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Holiday Rentals in Redwood Estates

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Our top choices for Redwood Estates holiday rentals

1. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (518 reviews)
"Lovely Cabin, my son had an amazing experience. We will definitely come back"
United States
Iris
The price is €131
includes taxes & fees
23 Aug - 24 Aug
Fern River Resort

2. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (25 reviews)
"This property is just what you need if you are looking for a peaceful place to escape to in the mountains. The host was very friendly and helpful. The chickens were adorable. And the view was breathtaking. We would definitely come back for another stay."
United States
Adrianna
The price is €179
includes taxes & fees
25 Aug - 26 Aug
Mays Luxury Farm Stays

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.0 out of 10, Very good, (21 reviews)
"Peaceful location "
United States
Brian C.
Cozy guest suite in Los Gatos - Beach in 30 min!

4. Bella Notte

Bella Notte
4.0 star property
Eastside Santa Cruz
9.8 out of 10, Exceptional, (8 reviews)
"Great location and the room was very cute. Would stay again."
United States
Andrea
The price is €173
includes taxes & fees
8 Sept - 9 Sept
Bella Notte

5. Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (47 reviews)
"Very cute, clean and comfortable. We enjoyed our stay very much."
United States
Susan D.
The price is €372
includes taxes & fees
21 Sept - 22 Sept
Redwood Home - view of the river!

6. Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
South San Jose
10.0 out of 10, Exceptional, (45 reviews)
"It was really clean and the host was super responsive! Amazing stay!"
United States
Qianna G.
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

7. Luxury stay near Oakridge Mall for vacation/work

Luxury stay near Oakridge Mall for vacation/work
South San Jose
9.8 out of 10, Exceptional, (84 reviews)
"Very clean unit, comfortable beds, AC working fine, well equipped kitchen. Good shower water pressure. Only downside is that wall are thin so we could hear neighbors conversations and walking upstairs. Overall very recommendable"
United States
Gabriel
The price is €230
includes taxes & fees
23 Aug - 24 Aug
Luxury stay near Oakridge Mall for vacation/work

8. Private Redwood View Suite Near Santa Cruz Beaches

Private Redwood View Suite Near Santa Cruz Beaches
Scotts Valley
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location!Room was clean and cozy.Very quiet!The bed was comfortable!The host was easy to contact!Very enjoyable!"
United States
Jim H.
The price is €237
includes taxes & fees
21 Sept - 22 Sept
Private Redwood View Suite Near Santa Cruz Beaches

9. Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
7.8 out of 10, Good, (18 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 €110
includes taxes & fees
21 Sept - 22 Sept
Brand New Guest Suite + Luxurious Bath, Near SJC

10. Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.8 out of 10, Excellent, (24 reviews)
"yes great stay"
United States
Alan G.
The price is €128
includes taxes & fees
23 Aug - 24 Aug
Serene Guest Suite w/ Private Bath and Kitchenette

11. Junior suite - 30 minutes from beach

Junior suite - 30 minutes from beach
Los Gatos
6.0 out of 10, (1 review)
"I can’t say this was inaccurate to the description (because there was no picture of the bed...) but certain things you just take for granted, like a nice comfortable, clean bed. The bed was a chaise lounge with a sheet set that was not clear if it was recently used or if it just didn’t fit the “mattress”. The “bed” was right next to a window that had a leak and it was cold and wet. This particular night was high winds and a LOT of rain, and Th e small cadet heater and portable heater were...
United States
Chris N.
The price is €206
includes taxes & fees
21 Sept - 22 Sept
Junior suite - 30 minutes from beach

12. Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
Cambrian
9.8 out of 10, Exceptional, (9 reviews)
"Our stay was spectacular and wished we could have stayed longer. The space lives much larger than it is, it is spotless and comfortable, peaceful and had everything we needed. There are so many nice touches to the decor, use of space and overall design. My kids were so excited to stay here and was even better than described. Kudos to the design team, what a comfortable and fun space."
United States
Shannon S.
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

13. Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit
Aptos
9.8 out of 10, Exceptional, (75 reviews)
"Great place for the price. The bbq/fire pit area,along with the view is 5 stars! Hosts are responsive. Close drive to town, beach …"
United States
Kimberley
The price is €294
includes taxes & fees
15 Sept - 16 Sept
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

14. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (74 reviews)
"great location in a lovely neighborhood close to nearby restaurants and shops"
United States
Denise J.
The price is €200
includes taxes & fees
22 Sept - 23 Sept
Private Willow Glen Studio Guesthouse

15. Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.8 out of 10, Excellent, (12 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
The price is €173
includes taxes & fees
24 Aug - 25 Aug
Large New Modern Guest House + Laundry + Garden

16. Modern 2Bed/1Bath bungalow style suite in Willow Glen

Modern 2Bed/1Bath bungalow style suite in Willow Glen
Willow Glen
9.6 out of 10, Exceptional, (68 reviews)
"We had an absolutely wonderful stay and would love to come again!! "
United States
Ellory O.
Modern 2Bed/1Bath bungalow style suite in Willow Glen

17. Family Friendly 3-bedroom home in Monte Sereno

Family Friendly 3-bedroom home in Monte Sereno
Monte Sereno
The price is €380
includes taxes & fees
29 Aug - 30 Aug
Family Friendly 3-bedroom home in Monte Sereno

18. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.0 out of 10, Very good, (31 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is €176
includes taxes & fees
14 Sept - 15 Sept
Gourmet Kitchen + Private Front Yard + Parking

19. Upscale Bay Area themed place near Santana Row

Upscale Bay Area themed place near Santana Row
West San Jose
9.8 out of 10, Exceptional, (8 reviews)
"Place was beautiful. Very convenient to westfield mall and Santana row. "
United States
Kelly L.
The price is €254
includes taxes & fees
21 Sept - 22 Sept
Upscale Bay Area themed place near Santana Row

20. Capitola Village Hideaway Bungalow - Pet friendly!

Capitola Village Hideaway Bungalow - Pet friendly!
Capitola
8.8 out of 10, Excellent, (27 reviews)
"Great little space in a nice part of town. It was the perfect base camp for three of us!"
United States
finn r.
The price is €298
includes taxes & fees
26 Aug - 27 Aug
Capitola Village Hideaway Bungalow - 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

Everything you need to know about Redwood Estates holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Redwood Estates holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Redwood Estates holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Redwood Estates holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Redwood Estates. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Redwood Estates holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Redwood Estates holiday rentals we have selected for you start as low as €131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Redwood Estates rentals

At Expedia, we put the best Redwood Estates holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Redwood Estates rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Redwood Estates holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Redwood Estates. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Redwood Estates?

Yes, we give you a choice of holiday rentals where you'll be just 13.5 mi (21.7 km) from Santa Cruz Beach Boardwalk, offering you a more remote option if you'd like a quiet spot to stay.

What are some of the best holiday rentals that Redwood Estates has to offer?

COLORFUL HISTORIC VENETIAN COURT #8 ON CAPITOLA BEACH: This holiday home rental outside of Redwood Estates is located on the beach, and has a balcony, a BBQ and free WiFi to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 wider area, you’ll find SAP Center at San Jose and Testarossa Winery.

What are holiday rentals like in Redwood Estates?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Redwood Estates. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.