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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Glenwood vacation rentals

Deluxe Cottage, 1 Bedroom, Fireplace, Garden Area (Cottage 11B) | Blackout drapes, iron/ironing board (on request), WiFi

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
$133 nightly
The price is $153
Aug 18 - Aug 19
Total with taxes and fees
Fern River Resort
Family Studio | Premium bedding, memory foam beds, in-room safe, blackout drapes

2. Bella Notte

Bella Notte
4.0 star property
Eastside Santa Cruz
9.8 out of 10, Exceptional, (7 reviews)
"Great location and the room was very cute. Would stay again."
United States
Andrea
$191 nightly
The price is $206
Sep 8 - Sep 9
Total with taxes and fees
Bella Notte
Property grounds

3. 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)
"Everything went great, we enjoyed our stay. The redwoods were beautiful! Our check-in and check-out went very smoothly, if only the weather would have been better "
United States
Teresa P.
$222 nightly
The price is $249
Aug 17 - Aug 18
Total with taxes and fees
Private Redwood View Suite Near Santa Cruz Beaches
TV

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

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.6 out of 10, Exceptional, (18 reviews)
"Clean, quiet, and a great location!"
United States
Jenny O.
$328 nightly
The price is $372
Sep 15 - Sep 16
Total with taxes and fees
'Treehouse' in the Redwoods - sleeps 4!
Exterior

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.
$387 nightly
The price is $440
Aug 23 - Aug 24
Total with taxes and fees
Redwood Home - view of the river!
Yurt On Top - Swim, Hike, Glamp | Minibar (free items), laptop workspace, WiFi (free)

6. 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
$199 nightly
The price is $228
Sep 14 - Sep 15
Total with taxes and fees
Mays Luxury Farm Stays
Exterior detail

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, (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
$303 nightly
The price is $340
Aug 18 - Aug 19
Total with taxes and fees
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit
Property grounds

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.2 out of 10, Very Good, (20 reviews)
"Peaceful location "
United States
Brian C.
$170 nightly
The price is $170
Aug 19 - Aug 20
Total with taxes and fees
Cozy guest suite in Los Gatos - Beach in 30 min!
Terrace/patio

9. 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, (105 reviews)
"Clean, quiet spacious apartment with a nice patio. Friendly and responsive owners. Would stay here again, no questions. "
United States
Brent K.
$386 nightly
The price is $433
Sep 13 - Sep 14
Total with taxes and fees
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090
Interior

10. 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, (44 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
$299 nightly
The price is $325
Aug 30 - Aug 31
Total with taxes and fees
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
TV, offices

11. Capitola Village Hideaway Bungalow - Pet friendly!

Capitola Village Hideaway Bungalow - Pet friendly!
Capitola
8.8 out of 10, Excellent, (26 reviews)
"Great little space in a nice part of town. It was the perfect base camp for three of us!"
United States
finn r.
$320 nightly
The price is $358
Sep 15 - Sep 16
Total with taxes and fees
Capitola Village Hideaway Bungalow - Pet friendly!
Property grounds

12. 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.
$240 nightly
The price is $240
Aug 17 - Aug 18
Total with taxes and fees
Junior suite - 30 minutes from beach
Interior

13. 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
$245 nightly
The price is $266
Aug 23 - Aug 24
Total with taxes and fees
Luxury stay near Oakridge Mall for vacation/work
2 bedrooms, iron/ironing board, WiFi, bed sheets

14. Capitola Village Retreat with Garage!

Capitola Village Retreat with Garage!
Capitola
9.8 out of 10, Exceptional, (38 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
$446 nightly
The price is $497
Aug 18 - Aug 19
Total with taxes and fees
Capitola Village Retreat with Garage!
Terrace/patio

15. 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.
$412 nightly
The price is $445
Aug 18 - Aug 19
Total with taxes and fees
Either Way Hideaway
Coffee/tea maker, fridge, microwave, oven

16. Capitola Village Home with Parking Spot

Capitola Village Home with Parking Spot
Capitola
9.8 out of 10, Exceptional, (65 reviews)
"Fabulous location, host was very easy to deal with, the layout of the property was great, amenities were top notch. Already planning a return trip later in the year!"
United States
Nik R.
$415 nightly
The price is $463
Sep 10 - Sep 11
Total with taxes and fees
Capitola Village Home with Parking Spot
Property grounds

17. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (73 reviews)
"great location in a lovely neighborhood close to nearby restaurants and shops"
United States
Denise J.
$192 nightly
The price is $209
Aug 18 - Aug 19
Total with taxes and fees
Private Willow Glen Studio Guesthouse
Terrace/patio

18. 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.
$143 nightly
The price is $155
Aug 24 - Aug 25
Total with taxes and fees
Serene Guest Suite w/ Private Bath and Kitchenette
Outdoor dining

19. 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.
$279 nightly
The price is $303
Aug 20 - Aug 21
Total with taxes and fees
Modern 2Bed/1Bath bungalow style suite in Willow Glen
2 bedrooms, travel crib, WiFi, bed sheets

20. Adorable Rio Del Mar Beach House - Steps to beach!

Adorable Rio Del Mar Beach House - Steps to beach!
Rio del Mar
9.8 out of 10, Exceptional, (13 reviews)
"Excellent location, family loved the accommodations and beautiful sunsets."
United States
Gustavo R.
$514 nightly
The price is $581
Sep 10 - Sep 11
Total with taxes and fees
Adorable Rio Del Mar Beach House - Steps to beach!
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

Sonesta Select San Jose Airport

Sonesta Select San Jose Airport

10/10 Excellent
"Clean room, staff friendly and helpful"
david 1-night trip
Posted 1 hour ago
Sonesta Select San Jose Airport

Find out more about Glenwood

Everything you need to know about Glenwood 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 Glenwood 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 Glenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glenwood. 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 Glenwood 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 $153 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 Glenwood rentals

At Expedia, we put the best Glenwood 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 Glenwood 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 Glenwood 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 Glenwood. 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

Can I find vacation rentals in Glenwood?

Yes, we offer vacation rentals where you'll be just 10.1 mi (16.2 km) from Santa Cruz Beach Boardwalk, offering you a secluded option if you want peace and quiet.

What's the top vacation rental in Glenwood?

COLORFUL HISTORIC VENETIAN COURT #8 ON CAPITOLA BEACH: Visitors like this Glenwood vacation home rental. It is located on the beach and has a balcony, a barbecue grill, 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 you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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 The Forest of Nisene Marks State Park. Henry Cowell Redwoods State Park and Roaring Camp Railroads are a couple of places you'll find in the larger area.

What are vacation rentals like in Glenwood?

Vacation rentals are privately owned properties you can book for a couple days or more in Glenwood. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.