Search Guest Houses in Winter Haven

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Guest Houses in Winter Haven

No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Haven

Legoland Florida Hotel

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (42)
"Really enjoyable stay. "
United Kingdom
John
$301 nightly
The price is $338
Nov 19 - Nov 20
Total with taxes and fees
Legoland Florida Hotel

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1050)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
$126 nightly
The price is $141
Nov 30 - Dec 1
Total with taxes and fees
Best Western Plus Winter Haven Inn & Suites 

Home2 Suites By Hilton Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (236)
"Everything feom the staff to the room was great!"
United States
Eduardo
$151 nightly
The price is $169
Dec 1 - Dec 2
Total with taxes and fees
Home2 Suites By Hilton Winter Haven

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (132)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
$241 nightly
The price is $270
Nov 29 - Nov 30
Total with taxes and fees
LEGOLAND Beach Retreat

Hampton Inn Winter Haven

2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1004)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
$95 nightly
The price is $107
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Winter Haven

Holiday Inn Winter Haven by IHG

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1005)
"We did not do breakfast but there was a variety of food available Staff was amazing The room was sparkling clean. "
United States
Sharon
$108 nightly
The price is $121
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Winter Haven by IHG

Courtyard by Marriott Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (726)
"Great staff, great location "
United States
katherine
$131 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Courtyard by Marriott Winter Haven

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1006)
"Great place and area"
United States
Vilmary
$85 nightly
The price is $95
Nov 23 - Nov 24
Total with taxes and fees
Howard Johnson by Wyndham Winter Haven FL

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Winter Haven
9.8 out of 10, Exceptional, (38)
"We had a great stay!"
United States
Harper B.
$274 nightly
The price is $303
Nov 19 - Nov 20
Total with taxes and fees
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
$254 nightly
The price is $279
Nov 19 - Nov 20
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (642)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
$144 nightly
The price is $161
Nov 23 - Nov 24
Total with taxes and fees
Staybridge Suites Winter Haven Auburndale by IHG

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (982)
"clean room"
United States
stephen
$85 nightly
The price is $96
Nov 19 - Nov 20
Total with taxes and fees
Lake Roy Beach Inn

🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Winter Haven
10.0 out of 10, Exceptional, (2)
"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"
United States
Kaitlyn F.
$90 nightly
The price is $98
Nov 19 - Nov 20
Total with taxes and fees
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
$338 nightly
The price is $375
Dec 10 - Dec 11
Total with taxes and fees
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "
United States
Kristofer G.
$204 nightly
The price is $225
Nov 20 - Nov 21
Total with taxes and fees
Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Winter Haven
9.4 out of 10, Exceptional, (63)
"A pleasant stay"
United States
Andeelynn D.
$254 nightly
The price is $281
Nov 19 - Nov 20
Total with taxes and fees
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

2.0 star property
Winter Haven
9.8 out of 10, Exceptional, (7)
"Great location, clean and great communication with hosts "
United States
Angie Y.
$282 nightly
The price is $310
Nov 19 - Nov 20
Total with taxes and fees
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

The Old Haven - An Enduring Piece of Nostalgia

2.0 star property
Winter Haven
9.6 out of 10, Exceptional, (8)
"Cozy place"
United States
Samuel T.
$260 nightly
The price is $286
Nov 19 - Nov 20
Total with taxes and fees
The Old Haven - An Enduring Piece of Nostalgia

BlockHaven near Legoland & Disney

3.5 star property
Winter Haven
$200 nightly
The price is $224
Nov 23 - Nov 24
Total with taxes and fees
BlockHaven near Legoland & Disney

LEGOLAND! Disney, Universal &+! Your Home Away from Home in Winter Haven, FLA!

Winter Haven
9.0 out of 10, Wonderful, (2)
"I'm town for family graduation party. Perfect place to stay"
United States
John S.
$380 nightly
The price is $422
Nov 19 - Nov 20
Total with taxes and fees
LEGOLAND! Disney, Universal &+! Your Home Away from Home in Winter Haven, FLA!
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

Top Winter Haven Hotel Reviews

Find out more about Winter Haven

Winter Haven Guest Houses information

Number of reviews
6,918
Accommodation
27 Guest Houses
Lowest Price
$95
Highest Price
$422

Frequently asked questions

What are the most popular guest houses in Winter Haven according to reviews?
Cute & Cozy 1 Bedroom Guesthouse located in Winter Haven, FL, is a fantastic choice for travelers seeking a delightful getaway. With a great rating of 10.0, this property offers a warm and inclusive setting that ensures a memorable stay. The fully equipped kitchen, complete with modern appliances like a microwave, stovetop, and coffee maker, allows guests to whip up their favorite meals at ease. After a day of adventures, unwind on the private patio or take a dip in the secured in-room pool, providing the great oasis to relax.
What is the nightly rate for a guest house in Winter Haven?
Rates for Winter Haven guest houses vary, but travelers can find great-value prices from $95 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winter Haven guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winter Haven guest house and a B&B?
A guest house in Winter Haven is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia