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Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Pensacola cottages

Exterior
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

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.6 out of 10, Exceptional, (7)
"Clean quiet well maintained quarters with easy access to the place and shopping and restaurants close by. "
United States
MIKE K.
$124 nightly
The price is $137
Dec 19 - Dec 20
Total with taxes and fees
Charming cottage in fabulous Pensacola just steps from the water with water view
Outdoor dining
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (33)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
$175 nightly
The price is $194
Dec 22 - Dec 23
Total with taxes and fees
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior
Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (2)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
$169 nightly
The price is $188
Dec 28 - Dec 29
Total with taxes and fees
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior
The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.6 out of 10, Exceptional, (25)
"Great place cozy warm"
United States
Charles D.
$197 nightly
The price is $219
Dec 21 - Dec 22
Total with taxes and fees
The Blake: Cottage in Historic Downtown Pensacola
Exterior
The Dutch Getaway

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (51)
"Such a charming little house! The house was very clean and had all the essentials, and the hosts were very nice and responsive. We enjoyed our stay!"
United States
Shelby H.
$186 nightly
The price is $207
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Dutch Getaway
Fridge, microwave, oven, stovetop
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

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
9.0 out of 10, Wonderful, (11)
"My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!"
United States
Jacqueline N.
$168 nightly
The price is $186
Dec 21 - Dec 22
Total with taxes and fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Exterior
The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (26)
"Loved staying at the Jesse. It was nothing fancy, but very clean and had everywhere needed. I didn't like paying an extra 48 to VRBO, so I will never use them again!"
United States
Patrick P.
$195 nightly
The price is $216
Dec 20 - Dec 21
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
Property grounds
Private Cottage in Pensacola for Annual Winterfest Festivities

Private Cottage in Pensacola for Annual Winterfest Festivities

Private Cottage in Pensacola for Annual Winterfest Festivities
Pensacola
9.8 out of 10, Exceptional, (10)
"Wonderful stay that is pup friendly"
United States
Laura S.
$201 nightly
The price is $223
Dec 19 - Dec 20
Total with taxes and fees
Private Cottage in Pensacola for Annual Winterfest Festivities
1 bedroom, iron/ironing board, free WiFi, bed sheets
Charming cottage in Pensacola

Charming cottage in Pensacola

Charming cottage in Pensacola
2.0 star property
Southeast Pensacola
9.4 out of 10, Exceptional, (16)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
$150 nightly
The price is $166
Dec 28 - Dec 29
Total with taxes and fees
Charming cottage in Pensacola
Outdoor dining
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach

Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach

Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Pensacola
$169 nightly
The price is $188
Dec 19 - Dec 20
Total with taxes and fees
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Exterior
Charming Getaway | 12 minutes to Beach

Charming Getaway | 12 minutes to Beach

Charming Getaway | 12 minutes to Beach
Southeast Pensacola
9.4 out of 10, Exceptional, (9)
"What a perfect place for us to stay while visiting family in Pensacola. The cottage was comfortable, well decorated, and provided everything we needed. We definitely have found our home-away-from home when we visit Pensacola the next time!"
United States
Cherie B.
$228 nightly
The price is $253
Dec 26 - Dec 27
Total with taxes and fees
Charming Getaway | 12 minutes to Beach
Exterior
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Northeast Pensacola
9.6 out of 10, Exceptional, (23)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
$197 nightly
The price is $219
Jan 6 - Jan 7, 2026
Total with taxes and fees
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Exterior
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
South Pensacola
10.0 out of 10, Exceptional, (74)
"We thoroughly enjoyed staying at Auer House. The house was very clean and updated. Lots to do and see in the area."
United States
Beth B.
$327 nightly
The price is $363
Dec 19 - Dec 20
Total with taxes and fees
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Exterior
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
2.0 star property
Seville Historic District
9.8 out of 10, Exceptional, (6)
$206 nightly
The price is $228
Dec 21 - Dec 22
Total with taxes and fees
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
Exterior
Downtown cottage 7 miles from beach

Downtown cottage 7 miles from beach

Downtown cottage 7 miles from beach
Southeast Pensacola
9.6 out of 10, Exceptional, (7)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
United States
Jessica M.
$177 nightly
The price is $196
Jan 1 - Jan 2, 2026
Total with taxes and fees
Downtown cottage 7 miles from beach
Exterior
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
2.0 star property
Pace
10.0 out of 10, Exceptional, (2)
"This was such a cute place to stay! We are so happy we chose this place. Very clean and had all the amentaties. Communication with the Host was easy, helpful and was very friendly. The location was out and away from it all but close enough to stores and restaurants. We will definitely stay here again on our next visit to our son who is in flight school. Highly recommend! "
United States
Michelle S.
$160 nightly
The price is $177
Dec 26 - Dec 27
Total with taxes and fees
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
House (5 Bedrooms) | Interior
Spacious 5BR w/ Patio & W/D Near Beach

Spacious 5BR w/ Patio & W/D Near Beach

Spacious 5BR w/ Patio & W/D Near Beach
3.0 star property
Navarre
$472 nightly
The price is $525
Dec 21 - Dec 22
Total with taxes and fees
Spacious 5BR w/ Patio & W/D Near Beach
Exterior detail
ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM

ADORABLE COTTAGE ON A FARM
Milton
10.0 out of 10, Exceptional, (54)
"Very cozy cottage. Really enjoyed my stay, so much better than a hotel."
United States
Christie C.
$184 nightly
The price is $204
Dec 21 - Dec 22
Total with taxes and fees
ADORABLE COTTAGE ON A FARM
Exterior
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Milton
9.4 out of 10, Exceptional, (25)
"We had a wonderful time and the property was perfect for our little family. The host were very accommodating and welcoming. We would highly recommend this cabin! "
United States
Carly S.
$185 nightly
The price is $204
Jan 8 - Jan 9, 2026
Total with taxes and fees
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Exterior
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
2.0 star property
Elberta
10.0 out of 10, Exceptional, (13)
"Easy route to The Wharf, nice and clean place.Beautiful antique furniture and the hosts were very friendly!"
United States
Deborah L.
$177 nightly
The price is $194
Dec 19 - Dec 20
Total with taxes and fees
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
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

Candlewood Suites Pensacola - University Area by IHG

Candlewood Suites Pensacola - University Area by IHG

10/10 Excellent
"Clea"
Jacob 1-night trip
Posted 1 day ago
Candlewood Suites Pensacola - University Area by IHG

Find out more about Pensacola

Pensacola Cottages information

Number of reviews
368
Accommodation
161 Cottages
Lowest Price
$137
Highest Price
$525

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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