Vacation rentals in Morgan Hill

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Top-rated vacation rentals in Morgan Hill

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Guest favourite

Guesthouse in San Jose

4.97 out of 5 average rating, 432 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

Sep. 26 – Oct. 3

$237 CAD per night

Guest favourite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 633 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Oct. 3 – 10

$124 CAD per night

Guest favourite

Home in Morgan Hill

4.99 out of 5 average rating, 149 reviews

Charming Home in the Heart of Downtown Morgan Hill

Kick back and relax in this calm, stylish space, indoors or even outdoors. 🔵 5 minute walk from the up-and-coming Downtown Morgan Hill with its small town accessibility and urban ambiance 🔵 Plethora of restaurants to choose from 🔵 5 Minutes from Highway 101 🔵 Many vineyards and brewery's to choose from 🔵 Nature lovers can bask in the outdoors at Uvas Canyon County Park, Henry W. Coe State Park, amongst others 🔵 Several golf courses nearby 🔵 Enjoy the Coyote Valley Sporting Clay

Sep. 16 – 23

$576 CAD per night

Guest favourite

Guest suite in Los Gatos

4.93 out of 5 average rating, 254 reviews

Remote Mountain Suite with Hot Tub

One-bedroom attached in-law suite with private entrance- relaxing den with large leather couch, flat screen tv (Roku/no cable) kitchenette w/hot plate and private bath. Supplied with bottle of wine and breakfast essentials. Mountain location 2.5 miles down a very narrow scenic ridge-top road on 6 beautiful acres of lush vegetation and towering redwood trees. Ideal for a couple or small family looking to explore the Santa Cruz county Mountains, Bay Area and coast without breaking the bank.

Sep. 29 – Oct. 6

$196 CAD per night

Guest favourite

Cottage in Morgan Hill

4.95 out of 5 average rating, 201 reviews

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting the first Sat & 3rd Weekend of every month from 11:30-4:30. We usually have live music, wine tasting is in the same vicinity as the Cottage. When your stay is on those weekends you get a comp tasting for two.

Mar. 12 – 19

$498 CAD per night

Superhost

Farm stay in San Martin

4.9 out of 5 average rating, 105 reviews

Private Barn in a farm.

A full size barn turned it a beautiful living space with a new well equipped trailer inside is waiting for you. Outdoor TV, lounge area, well lit foosball table area, lazy fun chairs, barbecue and fire pit are all for you. Separate electric gate will give you a separate entrance and total privacy. Enjoy room in the barn or strolling on the farm, chickens horses goats and accessional bunnies. Outdoor play area and picnic tables. Parties up to 50 people can be arranged. different pricing.

Feb. 9 – 16

$168 CAD per night

Guest favourite

Guesthouse in Morgan Hill

4.87 out of 5 average rating, 250 reviews

Vineyard-Poolside King Studio-Private Entrance

Step into the Italian life style at Villa Riposo located on the ‘Wine Trail’. Enjoy a glass of local wine as you watch the sunset over the vines towards the mountains. Sleep in a spacious King bed with lush bedding & furnishings in an ultramodern design. Sunbathe, swim & soak in the spa before you enjoy a candlelight dinner; then top off the evening with S’mores by the outdoor fireplace. Pet friendly. Winery opens to the public late 2025. See my profile for more poolside suites.

Mar. 5 – 12

$410 CAD per night

Guest favourite

Apartment in San Jose

4.98 out of 5 average rating, 223 reviews

Apartment above the valley.

This 2 bedroom apartment. It has outside stairs that lead up to a large private deck (with with spectacular view of Silicon Valley). The entrance is via sliding door from the deck. There are two bedrooms, one bathroom and a combined full kitchen/living room. The ground level pool and patio are shared space with owners. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow!

Nov. 23 – 30

$272 CAD per night

Guest favourite

Bungalow in San Martin

4.99 out of 5 average rating, 105 reviews

Moose Mountain Vineyards Bungalow

Relax in an elegant 2 bed bungalow sitting atop Moose Mountain Vineyards. Enjoy the panoramic view of San Martin as well as the 13,000 grape vines growing on property. Relax in the hot tub or infinity pool, or sip estate wine on one of our four decks as the sunset takes your breath away. Enjoy a complimentary whole food plant-based breakfast with ingredients sourced onsite. This stay offers many opportunities to explore the inner workings of Moose Mountain Vineyards.

Nov. 5 – 12

$623 CAD per night

Guest favourite

Guesthouse in San Jose

4.9 out of 5 average rating, 247 reviews

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

Dec. 5 – 12

$254 CAD per night

Guest favourite

Guesthouse in San Jose

4.92 out of 5 average rating, 118 reviews

Gorgeous Casita(detached) in upscale neighborhood

Beautiful spacious Casita(detached unit ~500 sft) in upscale and prestigious Bell Aire-Hillstone estate neighborhood. Beautiful spacious independent unit in resort like setting. Comfy queen size bed, a sofa bed, new kitchen and full bath. Kitchen is equipped with cooking range, refrigerator, dishwasher and washer/dryer. Keurig for morning coffee and Cable / Apple TV for entertainment. Large monthly discount. No Party inquiries please. Pool use is not allowed.

Dec. 27 – Jan. 3

$193 CAD per night

Guest favourite

Yurt in Watsonville

4.92 out of 5 average rating, 715 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Apr. 1 – 8

$204 CAD per night