Glenwood Vacation Rentals

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Our top choices for Glenwood vacation rentals

Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (504 reviews)
"Cozy, clean cabin surrounded by nature and close to local hiking trails. Great host easy process to book and arrive. "
United States
Seth
The price is CA $169
CA $211 total
includes taxes & fees
May 26 - May 27
Fern River Resort

Bella Notte

Bella Notte
4.0 star property
Eastside Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"The room was updated from what I saw on yelp but in a very good way. The room was very clean "
United States
Lizette
The price is CA $132
CA $242 total
includes taxes & fees
May 19 - May 20
Bella Notte

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
8.8 out of 10, Excellent, (13 reviews)
"Everyone was so friendly! And this place is so peaceful with the birds hobblying around. I def will be back to visit."
United States
Emann
The price is CA $205
CA $330 total
includes taxes & fees
May 18 - May 19
Mays Luxury Farm Stays

Redwood Home - view of the river!

Redwood Home - view of the river!
Ben Lomond
9.8 out of 10, Exceptional, (43 reviews)
"The cabin was super cute. Good location, close to shops, parks, restaurants and bars."
United States
Kaulana
Redwood Home - view of the river!

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 CA $186
CA $630 total
includes taxes & fees
May 19 - May 20
Mount Hermon Redwood Retreat!

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, (59 reviews)
"It was a really great stay. I highly recommend!"
United States
Soon Son
The price is CA $206
CA $432 total
includes taxes & fees
May 25 - May 26
Aptos Bayview, large 1 Br.Cottage, Pets & parking. Ocean View deck, fire pit

Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.4 out of 10, Very good, (9 reviews)
"Bed is firm and water pressure/temp excellent. Quiet, safe neighborhood that is close to some amazing restaurants. I used the courtyard every day for morning coffee or visits from kids/grandkids. We even did an art project which was a one of those special family memories you talk about for years. We would definitely stay again. "
United States
Raider F.
The price is CA $129
CA $272 total
includes taxes & fees
May 18 - May 19
Large New Modern Guest House + Laundry + Garden

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
10.0 out of 10, Exceptional, (12 reviews)
"The house was spotless, the bed was super comfortable and the property was quiet and conveniently located. We enjoyed our stay and appreciated the prompt communication and early check in. "
United States
Amy C.
The price is CA $158
CA $578 total
includes taxes & fees
May 18 - May 19
'Treehouse' in the Redwoods - sleeps 4!

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
8.6 out of 10, Excellent, (4 reviews)
"great stay thank you"
United States
Alan G.
The price is CA $88
CA $200 total
includes taxes & fees
May 19 - May 20
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.4 out of 10, Very good, (17 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 CA $164
CA $279 total
includes taxes & fees
May 25 - May 26
Cozy guest suite in Los Gatos - Beach in 30 min!

Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
8.0 out of 10, Very good, (16 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is CA $91
CA $170 total
includes taxes & fees
Jun 14 - Jun 15
Brand New Guest Suite + Luxurious Bath, Near SJC

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, (12 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 CA $177
CA $310 total
includes taxes & fees
Jun 11 - Jun 12
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
East San Jose
7.6 out of 10, Good, (12 reviews)
"This property met our needs and we enjoyed our stay "
United States
Michelle M.
The price is CA $122
CA $298 total
includes taxes & fees
May 18 - May 19
Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (9 reviews)
"The room was cozy and quiet, perfect for a good night's sleep. Check-in and Check-out were super easy!"
United States
Joshua E.
The price is CA $177
CA $205 total
includes taxes & fees
May 18 - May 19
"Queens Palace" Studio Apt Business Ready - San Jose

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"Great location, clean, friendly owners. "
United States
Brian L.
The price is CA $157
CA $296 total
includes taxes & fees
Jun 8 - Jun 9
Gourmet Kitchen + Private Front Yard + Parking

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, (3 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is CA $163
CA $386 total
includes taxes & fees
May 25 - May 26
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Relaxing Getaway Overlooking Schwan Lagoon

Relaxing Getaway Overlooking Schwan Lagoon
Eastside Santa Cruz
10.0 out of 10, Exceptional, (9 reviews)
"Good communication. Great amenities. Quiet location. "
Canada
Jill H.
The price is CA $224
CA $930 total
includes taxes & fees
May 18 - May 19
Relaxing Getaway Overlooking Schwan Lagoon

3 Bedroom Home - Walking distance to beach!

3 Bedroom Home - Walking distance to beach!
Rio del Mar
9.8 out of 10, Exceptional, (15 reviews)
"This is the second time we’ve stayed here and will continue to next time we are in Aptos. Beautiful home that provides everything we need. Short walk to the beach and nearby restaurants. "
United States
Tiffany
The price is CA $274
CA $853 total
includes taxes & fees
May 20 - May 21
3 Bedroom Home - Walking distance to beach!

Capitola Village Work-Live Loft - Pet Friendly

Capitola Village Work-Live Loft - Pet Friendly
Capitola
9.6 out of 10, Exceptional, (9 reviews)
"The property was fantastic for a multi-fam vacation. The property was well-stocked, clean, and comfortable. The front door lock was quite tricky and caused some frustration, but otherwise it was a lovely stay"
United States
Sara H.
The price is CA $234
CA $669 total
includes taxes & fees
May 18 - May 19
Capitola Village Work-Live Loft - Pet Friendly

Capitola Village Hideaway

Capitola Village Hideaway
Capitola
9.6 out of 10, Exceptional, (23 reviews)
"Location was fantastic !! "
United States
Steve B.
The price is CA $275
CA $711 total
includes taxes & fees
May 18 - May 19
Capitola Village Hideaway
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Seascape Ocean Front Villa : Visitors like this Glenwood vacation home rental. It is located by the ocean and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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. Frontier Ranch and Henry Cowell Redwoods State Park 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.