Search Cottages in San Mateo

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Compare 66 Cottages in San Mateo with updated reviews, rates, and availability.

On-site Canal Access: Luxe Home in Palm Coast!

3.0 star property
On-site Canal Access: Luxe Home in Palm Coast!

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.

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

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

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

Palm Coast Escape: Screened Lanai, Saltwater Pool!

3.0 star property
Palm Coast Escape: Screened Lanai, Saltwater Pool!

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!

Riverfront St Augustine Retreat, Near Boat Launch!

10.0 out of 10, Exceptional, (65)
"Very clean & quiet ."
Riverfront St Augustine Retreat, Near Boat Launch!

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

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

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!

Pet-friendly Fort Mccoy Cabin w/ Fire Pit!

3.0 star property
Pet-friendly Fort Mccoy Cabin w/ Fire Pit!

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!

Beautiful Palatka Vacation Rental w/ Yard!

3.0 star property
6.0 out of 10, (2)
"The house met all of our needs. Having a washer/dryer was an extra bonus. The contactcoerson was verycquick to respond to questions "
Beautiful Palatka Vacation Rental w/ Yard!

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!

Peaceful Palatka Cottage by St Johns River

9.8 out of 10, Exceptional, (8)
"My son was looking for a quiet place to work and he said he accomplished everything he hoped to. He enjoyed the Palatka experience."
Peaceful Palatka Cottage by St Johns River

Georgetown Escape w/ Slip & Lift: 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 & Lift: Boat Access Only

Palatka Hideaway w/ Fireplace & Private Porch

3.0 star property
Palatka Hideaway w/ Fireplace & Private Porch

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

Local Olympians Home ~ 5 Mi to Beach!

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

Stylish house🌴 w/heated pool, bikes&moore for family fun near parks & beaches🏖

10.0 out of 10, Exceptional, (43)
"Looking for home away from home or somewhere even better? You found it! This place is amazing. Extremely clean, cozy & has call your needs. The pool is nice and heats up nice and warm. Not only does this house provide comfort, it offers fun & relaxation. The pool table, foos ball, ping pong & board games add to having some fun & calls for some great family time. The neighborhood is nice and centrally located to many areas & places. We really enjoyed our stay & highly recommended this place....
Stylish house🌴 w/heated pool, bikes&moore for family fun near parks & beaches🏖

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

9.8 out of 10, Exceptional, (102)
"Everything was perfect. Beautiful getaway"
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!

Home near the beach with private pool, inviting patio, streaming & AC

10.0 out of 10, Exceptional, (10)
"The house was rented out by another company (Vacasa), listed on VRBO. The house was clean, although felt more like a hotel than someone's home. Good wifi, TV and pool, coffee maker. Close to grocery store and Planet Fitness (5-10mins drive)."
Home near the beach with private pool, inviting patio, streaming & AC
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.