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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Pensacola cottages

Exterior
Groovy Cottage in Downtown Pensacola, Pet Friendly

Cottage in South Pensacola

Groovy Cottage in Downtown Pensacola, Pet Friendly
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.
The price is HK$607
HK$1,450 total
includes taxes & fees
6 Jan - 7 Jan 2026
Groovy Cottage in Downtown Pensacola, Pet Friendly
Exterior
Charming cottage in fabulous Pensacola just steps from the water with water view

Cottage in Southeast Pensacola

Charming cottage in fabulous Pensacola just steps from the water with water view
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.
The price is HK$498
HK$1,065 total
includes taxes & fees
14 Jan - 15 Jan 2026
Charming cottage in fabulous Pensacola just steps from the water with water view
Exterior
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Cottage in Downtown Pensacola

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
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.
The price is HK$498
HK$1,524 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Exterior
The Dutch Getaway

Cottage in New Warrington

The Dutch Getaway
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.
The price is HK$700
HK$1,614 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Dutch Getaway
Exterior detail
Charming cottage in Pensacola

Cottage in Southeast Pensacola

Charming cottage in Pensacola
2.0 star property
9.4 out of 10, Exceptional, (16)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is HK$658
HK$1,289 total
includes taxes & fees
28 Dec - 29 Dec
Charming cottage in Pensacola
Exterior
The Blake: Cottage in Historic Downtown Pensacola

Cottage in Seville Historic District

The Blake: Cottage in Historic Downtown Pensacola
9.6 out of 10, Exceptional, (25)
"Excellent communication and very nice spot in a great location. Would definitely recommend staying here if you are in Pensacola!"
United States
James O.
The price is HK$513
HK$1,710 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Blake: Cottage in Historic Downtown Pensacola
Exterior
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Cottage in Northeast Pensacola

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
9.6 out of 10, Exceptional, (23)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is HK$805
HK$1,594 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Property grounds
Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year

Cottage in Pensacola

Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year
10.0 out of 10, Exceptional, (11)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is HK$933
HK$1,944 total
includes taxes & fees
31 Dec - 1 Jan 2026
Private 3bed/1 bath Pensacola Cottage for a Relaxing New Year
Exterior
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Cottage in South Pensacola

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
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.
The price is HK$1,015
HK$2,912 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Fridge, microwave, oven, stovetop
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Cottage in Downtown Pensacola

Cute little cottage located 2 blocks from the heart of 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.
The price is HK$525
HK$1,454 total
includes taxes & fees
28 Dec - 29 Dec
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Outdoor dining
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach

Cottage in Pensacola

Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
The price is HK$770
HK$1,467 total
includes taxes & fees
28 Dec - 29 Dec
Perdido Surf Shack- a unique tiny home close to NAS, Bayou Tarkiln SP and beach
Exterior
The Jesse: Cottage in Historic Downtown Pensacola

Cottage in Seville Historic District

The Jesse: Cottage in Historic Downtown Pensacola
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.
The price is HK$537
HK$1,752 total
includes taxes & fees
30 Dec - 31 Dec
The Jesse: Cottage in Historic Downtown Pensacola
Exterior
Charming Getaway | 12 minutes to Beach

Cottage in Southeast Pensacola

Charming Getaway | 12 minutes to Beach
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.
The price is HK$568
HK$1,942 total
includes taxes & fees
3 Jan - 4 Jan 2026
Charming Getaway | 12 minutes to Beach
Exterior
Downtown cottage 7 miles from beach

Cottage in Southeast Pensacola

Downtown cottage 7 miles from beach
9.6 out of 10, Exceptional, (7)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
United States
Jessica M.
The price is HK$739
HK$1,527 total
includes taxes & fees
1 Jan - 2 Jan 2026
Downtown cottage 7 miles from beach
Exterior
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart

Cottage in Pace

Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
2.0 star property
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.
The price is HK$622
HK$1,375 total
includes taxes & fees
30 Dec - 31 Dec
Charming Tiny Home in Pace Near Downtown and Pensacola Beach, 2 min from Walmart
Interior
Spacious 5BR w/ Patio & W/D Near Beach

Cottage in Navarre

Spacious 5BR w/ Patio & W/D Near Beach
3.0 star property
The price is HK$840
HK$4,084 total
includes taxes & fees
28 Dec - 29 Dec
Spacious 5BR w/ Patio & W/D Near Beach
Exterior
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.

Cottage in Elberta

Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
2.0 star property
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.
The price is HK$1,015
HK$1,498 total
includes taxes & fees
27 Dec - 28 Dec
Cozy cottage 20 minutes to beaches! Less than 10 minutes to OWA & Beach Express.
Exterior
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach

Cottage in Milton

ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
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.
The price is HK$539
HK$1,543 total
includes taxes & fees
5 Jan - 6 Jan 2026
ELET Cottage, Horse Encounter - Farm Stay, Loft Cabin, 35 Mins to Beach
Smart TV, fireplace
ADORABLE COTTAGE ON A FARM

Cottage in Milton

ADORABLE COTTAGE ON A FARM
10.0 out of 10, Exceptional, (54)
"Very cozy cottage. Really enjoyed my stay, so much better than a hotel."
United States
Christie C.
The price is HK$770
HK$1,584 total
includes taxes & fees
4 Jan - 5 Jan 2026
ADORABLE COTTAGE ON A FARM
Exterior
1796 W Beach Boulevard

Cottage in Gulf Shores

1796 W Beach Boulevard
2.0 star property
The price is HK$583
HK$3,095 total
includes taxes & fees
6 Jan - 7 Jan 2026
1796 W Beach Boulevard
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

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

10/10 Excellent
"very clean large rooms staff was very very friendly and helpful jo at the front desk is a gem very pleased over all"
john 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Find out more about Pensacola

Pensacola Cottages information

Number of reviews
363
Accommodation
168 Cottages
Lowest Price
HK$1,065
Highest Price
HK$2,912

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 holiday in the outdoors. From ritzy retreats to affordable stays and cottages that have conveniences like a kitchen, Expedia has something for all traveller 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 Centre and National Museum of Naval Aviation. Johnson Beach, University Town Plaza and Historic Pensacola Village also lure many visitors.

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