Holiday rentals in Guadalupe

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Top-rated holiday rentals in Guadalupe

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Top guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows. A striped hammock chair is suspended beside the bed, providing a comfortable spot for reading or relaxation. Soft natural light enters through the window, emphasizing the serene color palette.
Home in Arroyo Grande
4.93 out of 5 average rating, 390 reviews

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.

Guest favourite
Guest suite in Arroyo Grande
4.93 out of 5 average rating, 199 reviews

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.

Top guest favourite
An open living area is observed, featuring a futon couch, a dining table, and a television. A neatly arranged kitchenette is equipped with essential appliances, and a spacious bed is seen in the corner. Ample natural light enters through two windows.
Loft in Nipomo
4.95 out of 5 average rating, 844 reviews

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.

Top guest favourite
Farm stay in Arroyo Grande
5 out of 5 average rating, 301 reviews

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.

Top guest favourite
A modern kitchen features stylish white cabinetry and a mosaic tile backsplash. Stainless steel appliances include a stove and refrigerator. An island provides additional seating with four high-backed chairs. A workspace with a chair is conveniently situated near the kitchen counter.
Guest house in Arroyo Grande
4.99 out of 5 average rating, 302 reviews

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)

Top guest favourite
A small outdoor table is situated in a serene garden setting, featuring two wine glasses filled with red wine and a bottle nearby. A potted succulent adds a touch of greenery, surrounded by various plants, creating a tranquil atmosphere for relaxation.
Home in Santa Maria
4.96 out of 5 average rating, 106 reviews

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.

Guest favourite
A wooden walkway leads through lush greenery, creating a natural archway. The bright sunlight filters through the leaves, illuminating the path. At the end of the walkway, a glimpse of the main house is visible, framed by vibrant plants.
Farm stay in Nipomo
4.88 out of 5 average rating, 598 reviews

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.

Top guest favourite
A well-appointed sleeping area features a spacious bed dressed in a light-colored patterned coverlet. Stylish decorative pillows are arranged neatly at the head of the bed. A round table with a single chair sits nearby, surrounded by floral drapes that frame the window.
Guest house in Santa Maria
4.99 out of 5 average rating, 1,690 reviews

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.

Guest favourite
Flat in Pismo Beach
4.91 out of 5 average rating, 356 reviews

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.

Guest favourite
A modern two-story home is depicted, showcasing a light-colored exterior with dark trim. The front yard features low-maintenance landscaping with desert plants. A driveway leads to the garage, and neighboring homes are visible in a suburban setting under a clear blue sky.
Home in Guadalupe
4.85 out of 5 average rating, 251 reviews

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.

Top guest favourite
A contemporary home is highlighted with expansive glass doors, allowing views of the surrounding landscape. A wooden dining table is shown, adorned with a sunflower. The deck extends along the residence, featuring comfortable seating areas.
Home in San Luis Obispo
4.96 out of 5 average rating, 136 reviews

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

Guest favourite
The entrance of the home features a blue front door framed by light-colored stucco and stone accents. A neatly paved pathway leads to the door, with smooth pebbles arranged alongside the foundation. A house number is displayed prominently beside the door.
Home in Guadalupe
4.97 out of 5 average rating, 137 reviews

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