
House vacation rentals in Hillsborough
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Top-rated house rentals in Hillsborough
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SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Stairway to Heaven - 2 bedroom
PLEASE NOTE, we live in a 3 story home and this unit is on the lower level of our home. Also available in a 1 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

Modern House w A/C No Pet in San Mateo
This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, which takes you to San Francisco in 30 min, and San Jose 45 min. If you have a car, you can reach those popular destinations easily: Hwy 101: 3 min San Francisco Airport: 9 min Apple Palo Alto: 12 miles Stanford: 17 miles

Andulore Cottage - Walk to Burlingame Dining/Shops
Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

Walk to the Beach from this Ocean Front Home
Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

Best Cozy 2B1B Home • 7 mins from SFO
Only 7 minutes to SFO Airport! This cozy 2-bedroom, 1 bath home in friendly Daly City offers a comfortable and convenient stay for travelers. Thoughtfully decorated with modern touches, it’s the perfect place to relax after exploring San Francisco. What you’ll love: 1️⃣ 2 spacious bedrooms & 1 clean bathroom 2️⃣ Bright living room with modern décor 3️⃣ Open kitchen with washer 4️⃣ Easy street and driveway parking 5️⃣ Walking distance to bus stops, grocery stores, and restaurants

Newly remodeled 2bed/1bath close to SFO
Welcome to my sweet home! A Safe and quite neighborhood! Newly remodeled bathroom. Conveniently located near SFO airport, easy access to Free way 101 and Caltrain. 5 min drive to downtown San Mateo where you can find restaurants, shops and theater. 1 block away from a shopping plaza where has Chavez super market, Mexican, Indian, and Chinese restaurants, salon, and foot massage. 5 min drive to SFO airport, 20 min to SF downtown or San Jose. Brand new washer/dryer. Free Wifi

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

12-Min From SFO, Tastefully Designed, Work Station
Welcome to the Laurel Pad, a home away from home. You'll enjoy the convenience this house offers - fully stocked kitchen, minutes away from amazing restaurants, supermarkets, parks, 13-min to SFO, 25-min to downtown San Francisco, and easy access to major companies around Silicon Valley. This bright and sunny house is tastefully designed and updated to offer functionality and aesthetics. You'll have access to fast wifi and dedicated driveway parking for up to two cars.

The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

A private beachy pad in Montara
Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.
Popular amenities for Hillsborough house rentals
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, close to Levi's Stadium

Little Poolside House near Downtown Mountain View!

Chic & Fun Mid-Century Modern sleeps 8 (pool)

Luxury Silicon Valley Wellness and Work Oasis

3 BR Home on Vineyard nr Palo Alto & Stanford

Beautiful 4 Bedroom Hillside Retreat
Weekly house rentals

Business-Friendly 2/1. Walk to Caltrain/Downtown.

Canyon Oak House: Private, tranquil with trees

Brighton Beach Cottage, One Bedroom plus Loft

Charming Burlingame Beauty!

Large luxury studio with private entry, fireplace

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

Very private 2BR/1BA bordering San Francisco

Palo Alto Garden Cottage
Private house rentals

Super Private Hidden Redwood City House and Garden

Seaside Home Modern Retreat with Breathtaking

Executive Home w/ Sun Deck

Mavericks Penthouse Downtown Luxury on Main Street

Bright Spanish-style home in Burlingame

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

Newly renovated 2bed/1bath home

Chic Art House- 3 Bedroom-near SFO
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,821 GYD | G$46,630 GYD | G$46,630 GYD | G$42,030 GYD | G$53,321 GYD | G$53,321 GYD | G$52,276 GYD | G$42,030 GYD | G$41,612 GYD | G$52,067 GYD | G$52,067 GYD | G$52,276 GYD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about house rentals in Hillsborough

Total vacation rentals
Explore 60 vacation rentals in Hillsborough

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Hillsborough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsborough rentals

4.9 Average rating
Hillsborough stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Family-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Rentals with a fire pit Hillsborough
- Rentals with a hot tub Hillsborough
- Apartment rentals Hillsborough
- Rentals with a patio Hillsborough
- Rentals with a washer and dryer Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with pools Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- House rentals San Mateo County
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Levi's Stadium
- Rio Del Mar Beach
- Seacliff State Beach
- SAP Center
- Twin Peaks
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Montara Beach
- Bolinas Beach
- Winchester Mystery House
- California’S Great America




