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Glenwood Holiday Rentals

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Our top choices for Glenwood holiday rentals

1. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (525 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
20 Oct - 21 Oct
Fern River Resort

2. Bella Notte, a ZenStay Hotel

Bella Notte, a ZenStay Hotel
4.0 star property
Eastside Santa Cruz
9.8 out of 10, Exceptional, (17 reviews)
"Room was spotless with a lot of nice amenities. The bed was incredibly comfortable as well!"
United States
Julia
The price is NZ$295
includes taxes & fees
3 Nov - 4 Nov
Bella Notte, a ZenStay Hotel

3. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (36 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
The price is NZ$373
includes taxes & fees
12 Oct - 13 Oct
Mays Luxury Farm Stays

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

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.6 out of 10, Exceptional, (21 reviews)
"Clean, quiet, and a great location!"
United States
Jenny O.
The price is NZ$630
includes taxes & fees
12 Oct - 13 Oct
'Treehouse' in the Redwoods - sleeps 4!

5. Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (51 reviews)
"Great location, great amenities. Fast and friendly communicator. Would recommend 10/10."
United States
Awesome S.
The price is NZ$708
includes taxes & fees
18 Oct - 19 Oct
Redwood Home - view of the river!

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, (16 reviews)
"Nice quiet get-away location. Close to shopping, restaurants and beaches."
United States
Darrell Robert P.
The price is NZ$492
includes taxes & fees
12 Oct - 13 Oct
Private Redwood View Suite Near Santa Cruz Beaches

7. 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
The price is NZ$588
includes taxes & fees
19 Oct - 20 Oct
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

8. 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, (107 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 NZ$673
includes taxes & fees
11 Nov - 12 Nov
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090

9. 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 NZ$785
includes taxes & fees
15 Oct - 16 Oct
Capitola Village Hideaway

10. Charming 3 Bedroom Home

Charming 3 Bedroom Home
Santa Cruz
9.4 out of 10, Exceptional, (9 reviews)
"The house was amazing and so relaxing for our couples retreat-thank you for opening up your home."
United States
Barbara C.
The price is NZ$1,116
includes taxes & fees
14 Oct - 15 Oct
Charming 3 Bedroom Home

11. 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
The price is NZ$447
includes taxes & fees
18 Oct - 19 Oct
Private Queen Suite with Pool and Hot Tub

12. 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, (85 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$478
includes taxes & fees
4 Nov - 5 Nov
Luxury stay near Oakridge Mall for vacation/work

13. Kasa University-Airport Santa Clara

Kasa University-Airport Santa Clara
4.0 star property
Santa Clara
9.0 out of 10, Wonderful, (81 reviews)
"Lovely to have a full apartment when in the area for extended work week at our northern, California office. Check in, parking and navigating to"
United States
Michelle
The price is NZ$313
includes taxes & fees
20 Oct - 21 Oct
Kasa University-Airport Santa Clara

14. 3 bedroom Aptos Home With Ocean View!

3 bedroom Aptos Home With Ocean View!
Aptos
10.0 out of 10, Exceptional, (17 reviews)
"It was a beautiful house and had everything we needed."
United States
Ken B.
The price is NZ$1,172
includes taxes & fees
21 Oct - 22 Oct
3 bedroom Aptos Home With Ocean View!

15. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.2 out of 10, Very good, (33 reviews)
"We had an excellent experience, the property was really clean love the kitchen and the living room area. We loved how peaceful and quiet it was. Communication was fast and easy. shower was too small though . But overall enjoyed the stay"
United States
Sandra
The price is NZ$315
includes taxes & fees
16 Oct - 17 Oct
Gourmet Kitchen + Private Front Yard + Parking

16. Capitola Village Retreat with Garage!

Capitola Village Retreat with Garage!
Capitola
9.6 out of 10, Exceptional, (42 reviews)
"Wonderful place...perfect location! Very happy with our stay! The only thing to note is the parking area is very small, so anything larger than a midsize SUV will have to park elsewhere."
United States
Tiffany
The price is NZ$764
includes taxes & fees
14 Oct - 15 Oct
Capitola Village Retreat with Garage!

17. 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$725
includes taxes & fees
2 Nov - 3 Nov
Either Way Hideaway

18. Harbor House A, overlooking Santa Cruz Harbor

Harbor House A, overlooking Santa Cruz Harbor
Eastside Santa Cruz
9.0 out of 10, Wonderful, (18 reviews)
"We had a wonderful stay with the beach just a few steps away from the front door. The space was clean and we had everything we needed for our stay. "
United States
Jessica P.
The price is NZ$580
includes taxes & fees
12 Oct - 13 Oct
Harbor House A, overlooking Santa Cruz Harbor

19. 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.
The price is NZ$406
includes taxes & fees
18 Oct - 19 Oct
Private Willow Glen Studio Guesthouse

20. Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.8 out of 10, Excellent, (16 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
The price is NZ$364
includes taxes & fees
16 Oct - 17 Oct
Large New Modern Guest House + Laundry + Garden
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 Glenwood Hotel Reviews

Find out more about Glenwood

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 Glenwood 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 Glenwood. 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 Glenwood. Seeing all the best attractions is bound to make you fall in love with Glenwood. 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 Glenwood short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Glenwood?

Yes, we have holiday rentals where you'll be just 10.1 mi (16.2 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 Glenwood has to offer?

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

What can I see and do in Glenwood?

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. Henry Cowell Redwoods State Park and Roaring Camp Railroads are a couple of places you'll find in the wider area.

What are holiday rentals like in Glenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glenwood. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared 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 makes a holiday rental a popular option for families.