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Hillsborough Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
47 rentals in Hillsborough.
Modern San Francisco Bay Area home. Close to museums, beaches & zoo, vacation rental in Hillsborough
Modern San Francisco Bay Area home. Close to museums, beaches & zoo, vacation rental in Hillsborough
Modern San Francisco Bay Area home. Close to museums, beaches & zoo, vacation rental in Hillsborough

Modern San Francisco Bay Area home. Close to museums, beaches & zoo

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Hillsborough match all your filters:
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat, vacation rental in Hillsborough
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat, vacation rental in Hillsborough
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat, vacation rental in Hillsborough

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Remodeled 2BR in Downtown San Mateo, vacation rental in Hillsborough
Remodeled 2BR in Downtown San Mateo, vacation rental in Hillsborough
Remodeled 2BR in Downtown San Mateo, vacation rental in Hillsborough

Remodeled 2BR in Downtown San Mateo

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private room, private entrance in a redwood grove setting, vacation rental in Hillsborough
Private room, private entrance in a redwood grove setting, vacation rental in Hillsborough
Private room, private entrance in a redwood grove setting, vacation rental in Hillsborough

Private room, private entrance in a redwood grove setting

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough
* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough
* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough

* Marbella Lane - Adorable and Quiet Studio

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy living, one block from Downtown Burlingame, vacation rental in Hillsborough
Cozy living, one block from Downtown Burlingame, vacation rental in Hillsborough
Cozy living, one block from Downtown Burlingame, vacation rental in Hillsborough

Cozy living, one block from Downtown Burlingame

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Central Cozy New 3B2b home, San Mateo, CA, vacation rental in Hillsborough
Central Cozy New 3B2b home, San Mateo, CA, vacation rental in Hillsborough
Central Cozy New 3B2b home, San Mateo, CA, vacation rental in Hillsborough

Central Cozy New 3B2b home, San Mateo, CA

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fantastic Central Location in Downtown San Mateo, vacation rental in Hillsborough
Fantastic Central Location in Downtown San Mateo, vacation rental in Hillsborough
Fantastic Central Location in Downtown San Mateo, vacation rental in Hillsborough

Fantastic Central Location in Downtown San Mateo

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough
* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough
* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough

* Marbella Lane - Modern Refreshing Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Extravagant Modern Villa, vacation rental in Hillsborough
Extravagant Modern Villa, vacation rental in Hillsborough
Extravagant Modern Villa, vacation rental in Hillsborough

Extravagant Modern Villa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Studio Great For Long Stays Garage Parking Included, vacation rental in Hillsborough
Private Studio Great For Long Stays Garage Parking Included, vacation rental in Hillsborough
Private Studio Great For Long Stays Garage Parking Included, vacation rental in Hillsborough

Private Studio Great For Long Stays Garage Parking Included

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Luxury Suite minutes from SFO Airport -Self Check-IN, vacation rental in Hillsborough
Luxury Suite minutes from SFO Airport -Self Check-IN, vacation rental in Hillsborough
Luxury Suite minutes from SFO Airport -Self Check-IN, vacation rental in Hillsborough

Luxury Suite minutes from SFO Airport -Self Check-IN

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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When you visit, you must make time to visit the iconic sights of San Francisco!, vacation rental in Hillsborough
When you visit, you must make time to visit the iconic sights of San Francisco!, vacation rental in Hillsborough
When you visit, you must make time to visit the iconic sights of San Francisco!, vacation rental in Hillsborough

When you visit, you must make time to visit the iconic sights of San Francisco!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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We are committed to making your stay fun comfortable and memorable!!, vacation rental in Hillsborough
We are committed to making your stay fun comfortable and memorable!!, vacation rental in Hillsborough
We are committed to making your stay fun comfortable and memorable!!, vacation rental in Hillsborough

We are committed to making your stay fun comfortable and memorable!!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough
* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough
* Marbella Lane - Adorable and Quiet Studio, vacation rental in Hillsborough

* Marbella Lane - Adorable and Quiet Studio

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Enjoy modern amenities at our convenient room located near the CalTrain, vacation rental in Hillsborough
Enjoy modern amenities at our convenient room located near the CalTrain, vacation rental in Hillsborough
Enjoy modern amenities at our convenient room located near the CalTrain, vacation rental in Hillsborough

Enjoy modern amenities at our convenient room located near the CalTrain

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough
* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough
* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough

* Marbella Lane - Bright and Cozy Home near SFO

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Spacious Downtown Burlingame Apt. with Driveway Parking & Private Patio 1/1, vacation rental in Hillsborough
Spacious Downtown Burlingame Apt. with Driveway Parking & Private Patio 1/1, vacation rental in Hillsborough
Spacious Downtown Burlingame Apt. with Driveway Parking & Private Patio 1/1, vacation rental in Hillsborough

Spacious Downtown Burlingame Apt. with Driveway Parking & Private Patio 1/1

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Luxe San Mateo 1BR w/ W/D, Pool, near stores and Caltrain, by Blueground, vacation rental in Hillsborough
Luxe San Mateo 1BR w/ W/D, Pool, near stores and Caltrain, by Blueground, vacation rental in Hillsborough
Luxe San Mateo 1BR w/ W/D, Pool, near stores and Caltrain, by Blueground, vacation rental in Hillsborough

Luxe San Mateo 1BR w/ W/D, Pool, near stores and Caltrain, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Bright 1Bd/1Ba w/ Free Parking, Full Kitchen, Fast WiFi, vacation rental in Hillsborough
Bright 1Bd/1Ba w/ Free Parking, Full Kitchen, Fast WiFi, vacation rental in Hillsborough
Bright 1Bd/1Ba w/ Free Parking, Full Kitchen, Fast WiFi, vacation rental in Hillsborough

Bright 1Bd/1Ba w/ Free Parking, Full Kitchen, Fast WiFi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Crisp San Mateo 1BR w/ Pool, Spa, Parking, walk to Shops by Blueground, vacation rental in Hillsborough
Crisp San Mateo 1BR w/ Pool, Spa, Parking, walk to Shops by Blueground, vacation rental in Hillsborough
Crisp San Mateo 1BR w/ Pool, Spa, Parking, walk to Shops by Blueground, vacation rental in Hillsborough

Crisp San Mateo 1BR w/ Pool, Spa, Parking, walk to Shops by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Enjoy modern amenities at our room located near the CalTrain, vacation rental in Hillsborough
Enjoy modern amenities at our room located near the CalTrain, vacation rental in Hillsborough
Enjoy modern amenities at our room located near the CalTrain, vacation rental in Hillsborough

Enjoy modern amenities at our room located near the CalTrain

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Airy San Mateo 1BR w/ Clubhouse, Gym & W/D, nr Restaurants, by Blueground, vacation rental in Hillsborough
Airy San Mateo 1BR w/ Clubhouse, Gym & W/D, nr Restaurants, by Blueground, vacation rental in Hillsborough
Airy San Mateo 1BR w/ Clubhouse, Gym & W/D, nr Restaurants, by Blueground, vacation rental in Hillsborough

Airy San Mateo 1BR w/ Clubhouse, Gym & W/D, nr Restaurants, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
1 bedroom
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Serene Mountain View 1BR w/ W/D, A/C & Lounge, nr Highways, by Blueground, vacation rental in Hillsborough
Serene Mountain View 1BR w/ W/D, A/C & Lounge, nr Highways, by Blueground, vacation rental in Hillsborough
Serene Mountain View 1BR w/ W/D, A/C & Lounge, nr Highways, by Blueground, vacation rental in Hillsborough

Serene Mountain View 1BR w/ W/D, A/C & Lounge, nr Highways, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautiful Fremont 1BR w/ W/D, Gym & Pool, nr Tesla, by Blueground, vacation rental in Hillsborough
Beautiful Fremont 1BR w/ W/D, Gym & Pool, nr Tesla, by Blueground, vacation rental in Hillsborough
Beautiful Fremont 1BR w/ W/D, Gym & Pool, nr Tesla, by Blueground, vacation rental in Hillsborough

Beautiful Fremont 1BR w/ W/D, Gym & Pool, nr Tesla, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry, vacation rental in Hillsborough
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry, vacation rental in Hillsborough
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry, vacation rental in Hillsborough

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough
* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough
* Marbella Lane - Bright and Cozy Home near SFO, vacation rental in Hillsborough

* Marbella Lane - Bright and Cozy Home near SFO

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough
2 Connecting Suites at a 4⭐️ Hotel, vacation rental in Hillsborough

2 Connecting Suites at a 4⭐️ Hotel

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cheerful 3-bedroom, 2-office, 2-bath house, vacation rental in Hillsborough
Cheerful 3-bedroom, 2-office, 2-bath house, vacation rental in Hillsborough
Cheerful 3-bedroom, 2-office, 2-bath house, vacation rental in Hillsborough

Cheerful 3-bedroom, 2-office, 2-bath house

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Modern 3B/1B entire house w A/C in San Mateo, California. No pet/smoke, vacation rental in Hillsborough
Cozy Modern 3B/1B entire house w A/C in San Mateo, California. No pet/smoke, vacation rental in Hillsborough
Cozy Modern 3B/1B entire house w A/C in San Mateo, California. No pet/smoke, vacation rental in Hillsborough

Cozy Modern 3B/1B entire house w A/C in San Mateo, California. No pet/smoke

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Spacious Two Bedroom Vacation Rental, vacation rental in Hillsborough
Spacious Two Bedroom Vacation Rental, vacation rental in Hillsborough
Spacious Two Bedroom Vacation Rental, vacation rental in Hillsborough

Spacious Two Bedroom Vacation Rental

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Dreamy San Mateo 2BR w/ W/D, Pool, Gym, Parking, near 101, by Blueground, vacation rental in Hillsborough
Dreamy San Mateo 2BR w/ W/D, Pool, Gym, Parking, near 101, by Blueground, vacation rental in Hillsborough
Dreamy San Mateo 2BR w/ W/D, Pool, Gym, Parking, near 101, by Blueground, vacation rental in Hillsborough

Dreamy San Mateo 2BR w/ W/D, Pool, Gym, Parking, near 101, by Blueground

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Serene Burlingame 2BR w/ Roof, Gym & W/D, nr Caltrain, by Blueground, vacation rental in Hillsborough
Serene Burlingame 2BR w/ Roof, Gym & W/D, nr Caltrain, by Blueground, vacation rental in Hillsborough
Serene Burlingame 2BR w/ Roof, Gym & W/D, nr Caltrain, by Blueground, vacation rental in Hillsborough

Serene Burlingame 2BR w/ Roof, Gym & W/D, nr Caltrain, by Blueground

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Sleek Burlingame 1BR w/ W/D, Gym & Roof, nr Caltrain, by Blueground, vacation rental in Hillsborough
Sleek Burlingame 1BR w/ W/D, Gym & Roof, nr Caltrain, by Blueground, vacation rental in Hillsborough
Sleek Burlingame 1BR w/ W/D, Gym & Roof, nr Caltrain, by Blueground, vacation rental in Hillsborough

Sleek Burlingame 1BR w/ W/D, Gym & Roof, nr Caltrain, by Blueground

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lovely San Mateo 2BR w/ Gym, Pool, Clubhouse & W/D, nr 101, by Blueground, vacation rental in Hillsborough
Lovely San Mateo 2BR w/ Gym, Pool, Clubhouse & W/D, nr 101, by Blueground, vacation rental in Hillsborough
Lovely San Mateo 2BR w/ Gym, Pool, Clubhouse & W/D, nr 101, by Blueground, vacation rental in Hillsborough

Lovely San Mateo 2BR w/ Gym, Pool, Clubhouse & W/D, nr 101, by Blueground

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough
* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough
* Marbella Lane - Modern Refreshing Home, vacation rental in Hillsborough

* Marbella Lane - Modern Refreshing Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Ideal San Mateo 3BR w/ W/D, BBQ & Pool, nr Caltrain, by Blueground, vacation rental in Hillsborough
Ideal San Mateo 3BR w/ W/D, BBQ & Pool, nr Caltrain, by Blueground, vacation rental in Hillsborough
Ideal San Mateo 3BR w/ W/D, BBQ & Pool, nr Caltrain, by Blueground, vacation rental in Hillsborough

Ideal San Mateo 3BR w/ W/D, BBQ & Pool, nr Caltrain, by Blueground

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW LISTING! SFO Luxury House 4BR/3BA near SF & Silicon Valley, vacation rental in Hillsborough
NEW LISTING! SFO Luxury House 4BR/3BA near SF & Silicon Valley, vacation rental in Hillsborough
NEW LISTING! SFO Luxury House 4BR/3BA near SF & Silicon Valley, vacation rental in Hillsborough

NEW LISTING! SFO Luxury House 4BR/3BA near SF & Silicon Valley

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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4-5 Bedroom 4-5 Bath Luxury Home with Pool, Spa., vacation rental in Hillsborough
4-5 Bedroom 4-5 Bath Luxury Home with Pool, Spa., vacation rental in Hillsborough
4-5 Bedroom 4-5 Bath Luxury Home with Pool, Spa., vacation rental in Hillsborough

4-5 Bedroom 4-5 Bath Luxury Home with Pool, Spa.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown, vacation rental in Hillsborough
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown, vacation rental in Hillsborough
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown, vacation rental in Hillsborough

8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown

Rental Home
8 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
More info
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Vintage Suite, vacation rental in Hillsborough
Vintage Suite, vacation rental in Hillsborough
Vintage Suite, vacation rental in Hillsborough

Vintage Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Villa La Strada, vacation rental in Hillsborough
Villa La Strada, vacation rental in Hillsborough
Villa La Strada, vacation rental in Hillsborough

Villa La Strada

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Showing results 1-47 of 47
Frequently Asked Questions about Hillsborough