Holiday rentals near Montgomery Hill
We found 370 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near Montgomery Hill that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Montgomery Hill
Showing deals for:19 Sept - 26 Sept
Image gallery for The Villa at The Ranch Almaden beautiful winery location
9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Villa at The Ranch Almaden beautiful winery location
San Jose, CA
8% off
Price is NZ$45,601
NZ$45,601
NZ$6,514 per night
includes taxes & fees
Image gallery for Wow! Beautiful house at Great Location, Much Bigger and Better than A Hotel!
1010 out of 10 rating
Exceptional
(5 reviews)
Wow! Beautiful house at Great Location, Much Bigger and Better than A Hotel!
San Jose, CA
12% off
Price is NZ$6,899
NZ$6,899
NZ$986 per night
includes taxes & fees
Image gallery for Evergreen Area - Spacious, Convenient for Family and Business
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Evergreen Area - Spacious, Convenient for Family and Business
San Jose, CA
12% off
Price is NZ$4,429
NZ$4,429
NZ$633 per night
includes taxes & fees
Image gallery for Timeless Tudor With Game Rooms & Hot Tub!
1010 out of 10 rating
Exceptional
(14 reviews)
Timeless Tudor With Game Rooms & Hot Tub!
San Jose, CA
6% off
Price is NZ$10,926
NZ$10,926
NZ$1,561 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 6BR Duplex | DTWN SJ | Laundry + P
9.69.6 out of 10 rating
Exceptional
(5 reviews)
@ Marbella Lane - 6BR Duplex | DTWN SJ | Laundry + P
San Jose, California
15% off
Price is NZ$5,650
NZ$5,650
NZ$807 per night
includes taxes & fees
Image gallery for Quiet 2B2.5 townhome in San Jose
8.08.0 out of 10 rating
Very good
(7 reviews)
Quiet 2B2.5 townhome in San Jose
San Jose, CA
8% off
Price is NZ$2,762
NZ$2,762
NZ$395 per night
includes taxes & fees
Image gallery for Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
San Jose, CA
7% off
Price is NZ$1,311
NZ$1,311
NZ$187 per night
includes taxes & fees
Image gallery for Cozy Bungalow in Willow Glen
8.28.2 out of 10 rating
Very good
(23 reviews)
Cozy Bungalow in Willow Glen
San Jose, CA
8% off
Price is NZ$2,582
NZ$2,582
NZ$369 per night
includes taxes & fees
Image gallery for Precious & Charming Home in the Heart of San Jose
8.08.0 out of 10 rating
Very good
(22 reviews)
Precious & Charming Home in the Heart of San Jose
San Jose, California
11% off
Price is NZ$3,088
NZ$3,088
NZ$441 per night
includes taxes & fees
Image gallery for Best Location - Walk to Downtown Willow Glen - Cozy Covered Balcony
9.69.6 out of 10 rating
Exceptional
(96 reviews)
Best Location - Walk to Downtown Willow Glen - Cozy Covered Balcony
San Jose, CA
8% off
Price is NZ$5,786
NZ$5,786
NZ$827 per night
includes taxes & fees
Image gallery for Willow Glen Hideaway
8.48.4 out of 10 rating
Very good
(8 reviews)
Willow Glen Hideaway
San Jose, CA
10% off
Price is NZ$1,680
NZ$1,680
NZ$240 per night
includes taxes & fees
Image gallery for Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6
San Jose, CA
8% off
Price is NZ$2,718
NZ$2,718
NZ$388 per night
includes taxes & fees
Image gallery for @ Marbella Lane -SiliconValley 3BR Gem in SJ
8.68.6 out of 10 rating
Excellent
(10 reviews)
@ Marbella Lane -SiliconValley 3BR Gem in SJ
San Jose, California
14% off
Price is NZ$2,875
NZ$2,875
NZ$411 per night
includes taxes & fees
Image gallery for Amazing Hillside Retreat 6 bedrooms, 7.5 baths
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Amazing Hillside Retreat 6 bedrooms, 7.5 baths
San Jose, CA
17% off
Price is NZ$22,967
NZ$22,967
NZ$3,281 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P
9.89.8 out of 10 rating
Exceptional
(6 reviews)
@ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P
San Jose, California
14% off
Price is NZ$2,233
NZ$2,233
NZ$319 per night
includes taxes & fees
Image gallery for Two Bedroom One Bath Condo ~ "Home Away From Home"
9.69.6 out of 10 rating
Exceptional
(33 reviews)
Two Bedroom One Bath Condo ~ "Home Away From Home"
San Jose, CA
7% off
Price is NZ$2,180
NZ$2,180
NZ$311 per night
includes taxes & fees
Image gallery for @ Marbella Lane - 3BR UpprLvl | DTWN SJ | Ldry + P
9.69.6 out of 10 rating
Exceptional
(21 reviews)
@ Marbella Lane - 3BR UpprLvl | DTWN SJ | Ldry + P
San Jose, California
15% off
Price is NZ$3,350
NZ$3,350
NZ$479 per night
includes taxes & fees
Image gallery for Charming House in San Jose Evergreen 5Br/3Bt 8Beds
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Charming House in San Jose Evergreen 5Br/3Bt 8Beds
San Jose, CA
7% off
Price is NZ$4,011
NZ$4,011
NZ$573 per night
includes taxes & fees
Image gallery for Spacious 3bed/3bath w/ Library Served as extra Bedroom Home in Willow Glen!
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Spacious 3bed/3bath w/ Library Served as extra Bedroom Home in Willow Glen!
San Jose, CA
6% off
Price is NZ$4,298
NZ$4,298
NZ$614 per night
includes taxes & fees
Image gallery for Serene 2BR Bungalow - Parking + Laundry + Sleep 6
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Serene 2BR Bungalow - Parking + Laundry + Sleep 6
San Jose, CA
8% off
Price is NZ$2,559
NZ$2,559
NZ$366 per night
includes taxes & fees
Image gallery for @ Marbella Lane - NEW! 3BR CozyRetreat in DTWN SJ
8.08.0 out of 10 rating
Very good
(11 reviews)
@ Marbella Lane - NEW! 3BR CozyRetreat in DTWN SJ
San Jose, California
14% off
Price is NZ$2,905
NZ$2,905
NZ$415 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Montgomery Hill
Showing deals for: 13 Sept - 16 Sept
Enchanted Redwood Retreat Nature Suite
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
The current price is NZ$2,150
NZ$2,150
for 3 nights, 1 home
NZ$717 per night
includes taxes & fees
Morgan Hill Gem: Spacious 2-BR with stunning view, family and pet friendly.
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
The current price is NZ$1,279
NZ$1,279
for 3 nights, 1 apartment
NZ$426 per night
includes taxes & fees
Peaceful Place to Relax
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is NZ$3,287
NZ$3,287
for 3 nights, 1 home
NZ$1,096 per night
includes taxes & fees
Cozy Gilroy Retreat Near Wineries & Attractions!
Sleeps 7 · 3 bedrooms · 2+ bathrooms
7.47.4 out of 10
Goodgood
3 reviews(3 reviews)
The current price is NZ$1,872
NZ$1,872
for 3 nights, 1 home
NZ$624 per night
includes taxes & fees
Charming Home in the Heart of Downtown Morgan Hill
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is NZ$1,885
NZ$1,885
for 3 nights, 1 home
NZ$628 per night
includes taxes & fees
Luxury Villa: Silicon Valley's 30-Acre Eden of Paradise:Lake Views & Events
Sleeps 10 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is NZ$12,009
NZ$12,009
for 3 nights, 1 home
NZ$4,003 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value