhead Lake & Lodge

Thornhurst house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$201

Great Deal- Spacious HighRise condo (Superhost)

Alexandria apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$224

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$149

Fox River Resort

Sheridan condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$144

COZY COTTAGE IN THE WOODS (WLE COMMUNITY)

Lake Ariel house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

“cozy cabin” sweet little spot in the woods, local to a lot of activities. nice stay, had a fun time with the family.

Responds fast! avg. 49 minutes

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$155

Sweet Escape

Windsor Hills townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 4 match: Private outdoor pool (unheated), Fridge, Table tennis, Swing set or jungle gym

3 of 4 filters match

Price per night from

$166

Viewing 38 of 10,026
rentals in Cherokee

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