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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Redwood Estates holiday rentals

A cozy cabin interior with wooden walls, a sofa, a bench, and large windows offering a view of the forest.

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 £91
includes taxes & fees
11 Nov - 12 Nov
Fern River Resort
A wooden deck with a hot tub, a wooden fence, and a large tree.

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 £156
includes taxes & fees
3 Nov - 4 Nov
Mays Luxury Farm Stays
A room with a white desk, two chairs, a bookshelf, a potted plant, and a blue rug.

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 £199
includes taxes & fees
3 Nov - 4 Nov
Luxury stay near Oakridge Mall for vacation/work
A bedroom with a large bed, a desk, a dresser, and a view of the outdoors through a sliding door.

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 £129
includes taxes & fees
4 Nov - 5 Nov
Bella Notte, a ZenStay Hotel
A clear swimming pool with a stone and tile border, surrounded by a wooden fence and various plants.

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 £182
includes taxes & fees
8 Nov - 9 Nov
Private Queen Suite with Pool and Hot Tub
A paved pathway leading to a rustic cabin surrounded by tall trees.

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 £183
includes taxes & fees
13 Nov - 14 Nov
Private Redwood View Suite Near Santa Cruz Beaches
An outdoor deck with a grill, wicker chairs, and a table, surrounded by tall trees.

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.
The price is £297
includes taxes & fees
4 Nov - 5 Nov
Redwood Home - view of the river!
A wooden deck with a table and chairs, surrounded by trees.

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
A modern house with a patio area featuring a wooden table and chairs, a covered seating area, and a potted plant.

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 £235
includes taxes & fees
4 Nov - 5 Nov
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit
An outdoor patio area with a fire pit, seating, string lights, and potted plants.

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.
The price is £275
includes taxes & fees
3 Nov - 4 Nov
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090
A dining area with a round table and chairs, a ceiling fan, and a view of a room with a Christmas tree.

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 £302
includes taxes & fees
5 Nov - 6 Nov
'Treehouse' in the Redwoods - sleeps 4!
A wooden deck connecting two houses in a forested area with a stream.

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 £311
includes taxes & fees
11 Nov - 12 Nov
Either Way Hideaway
A wooden fence with a lattice design, a paved pathway, and a house with a light-colored exterior.

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 £167
includes taxes & fees
5 Nov - 6 Nov
Private Willow Glen Studio Guesthouse
A large, ornate building with a fountain in front.

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 £190
includes taxes & fees
5 Nov - 6 Nov
Luxury stay near Santana Row for vacation/business
A modern living room with a grey sofa, black rug, and a wooden coffee table. A large window provides natural light, and a black metal staircase is visible.

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 £311
includes taxes & fees
11 Nov - 12 Nov
Modern style Santana Row loft
A modern living room with a grey sofa, a glass coffee table, and a dark armchair. There is a large window with a view of a building outside.

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 £151
includes taxes & fees
5 Nov - 6 Nov
Charming Apartment in the heart of Silicon Valley unit 3
A modern kitchen with a central island, stainless steel appliances, and bar stools.

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, (7 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 £269
includes taxes & fees
4 Nov - 5 Nov
Modern 2BR Retreat + WiFi 6 + Central Safe Location + AC + Kitchen
A building entrance with the name "THE MARGO" displayed above the glass doors.

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 £285
includes taxes & fees
15 Nov - 16 Nov
Santana Row Properties #7 - Silicon Valley Getaway
A bedroom with a bed, bedside tables, a wardrobe, and a window with curtains.

19. Capitola Village Hideaway

Capitola Village Hideaway
Capitola
9.6 out of 10, Exceptional, (28 reviews)
"Location was fantastic !! "
United States
Steve B.
The price is £367
includes taxes & fees
3 Nov - 4 Nov
Capitola Village Hideaway
A modern kitchen with white cabinets, a central island, and a dining area with a sofa and table.

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

La Hacienda San Jose Silicon Valley

La Hacienda San Jose Silicon Valley

8/10 Good
"Thank for the pleasant night at your establishment. When I first went looking for the property, I got lost and went towards Santa Teresa Blvd! Anyway, I found it and parked wherever I could close to the entrance because of how dark it was. I went in and check in was smooth, except having to go outside and fetch my license plates number plus the very high deposit of $200. I didn't expect it to be that high and initiated immediately, I saw the 200 leave my account. I wasn't provided the WiFi password. I couldn't find the ice machine. When I got to the room, I realized I could have parked in the back and that way I could have kept an eye on it from the third floor window. The room was spacious, the bed and pillows and blankets were excellent. TV was of decent size for the distance it was from the bed. It has a working AC and what not, but I only used the fan to circulate the air. I watched TV almost all night but I was growing frustrated when the remote would not change channels, only after like 100 presses. It was satallite TV but there was like, 40 channels, like a basic cable subscription. And the YouTube button on the remote almost started YouTube on the TV but it would not load just buffer. Broh. The microwave works and so does the fridge. I showered that night, water was warm enough but somehow, and maybe it's the size of the shower curtain, water puddles at the gap of the bathroom door. Plenty of towels. Checked out and got my deposit back, excellent service, thank you."
Jose 1-night trip
Posted less than an hour ago
La Hacienda San Jose Silicon Valley

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 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?

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.