Search Cottages in Wildwood

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

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

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

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

9.8 out of 10, Exceptional, (16)
"We got to the cottage too late on the first night and were unable to find it in the dark. Stayed with relatives. Found it fine in the daylight the next day. Nice having the landlord very close by. The cottage internet was spotty but life doesn't revolve around the computer. All good, enjoyed our stay. Thank you Dana!"
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART
Fridge, microwave, oven, stovetop

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
Quiet Home in The Villages w/ Pool Access!
House (2 Bedrooms) | Interior

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
House (3 Bedrooms) | Living area | TV

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 - The Villages in Wildwood!
Interior

Golfer's Paradise - The Villages in Wildwood!

3.0 star property
Golfer's Paradise - The Villages in Wildwood!
Pool Access: Sleek Home in The Villages w/ Lanai
Interior

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
Near Golf & Dining: Wildwood Vacation Rental!
Interior

Near Golf & Dining: Wildwood Vacation Rental!

2.0 star property
Near Golf & Dining: Wildwood Vacation Rental!
Open-concept Wildwood Home w/ Lanai & Yard!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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!
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
Interior

Golfer's Paradise: Wildwood Home w/ Luxe Amenities

3.0 star property
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
Golf, Bike & Relax: Home in The Villages
Interior

Golf, Bike & Relax: Home in The Villages

3.0 star property
Golf, Bike & Relax: Home in The Villages
Pool Access, Patio & Grill: Sunny Florida Escape!
House (2 Bedrooms) | Interior

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!
The Villages Retreat w/ Lanai & Lake Views!
House (2 Bedrooms) | Living area | TV

The Villages Retreat w/ Lanai & Lake Views!

3.0 star property
The Villages Retreat w/ Lanai & Lake Views!
Lanai & Resort Amenities: The Villages Getaway
House (3 Bedrooms) | Interior

Lanai & Resort Amenities: The Villages Getaway

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

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

3.0 star property
Golf, Shop & Unwind: Lovely Home in The Villages!
The Villages Home w/ Golf Cart & Community Pools!
House (2 Bedrooms) | Interior

The Villages Home w/ Golf Cart & Community Pools!

3.0 star property
The Villages Home w/ Golf Cart & Community Pools!
Pool & Golf Access: Vibrant Home in The Villages!
Interior

Pool & Golf Access: Vibrant Home in The Villages!

3.0 star property
Pool & Golf Access: Vibrant Home in The Villages!
Home w/ Lanai & Golf Cart in The Villages
House (3 Bedrooms) | Interior

Home w/ Lanai & Golf Cart in The Villages

3.0 star property
Home w/ Lanai & Golf Cart in The Villages
Near Golf & Shops: The Villages Home w/ Lanai!
House (3 Bedrooms) | Interior

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

3.0 star property
Near Golf & Shops: The Villages Home w/ Lanai!
Home in The Villages: Golf Cart & Amenity Access
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Home in The Villages: Golf Cart & Amenity Access

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

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.
Don't see what you're looking for?
See all available properties in Wildwood
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Wildwood

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (90)
"Our stay at this villa was excellent. Very clean, spacious and just as the pictures show. Hosts were easy to get a hold of and answered questions. The adult pool to use was just at the end of the street and the “Sawgrass Square” with live music and food just a short walk away. Thoroughly enjoyed our stay. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
3/2 in The Village of DeLuna
Pool

3/2 in The Village of DeLuna

3/2 in The Village of DeLuna
Charming and spacious three-bed, three-bath brand new house in The Villages
Terrace/patio

Charming and spacious three-bed, three-bath brand new house in The Villages

10.0 out of 10, Exceptional, (55)
"Easy in. Easy out "
Charming and spacious three-bed, three-bath brand new house in The Villages
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

Why book your cottage in Wildwood with Expedia?
We think that traveling should be hassle-free, so if you’re chasing cottages in Wildwood at a great price, Expedia has you covered. Stick to the budget and go for a wallet-friendly option far from the downtown buzz, or book an upmarket cottage to spoil your loved ones.
How can I find cheap cottages in Wildwood?
Expedia is here to help you easily track down cheap cottages in Wildwood. To find your ideal stay in a few quick clicks, simply use our convenient filter tool to refine your search by budget, star rating and amenities.