St. Augustine, FL

History Vibes | Walk Downtown | 3 bed/1 bath

3 bedrooms 3 beds 1 baths 5 guests 4.5 (10)

About the property

Sweetgrass Dream Cottage – Colorful, Dog-Friendly Stay on the Freedom Trail in Historic St. Augustine Welcome to Sweetgrass Dream Cottage — a cozy, creative retreat located on historic Bernard Street, right along the Gullah Geechee Freedom Trail in the heart of St. Augustine. This soulful little cottage is tucked beside our beloved Sweetgrass Soul Cottage and offers a warm, welcoming space for travelers looking to experience history, culture, and comfort. Inside, you’ll find: A king bed, a queen bed, and a full-size bed recently updated good for 5 - 6 guests. A full kitchen stocked with the basics so you can cook up a storm. A living room perfect for movie nights or lazy mornings. A clean, updated bathroom and laundry area for added convenience. The home features thoughtful touches of Gullah Geechee culture through vibrant local artwork, adding meaning and color to your stay. It’s a small but soulful space, with nods to the rich heritage of the neighborhood around every corner. Outside, enjoy a large, grassy backyard — a great space for relaxing in the sunshine or letting your dog stretch their legs. Yes, we’re dog-friendly and welcome your four-legged family members! You’ll be just a short walk or bike ride from historic downtown St. Augustine, and right on a path rich with stories of freedom, resilience, and community. Want to come with friends or extended family? Ask about booking both Sweetgrass Dream and Sweetgrass Soul together for a more spacious stay. Let Sweetgrass Dream Cottage be your home base as you dream, explore, and unwind in one of America’s oldest cities. Guests have access to the entire cottage except for one locked cabinet We are available through the app or in person in the event of emergencies. There is no smoking inside the home, but you are welcome to do so on the front porch. Sweetgrass Dream Cottage – Colorful, Dog-Friendly Stay on the Freedom Trail in Historic St. Augustine Welcome to Sweetgrass Dream Cottage — a cozy, creative retreat located on historic Bernard Street, right along the Freedom Trail in the heart of St. Augustine. This soulful little cottage is tucked beside our beloved Sweetgrass Soul Cottage and offers a warm, welcoming space for travelers looking to experience history, culture, and comfort. Recently upgraded beds including a king, queen & full.

Sweetgrass Dream Cottage – Colorful, Dog-Friendly Stay on the Freedom Trail in Historic St. Augustine Welcome to Sweetgrass Dream Cottage — a cozy, creative retreat located on historic Bernard Street, right along the Gullah Geechee Freedom Trail in the heart of St. Augustine. This soulful little cottage is tucked beside our beloved Sweetgrass Soul Cottage and offers a warm, welcoming space for travelers looking to experience history, culture, and comfort. Inside, you’ll find: A king bed, a queen bed, and a full-size bed recently updated good for 5 - 6 guests. A full kitchen stocked with the basics so you can cook up a storm. A living room perfect for movie nights or lazy mornings. A clean, updated bathroom and laundry area for added convenience. The home features thoughtful touches of Gullah Geechee culture through vibrant local artwork, adding meaning and color to your stay. It’s a small but soulful space, with nods to the rich heritage of the neighborhood around every corner. Outside, enjoy a large, grassy backyard — a great space for relaxing in the sunshine or letting your dog stretch their legs. Yes, we’re dog-friendly and welcome your four-legged family members! You’ll be just a short walk or bike ride from historic downtown St. Augustine, and right on a path rich with stories of freedom, resilience, and community. Want to come with friends or extended family? Ask about booking both Sweetgrass Dream and Sweetgrass Soul together for a more spacious stay. Let Sweetgrass Dream Cottage be your home base as you dream, explore, and unwind in one of America’s oldest cities. Guests have access to the entire cottage except for one locked cabinet We are available through the app or in person in the event of emergencies. There is no smoking inside the home, but you are welcome to do so on the front porch. Sweetgrass Dream Cottage – Colorful, Dog-Friendly Stay on the Freedom Trail in Historic St. Augustine Welcome to Sweetgrass Dream Cottage — a cozy, creative retreat located on historic Bernard Street, right along the Freedom Trail in the heart of St. Augustine. This soulful little cottage is tucked beside our beloved Sweetgrass Soul Cottage and offers a warm, welcoming space for travelers looking to experience history, culture, and comfort. Recently upgraded beds including a king, queen & full.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 21, 2026$118Available1
May 22, 2026$175Available1
May 23, 2026$185Not Available2
May 24, 2026$171Not Available2
May 25, 2026$141Not Available2
May 26, 2026$135Available1
May 27, 2026$131Available1
May 28, 2026$141Available2
May 29, 2026$168Available2
May 30, 2026$168Available2
May 31, 2026$133Available2
Jun 1, 2026$120Available2
Jun 2, 2026$120Available2
Jun 3, 2026$120Available2
Jun 4, 2026$141Available2
Jun 5, 2026$181Available3
Jun 6, 2026$181Available3
Jun 7, 2026$145Available3
Jun 8, 2026$145Available3
Jun 9, 2026$145Available3
Jun 10, 2026$145Available3
Jun 11, 2026$145Available3
Jun 12, 2026$191Available3
Jun 13, 2026$191Available3
Jun 14, 2026$165Available3
Jun 15, 2026$165Available3
Jun 16, 2026$165Available3
Jun 17, 2026$165Available3
Jun 18, 2026$165Available3
Jun 19, 2026$225Available3
Jun 20, 2026$225Available3
Jun 21, 2026$175Available3
Jun 22, 2026$175Available3
Jun 23, 2026$175Available3
Jun 24, 2026$175Available3
Jun 25, 2026$175Available3
Jun 26, 2026$225Available3
Jun 27, 2026$225Available3
Jun 28, 2026$185Available3
Jun 29, 2026$185Available3
Jun 30, 2026$185Available3
Jul 1, 2026$185Available3
Jul 2, 2026$185Available3
Jul 3, 2026$275Available3
Jul 4, 2026$275Available3
Jul 5, 2026$199Available3
Jul 6, 2026$199Available3
Jul 7, 2026$199Available3
Jul 8, 2026$199Available3
Jul 9, 2026$199Available3
Jul 10, 2026$225Available3
Jul 11, 2026$225Available3
Jul 12, 2026$181Available3
Jul 13, 2026$181Available3
Jul 14, 2026$181Available3
Jul 15, 2026$181Available3
Jul 16, 2026$181Available3
Jul 17, 2026$225Available3
Jul 18, 2026$225Available3
Jul 19, 2026$175Available3
Jul 20, 2026$175Available3
Jul 21, 2026$131Available3
Jul 22, 2026$131Available3
Jul 23, 2026$131Available3
Jul 24, 2026$165Available3
Jul 25, 2026$165Available3
Jul 26, 2026$131Available3
Jul 27, 2026$131Available3
Jul 28, 2026$131Available3
Jul 29, 2026$131Available3
Jul 30, 2026$131Available3
Jul 31, 2026$165Available3
Aug 1, 2026$165Available3
Aug 2, 2026$131Available3
Aug 3, 2026$131Available3
Aug 4, 2026$131Available3
Aug 5, 2026$131Available3
Aug 6, 2026$131Available3
Aug 7, 2026$165Available3
Aug 8, 2026$165Available3
Aug 9, 2026$131Available3
Aug 10, 2026$131Available3
Aug 11, 2026$131Available3
Aug 12, 2026$131Available3
Aug 13, 2026$131Available3
Aug 14, 2026$165Available3
Aug 15, 2026$165Available3
Aug 16, 2026$131Available3
Aug 17, 2026$131Available3
Aug 18, 2026$131Available3
Aug 19, 2026$131Available3

Where you'll sleep

Amenities

Bed linens
Body soap
Books
Carbon monoxide detector
Ceiling fan
Coffee maker
Conditioner
Cooking basics

4.5 · 10 reviews

N
Natalie V.
4 weeks ago

The good is that this is a great location, walking distance to everything in Downtown St Augustine and the castle. Kitchen well stocked, but the listing has a few things that were not accurate. almost every soap was nearly empty and the listing states that shampoo, conditioner and body wash are included which were all nearly empty and we had to add water to the bathroom sink soap and body wash to use. The main AC was broken and wall units were installed to accommodate but during the heat it gets hot in there. the back room had no AC unit at all and was like 85 degrees. there was no intention to ensure this room was covered until we reached out confused and they brought over a wall unit. the living room one was set to a weird setting so for hours it was ungodly hot in there. having someone install a wall unit when you are trying to relax with your family isn’t ideal. was told i’d get a discount for the hassle which they didn’t end up providing after all.

A
Antonio
April 2026

We had a wonderful stay at this charming historic home in St. Augustine. The house has a lot of character and was very comfortable throughout our visit. It really added to the experience of being in such a unique, historic area. We were able to walk to most of the main attractions, restaurants, and shops in the historic district, which made everything super convenient. The home itself was cozy, well-kept, and full of charm. Overall, a great spot and we’d happily stay here again.

A
Adam S.
April 2026

Hosts were super quick to respond and allowed our pups to come. The place was clean and had a small yard in the back for our dogs which was great. It was about a 10 min walk to shops. We walked to the downtown area every day with no problem and the area felt pretty safe. It was noisy early in the morning due to delivery vehicle and trash pickups in the area but not much you can do.

Where you'll be

St. Augustine, FL, 32084, US

Things to know

Cancellation policy

Property rules

Not suitable for children (2–12 years).
Not suitable for infants (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 5 guests.