Search Cottages in Webster

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Browse Select Webster Cottages

Deck & Hot Tub: Lakeside Retreat in Inverness!
Interior

Deck & Hot Tub: Lakeside Retreat in Inverness!

3.0 star property
"This was such a gem to find in Central Fl. We were visiting family in the area and wanted a place close by. We loved our stay here. It was close to delicious restaurants and fun activities. We visited Rainbow Springs State Park and enjoyed the day in the beautiful natural springs. We even came home to gorgeous sunsets on the lake and caught 2 fish! The hot tub was relaxing and the vibes were right! I would definitely recommend staying here, everything was perfectly clean and so beautifully...
Deck & Hot Tub: Lakeside Retreat in Inverness!
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, (5)
"It was very peaceful and close to everything we needed. The house was clean, inviting, and comfortable."
Quiet Home in The Villages w/ Pool Access!
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
House (2 Bedrooms) | Interior

Heated Pool & 4-in-1 Grill: Spring Hill Haven!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Place was amazing! Super clean, pool was perfect temperature! My daughter and granddaughters were visiting from New York and they really enjoyed their time there! "
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
5 Mi to Dtwn Clermont: Family Home w/ Water Views!
House (3 Bedrooms) | Interior

5 Mi to Dtwn Clermont: Family Home w/ Water Views!

3.0 star property
5 Mi to Dtwn Clermont: Family Home w/ Water Views!
The Villages Vacation Rental - Pets Welcome!
Interior

The Villages Vacation Rental - Pets Welcome!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Property was comfortable nicely designed and location was great."
The Villages Vacation Rental - Pets Welcome!
The Villages Home w/ Golf Cart & Community Pools!
Interior

The Villages Home w/ Golf Cart & Community Pools!

3.0 star property
The Villages Home w/ Golf Cart & Community Pools!
Dog-friendly Home in The Villages w/ Private Patio
Interior

Dog-friendly Home in The Villages w/ Private Patio

3.0 star property
Dog-friendly Home in The Villages w/ Private Patio
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
House (1 Bedroom) | Interior

Lakefront Retreat w/ Kayaks & Fire Pit in Clermont

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time in the cozy house , next time I gonna stay more time for the week thank you."
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon
House (5 Bedrooms) | Front of property

Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon

3.0 star property
Sunny Wesley Chapel Home ~ 2 Mi to Epperson Lagoon
Brooksville Home ~ 5 Mi to Weeki Wachee Springs!
Interior

Brooksville Home ~ 5 Mi to Weeki Wachee Springs!

3.0 star property
Brooksville Home ~ 5 Mi to Weeki Wachee Springs!
'laurel on the Lakes' Floral City Escape w/ Canoe!
House (3 Bedrooms) | Front of property

'laurel on the Lakes' Floral City Escape w/ Canoe!

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was very very nice and comfortable..I'd recommend it highly.."
'laurel on the Lakes' Floral City Escape w/ Canoe!
Relaxing 4br Hideaway In Groveland 4 Bedroom Cottage by RedAwning
Cottage, 4 Bedrooms | Property grounds

Relaxing 4br Hideaway In Groveland 4 Bedroom Cottage by RedAwning

3.0 star property
Relaxing 4br Hideaway In Groveland 4 Bedroom Cottage by RedAwning
Weeki Wachee Vacation Rental ~ 13 Mi to the Ocean!
House (3 Bedrooms) | Interior

Weeki Wachee Vacation Rental ~ 13 Mi to the Ocean!

3.0 star property
Weeki Wachee Vacation Rental ~ 13 Mi to the Ocean!
Pool Access & Screened Patio: Home in The Villages
House (3 Bedrooms) | Front of property

Pool Access & Screened Patio: Home in The Villages

3.0 star property
10.0 out of 10, Exceptional, (1)
Pool Access & Screened Patio: Home in The Villages
Private Patio & Pool Access: Home in The Villages
Interior

Private Patio & Pool Access: Home in The Villages

3.0 star property
Private Patio & Pool Access: Home in The Villages
Pool Access: Sleek Home in The Villages w/ Lanai
House (3 Bedrooms) | Interior

Pool Access: Sleek Home in The Villages w/ Lanai

3.0 star property
10.0 out of 10, Exceptional, (2)
Pool Access: Sleek Home in The Villages w/ Lanai
Bright Spring Hill Home: 5 Mi to Weeki Wachee Park
House (4 Bedrooms) | Front of property

Bright Spring Hill Home: 5 Mi to Weeki Wachee Park

3.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was absolutely perfect."
Bright Spring Hill Home: 5 Mi to Weeki Wachee Park
~ 1 Mi to Golf: Home w/ Patio in The Villages!
Interior

~ 1 Mi to Golf: Home w/ Patio in The Villages!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The trip for us was very nice. The house had everything we needed, especially when I wanted to cook in the kitchen. It even had a crock pot which is one of my favorite cooking gadgets. The owner was very nice and was available if we had any questions. We loved the flow of the house and the outside area. The Villages is a well maintained community."
~ 1 Mi to Golf: Home w/ Patio in The Villages!
Golf, Bike & Relax: Home in The Villages
House (3 Bedrooms) | Front of property

Golf, Bike & Relax: Home in The Villages

3.0 star property
Golf, Bike & Relax: Home in The Villages
Lanai & Resort Amenities: The Villages Getaway
Interior

Lanai & Resort Amenities: The Villages Getaway

3.0 star property
Lanai & Resort Amenities: The Villages Getaway
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Webster Hotel Reviews

Mission Resort and Club

Mission Resort and Club

10/10 Excellent
"The secluded area"
Darren 1-night trip
Posted 23 hours ago
Mission Resort and Club

Frequently asked questions

Why book your cottage in Webster with Expedia?
Booking a cottage in Webster is as simple as entering your travel dates and selecting your ideal place for a holiday in the outdoors. From ritzy retreats to inexpensive stays and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for awesome deals? We've have them as well!
How can I find cheap cottages in Webster?
An excellent way to find cheap cottages in Webster is with Expedia's filter tool. Narrow your search by star rating, budget and amenities to nab awesome rates in just a few keystrokes.
What is there to do in Webster near my cottage?
The most practical travel accessory is a well-planned to-do list. Webster Westside Flea Market is a top place to start your exploration of Webster.