Search Vacation Homes in San Mateo

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 380 Vacation Homes in San Mateo with updated reviews, rates, and availability.

Boat Dock*Salt Water Heated Pool *Close to Beach

8.6 out of 10, Excellent, (25)
"We had a great stay at this property. Communication was prompt, even on Easter. The pool was perfect for the kids and we even caught a few fish from the dock. We would definitely book this place if we are ever in the area again."
Boat Dock*Salt Water Heated Pool *Close to Beach

HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games

10.0 out of 10, Exceptional, (64)
"This home was perfect. Fully, and I mean FULLY stocked with plenty of everything. The fire pit was awesome, the pool was heated for us. Plenty of bedding and more than enough pillows. The kitchen was perfectly stocked and every part of this house was clean and ready for visitors. Galina was in contact with any questions we had and checked in with us regularly. We 100% plan to come back to this house. "
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games

4 bedroom luxury home on a quiet canal with pontoon rental available.

9.6 out of 10, Exceptional, (171)
"Great property in a quiet neighborhood. On site concierge was awesome. Even had a pontoon boat on site for our use. Will definitely be back again. "
4 bedroom luxury home on a quiet canal with pontoon rental available.

Large Waterfront home w/dock

10.0 out of 10, Exceptional, (1)
"My husband and friends stayed at this beautiful house and they loved it. They said it was so relaxing to be right on the water and close to were their fishing tournament was located. They enjoyed their stay and would stay again. Thank you Megan for responding to my messages so quickly."
Large Waterfront home w/dock

Designer Heated Salt Water Pool Home - Close to Ocean-Modern

9.4 out of 10, Exceptional, (19)
"Nice house with large space. Pool and outdoor area was enjoyable. Everything we needed was available. Beds were extremely comfortable. Very quiet location. However the towels provided for bathrooms were awful. Small and coarse! "
Designer Heated Salt Water Pool Home - Close to Ocean-Modern

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

Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.

8.4 out of 10, Very Good, (11)
"I recently stayed at this VRBO, booked through Expedia, and overall, it was a pleasant experience. The property was impeccably clean, and the staff I interacted with were consistently polite and helpful."
Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.

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

10.0 out of 10, Exceptional, (16)
"It was a great location between the two racing locations. House was great. I would recommend to anyone who is interested."
Home near the beach with private pool, inviting patio, streaming & AC

Cozy and Cute Palm Coast, FL House!

10.0 out of 10, Exceptional, (5)
"Great property and easy check-in. Wish that the weather had been a little warmer for us to ride our motorcycles along the coast a little bit more. Other than that, the only thing I wish there had been was a little bit more description on the driveway. My pick up and trailer just barely fit in, but we made it. Excellent host. !"
The price is AED 558
AED 1,386 total
includes taxes & fees
20 Apr - 21 Apr
Cozy and Cute Palm Coast, FL House!

St Johns Riverfront Updated Spacious Home

9.4 out of 10, Exceptional, (20)
"Enjoyed"
St Johns Riverfront Updated Spacious Home

Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

9.6 out of 10, Exceptional, (34)
"Property was very clean, easy checkin and out. Property was as described, only minor negative was the lack of silverware, dishes and traditional coffee pot and holes under the fence if you bring a dog, wasn’t a issue for us as we did not leave her unattended outside. Updated property and furniture with plentiful seating "
The price is AED 404
AED 1,202 total
includes taxes & fees
30 Mar - 31 Mar
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴

10.0 out of 10, Exceptional, (47)
"Great property, nice pool area and comfortable master bed. We would visit again. Wi"
The price is AED 841
AED 2,224 total
includes taxes & fees
6 Apr - 7 Apr
Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets

10.0 out of 10, Exceptional, (323)
"Beautiful Location "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets

Tranquility Home Near Historical Flagler Beach

10.0 out of 10, Exceptional, (11)
"This place was cute, clean, and big enough for my family with no problem. I appreciate the quick communication and extra help when we thought we lost something in the rental after check out! This was a great place to stay while we surprised our family, that lives in town, at a surprise birthday party! Mahalo nui loa from our ohana."
The price is AED 404
AED 732 total
includes taxes & fees
26 Mar - 27 Mar
Tranquility Home Near Historical Flagler Beach

Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course

10.0 out of 10, Exceptional, (60)
"We love staying in Roland houses. The pool is always warm. It has everything that you could need in the kitchen. We had a great stay! Staying at another property of Roland next year. I would definitely stay at this property again. Thanks Roland!!!"
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course

Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11

9.4 out of 10, Exceptional, (6)
"Very spacious, host very responsive and communicative."
Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11

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

10.0 out of 10, Exceptional, (1)
"Clean, modern, comfortable and complete! The only thing I’d say is that the king pillows weren’t comfortable at all, but that would never be a deal breaker. I would absolutely recommend!"
8 Mi to Flagler Beach: Home w/ Outdoor Dining!

Serene Escape in Historic Palatka: Cute 2BR Home

9.6 out of 10, Exceptional, (15)
"Property was conveniently located near Palatka golf Club. The beds were comfortable. Having kuerig coffe pods was a nice touch"
Serene Escape in Historic Palatka: Cute 2BR Home

Waterfront Welaka Escape w/ Private Docks!

9.4 out of 10, Exceptional, (28)
"My family and I had an awesome stay at this place, cozy with plenty of space for a fun weekend on the river. I would 100% stay at this location again. My overall rate is a 9.5 out of 10, only issue is the bushes, and tall grass in front of the dock. Tons of deer and turkeys running"
Waterfront Welaka Escape w/ Private Docks!

PAWSome Pet & Family Pool Retreat

9.6 out of 10, Exceptional, (4)
"Nice place very comfortable and convenient. "
The price is AED 436
AED 2,242 total
includes taxes & fees
31 Mar - 1 Apr
PAWSome Pet & Family Pool Retreat
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.
Don't see what you're looking for?
See all available properties in San Mateo
Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Mateo

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!

Sunset Getaway

10.0 out of 10, Exceptional, (37)
"Absolutely beautiful! So much fun. Enjoyed the pool and our beautiful view. "
Sunset Getaway

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.