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San Mateo Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for San Mateo vacation rentals

Outdoor dining

1. Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
San Mateo
10.0 out of 10, Exceptional, (3 reviews)
"This was only a one night stay, but we would have been happy to stay longer. The property is lovely. We enjoyed dinner and breakfast. We slept well after a long day of travel to Costa Rica. The room and shower were clean and the view was spectacular. "
United States
Jillian S.
$183 nightly
The price is $183
Oct 15 - Oct 16
Total with taxes and fees
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
A person seated on a wooden chair overlooking a mountainous landscape with lush greenery.

2. Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
$190 nightly
The price is $190
Oct 29 - Oct 30
Total with taxes and fees
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
Two wooden chairs and a small table on a wooden deck overlooking a mountainous landscape.

3. Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
$176 nightly
The price is $176
Oct 14 - Oct 15
Total with taxes and fees
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
A spacious room with a dining area, seating, and a view through a doorway.

4. Ocho Villas

Ocho Villas
3.0 star property
Coyolar
$136 nightly
The price is $154
Oct 14 - Oct 15
Total with taxes and fees
Ocho Villas
A modern outdoor pool area with a covered patio, seating, and a car parked nearby.

5. Casa Mercedes - con piscina privada y Aire Acondicionado

Casa Mercedes - con piscina privada y Aire Acondicionado
San Pablo de Turrubares
10.0 out of 10, Exceptional, (3 reviews)
"Small, clean and quaint cottage with a small private pool, surrounded by nature. Well equipped modern kitchen, all around good decor and comfy beds."
United States
Roy F.
$130 nightly
The price is $143
Oct 14 - Oct 15
Total with taxes and fees
Casa Mercedes - con piscina privada y Aire Acondicionado
A room with large windows, a wooden ceiling, and a small table with a kettle and flowers.

6. Terminal Verde

Terminal Verde
3.5 star property
Concepcion
7.0 out of 10, Good, (9 reviews)
"The bus was perfect, would recommend. "
United States
Jeremiah
$46 nightly
The price is $52
Oct 14 - Oct 15
Total with taxes and fees
Terminal Verde
A swimming pool with a tiled edge, surrounded by lush greenery and palm trees.

7. Hermosa Casa con vista al bosque

Hermosa Casa con vista al bosque
Orotina
4.0 out of 10, (1 review)
$120 nightly
The price is $130
Oct 14 - Oct 15
Total with taxes and fees
Hermosa Casa con vista al bosque
A pool with a geometric tile pattern and a stone border.

8. Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (61 reviews)
"Guests needs had been very well thought through. Lovely place!"
United States
Kath
$56 nightly
The price is $63
Oct 14 - Oct 15
Total with taxes and fees
Nomad Living CR
A pathway leading to a building surrounded by lush greenery and palm trees.

9. Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (4 reviews)
$84 nightly
The price is $95
Nov 12 - Nov 13
Total with taxes and fees
Club Heasa - Men Only
A room with a large window overlooking a landscape, a wooden ceiling, and two colorful chairs.

10. Mountain View Studio With Private Patio in Atenas

Mountain View Studio With Private Patio in Atenas
2.0 star property
Jesús
$135 nightly
The price is $146
Oct 18 - Oct 19
Total with taxes and fees
Mountain View Studio With Private Patio in Atenas
A pool with a mountain view, two large vases, and outdoor seating.

11. La Toscana Hills

La Toscana Hills
3.5 star property
Atenas
6.0 out of 10, (2 reviews)
"Everything was unique about the property. The animals, the pool, the rooms and common areas. Absolutely amazing and phenomenal. The drive to get there gets steep but once you have arrived, breathtaking."
United States
Anonymous traveler
$315 nightly
The price is $356
Oct 14 - Oct 15
Total with taxes and fees
La Toscana Hills
A balcony with a hot tub, a table with fruit and a cup of coffee, and a view of greenery.

12. Alto Bosque. Mountain chalet with a private hot tub ⛰️🌿

Alto Bosque. Mountain chalet with a private hot tub ⛰️🌿
Berlín
$153 nightly
The price is $168
Nov 5 - Nov 6
Total with taxes and fees
Alto Bosque. Mountain chalet with a private hot tub ⛰️🌿
A garden pathway with a variety of plants and trees, leading to a blue structure in the background.

13. Mountain View Studio with Private Patio in Atenas

Mountain View Studio with Private Patio in Atenas
atenas
9.6 out of 10, Exceptional, (21 reviews)
"What a wonderful property! Guida and John were delightful hosts. I spent time watching the amazing butterflies, enjoying the sunrises, or heading in to Atenas for lunches or ice cream. The views are fabulous. I thoroughly enjoyed my quiet time here."
United States
Peggy L.
$215 nightly
The price is $227
Oct 19 - Oct 20
Total with taxes and fees
Mountain View Studio with Private Patio in Atenas
A clear blue sky with clouds, a swimming pool, and a large vase on the edge.

14. Atenas Villa with Private Infinity Pool and Mountain Views

Atenas Villa with Private Infinity Pool and Mountain Views
atenas
9.6 out of 10, Exceptional, (67 reviews)
"Amazing "
Canada
Renee L.
$452 nightly
The price is $490
Oct 19 - Oct 20
Total with taxes and fees
Atenas Villa with Private Infinity Pool and Mountain Views
A swimming pool with lounge chairs and umbrellas, a covered patio area, and a view of the surrounding landscape.

15. Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
$124 nightly
The price is $140
Oct 14 - Oct 15
Total with taxes and fees
Villa garita inn
A pool area with lounge chairs, a palm tree, and a view of the ocean.

16. Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
6.8 out of 10, (5 reviews)
"El lugar está bonito pero todo olía a humedad y la ropa de cama olía a sudor. Tienen mucho para mejorar porque el lugar es bonito pero les falta aseo. En la noche se fue la luz y el calor si estuvo terrible porque no tenían planta."
United States
Ana Betty Peraza
$42 nightly
The price is $47
Oct 27 - Oct 28
Total with taxes and fees
Macaw Paradise
A room with a large window overlooking a mountainous landscape. There is a table with a teapot and cups on it.

17. Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana

Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana
Macacona
9.4 out of 10, Exceptional, (3 reviews)
"Clean rooms and a nice view of the mountains."
United States
Mikel-Ange L.
$81 nightly
The price is $81
Oct 26 - Oct 27
Total with taxes and fees
Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana
A balcony with a view of a green landscape and mountains under a partly cloudy sky.

18. Apart. Valhalla San Ramon

Apart. Valhalla San Ramon
Tejar
8.4 out of 10, Very good, (7 reviews)
"Great little apartment with all the necessities and within walking distance to anything downtown"
United States
Steve R.
$60 nightly
The price is $60
Oct 14 - Oct 15
Total with taxes and fees
Apart. Valhalla San Ramon
A modern kitchen with a central island, dark cabinets, and a wooden ceiling.

19. El Cofre Secure and private gated home

El Cofre Secure and private gated home
Palmares
$202 nightly
The price is $202
Oct 14 - Oct 15
Total with taxes and fees
El Cofre Secure and private gated home
A wooden deck with a metal railing overlooking a lush, green landscape.

20. Tropical Forest Experience with Hot Tub, AC & Terrace

Tropical Forest Experience with Hot Tub, AC & Terrace
Atenas
$125 nightly
The price is $134
Oct 15 - Oct 16
Total with taxes and fees
Tropical Forest Experience with Hot Tub, AC & Terrace
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 San Mateo Hotel Reviews

Hotel Villa Caletas

Hotel Villa Caletas

8/10 Good
"Beautiful view"
Guillermo 1-night trip
Posted 3 hours ago
Hotel Villa Caletas

Find out more about San Mateo

Everything you need to know about San Mateo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Mateo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Mateo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $47 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Mateo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in San Mateo?

Yes, there are vacation rentals near top attractions in San Mateo, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in San Mateo?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This vacation home rental outside of San Mateo is located in the city center and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in San Mateo?

With 5 Expedia vacation rentals, you're sure to find just the right place for your San Mateo stay.

What can I see and do in San Mateo?

Explore the area and family-friendly sights such as Balneario Las Musas, or get out into nature at a spot like Parque Central. In the larger area, you’ll find Palmares Church and San Ramon Nonato Church.

What are vacation rentals like in San Mateo?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for families.