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Redwood Estates Holiday Rentals

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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, (528 reviews)
"Peaceful and wonderful stay. I have no idea about this place and I am so happy that we came here for my daughter’s birthday. She loved it and it is only 20 minutes from Santa Cruz. Definitely recommend."
United States
Shireen
The price is NZ$217
includes taxes & fees
11 Nov - 12 Nov
Fern River Resort

2. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (40 reviews)
"though a bit off the beaten path--accomodations were great, relaxing after a hard day work on the deck and the welcome addition and unexpected treat of farm fresh eggs!"
United States
Mark
The price is NZ$372
includes taxes & fees
5 Nov - 6 Nov
Mays Luxury Farm Stays

3. 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, (86 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 NZ$461
includes taxes & fees
2 Dec - 3 Dec
Luxury stay near Oakridge Mall for vacation/work

4. Bella Notte, a ZenStay Hotel

Bella Notte, a ZenStay Hotel
4.0 star property
Eastside Santa Cruz
9.6 out of 10, Exceptional, (21 reviews)
"Room was spotless with a lot of nice amenities. The bed was incredibly comfortable as well!"
United States
Julia
The price is NZ$310
includes taxes & fees
17 Nov - 18 Nov
Bella Notte, a ZenStay Hotel

5. Private Queen Suite with Pool and Hot Tub

Private Queen Suite with Pool and Hot Tub
Willow Glen
10.0 out of 10, Exceptional, (13 reviews)
"We had such a wonderful stay with Todd and Kate! They were incredibly kind, welcoming, and made us feel right at home. The room was clean, comfortable, and everything was just as described. We truly appreciated their hospitality and how easy and pleasant they made the whole experience. We would definitely stay here again and highly recommend their place to anyone visiting the area. Thank you so much for everything!"
United States
Nayely
The price is NZ$425
includes taxes & fees
8 Nov - 9 Nov
Private Queen Suite with Pool and Hot Tub

6. Private Redwood View Suite Near Santa Cruz Beaches

Private Redwood View Suite Near Santa Cruz Beaches
Scotts Valley
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful area!!"
United States
A S.
The price is NZ$427
includes taxes & fees
13 Nov - 14 Nov
Private Redwood View Suite Near Santa Cruz Beaches

7. Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (52 reviews)
"The place is very clean and as described it is by the road so you hear vehicle noise. We had a very pleasant stay thank you"
United States
x x.
Redwood Home - view of the river!

8. Mountain Home with Peaceful Vibes

Mountain Home with Peaceful Vibes
Felton
9.6 out of 10, Exceptional, (14 reviews)
"We nice place Enjoyed our stay"
United States
Rachel G.
Mountain Home with Peaceful Vibes

9. 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, (87 reviews)
"Great place to stay for the weekend. Quiet and beautiful neighborhood. Will definitely be coming back for a little get away again. The host were so sweet and helpful."
United States
Mercedes D.
The price is NZ$555
includes taxes & fees
14 Nov - 15 Nov
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

10. 5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090

5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090
Soquel
9.8 out of 10, Exceptional, (108 reviews)
"Clean, quiet spacious apartment with a nice patio. Friendly and responsive owners. Would stay here again, no questions. "
United States
Brent K.
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090

11. 'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.6 out of 10, Exceptional, (24 reviews)
"Clean, quiet, and a great location!"
United States
Jenny O.
The price is NZ$682
includes taxes & fees
5 Nov - 6 Nov
'Treehouse' in the Redwoods - sleeps 4!

12. Either Way Hideaway

Either Way Hideaway
Boulder Creek
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
The price is NZ$740
includes taxes & fees
11 Nov - 12 Nov
Either Way Hideaway

13. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (78 reviews)
"Great location that is close to great restaurants and Santa Clara University."
United States
Kyle R.
The price is NZ$388
includes taxes & fees
5 Nov - 6 Nov
Private Willow Glen Studio Guesthouse

14. Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (67 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is NZ$451
includes taxes & fees
5 Nov - 6 Nov
Luxury stay near Santana Row for vacation/business

15. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (11 reviews)
"Location was perfect, the place was very clean. Decor was cozy and minimalistic. Primary bed mattress was very comfortable."
United States
Cheryl P.
The price is NZ$737
includes taxes & fees
11 Nov - 12 Nov
Modern style Santana Row loft

16. Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is NZ$350
includes taxes & fees
8 Nov - 9 Nov
Charming Apartment in the heart of Silicon Valley unit 3

17. Modern 2BR Retreat + WiFi 6 + Central Safe Location + AC + Kitchen

Modern 2BR Retreat + WiFi 6 + Central Safe Location + AC + Kitchen
Willow Glen
10.0 out of 10, Exceptional, (8 reviews)
"We had an amazing time it was the perfect location for our vacation. Mr. Wong was very accommodating, made us feel at home and had all the amenities necessary to make our experience pleasant. "
United States
Dawn S.
The price is NZ$650
includes taxes & fees
5 Nov - 6 Nov
Modern 2BR Retreat + WiFi 6 + Central Safe Location + AC + Kitchen

18. Santana Row Properties #7 - Silicon Valley Getaway

Santana Row Properties #7 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (37 reviews)
"Great location and easy to navigate the area"
United States
Jennifer B.
The price is NZ$688
includes taxes & fees
15 Nov - 16 Nov
Santana Row Properties #7 - Silicon Valley Getaway

19. Capitola Village Hideaway

Capitola Village Hideaway
Capitola
9.6 out of 10, Exceptional, (28 reviews)
"Location was fantastic !! "
United States
Steve B.
Capitola Village Hideaway

20. LOVELY HOUSE IN SAN JOSE

LOVELY HOUSE IN SAN JOSE
South San Jose
9.0 out of 10, Wonderful, (57 reviews)
"Very spacious, clean and easy to contact the host"
United States
Stacy M.
LOVELY HOUSE IN SAN JOSE
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Redwood Estates holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Redwood Estates. 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 Redwood Estates. 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 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 holiday 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 Redwood Estates short-term rentals, that won’t be hard to do.

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?

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Redwood Estates has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Old Town Los Gatos.

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.