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Redwood Estates Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Redwood Estates vacation 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, (526 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
$105 nightly
The price is $122
Oct 20 - Oct 21
Total with taxes and fees
Fern River Resort
A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

2. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (37 reviews)
"The owner is incredibly respectful and empathetic. They welcome you with great respect and do everything possible to make you feel wonderful. I would definitely go back! A wonderful nature getaway! Thank you for such kindness."
United States
Mirna
$188 nightly
The price is $216
Oct 21 - Oct 22
Total with taxes and fees
Mays Luxury Farm Stays
A bedroom with a large bed, a desk, a dresser, and a view of the outdoors through a sliding door.

3. Bella Notte, a ZenStay Hotel

Bella Notte, a ZenStay Hotel
4.0 star property
Eastside Santa Cruz
9.8 out of 10, Exceptional, (18 reviews)
"Room was spotless with a lot of nice amenities. The bed was incredibly comfortable as well!"
United States
Julia
$134 nightly
The price is $143
Nov 3 - Nov 4
Total with taxes and fees
Bella Notte, a ZenStay Hotel
A hotel room with two single beds, a bedside table with a lamp, a framed picture on the wall, and a window with curtains.

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

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.6 out of 10, Exceptional, (22 reviews)
"Clean, quiet, and a great location!"
United States
Jenny O.
$313 nightly
The price is $356
Oct 18 - Oct 19
Total with taxes and fees
'Treehouse' in the Redwoods - sleeps 4!
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, (12 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
$228 nightly
The price is $252
Oct 18 - Oct 19
Total with taxes and fees
Private Queen Suite with Pool and Hot Tub
A wooden deck with outdoor seating and a birdcage.

6. Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (52 reviews)
"Great location, great amenities. Fast and friendly communicator. Would recommend 10/10."
United States
Awesome S.
$353 nightly
The price is $401
Oct 18 - Oct 19
Total with taxes and fees
Redwood Home - view of the river!
A wooden deck with a table and chairs, surrounded by trees.

7. Mountain Home with Peaceful Vibes

Mountain Home with Peaceful Vibes
Felton
9.6 out of 10, Exceptional, (13 reviews)
"Peaceful setting, attentive and lovely hosts. Absolutely perfect setting for our company leadership retreat. Thank you!"
United States
Anthony H.
$408 nightly
The price is $462
Oct 19 - Oct 20
Total with taxes and fees
Mountain Home with Peaceful Vibes
A room with a white desk, two chairs, a bookshelf, a potted plant, and a blue rug.

8. 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
$249 nightly
The price is $275
Oct 21 - Oct 22
Total with taxes and fees
Luxury stay near Oakridge Mall for vacation/work
A paved pathway leading to a rustic cabin surrounded by tall trees.

9. Private Redwood View Suite Near Santa Cruz Beaches

Private Redwood View Suite Near Santa Cruz Beaches
Scotts Valley
10.0 out of 10, Exceptional, (16 reviews)
"Nice quiet get-away location. Close to shopping, restaurants and beaches."
United States
Darrell Robert P.
$223 nightly
The price is $251
Oct 30 - Oct 31
Total with taxes and fees
Private Redwood View Suite Near Santa Cruz Beaches
A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

10. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
$300 nightly
The price is $332
Oct 18 - Oct 19
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
A reception area with a counter, a trash bin, a wall-mounted TV, and a framed sign.

11. 1 Queen Bed|NS| Micfridge

1 Queen Bed|NS| Micfridge
East San Jose
10.0 out of 10, Exceptional, (98 reviews)
"Totally enjoyed our stay!"
United States
Anonymous traveler
$92 nightly
The price is $106
Oct 25 - Oct 26
Total with taxes and fees
1 Queen Bed|NS| Micfridge
A wooden fence with a lattice design, a paved pathway, and a house with a light-colored exterior.

12. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (78 reviews)
"great location in a lovely neighborhood close to nearby restaurants and shops"
United States
Denise J.
$209 nightly
The price is $231
Oct 18 - Oct 19
Total with taxes and fees
Private Willow Glen Studio Guesthouse
A wooden deck with steps leading to a house with a window and a door.

13. Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.6 out of 10, Excellent, (30 reviews)
"Great Stay!"
United States
Christine
$143 nightly
The price is $158
Nov 12 - Nov 13
Total with taxes and fees
Serene Guest Suite w/ Private Bath and Kitchenette
An outdoor patio with a round table and wicker chairs, a yellow umbrella, and string lights.

14. Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.6 out of 10, Excellent, (17 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
$187 nightly
The price is $206
Oct 20 - Oct 21
Total with taxes and fees
Large New Modern Guest House + Laundry + Garden
A wicker sofa with a cushion, a potted plant, and a dining area with a table and chairs in the background.

15. 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.
$101 nightly
The price is $108
Oct 26 - Oct 27
Total with taxes and fees
Brand New Guest Suite + Luxurious Bath, Near SJC
A wooden deck connecting two houses in a forested area with a stream.

16. 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.
$382 nightly
The price is $411
Nov 2 - Nov 3
Total with taxes and fees
Either Way Hideaway
An outdoor patio area with a fire pit, seating, string lights, and potted plants.

17. 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.
$342 nightly
The price is $384
Nov 1 - Nov 2
Total with taxes and fees
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090
A modern house with a patio area featuring a wooden table and chairs, a covered seating area, and a potted plant.

18. 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, (86 reviews)
"We loved the location, the kitchen and most of all the view and fire pit!! Celebrated our 30th anniversary. Joe was very friendly, accommodating and helpful."
United States
Kimberly
$303 nightly
The price is $340
Oct 19 - Oct 20
Total with taxes and fees
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit
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.

19. 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.
$188 nightly
The price is $208
Oct 23 - Oct 24
Total with taxes and fees
Charming Apartment in the heart of Silicon Valley unit 3
A room with a wooden floor, a bookshelf with various decorative items, a chair, and a floor lamp.

20. 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
$251 nightly
The price is $277
Oct 28 - Oct 29
Total with taxes and fees
Luxury stay near Santana Row for vacation/business
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

The Westin San Jose

The Westin San Jose

10/10 Excellent
"great stay, great service, convenient location"
Cheryl 2-night trip
Posted 2 hours ago
The Westin San Jose

Find out more about Redwood Estates

Everything you need to know about Redwood Estates vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Redwood Estates vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Redwood Estates vacation 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 low season months. For more hustle and bustle, you may prefer to visit Redwood Estates in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Redwood Estates rentals

At Expedia, we put the best Redwood Estates vacation 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 vacation.

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.

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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?

Serene Guest Suite w/ Private Bath and Kitchenette: This vacation 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 larger area, you’ll find SAP Center at San Jose 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.