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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 26 Cottages in Wildwood with updated reviews, rates, and availability.

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Room

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.8 out of 10, Exceptional, (15)
"We stayed here while visiting some friends that were snowbirding at 3 flags campground. It was perfect for my wife and I.The host was fantastic. We had one small issue when when we first arrived however, the host took care of that quickly and we had a great stay. "
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Quiet Home in The Villages w/ Pool Access!
Living area

Quiet Home in The Villages w/ Pool Access!

3.0 star property
10.0 out of 10, Exceptional, (4)
"Owner was easily to get a hold of and answer any questions I had. "
Quiet Home in The Villages w/ Pool Access!
Screened Lanai & Grill: Home in The Villages
Living area

Screened Lanai & Grill: Home in The Villages

3.0 star property
10.0 out of 10, Exceptional, (1)
"The place was absolutely beautiful! Everything was so well maintained. Beds were super comfy everything was very clean. The home was well stocked with amenities were plenty full. Betty was our host and I spoke to her a few different times and she was super friendly very helpful and went above and beyond. The villages itself provided great options for everything. They reallly have it set up to where you don’t even need to leave as everything you need is right there. I work highly recommend this...
Screened Lanai & Grill: Home in The Villages
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
Dining

Golfer's Paradise: Wildwood Home w/ Luxe Amenities

3.0 star property
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
Golfer's Paradise - The Villages in Wildwood!
Private kitchen

Golfer's Paradise - The Villages in Wildwood!

3.0 star property
Golfer's Paradise - The Villages in Wildwood!
Pool Access, Patio & Grill: Sunny Florida Escape!
Living area

Pool Access, Patio & Grill: Sunny Florida Escape!

3.0 star property
10.0 out of 10, Exceptional, (1)
Pool Access, Patio & Grill: Sunny Florida Escape!
Near Golf & Dining: Wildwood Vacation Rental!
Exterior

Near Golf & Dining: Wildwood Vacation Rental!

2.0 star property
Near Golf & Dining: Wildwood Vacation Rental!
Pool Access: Sleek Home in The Villages w/ Lanai
Living area

Pool Access: Sleek Home in The Villages w/ Lanai

3.0 star property
10.0 out of 10, Exceptional, (1)
Pool Access: Sleek Home in The Villages w/ Lanai
Golf, Bike & Relax: Home in The Villages
Exterior

Golf, Bike & Relax: Home in The Villages

3.0 star property
Golf, Bike & Relax: Home in The Villages
The Villages Retreat w/ Lanai & Lake Views!
Living area

The Villages Retreat w/ Lanai & Lake Views!

3.0 star property
The Villages Retreat w/ Lanai & Lake Views!
Open-concept Wildwood Home w/ Lanai & Yard!
Property grounds

Open-concept Wildwood Home w/ Lanai & Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property is beautiful."
Open-concept Wildwood Home w/ Lanai & Yard!
Lanai & Resort Amenities: The Villages Getaway
Dining

Lanai & Resort Amenities: The Villages Getaway

3.0 star property
Lanai & Resort Amenities: The Villages Getaway
Golf, Shop & Unwind: Lovely Home in The Villages!
Exterior

Golf, Shop & Unwind: Lovely Home in The Villages!

3.0 star property
Golf, Shop & Unwind: Lovely Home in The Villages!
PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART
PuntaRassa_OpulentREMedia-1

PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART

9.0 out of 10, Wonderful, (2)
"Great home with well furnished amenities . Kitchen well equipped as well as linens and towels.Fenced yard lended to your own little oasis. Golf cart was an awesome perk. Had a great visit."
PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART
Home in The Villages: Golf Cart & Amenity Access
Terrace/patio

Home in The Villages: Golf Cart & Amenity Access

3.0 star property
Home in The Villages: Golf Cart & Amenity Access
Near Golf: Home w/ Grill & Pool Access in Wildwood
Dining

Near Golf: Home w/ Grill & Pool Access in Wildwood

3.0 star property
Near Golf: Home w/ Grill & Pool Access in Wildwood
Near Golf & Shops: The Villages Home w/ Lanai!
Exterior

Near Golf & Shops: The Villages Home w/ Lanai!

3.0 star property
Near Golf & Shops: The Villages Home w/ Lanai!
Sunlit Escape in The Villages w/ Screened Porch!
Exterior

Sunlit Escape in The Villages w/ Screened Porch!

3.0 star property
10.0 out of 10, Exceptional, (1)
Sunlit Escape in The Villages w/ Screened Porch!
Golf Cart & Pool Access: The Villages Home!
Exterior

Golf Cart & Pool Access: The Villages Home!

3.0 star property
Golf Cart & Pool Access: The Villages Home!
Golfer's Paradise: Pet-friendly Home in Wildwood
Dining

Golfer's Paradise: Pet-friendly Home in Wildwood

3.0 star property
Golfer's Paradise: Pet-friendly Home in Wildwood
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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Other property types in Wildwood

New home in Richmond, The Villages. Just 3 min. golf cart ride to Brownwood.
Front of house

New home in Richmond, The Villages. Just 3 min. golf cart ride to Brownwood.

10.0 out of 10, Exceptional, (1)
"The house is new, clean, quiet and in a great location for a visit to the villages. Having a golf cart to travel around in was fun. Would definitely stay here again. "
New home in Richmond, The Villages. Just 3 min. golf cart ride to Brownwood.
2/3 in The Village of Dunedin
Front View with Golf Cart for Guest Use!

2/3 in The Village of Dunedin

9.6 out of 10, Exceptional, (5)
"Nice property, clean and well maintained "
2/3 in The Village of Dunedin
Everything! 3/2, FREE golf & 4-seat cart, Resident passes, pets, near Brownwood
Modern decor with luxury vinyl flooring throughout. Well lit.

Everything! 3/2, FREE golf & 4-seat cart, Resident passes, pets, near Brownwood

9.8 out of 10, Exceptional, (42)
"House was perfect for 4 older adults! Clean and well equipped."
Everything! 3/2, FREE golf & 4-seat cart, Resident passes, pets, near Brownwood
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.

Frequently asked questions

How much do cottages in Wildwood cost?
Prices for cottages in Wildwood range between and per night. No matter your budget, you’ll find a perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Wildwood with Expedia?
We think that a vacay should be a breeze, so if you’re after cottages in Wildwood at the perfect price, Expedia is here to help. Save cash and choose an economical option far from the downtown buzz, or book an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Wildwood?
An excellent way to get cheap cottages in Wildwood is with Expedia’s useful filter tool. Refine your search by budget, amenities and star rating to discover awesome rates with only a few clicks.