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Check prices for these dates

Next weekend
Mar 28 - Mar 30
In two weeks
Apr 4 - Apr 6
In one month
Apr 18 - Apr 20
In two months
May 16 - May 18

Browse Select San Mateo Cottages

Beautiful cottage on 28 acres of prime land, in Fruitland, Florida!
Fridge, microwave, oven, stovetop

Beautiful cottage on 28 acres of prime land, in Fruitland, Florida!

8.0 out of 10, Very good, (1)
"Cozy cabin"
Beautiful cottage on 28 acres of prime land, in Fruitland, Florida!
7 Mi to Beaches: Spacious St Augustine Home!
Interior

7 Mi to Beaches: Spacious St Augustine Home!

3.0 star property
2.0 out of 10, (1)
"I booked this property to evacuate hurricane Milton. I drove 3 1/2 hours to property and when I got there my code didn’t work. I called the property manager and after 3 phone calls and his full voicemail, he finally called me and told me my reservation was cancelled!! I was furious and couldn’t believe that evolve travel never notified me. Check-in was at 3:00 pm and I got there at 2:00 and I never had anyone contact me…we were basically desperate for a place to stay ahead of the hurricane. We...
7 Mi to Beaches: Spacious St Augustine Home!
Cottage resort in Ocala National forest with pool, lake for boats, hiking trails
Miscellaneous

Cottage resort in Ocala National forest with pool, lake for boats, hiking trails

10.0 out of 10, Exceptional, (24)
"We enjoy our time in this beautiful place"
Cottage resort in Ocala National forest with pool, lake for boats, hiking trails
Super roomy Park Model in premier resort with lake, pools, dock and boat launch.
Miscellaneous

Super roomy Park Model in premier resort with lake, pools, dock and boat launch.

9.8 out of 10, Exceptional, (10)
"Property was well maintained and the property manager had made an extra effort to have things available that might have been forgotten. I was concerned when I saw there was no oven but the combination microwave did a good job."
Super roomy Park Model in premier resort with lake, pools, dock and boat launch.
8 Mi to Flagler Beach: Home w/ Outdoor Dining!
Interior

8 Mi to Flagler Beach: Home w/ Outdoor Dining!

3.0 star property
8 Mi to Flagler Beach: Home w/ Outdoor Dining!
Palm Coast Escape: Screened Lanai, Saltwater Pool!
Terrace/patio

Palm Coast Escape: Screened Lanai, Saltwater Pool!

3.0 star property
Palm Coast Escape: Screened Lanai, Saltwater Pool!
Palm Coast Home w/ Heated Pool: 3 Mi to Beach!
House (3 Bedrooms) | Interior

Palm Coast Home w/ Heated Pool: 3 Mi to Beach!

3.0 star property
Palm Coast Home w/ Heated Pool: 3 Mi to Beach!
Cozy Historic Cottage on a Private Island / Real Old Florida/Close to Springs!
Miscellaneous

Cozy Historic Cottage on a Private Island / Real Old Florida/Close to Springs!

10.0 out of 10, Exceptional, (4)
"This property was amazing! The check-in was very easy, with a convenient water taxi to and from the property. There are goats, pigs, chickens, and ducks on the property and they are all very friendly. The host was great and super accomodating. This was a great stay, and I cannot recommend it enough if you’re looking for a peaceful retreat."
Cozy Historic Cottage on a Private Island / Real Old Florida/Close to Springs!
2 bedroom Cozy Cottage on the Lake with your own private dock to fish and swim!
Miscellaneous

2 bedroom Cozy Cottage on the Lake with your own private dock to fish and swim!

10.0 out of 10, Exceptional, (7)
"Cozy Cottage truly lives up to it's name. Located on a peaceful 28 acre lake with a private backyard and covered dock. We started our mornings on the lake shore in comfy lounge chairs under a large umbrella, fished from the dock durng the day and enjoyed the beautiful stars at night. The cottage was comfy (3 adults and 1 dog) and had everything we needed and more in the well stocked kitchen. We enjoyed all the extra amenities provided throughout the cottage and property. It was just what we...
2 bedroom Cozy Cottage on the Lake with your own private dock to fish and swim!
River Cottage , Bed and Breakfast
Terrace/patio

River Cottage , Bed and Breakfast

7.8 out of 10, Good, (8)
"This little cottage is efficient. The owner is kind and responsive. Location is ideal if you want to walk to the river or to the old downtown area."
River Cottage , Bed and Breakfast
Nature Lover’s Cottage at Penner Pond, Ocala Forest/ Rodman Dam
Interior detail

Nature Lover’s Cottage at Penner Pond, Ocala Forest/ Rodman Dam

9.8 out of 10, Exceptional, (31)
"Had an amazing time staying at this peaceful property in the Ocala National Forest, away from the hustle and bustle of the city. We enjoyed seeing a wide variety of local wildlife, property is near Salt Springs which is an amazing place to visit. Looking forward to staying again sometime in the future!"
Nature Lover’s Cottage at Penner Pond, Ocala Forest/ Rodman Dam
Georgetown Escape w/ Slip: Boat Access Only
3 bedrooms, iron/ironing board, bed sheets

Georgetown Escape w/ Slip: Boat Access Only

10.0 out of 10, Exceptional, (14)
"This place is so charming and we really had a great time. would stay here again!"
Georgetown Escape w/ Slip: Boat Access Only
Gorgeous cottage w/pool on horse property in St. Augustine
Property grounds

Gorgeous cottage w/pool on horse property in St. Augustine

9.8 out of 10, Exceptional, (22)
"Great location, easy to park bass boat. Electric hookup to charge battery. House is comfortable!"
Gorgeous cottage w/pool on horse property in St. Augustine
Pet-friendly Fort Mccoy Cabin w/ Fire Pit!
Interior

Pet-friendly Fort Mccoy Cabin w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very quaint and quiet cabin."
Pet-friendly Fort Mccoy Cabin w/ Fire Pit!
Lanai & Fire Pit: Peaceful Palm Coast Home!
Interior

Lanai & Fire Pit: Peaceful Palm Coast Home!

3.0 star property
Lanai & Fire Pit: Peaceful Palm Coast Home!
Palm Coast Home w/ Pool: 5 Mi to Flagler Beach!
Interior

Palm Coast Home w/ Pool: 5 Mi to Flagler Beach!

3.0 star property
Palm Coast Home w/ Pool: 5 Mi to Flagler Beach!
Waterfront Welaka Escape w/ Private Docks!
Interior

Waterfront Welaka Escape w/ Private Docks!

3.0 star property
Waterfront Welaka Escape w/ Private Docks!
Lakeside Crescent City Cottage: Boat + Dock!
Miscellaneous

Lakeside Crescent City Cottage: Boat + Dock!

10.0 out of 10, Exceptional, (7)
"Quiet neighborhood with great location. The scenery was great."
Lakeside Crescent City Cottage: Boat + Dock!
Upscale Palm Coast Home w/ Pool: 7 Mi to Beaches!
House (4 Bedrooms) | Private kitchen

Upscale Palm Coast Home w/ Pool: 7 Mi to Beaches!

3.0 star property
10.0 out of 10, Exceptional, (1)
Upscale Palm Coast Home w/ Pool: 7 Mi to Beaches!
Seas the Day Cottage is built over the water for fantastic fishing & lake views.
Beach

Seas the Day Cottage is built over the water for fantastic fishing & lake views.

10.0 out of 10, Exceptional, (70)
"This lake house is literally on the water. We enjoyed out time here with the views and have already considered booking again!"
Seas the Day Cottage is built over the water for fantastic fishing & lake views.
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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Other property types in San Mateo

Sunset Getaway
Marina

Sunset Getaway

10.0 out of 10, Exceptional, (36)
"Very clean and comfortable. Felt like a home away from home! I would definitely stay there again."
Sunset Getaway
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
Outdoor pool, a heated pool

Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!

9.8 out of 10, Exceptional, (105)
"It was a great experience all around. The property was very clean and well taken care of. We got to meet the owner and that was a plus. She was extremely helpful with information on the park. "
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!
Outdoor spa tub

Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!

10.0 out of 10, Exceptional, (168)
"“Amazing” its literally the only word needed. We will be back. "
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!
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.

Frequently asked questions

How much do cottages in San Mateo cost?
Prices for cottages in San Mateo range between and per night. No matter your budget, you’ll find the ideal place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in San Mateo with Expedia?
Booking a cottage in San Mateo is as easy as deciding on your travel dates and selecting your ideal place for a vacation in the outdoors. From upmarket retreats to affordable properties and cottages that feature amenities like laundry facilities, Expedia has something for all styles. As for unbeatable deals? We have them too!
How can I find cheap cottages in San Mateo?
The simplest way to compare cheap cottages in San Mateo is with Expedia’s user-friendly filter tool. Tailor your search results by star rating, amenities and budget to nab awesome bargains with only a few clicks.