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Check prices for these dates

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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Freeport cottages

A small, single-story cabin with a porch, surrounded by a forested area.

1. Escape to Heart of Grayton Beach in Cozy Cottage

Escape to Heart of Grayton Beach in Cozy Cottage
Grayton Beach
9.4 out of 10, Exceptional, (16 reviews)
"This Tiny Cottage is a wonderful super clean value in a quiet spot!! Highly recommend and would def stay again!!"
United States
CLARK R.
$249 nightly
The price is $279
Dec 6 - Dec 7
Total with taxes and fees
Escape to Heart of Grayton Beach in Cozy Cottage
A building with a blue roof, surrounded by tropical plants and a wooden pathway.

2. The Smith House - Updated Historic Charm

The Smith House - Updated Historic Charm
Grayton Beach
10.0 out of 10, Exceptional, (287 reviews)
"Great cottage, well taken care of. The host was easy to work with. Enjoyed our stay."
United States
Teresa R.
$444 nightly
The price is $491
Dec 7 - Dec 8
Total with taxes and fees
The Smith House - Updated Historic Charm
A two-story house with a porch and a covered area.

3. Sand Reef Cottage ~ 30A • Grayton Beach • Western Lake • Bike • Pool

Sand Reef Cottage ~ 30A • Grayton Beach • Western Lake • Bike • Pool
Grayton Cove
10.0 out of 10, Exceptional, (22 reviews)
"We had great vacation! I would definitely recommend this property. The host was a pleasure to work with. "
United States
Steven J.
$543 nightly
The price is $604
Dec 6 - Dec 7
Total with taxes and fees
Sand Reef Cottage ~ 30A • Grayton Beach • Western Lake • Bike • Pool
A balcony with wicker furniture and a glass door leading to a garden.

4. Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly

Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly
Santa Rosa Beach
9.8 out of 10, Exceptional, (17 reviews)
"We had an awesome stay at Cheeks on the Beach! Property was well maintained and an easy walk to the beach and restaurants in Santa Rosa. We would definitely stay here again!! Great value!!"
United States
Samantha M.
$456 nightly
The price is $506
Nov 23 - Nov 24
Total with taxes and fees
Cheeks on the Beach On - 30A - King Beds - Zero entry Pool - Family Friendly
An aerial view of a resort with a large pool, beach, and multiple buildings.

5. EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!

EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!
Watercolor
10.0 out of 10, Exceptional, (220 reviews)
"The nicest host of all time!!"
United States
Marnie
$520 nightly
The price is $575
Nov 16 - Nov 17
Total with taxes and fees
EXQUISITE WATERCOLOR CARRIAGE HOUSE! SLEEPS 2-4-COME TO THE BEACH & ENJOY 30A!!
A two-story house with a front porch, a staircase leading to the entrance, and a gravel driveway.

6. Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.

Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
Santa Rosa Beach
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful, super clean, close to everything! "
United States
Sabrina R.
$473 nightly
The price is $526
Nov 14 - Nov 15
Total with taxes and fees
Charming home in Santa Rosa Beach, FL, located near 30A Beaches and Destin.
A wooden porch with a white railing, a wooden rocking chair, and a view of trees and a house in the background.

7. Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach

Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach
Santa Rosa Beach
9.8 out of 10, Exceptional, (42 reviews)
"Perfect place!"
United States
Michael T.
$650 nightly
The price is $722
Nov 14 - Nov 15
Total with taxes and fees
Above the Sea in Old Florida Cottages. South of 30a, Sunset views, Mins to beach
A single-story house with a covered porch, surrounded by a well-maintained lawn and tall trees.

8. New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach

New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach
Vernon
10.0 out of 10, Exceptional, (1 review)
$269 nightly
The price is $295
Nov 14 - Nov 15
Total with taxes and fees
New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach
A single-story house with a front door, a mailbox, and a driveway leading to the entrance.

9. Dog-friendly Yard! Retreat 11 Mi to Destin & Beach

Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
3.0 star property
Niceville
$465 nightly
The price is $525
Nov 19 - Nov 20
Total with taxes and fees
Dog-friendly Yard! Retreat 11 Mi to Destin & Beach
A wooden boardwalk leading to a beach with umbrellas and beach chairs.

10. Beach house Seacrest Florida pet friendly B

Beach house Seacrest Florida pet friendly B
Seacrest
7.4 out of 10, Good, (13 reviews)
"Very close to beach access but the place needs some attention"
United States
Sean F.
$740 nightly
The price is $824
Nov 14 - Nov 15
Total with taxes and fees
Beach house Seacrest Florida pet friendly B
A house with a covered porch, a small deck, and a palm tree.

11. Private Pool + Spa | 5 Min to Beach | Free Bikes

Private Pool + Spa | 5 Min to Beach | Free Bikes
Seacrest
10.0 out of 10, Exceptional, (28 reviews)
"The place to get away from everything and everyone. Bungalow with a bohemian vibe. Spent most days in the pool! Yes the beach is very close by, walking distance, but loved the pool."
United States
Maurice W.
$550 nightly
The price is $609
Nov 15 - Nov 16
Total with taxes and fees
Private Pool + Spa | 5 Min to Beach | Free Bikes
A covered porch with a bicycle rack, a small garden, and a building with a white exterior and teal accents.

12. House in PCB-Near 30A-Short walk to the beach, 2 bedroom 1 bath, Pet friendly

House in PCB-Near 30A-Short walk to the beach, 2 bedroom 1 bath, Pet friendly
Sunnyside
$319 nightly
The price is $356
Dec 8 - Dec 9
Total with taxes and fees
House in PCB-Near 30A-Short walk to the beach, 2 bedroom 1 bath, Pet friendly
A two-story house with a balcony, two garages, and a blue golf cart parked in the driveway.

13. Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida

Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida
Santa Rosa Beach
$590 nightly
The price is $655
Nov 15 - Nov 16
Total with taxes and fees
Elegant Coastal Cottage with Private Golf Cart & Pool Near 30A Beaches, Santa Rosa Beach Florida
A two-story building with a flat roof, a central entrance with a large vase, and a small balcony on the second floor.

14. Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES

Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES
Rosemary Beach
9.8 out of 10, Exceptional, (250 reviews)
"Such a cozy stay in a great location!"
United States
Emma S.
$432 nightly
The price is $477
Nov 14 - Nov 15
Total with taxes and fees
Pet &, Kid Friendly, Two FREE adult trikes (bikes) PARKING NO WORRIES
Outdoor dining

15. 3BR 30A Cottage. Walk Alys + Rosemary. Pool

3BR 30A Cottage. Walk Alys + Rosemary. Pool
Seacrest
10.0 out of 10, Exceptional, (2 reviews)
"We all had a great stay at the property. Everything was as advertised. We would definitely stay again, if given the opportunity."
United States
Austin D.
$607 nightly
The price is $674
Nov 21 - Nov 22
Total with taxes and fees
3BR 30A Cottage. Walk Alys + Rosemary. Pool
Beach

16. Steps from the Beach! Your PCB Cottage Awaits! - A

Steps from the Beach! Your PCB Cottage Awaits! - A
Bahama Beach
10.0 out of 10, Exceptional, (3 reviews)
"Perfect for a couple, everything was clean and it was just right us. Close to the beach and would definitely stay here again."
United States
Noah B.
$124 nightly
The price is $139
Nov 14 - Nov 15
Total with taxes and fees
Steps from the Beach! Your PCB Cottage Awaits! - A
A balcony with a wooden railing, a black table, and a white chair with a green pillow.

17. 'Cozy for Two' - Delightful for a Couple

'Cozy for Two' - Delightful for a Couple
Rosemary Beach
10.0 out of 10, Exceptional, (450 reviews)
"Perfect size and location for a couples trip!"
United States
Britny M.
$412 nightly
The price is $456
Nov 14 - Nov 15
Total with taxes and fees
'Cozy for Two' - Delightful for a Couple
A coastal hotel with a central pool, multiple balconies, and a beach access walkway.

18. Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!

Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!
Rosemary Beach
9.4 out of 10, Exceptional, (132 reviews)
"Perfect little cottage for our family. Convenient to everything! We will definitely be back!"
United States
Anna S.
$938 nightly
The price is $1,037
Nov 30 - Dec 1
Total with taxes and fees
Bali Cottage South Of 30a Luxury Rental/2 Bikes/ KING BEDS/ Just Steps to Beach!
A covered garage with a ceiling fan, surrounded by greenery and a brick wall.

19. 2 Mi to Beach! Relax By the Coast

2 Mi to Beach! Relax By the Coast
3.0 star property
Seabreeze
$220 nightly
The price is $249
Nov 15 - Nov 16
Total with taxes and fees
2 Mi to Beach! Relax By the Coast
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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Learn more about Freeport

Stroll the charming boardwalk at Freeport Harbor where local fishermen bring in their daily catch each afternoon. Outdoor enthusiasts can paddle through pristine coastal dune lakes or explore the nearby nature trails when morning light creates perfect photography conditions.

See all hotels in Freeport
A calm waterfront with wooden docks, a wooden pier, and a house with a large window overlooking the water.

Top reviews in Freeport

A modern hotel with a flat facade, multiple windows, and a prominent "HOME 2" sign.
Home2 Suites By Hilton Santa Rosa Beach

Home2 Suites By Hilton Santa Rosa Beach

Home2 Suites By Hilton Santa Rosa Beach
Santa Rosa Beach

10/10 Excellent

Nice place, clean and quiet.
United States
Jerry
Reviewed March 18, 2025
Home2 Suites By Hilton Santa Rosa Beach

Frequently Asked Questions

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Expedia has some wonderful cottages in Freeport, so start planning for an unforgettable vacay on nature's doorstep. If you're sticking to a budget, select how much you're willing to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your style of travel or plans.

How can I find cheap cottages in Freeport?

With Expedia's useful filter tool, sourcing cheap cottages in Freeport is easy. To view accommodations that'll make your wallet smile, narrow down your search by amenities, star rating and budget.

What is there to do in Freeport near my cottage?

The most practical travel accessory is a well-thought-out travel plan. Windswept Dunes Golf Course is an excellent place to start your sightseeing in Freeport.

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