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Compare 68 Cottages in San Mateo with updated reviews, rates, and availability.

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!

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!

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

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!

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

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!

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

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!

1900's 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."
1900's Cottage on a Private Island / Real Old Florida/Close to Springs!

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

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!

Local Olympians Home ~ 5 Mi to Beach!

3.0 star property
Local Olympians Home ~ 5 Mi to Beach!

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!

Palatka Hideaway w/ Fireplace & Private Porch

3.0 star property
Palatka Hideaway w/ Fireplace & Private Porch

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!

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

Waterfront Welaka Escape w/ Private Docks!

3.0 star property
Waterfront Welaka Escape w/ Private Docks!

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

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

Lanai & Fire Pit: Peaceful Palm Coast Home!

3.0 star property
Lanai & Fire Pit: Peaceful Palm Coast Home!

Bright Paradise of Palm Coast w/ Patio

3.0 star property
Bright Paradise of Palm Coast w/ Patio
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

Escape to our Cozy Home with Crystal-Clear Springs and Trails

9.8 out of 10, Exceptional, (24)
"Private, lots of space , The fire pit area , with the lights amazing . Everything you could need . Close to the springs . So happy I found this , I will be back . "
Escape to our Cozy Home with Crystal-Clear Springs and Trails

Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

9.0 out of 10, Wonderful, (31)
"Great open floor plan. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

Sunset Getaway

10.0 out of 10, Exceptional, (33)
"The condo is even better than it looks and states online. It's definitely a little piece of Heaven.Such a blessing staying here"
Sunset Getaway
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?
Cottages in San Mateo range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. 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 working out your travel dates and selecting your ideal place for a vacation in nature. From upmarket retreats to inexpensive stays and cottages that come with perks like a pool, Expedia has something for all tastes. As for awesome deals? We’ve got your back!
How can I find cheap cottages in San Mateo?
With Expedia’s helpful filter tool, scoring cheap cottages in San Mateo is a breeze. To discover stays that’ll make your bank balance smile, fine-tune your search results by amenities, star rating and budget.