Redwood Estates Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Redwood Estates vacation rentals

Deluxe Cottage, 1 Bedroom, Fireplace, Garden Area (Cottage 11B) | Individually decorated, individually furnished, blackout drapes

Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (505 reviews)
"Cozy, clean cabin surrounded by nature and close to local hiking trails. Great host easy process to book and arrive. "
United States
Seth
The price is ￥18,401
￥23,057 total
includes taxes & fees
Jun 2 - Jun 3
Fern River Resort
Outdoor dining

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very Good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is ￥10,528
￥19,729 total
includes taxes & fees
Jun 14 - Jun 15
Brand New Guest Suite + Luxurious Bath, Near SJC
Dining

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
East San Jose
7.6 out of 10, Good, (12 reviews)
"This property met our needs and we enjoyed our stay "
United States
Michelle M.
The price is ￥14,196
￥33,720 total
includes taxes & fees
Jun 3 - Jun 4
Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
Exterior detail

Elegant Spacious King Suite, Laundry, Full Kitchen

Elegant Spacious King Suite, Laundry, Full Kitchen
Willow Glen
The price is ￥12,582
￥28,412 total
includes taxes & fees
Jun 1 - Jun 2
Elegant Spacious King Suite, Laundry, Full Kitchen
Interior

Entire Studio Unit 2bed/1bath, Kitchen in San Jose

Entire Studio Unit 2bed/1bath, Kitchen in San Jose
East San Jose
8.0 out of 10, Very Good, (14 reviews)
"The stay was great. Minor annoyance - no hand towels in the bathroom and shower drained very slowly"
United States
T.S. S.
The price is ￥12,741
￥27,711 total
includes taxes & fees
Jun 1 - Jun 2
Entire Studio Unit 2bed/1bath, Kitchen in San Jose
1 bedroom, desk, iron/ironing board, travel crib

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
The price is ￥12,260
￥28,082 total
includes taxes & fees
Jun 4 - Jun 5
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is ￥17,865
￥34,001 total
includes taxes & fees
Jun 8 - Jun 9
Gourmet Kitchen + Private Front Yard + Parking
Yurt On Top - Swim, Hike, Glamp | Free WiFi

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
8.4 out of 10, Very Good, (14 reviews)
"Everyone was so friendly! And this place is so peaceful with the birds hobblying around. I def will be back to visit."
United States
Emann
The price is ￥22,683
￥37,016 total
includes taxes & fees
Jun 28 - Jun 29
Mays Luxury Farm Stays
Interior

SJ Downtown Victorian Master King Bedroom 2

SJ Downtown Victorian Master King Bedroom 2
Hensley
7.8 out of 10, Good, (7 reviews)
"I appreciated every detail. Extremely well done"
United States
Errol T.
The price is ￥15,074
￥29,422 total
includes taxes & fees
May 29 - May 30
SJ Downtown Victorian Master King Bedroom 2
Property grounds

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.6 out of 10, Excellent, (18 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is ￥19,077
￥32,150 total
includes taxes & fees
May 31 - Jun 1
Cozy guest suite in Los Gatos - Beach in 30 min!
Terrace/patio

Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.2 out of 10, Very Good, (22 reviews)
"The place is good for money value and great location and great people"
United States
Hatem A.
The price is ￥9,730
￥24,421 total
includes taxes & fees
Jun 2 - Jun 3
Serene Guest Suite w/ Private Bath and Kitchenette
1 bedroom, iron/ironing board, free WiFi, bed sheets

Views on a Hill.....

Views on a Hill.....
East San Jose
9.8 out of 10, Exceptional, (10 reviews)
"My wife and I enjoyed the stay so much we can't wait to it all over again thank you guys for the great opportunity. "
United States
Jason B.
The price is ￥16,366
￥35,644 total
includes taxes & fees
May 29 - May 30
Views on a Hill.....
Terrace/patio

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.4 out of 10, Very Good, (9 reviews)
"Bed is firm and water pressure/temp excellent. Quiet, safe neighborhood that is close to some amazing restaurants. I used the courtyard every day for morning coffee or visits from kids/grandkids. We even did an art project which was a one of those special family memories you talk about for years. We would definitely stay again. "
United States
Raider F.
The price is ￥17,546
￥33,896 total
includes taxes & fees
Jun 24 - Jun 25
Large New Modern Guest House + Laundry + Garden
Luxury Studio, 1 King Bed, Non Smoking, Kitchenette | Private kitchen | Mini-fridge, microwave, highchair, eco-friendly cleaning products

Bella Notte

Bella Notte
4.0 star property
Eastside Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"The room was updated from what I saw on yelp but in a very good way. The room was very clean "
United States
Lizette
The price is ￥20,322
￥23,224 total
includes taxes & fees
Jun 3 - Jun 4
Bella Notte
Living area

Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.6 out of 10, Exceptional, (8 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is ￥19,908
￥32,410 total
includes taxes & fees
Jun 1 - Jun 2
Charming Apartment in the heart of Silicon Valley unit 3
Comfort House (2 Bedrooms) | 2 bedrooms, desk, laptop workspace, iron/ironing board

@ Marbella Lane - Convenient Home 9-min to Levi's

@ Marbella Lane - Convenient Home 9-min to Levi's
3.0 star property
Sunnyvale
The price is ￥89,485
￥136,561 total
includes taxes & fees
May 29 - May 30
@ Marbella Lane - Convenient Home 9-min to Levi's
1 bedroom, desk, iron/ironing board, free WiFi

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (9 reviews)
"The room was cozy and quiet, perfect for a good night's sleep. Check-in and Check-out were super easy!"
United States
Joshua E.
The price is ￥20,577
￥23,767 total
includes taxes & fees
Jun 9 - Jun 10
"Queens Palace" Studio Apt Business Ready - San Jose
House (3 Bedrooms) | Interior

Marbella Lane -siliconvalley 3BR Gem in SJ

Marbella Lane -siliconvalley 3BR Gem in SJ
3.0 star property
Willow Glen
The price is ￥48,332
￥114,622 total
includes taxes & fees
Jun 2 - Jun 3
Marbella Lane -siliconvalley 3BR Gem in SJ
Shower, hair dryer, towels

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
10.0 out of 10, Exceptional, (12 reviews)
"The house was spotless, the bed was super comfortable and the property was quiet and conveniently located. We enjoyed our stay and appreciated the prompt communication and early check in. "
United States
Amy C.
The price is ￥20,417
￥69,797 total
includes taxes & fees
Jun 1 - Jun 2
'Treehouse' in the Redwoods - sleeps 4!
Private kitchen

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Saratoga
The price is ￥1,335,099
￥1,465,259 total
includes taxes & fees
May 29 - May 30
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Redwood Estates Hotel Reviews

Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

10/10 Excellent
"Good one"
RONAK 10-night trip
Posted less than an hour ago
Holiday Inn San Jose - Silicon Valley by IHG

Find out more about Redwood Estates

Search for holiday rentals in Redwood Estates on Expedia! You can easily find your home rentals, villas, holiday apartments in Redwood Estates using one of the methods below:

  • View our selection of featured holiday rentals in Redwood Estates
  • Use the map to find apartments and other holiday homes in the Redwood Estates neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Redwood Estates while they last

Look no further and take a look at our great range of rental properties in Redwood Estates!

Frequently asked questions

Are there vacation rentals in Redwood Estates?

Yes, there are vacation rentals where you'll be just 13.5 mi (21.7 km) from Santa Cruz Beach Boardwalk, giving you a more remote option if you want a quieter place to stay.

What are some of the best vacation rentals in Redwood Estates?

Jaw-Dropping Beach-Front Retreat!: This vacation home rental outside of Redwood Estates is located by the ocean and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Redwood Estates?

Explore the area and family-friendly sights such as Santa Cruz Beach Boardwalk, or get out into nature at a spot like Santa Cruz Mountains. In the larger area, you’ll find Santana Row Shopping Center and Old Town Los Gatos.

What are vacation rentals like in Redwood Estates?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Redwood Estates. Vacation rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer 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 standard hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.