
Holiday rentals in Guadalupe
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Top-rated holiday rentals in Guadalupe
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Beach-themed farmhouse with indoor fireplace
As 23-time Superhosts- we welcome you to the perfect place to relax & unwind after your day. This stylish and spacious home offers a sunny deck, surrounded by trees for sunbathing or watching the sunset. The huge 2nd bdrm is a great place for reading in our hammock chair or for a quiet work space. Downstairs the fully equipped kitchen has everything you need for cooking meals. Outdoor patio is a nice place to bbq & relax as you listen to the hawks, owls, & other birds in this country setting.

Secluded wine country retreat, full kitchen
This spacious secluded guest suite in the heart of California's Central Coast wine country is on a quiet three-acre gated property. Surrounded by ancient oaks, springtime wildflowers and songbirds, your Retreat has everything you'd possibly need: private entrance, full kitchen, double shower, laundry, fireplace, giant flat-screen TV, Wi-Fi, private patio, covered carport, air conditioning, and a bottle of wine from a local winemaker. Minutes from vineyards, golf, restaurants and beaches.

Upstairs Guest Loft~EV Charge/Non-smoking/Pet-free
Private upstairs loft includes kitchenette, full bathroom, deck, and separate entrance. Grizzl-E Classic 40A EV Level 2 charger (Type 1/SAE J1772) with NEMA 14-50 and 6-50 plugs. Non-smoking, pet-free property. In the heart of CA's Central Coast between Los Angeles and San Francisco. Only 2 miles off Highway 101. Close to Pismo Beach, wineries, and golf at Monarch Dunes, Black Lake, and Cypress Ridge courses. Easy access for road trips, weekend getaways, and relaxing stays year-round.

Wild Hair Studio-Stylish Farm Stay w/ EV charger
The Studio is a unique, completely renovated 1940's studio overlooking a one acre organic farm, located just minutes from the historic Village of Arroyo Grande. 6 miles to the beach, 3 miles to wine tasting in the Edna Valley, and a beautiful 12 mile country drive to SLO, the studio offers something for everyone. With a large fully equipped kitchen, spacious living area, and outdoor patio with bbq and propane fire pit this is the perfect place for your relaxing Central Coast getaway.

Harrison's Hide Away
Come stay, come play, come work. Stylish modern one bedroom flat w/ comfy king size bed and queen-size sofa sleeper. Light, bright living space, lots of windows and very spacious . Our guest house is in the heart of Arroyo Grande and next door to everything. So if you are on a family vacation, business trip or couples retreat; experience the central coast, relax in a beautiful home, enjoy outdoor patio, with w/ fire-pit and barbecue for outdoor fun. Simple & Upscale (845 Sq Ft)

Cozy Plant-Filled Loft in Orcutt
Stylish, plant-filled loft on the Central Coast! Relax under cozy lights surrounded by greenery in this peaceful, thoughtfully designed studio with everything you need. Enjoy a comfy living area with TV, kitchenette, WiFi, and private entrance for easy access. Located just minutes from Old Orcutt’s coffee shops, wine tasting rooms, and restaurants, with quick access to Solvang, SLO, and beaches. Perfect for a quiet getaway, work stay, or exploring the beautiful Central Coast.

Central coast paradise with forever views!
Large spacious private apt on a rustic, gorgeous property. Television High speed internet, pick fresh fruit, and lovely places to sit and relax. This beautiful place is an experience, to enjoy. Fridge, microwave, stove, oven, tea kettle and Keurig coffee maker. Enjoy the beautiful sunsets from the viewing deck or hot tub. Koi pond, chicken coop and free roam peacocks. Close to beaches, restaurants, wineries, wedding sites. Children and pets welcome.

French Country Casita - Breakfast Included
This stand-alone casita sits in the privacy of our rear yard and has a separate entrance. We are three minutes from highway 101 in the newer La Ventana community. Surrounded by beautiful mountain views on the Central Coast and close to many flourishing wineries, this residence is 20 minutes south of Pismo Beach, 30 minutes from San Luis Obispo, one hour north of Santa Barbara, close to the beautiful Danish city of Solvang and Santa Ynez.

Downtown View Suite at Pismo Beach Club
Discover the Pismo Beach Club, a boutique hotel just steps from the ocean, where mid-century modern design meets all-suite comfort. Each spacious suite features a California King Casper mattress, organic cotton bedding, a full kitchen, and premium touches like a memory foam sofa bed, Malin + Goetz bath products, and local artwork—all within walking distance of beautiful Pismo Beach.

Beach home near golf, wineries, dunes & Vandenburg
This Pasadera home has three bedrooms two and a half bathrooms with a loft which has a fold out couch. The downstairs couch will sleep 2 more if needed so 9 people will fit. It’s just a few miles away from Trilogy and Blacklake golf course, the beach, shopping , golf courses and many wineries! It’s a perfect beach community. About 20 minutes to Vandenburg Air Force base.

Sanctuary on Sunset Ridge ~ Panoramic Ocean Views
Enjoy extraordinary VIEWS, PEACE, and PRIVACY just 15 minutes from downtown and beaches. Within 10-15 minutes: Hiking, Biking, SUP, Kayaking, Surfing, Wine Tasting, Great Restaurants, etc., etc. We are good-dog friendly. 3-night minimum stay. We have 2 ensuite King bedrooms - the 2nd has a loft with a double bed. Check us out on Insta: @sanctuaryonsunsetridge

Debi’s Beach House
Relax and enjoy this upgraded new home in Guadalupe, CA located close to beaches, hiking trails, golf courses, and wineries. Pismo, Avila, Morro Bay, Cambria and several other beautiful beaches, San Luis Obispo, Vandenberg AFB, Solvang, and Santa Barbara are all close. Great vacation spot to enjoy with family and friends.
Popular amenities for Guadalupe holiday rentals
Other great holiday rentals in Guadalupe

Orchard Oasis: Pool Table, King Beds Ensuite Baths

Brand New! Close to 101!

Tiny House with Big Views

Diamond E Ranch

La Ranchita Wine Country Equine retreat and Spa

Little house with mountain view

Wild Holly Retreat… walking distance to downtown

Slo Fish House Retreat
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Diego Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- Palm Springs Holiday rentals
- San Francisco Peninsula Holiday rentals
- Cayucos Beach
- Montaña de Oro State Park
- Morro Strand State Beach
- El Capitán State Beach
- Cayucos State Beach
- Pismo State Beach
- Morro Rock Beach
- Morro Bay Golf Course
- Pirates Cove Beach
- Mission San Luis Obispo de Tolosa
- Solvang Windmill
- Los Padres National Forest
- Sensorio
- Dinosaur Caves Park
- Oceano Dunes State Vehicular Recreation Area
- Charles Paddock Zoo
- Pismo Preserve
- Vina Robles Amphitheatre
- Monarch Butterfly Grove





