Redwood Estates Vacation Rentals

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Our top choices for Redwood Estates vacation rentals

Capitola Village Hideaway Bungalow - Pet friendly!

Capitola Village Hideaway Bungalow - Pet friendly!
Capitola
8.4 out of 10, Very good, (21 reviews)
"Literally the perfect getaway. Will definitely be back. "
United States
Kammie H.
The price is CA $91
CA $437 total
includes taxes & fees
Apr 27 - Apr 28
Capitola Village Hideaway Bungalow - Pet friendly!

Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (495 reviews)
"Great location near park and very spacious cabin. "
United States
Gustavo Gamboa
The price is CA $130
CA $167 total
includes taxes & fees
Apr 27 - Apr 28
Fern River Resort

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 CA $120
CA $256 total
includes taxes & fees
Apr 27 - Apr 28
Gourmet Kitchen + Private Front Yard + Parking

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 CA $79
CA $157 total
includes taxes & fees
Apr 30 - May 1
Brand New Guest Suite + Luxurious Bath, Near SJC

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)
"My mom and I stayed here while in San Jose watching my son play lacrosse. It was very central to where we needed to go. We walked the neighborhood a few times and there are some parks near by. The place was clean, spacious, bed was comfortable and the hosts were lovely! I would absolutely stay there again as it was perfect for what I needed."
Canada
Sarah B.
The price is CA $109
CA $237 total
includes taxes & fees
Apr 28 - Apr 29
Entire Studio Unit 2bed/1bath, Kitchen in San Jose

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
East San Jose
7.8 out of 10, Good, (11 reviews)
"This property met our needs and we enjoyed our stay "
United States
Michelle M.
The price is CA $121
CA $292 total
includes taxes & fees
May 13 - May 14
Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.4 out of 10, Very good, (20 reviews)
"The place is good for money value and great location and great people"
United States
Hatem A.
The price is CA $95
CA $222 total
includes taxes & fees
May 4 - May 5
Serene Guest Suite w/ Private Bath and Kitchenette

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.0 out of 10, Very good, (8 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 CA $128
CA $267 total
includes taxes & fees
Apr 23 - Apr 24
Large New Modern Guest House + Laundry + Garden

Harbor House A, overlooking Santa Cruz Harbor

Harbor House A, overlooking Santa Cruz Harbor
Eastside Santa Cruz
8.8 out of 10, Excellent, (11 reviews)
"This is a Great location! You can walk to the beach and restaurants."
United States
Jeanette S.
Harbor House A, overlooking Santa Cruz Harbor

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
9.2 out of 10, Wonderful, (9 reviews)
"We had a great time and really enjoyed it "
United States
Sripan
The price is CA $183
CA $304 total
includes taxes & fees
May 20 - May 21
Mays Luxury Farm Stays

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry
3.0 star property
Northside
The price is CA $849
CA $1,440 total
includes taxes & fees
Apr 24 - Apr 25
Marbella Lane - 3BR Upprlvl Dtwn SJ Ldry

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (12 reviews)
"Cottage was perfect for our short stay. Location was convenient and quiet. It was nice to have a washer and a dryer.Host was very responsive and able to accommodate an earlier check-in time."
United States
Kate P.
The price is CA $176
CA $307 total
includes taxes & fees
May 4 - May 5
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 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 CA $163
CA $279 total
includes taxes & fees
Apr 28 - Apr 29
Cozy guest suite in Los Gatos - Beach in 30 min!

Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (62 reviews)
"Clean room and nice amenities"
United States
Olivia
The price is CA $155
CA $176 total
includes taxes & fees
Apr 26 - Apr 27
Kasa University-Airport Santa Clara

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (2 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is CA $143
CA $360 total
includes taxes & fees
May 3 - May 4
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (8 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is CA $176
CA $203 total
includes taxes & fees
Apr 23 - Apr 24
"Queens Palace" Studio Apt Business Ready - San Jose

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 CA $170
CA $278 total
includes taxes & fees
May 8 - May 9
Charming Apartment in the heart of Silicon Valley unit 3

Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (66 reviews)
"The host was very helpful and responsive when I. had a question"
United States
Bob N.
The price is CA $163
CA $286 total
includes taxes & fees
Apr 22 - Apr 23
Private Willow Glen Studio Guesthouse

Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (41 reviews)
"We loved how this unit was really tucked away and in a beautifully unique spot within a redwood grove."
United States
Leslie
The price is CA $151
CA $560 total
includes taxes & fees
May 10 - May 11
Redwood Home - view of the river!

Capitola Village Work-Live Loft - Pet Friendly

Capitola Village Work-Live Loft - Pet Friendly
Capitola
9.8 out of 10, Exceptional, (7 reviews)
"The property was fantastic for a multi-fam vacation. The property was well-stocked, clean, and comfortable. The front door lock was quite tricky and caused some frustration, but otherwise it was a lovely stay"
United States
Sara H.
Capitola Village Work-Live Loft - Pet Friendly
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.
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Top Redwood Estates Hotel Reviews

Find out more about Redwood Estates

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Redwood Estates. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Spacious Santa Cruz Beach Home, Walk to the Ocean, Game Room, Pet Friendly!: This vacation home rental outside of Redwood Estates is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Testarossa Winery 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.