An aerial view of a coastal city with a prominent bridge, marina, and dense urban area.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pensacola cottages

A compact living space with a fireplace, a television, a kitchen area, and a dining table.

1. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (37 reviews)
"Great little cottage and the owners are great"
United States
George N.
$150 nightly
The price is $166
Oct 19 - Oct 20
Total with taxes and fees
Charming cottage in Pensacola
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

2. The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (47 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
$168 nightly
The price is $187
Oct 19 - Oct 20
Total with taxes and fees
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A small wooden shed with a yellow door, brick walls, and a brick foundation.

3. Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveler
$175 nightly
The price is $194
Oct 26 - Oct 27
Total with taxes and fees
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A single-story house with a front deck and a small attached garage.

4. Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"we will stay there again"
United States
Robin L.
$139 nightly
The price is $154
Oct 22 - Oct 23
Total with taxes and fees
Charming cottage in fabulous Pensacola just steps from the water with water view
An aerial view of a residential area with houses, a parking lot, and a street.

5. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (40 reviews)
"This was a wonderfully located cottage. Walking distance to so many great sites, shopping, and restaurants. Would definitely stay here again the next time I come to Pensacola."
United States
Danny S.
$201 nightly
The price is $223
Oct 25 - Oct 26
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
A house with a porch, steps, and a door.

6. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (46 reviews)
"Good location to downtown"
United States
Brooke M.
$201 nightly
The price is $223
Oct 25 - Oct 26
Total with taxes and fees
Historic Downtown Pensacola Retreat
A wooden deck with potted plants and a metal railing.

7. Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
Southeast Pensacola
9.8 out of 10, Exceptional, (11 reviews)
"This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! "
United States
Badge L.
$176 nightly
The price is $195
Oct 20 - Oct 21
Total with taxes and fees
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
A compact kitchen with white cabinets, a wooden table, and a window with blinds.

8. Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown Pensacola
9.2 out of 10, Wonderful, (16 reviews)
"This property is within walking distance to downtown. "
United States
Dee P.
$245 nightly
The price is $272
Oct 19 - Oct 20
Total with taxes and fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
A single-story house with a front porch, a mailbox, and a small garden area.

9. Cozy Cottage near downtown Pensacola!

Cozy Cottage near downtown Pensacola!
South Pensacola
10.0 out of 10, Exceptional, (1 review)
"This was perfect!! I had zero problems with finding it or getting in.It was beautiful, clean and comfortable.Thank you!"
United States
Teresa F.
$159 nightly
The price is $176
Nov 2 - Nov 3
Total with taxes and fees
Cozy Cottage near downtown Pensacola!
A covered porch with two Adirondack chairs and a wooden fence in the background.

10. Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (55 reviews)
"The house was absolutely perfect! So well done both functionality wise as well as decor. It was close to NAS Pensacola which was huge for us! Would 100% recommend!"
United States
Courtney D.
$263 nightly
The price is $292
Oct 19 - Oct 20
Total with taxes and fees
Java the Hut: Cozy Retreat in Downtown Pensacola
A single-story brick house with a front porch, a garage, and a well-maintained lawn.

11. 4 Mi to NAS Pensacola! Family Getaway w/ Pool

4 Mi to NAS Pensacola! Family Getaway w/ Pool
3.0 star property
Navy Point
$377 nightly
The price is $424
Oct 22 - Oct 23
Total with taxes and fees
4 Mi to NAS Pensacola! Family Getaway w/ Pool
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

12. Affordable & Private Studio

Affordable & Private Studio
South Pensacola
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay. Very affordable and exactly what we needed."
United States
Davina H.
$211 nightly
The price is $211
Oct 19 - Oct 20
Total with taxes and fees
Affordable & Private Studio
A two-story building with a porch, a door, and a window.

13. Fall Downtown Getaway: Gas Fire Pit, Fenced Yard, Pup Paradise with Dog Park

Fall Downtown Getaway: Gas Fire Pit, Fenced Yard, Pup Paradise with Dog Park
South Pensacola
10.0 out of 10, Exceptional, (91 reviews)
"Great stay in Pensacola, the house was perfect for 6 people. Enjoyed our stay!!!!!"
United States
Deborah S.
$347 nightly
The price is $385
Nov 1 - Nov 2
Total with taxes and fees
Fall Downtown Getaway: Gas Fire Pit, Fenced Yard, Pup Paradise with Dog Park
A residential area with a white picket fence, a small house with a blue door, and a tree in the foreground.

14. The Lemon Zest Cottage with cozy firepit (Paws Welcome)

The Lemon Zest Cottage with cozy firepit (Paws Welcome)
Pensacola
9.8 out of 10, Exceptional, (30 reviews)
"Perfect for anyone traveling with dogs, thank you for the hospitality!"
United States
G J.
$251 nightly
The price is $279
Nov 4 - Nov 5
Total with taxes and fees
The Lemon Zest Cottage with cozy firepit (Paws Welcome)
A single-story house with a front porch, a small garden, and a wooden fence.

15. Fall Ready Cozy Cottage! Fur Babies welcomed!

Fall Ready Cozy Cottage! Fur Babies welcomed!
Southeast Pensacola
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable beds, very clean, well-decorated and had everything we needed. We would stay here again!"
United States
Jennifer S.
$371 nightly
The price is $412
Nov 2 - Nov 3
Total with taxes and fees
Fall Ready Cozy Cottage! Fur Babies welcomed!
A small house with a front porch, a mailbox, and a wooden fence in the background.

16. Coastal Cottage Retreat | Foosball table | Firepit

Coastal Cottage Retreat | Foosball table | Firepit
Innerarity Heights
10.0 out of 10, Exceptional, (37 reviews)
"Excellent, everything is very clean and has everything you need for a pleasant stay !!"
United States
Maria C.
$338 nightly
The price is $372
Oct 25 - Oct 26
Total with taxes and fees
Coastal Cottage Retreat | Foosball table | Firepit
A small, light blue wooden structure with a covered porch, surrounded by trees and a garden area.

17. Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS

Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS
Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful and relaxing time at the Surf Shack. It was very peaceful. The host was great, communicated effectively. Would highly recommend this place. "
United States
Jaelyn C.
$229 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

18. Cute small studio near downtown

Cute small studio near downtown
South Pensacola
9.4 out of 10, Exceptional, (3 reviews)
"Great place. 100% as described."
United States
Eric T.
Cute small studio near downtown
A single-story house with a front porch, a pathway leading to the entrance, and a fenced yard.

19. Stocked Fishing Pond On-site: Quiet Pensacola Home

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
$390 nightly
The price is $439
Oct 25 - Oct 26
Total with taxes and fees
Stocked Fishing Pond On-site: Quiet Pensacola Home
A wooden deck with a pool, surrounded by trees.

20. Bam!!! August Special rate 79 guests love this little paradise! Private pool!

Bam!!! August Special rate 79 guests love this little paradise! Private pool!
Gulf Breeze
9.6 out of 10, Exceptional, (49 reviews)
"This has been one of the best places we have stayed at, the Jankes are amazing people."
United States
Beatriz H.
$164 nightly
The price is $181
Nov 10 - Nov 11
Total with taxes and fees
Bam!!! August Special rate 79 guests love this little paradise! Private pool!
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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Top Pensacola Hotel Reviews

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

10/10 Excellent
"Simply amazing! There through the hurricane and everything was incredible despite the circumstances."
Tiffany 3-night trip
Posted 6 hours ago
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Find out more about Pensacola

Pensacola Cottages information

Number of reviews
498
Accommodation
180 Cottages
Lowest Price
$154
Highest Price
$439

Frequently asked questions

Why book your cottage in Pensacola with Expedia?
Reserving a cottage in Pensacola is as easy as entering your travel dates and selecting an ideal place for a vacation in the outdoors. From ritzy retreats to affordable stays and cottages that have conveniences like a kitchen, Expedia has something for all traveler tastes. As for epic deals? We have them too!
How can I find cheap cottages in Pensacola?
Expedia can help you track down cheap cottages in Pensacola. To discover your dream stay in just a few clicks, use our handy filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Pensacola near my cottage?
There are loads of wonderful things to do and see in Pensacola. Don't miss major attractions like Pensacola Museum of Art, Pensacola Bay Center and National Museum of Naval Aviation. Johnson Beach, University Town Plaza and Historic Pensacola Village also lure many visitors.

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