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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Glenwood 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, (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 CA $133
CA $171 total
includes taxes & fees
Nov 11 - Nov 12
Fern River Resort
A bedroom with a large bed, a desk, a dresser, and a view of the outdoors through a sliding door.

2. Bella Notte, a ZenStay Hotel

Bella Notte, a ZenStay Hotel
4.0 star property
Eastside Santa Cruz
9.8 out of 10, Exceptional, (19 reviews)
"Room was spotless with a lot of nice amenities. The bed was incredibly comfortable as well!"
United States
Julia
The price is CA $138
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
Bella Notte, a ZenStay Hotel
A wooden deck with a hot tub, a wooden fence, and a large tree.

3. 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 CA $177
CA $306 total
includes taxes & fees
Nov 26 - Nov 27
Mays Luxury Farm Stays
A dining area with a round table and chairs, a ceiling fan, and a view of a room with a Christmas tree.

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

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
9.6 out of 10, Exceptional, (23 reviews)
"Clean, quiet, and a great location!"
United States
Jenny O.
The price is CA $91
CA $497 total
includes taxes & fees
Oct 28 - Oct 29
'Treehouse' in the Redwoods - sleeps 4!
A modern house with a patio area featuring a wooden table and chairs, a covered seating area, and a potted plant.

5. 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)
"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 CA $238
CA $475 total
includes taxes & fees
Oct 27 - Oct 28
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit
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, (16 reviews)
"Beautiful area!!"
United States
A S.
The price is CA $277
CA $354 total
includes taxes & fees
Oct 30 - Oct 31
Private Redwood View Suite Near Santa Cruz Beaches
A room with a white desk, two chairs, a bookshelf, a potted plant, and a blue rug.

7. 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 CA $224
CA $388 total
includes taxes & fees
Oct 27 - Oct 28
Luxury stay near Oakridge Mall for vacation/work
A room with a sliding glass door leading to a garden, a wicker chair outside, and a blue sofa with patterned cushions inside.

8. Sunny Private Bungalow

Sunny Private Bungalow
Eastside Santa Cruz
10.0 out of 10, Exceptional, (19 reviews)
"Owner was excellent with communication. My son and I stayed there for the weekend and was impressed that n how close it was to everything. Great place that we will stay at again!"
United States
Tenisha W.
The price is CA $214
CA $400 total
includes taxes & fees
Oct 27 - Oct 28
Sunny Private Bungalow
An outdoor patio area with a fire pit, seating, string lights, and potted plants.

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, (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 CA $279
CA $535 total
includes taxes & fees
Nov 1 - Nov 2
5-Acre Mountain Retreat In Serene Santa Cruz Mountains Rental Permit #231090
A clear swimming pool with a stone and tile border, surrounded by a wooden fence and various plants.

10. 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 CA $203
CA $354 total
includes taxes & fees
Nov 1 - Nov 2
Private Queen Suite with Pool and Hot Tub
A view from a room with a large window overlooking a street with parked cars and buildings.

11. 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 CA $119
CA $457 total
includes taxes & fees
Oct 27 - Oct 28
Harbor House A, overlooking Santa Cruz Harbor
A wooden deck with lounge chairs, a table, and a grill.

12. Relaxing Getaway Overlooking Schwan Lagoon

Relaxing Getaway Overlooking Schwan Lagoon
Eastside Santa Cruz
10.0 out of 10, Exceptional, (11 reviews)
"Lovely property home from home. Fabulous lake view, very comfortable & easy walk to the beach. Great communication. Had a fabulous stay."
United States
Claire
The price is CA $150
CA $841 total
includes taxes & fees
Oct 27 - Oct 28
Relaxing Getaway Overlooking Schwan Lagoon
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
The price is CA $82
CA $214 total
includes taxes & fees
Nov 1 - Nov 2
Serene Guest Suite w/ Private Bath and Kitchenette
A wooden deck connecting two houses in a forested area with a stream.

14. 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 CA $292
CA $608 total
includes taxes & fees
Nov 2 - Nov 3
Either Way Hideaway
A modern kitchen with a stainless steel refrigerator, a stove, and a microwave.

15. Capitola Village Retreat with Garage!

Capitola Village Retreat with Garage!
Capitola
9.6 out of 10, Exceptional, (44 reviews)
"Good location."
United States
Renee E.
The price is CA $277
CA $764 total
includes taxes & fees
Oct 30 - Oct 31
Capitola Village Retreat with Garage!
A modern living room with a staircase, a sofa, a chair, and a TV.

16. 3 bedroom home - walk to Twin Lakes & Harbor!

3 bedroom home - walk to Twin Lakes & Harbor!
Eastside Santa Cruz
9.8 out of 10, Exceptional, (18 reviews)
"Great place, location, neighborhood "
United States
Aaron I.
The price is CA $189
CA $746 total
includes taxes & fees
Oct 27 - Oct 28
3 bedroom home - walk to Twin Lakes & Harbor!
A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

17. 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
The price is CA $196
CA $462 total
includes taxes & fees
Oct 29 - Oct 30
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
A spacious living room with a white sofa, wooden flooring, and a fireplace.

18. Harbor home - with a hot tub!

Harbor home - with a hot tub!
Eastside Santa Cruz
10.0 out of 10, Exceptional, (6 reviews)
"Very nice place. "
United States
Rick H.
The price is CA $421
CA $1,188 total
includes taxes & fees
Oct 31 - Nov 1
Harbor home - with a hot tub!
A street lined with multi-story buildings, some with balconies and outdoor seating.

19. Aptos Beach Retreat Hot Tub & 5 Min Walk to Sand

Aptos Beach Retreat Hot Tub & 5 Min Walk to Sand
Rio del Mar
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful property. We will be back."
United States
Lynn M.
The price is CA $229
CA $517 total
includes taxes & fees
Oct 27 - Oct 28
Aptos Beach Retreat Hot Tub & 5 Min Walk to Sand
A spacious living area with a sofa, a round coffee table, and a view of a balcony with a railing.

20. Serene Mountain Home with Ocean View!

Serene Mountain Home with Ocean View!
Aptos
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful home and location. Nice views. Close to Santa Cruz. Spacious and serene outdoor area"
United States
Aaron M.
The price is CA $273
CA $1,008 total
includes taxes & fees
Nov 1 - Nov 2
Serene Mountain Home with Ocean View!
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

The Westin San Jose

The Westin San Jose

10/10 Excellent
"Great all the way around with everything"
Katrina 1-night trip
Posted 1 hour ago
The Westin San Jose

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, 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 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 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 Glenwood vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glenwood vacation rentals we have selected for you start as low as CA $171 per night. Entering your travel dates in the search wizard 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?

Serene Guest Suite w/ Private Bath and Kitchenette: You might want to consider this vacation home rental near Glenwood, which 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 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.