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Cottages in Winter Haven

Find the cottages that appeal to you the most

The best cottages in Winter Haven

Check out our pick of great cottages in Winter Haven

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BlockHaven near Legoland, Disney

Winter Haven

BlockHaven near Legoland, Disney is a recently renovated holiday home in Winter Haven, where guests can make the most of its garden and barbecue facilities.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
US$184.92
1 night, 2 adults

Kid-friendly Home w Pool & BBQ

Winter Haven

Located in Winter Haven, Kid-friendly Home w Pool & BBQ provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
US$170
1 night, 2 adults

Getaway Clubhouse

Winter Haven

Set in Winter Haven, 5.6 km from Swanns Railroad Station (Historical) and 7 km from Legoland Florida, Getaway Clubhouse offers air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews
Price from
US$143
1 night, 2 adults

Peaceful Lakeside Retreat

Winter Haven

Situated in Winter Haven, 7.1 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Peaceful Lakeside Retreat offers a garden and air conditioning.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$210
1 night, 2 adults

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Winter Haven

Boasting air-conditioned accommodation with a private pool, lake view and a patio, Cozy Lakefront Home w/ Pool -7 mins from Legoland is situated in Winter Haven.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 8 reviews
Price from
US$237.50
1 night, 2 adults

Adams Estate

Lake Alfred (Near Winter Haven)

Set in Lake Alfred, Adams Estate provides a private pool. There is a private entrance at the holiday home for the convenience of those who stay.

D
Daniel
From
United Kingdom
Clean, spacious and had all the amenities
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews
Price from
US$245
1 night, 2 adults

3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND

Cypress Gardens (Near Winter Haven)

Situated in Cypress Gardens, 7 km from Legoland Florida and 7.9 km from Swanns Railroad Station (Historical), 3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND features spacious air-conditioned...

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews
Price from
US$112.50
1 night, 2 adults

Slice of Paradise 2.0- Golf Course View Villa

Haines City (Near Winter Haven)

Featuring air-conditioned accommodation with a private pool, Slice of Paradise 2.0- Golf Course View Villa is located in Haines City.

E
ELIZABETH
From
United Kingdom
Well located. Like that there is security at the entrance. The house was lovely with lots of homely touches. Has everything you might need. I managed to leave something behind, but no problem, it is being sent to me in the uk! Fantastic service.😍
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$135.95
1 night, 2 adults

Brand New Home by LegoLandPeppa Pig Park!

Lake Wales (Near Winter Haven)

Set in Lake Wales, 11 km from Legoland Florida and 24 km from Swanns Railroad Station (Historical), Brand New Home by LegoLandPeppa Pig Park! offers air conditioning.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews
Price from
US$256.50
1 night, 2 adults

Canterbury Oasis

Haines City (Near Winter Haven)

Located 19 km from Swanns Railroad Station (Historical), Canterbury Oasis offers accommodation with a patio, as well as a garden and a bar.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 7 reviews
Price from
US$130.50
1 night, 2 adults
All cottages in Winter Haven

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Winter Haven and surroundings in the past month

See all

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 4 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 6 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 17 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 14 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking cottages in Winter Haven

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews

These cottages in Winter Haven and nearby have options with free cancellation

Cozy Bungalow

Winter Haven
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Winter Haven, 5.6 km from Swanns Railroad Station (Historical) and 7 km from Legoland Florida, Cozy Bungalow offers spacious air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Winter Haven, 4.9 km from Swanns Railroad Station (Historical) and 9.3 km from Legoland Florida, 6 Mi to Legoland Retreat with Pool and Fenced Yard offers spacious air-conditioned accommodation...

Lakeside Lofts at Lake Martha

Winter Haven
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 17 reviews

Situated in Winter Haven, 5.1 km from Swanns Railroad Station (Historical) and 7.3 km from Legoland Florida, Lakeside Lofts at Lake Martha offers air conditioning.

Peaceful Lakeside Retreat

Winter Haven
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

Situated in Winter Haven, 7.1 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Peaceful Lakeside Retreat offers a garden and air conditioning.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Set in Winter Haven, 5.4 km from Swanns Railroad Station (Historical), Lanai and Pool Elegant Villa in Winter Haven!

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Winter Haven, 5.3 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Lakefront Winter Haven Retreat Hot Tub and Patio! offers air conditioning.

4 Mi to Legoland Poolside Paradise!

Winter Haven
Free cancellation options available

Situated in Winter Haven, 5.3 km from Legoland Florida and 7.5 km from Swanns Railroad Station (Historical), 4 Mi to Legoland Poolside Paradise!

Located in Winter Haven, 11 km from Legoland Florida and 13 km from Carters Railroad Station, Waterfront Vacation Rental on Lake Mirror! offers air conditioning.

Travelling by car? These cottages in Winter Haven and nearby offer free parking

Situated in Cypress Gardens, Legoland Area Stay Pool Scenic Outdoor Trails features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 8 reviews

Boasting air-conditioned accommodation with a private pool, lake view and a patio, Cozy Lakefront Home w/ Pool -7 mins from Legoland is situated in Winter Haven.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 15 reviews

Situated in Winter Haven in the Florida region, Spacious 4-bedroom 2-bath Abode features a patio.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews

Situated in Cypress Gardens, 7 km from Legoland Florida and 7.9 km from Swanns Railroad Station (Historical), 3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND features spacious air-conditioned...

From US$220.41 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 13 reviews

Located 19 km from Carters Railroad Station, 20 km from Conshul Railroad Station and 21 km from Tanco Railroad Station, 1Bed 1Bath Container Home Centrally Located features accommodation set in...

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 7 reviews

2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining is situated in Cypress Gardens, 17 km from Phosmico Railroad Station (Historical), 19 km from Conshul Railroad Station, as well as 21 km from...

From US$192.36 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Set in Winter Haven, 5 BR home with pool and outdoor fun offers accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$506.66 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Featuring air-conditioned accommodation with a patio, Modern 3 Bed 2 Bath Home 3 minutes from Legoland is set in Winter Haven. Located 1.6 km from Legoland Florida, the property provides a garden.

Enjoy breakfast in Winter Haven and nearby

Located in Winter Haven, 11 km from Legoland Florida and 13 km from Carters Railroad Station, Serene Lake Views Winter Haven Home offers air conditioning.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 12 reviews

Set in Winter Haven, 10 km from Legoland Florida and 15 km from Carters Railroad Station, Hook, Line and Leisure Lakefront Gem with Porch! offers air conditioning.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a heated pool, Waterfront Winter Haven Home with Dock and Hot Tub! is located in Winter Haven.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Bright Cypress Gardens Home Near Legoland! is located in Cypress Gardens, 10 km from Swanns Railroad Station (Historical), 15 km from Phosmico Railroad Station (Historical), and 17 km from Conshul...

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 6 reviews

Set in Winter Haven, 3.4 km from Legoland Florida and 10 km from Swanns Railroad Station (Historical), Winter Haven Retreat with Private Pool!

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Eagle Lake, 8 km from Phosmico Railroad Station (Historical) and 10 km from Conshul Railroad Station, Charming Lakefront Home Hot Tub offers a garden and air conditioning.

Boasting garden views, Luxury 3BR with Private POOL & GAME ROOM, only 4 MIN to LEGOLAND features accommodation with a bar and a patio, around 3.6 km from Legoland Florida.

Situated in Winter Haven, 2.7 km from Legoland Florida and 14 km from Swanns Railroad Station (Historical), Lakefront Retreat In Winterset offers air conditioning. A hot tub is available for guests.

FAQ about cottages in Winter Haven