Glenwood Holiday Rentals

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Our top choices for Glenwood holiday rentals

Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (492 reviews)
"Great location near park and very spacious cabin. "
United States
Gustavo Gamboa
The price is AU$193
includes taxes & fees
27 Apr - 28 Apr
Fern River Resort

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time and really enjoyed it "
United States
Sripan
The price is AU$316
includes taxes & fees
10 May - 11 May
Mays Luxury Farm Stays

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
San Jose
8.0 out of 10, Very good, (3 reviews)
"great stay thank you"
United States
Alan G.
The price is AU$209
includes taxes & fees
10 Apr - 11 Apr
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

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, (54 reviews)
"It was a really great stay. I highly recommend!"
United States
Soon Son
The price is AU$448
includes taxes & fees
13 Apr - 14 Apr
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

Glamping Tipi in the Redwood Forest

Glamping Tipi in the Redwood Forest
Gilroy
The price is AU$406
includes taxes & fees
11 Apr - 12 Apr
Glamping Tipi in the Redwood Forest

Mount Hermon Redwood Retreat!

Mount Hermon Redwood Retreat!
Felton
9.6 out of 10, Exceptional, (15 reviews)
"We had a great stay. Great location, clean and cozy. Would recommend. "
United States
Krista M.
The price is AU$559
includes taxes & fees
13 Apr - 14 Apr
Mount Hermon Redwood Retreat!

Entire Studio Unit 2bed/1bath, Kitchen in San Jose

Entire Studio Unit 2bed/1bath, Kitchen in San Jose
East San Jose
8.0 out of 10, Very good, (14 reviews)
"My mom and I stayed here while in San Jose watching my son play lacrosse. It was very central to where we needed to go. We walked the neighborhood a few times and there are some parks near by. The place was clean, spacious, bed was comfortable and the hosts were lovely! I would absolutely stay there again as it was perfect for what I needed."
Canada
Sarah B.
The price is AU$250
includes taxes & fees
4 May - 5 May
Entire Studio Unit 2bed/1bath, Kitchen in San Jose

Manresa surf house street level full studio w/kitchen unit #3

Manresa surf house street level full studio w/kitchen unit #3
La Selva Beach
9.6 out of 10, Exceptional, (7 reviews)
"Room and accommodations were really nice. loved everything about it!"
United States
Jonathan D.
The price is AU$298
includes taxes & fees
13 Apr - 14 Apr
Manresa surf house street level full studio w/kitchen unit #3

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.8 out of 10, Good, (19 reviews)
"This is a lovely cottage in the heart of a residential area. Close to Santana Row. Clean, neat, and a well stocked kitchen. Pet friendly and quiet. The hosts are kind and communication is quick and easy. The shower was a bit of a challenge and some comedic relief to the event (I turned the wrong knob and gave the entire room a shower). Back in when you park for easier departure, there are cars parked on the street that make it a bit difficult to see when you’re backing out. The owners are...
United States
Rebecca
The price is AU$258
includes taxes & fees
20 Apr - 21 Apr
Gourmet Kitchen + Private Front Yard + Parking

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
10.0 out of 10, Exceptional, (9 reviews)
"Stay was great, it was perfect for what we needed. House was such a great costal vibe and the property was beautiful and quiet. "
United States
Nicole B.
The price is AU$495
includes taxes & fees
13 Apr - 14 Apr
'Treehouse' in the Redwoods - sleeps 4!

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (11 reviews)
"Cottage was perfect for our short stay. Location was convenient and quiet. It was nice to have a washer and a dryer.Host was very responsive and able to accommodate an earlier check-in time."
United States
Kate P.
The price is AU$326
includes taxes & fees
16 Apr - 17 Apr
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

@ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P

@ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P
Northside
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place for a group of 3 or 4 people to stay. It’s clean, nicely furnished, and the owners are easy to communicate with."
United States
Dave J.
The price is AU$572
includes taxes & fees
12 Apr - 13 Apr
@ Marbella Lane - 2BR LwrLvl | DTWN SJ | Ldry + P

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
The price is AU$255
includes taxes & fees
13 Apr - 14 Apr
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (66 reviews)
"The host was very helpful and responsive when I. had a question"
United States
Bob N.
The price is AU$298
includes taxes & fees
22 Apr - 23 Apr
Private Willow Glen Studio Guesthouse

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.6 out of 10, Excellent, (15 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is AU$290
includes taxes & fees
11 Apr - 12 Apr
Cozy guest suite in Los Gatos - Beach in 30 min!

Capitola Village Home with Parking Spot

Capitola Village Home with Parking Spot
Capitola
9.8 out of 10, Exceptional, (47 reviews)
"Great location, roomy and comfortable."
United States
marianne b.
The price is AU$582
includes taxes & fees
13 Apr - 14 Apr
Capitola Village Home with Parking Spot

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (2 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is AU$386
includes taxes & fees
22 Apr - 23 Apr
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

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, (4 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
The price is AU$470
includes taxes & fees
13 Apr - 14 Apr
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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, (58 reviews)
"The room was good and convenient for my work trip. "
United States
Pavani
The price is AU$361
includes taxes & fees
12 Apr - 13 Apr
Luxury stay near Santana Row for vacation/business

Felton Sky Loft in the Forrest Lakes Community

Felton Sky Loft in the Forrest Lakes Community
Felton
9.2 out of 10, Wonderful, (13 reviews)
"Basically decent place to stay."
United States
Bill S.
The price is AU$525
includes taxes & fees
21 Apr - 22 Apr
Felton Sky Loft in the Forrest Lakes Community
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

Everything you need to know about Glenwood 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 Glenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Glenwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Glenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glenwood 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 Glenwood holiday rentals we have selected for you start as low as AU$193 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood 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 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 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 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 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?

Spacious Santa Cruz Beach Home, Walk to the Ocean, Game Room, Pet Friendly!: This holiday home rental outside of Glenwood is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.