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, 391 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.

Superhost
The charming bungalow features a welcoming front porch with two chairs. Lush greenery and vibrant flowers are visible in the foreground, framing the house. The exterior showcases classic architectural details, blending with the surrounding landscape.
Bungalow in Santa Maria
4.87 out of 5 average rating, 280 reviews

Entire Craftsman Home Central Coast Hub

Restored charming 1917 bungalow with dining room/2nd bedroom. Accommodates 5. Queen bed in the bedroom, twin daybed in the dining room, queen sofa bed, small floor mattress, & pack-n-play crib. Fully equipped kitchen with microwave. Wifi and flat-screen TV. Washer & dryer. Private back patio w/ furniture & bbq grill. Lovely front sitting porch & front yard. No AC. Short walk to downtown, within 20 minutes of beautiful beaches, wine tasting, hikes, shopping and theater. Nonsmoking only.

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
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)

Guest favourite
A modern living area features a large, flat-screen TV against a white wall. A surfboard is mounted beside a fireplace, and a round glass-top coffee table is set on a blue-patterned area rug. Natural light filters through sheer curtains.
Home in Oceano
4.96 out of 5 average rating, 182 reviews

Casa Del Mar

Enjoy a little getaway in this cottage by the beach. It’s cozy and simple with all the features of comfort. Walking to the beach is a just a short stroll down a windy little road filled with cool beach vibes. Cross a little wooden bridge and walk down a block or two and you are right in front of the Oceano dunes. Plan a bonfire and make s’mores on the beach. Or better yet, stay at the little cottage, grab a bottle of wine and enjoy a fire pit right outside your bedroom door.

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, 108 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.

Top guest favourite
A welcoming living area features a gray sofa adorned with decorative pillows. Large windows with wooden accents allow natural light to illuminate the rustic wood paneling behind the couch. A coffee table sits at the center of the space, displaying a small vase of flowers.
Guest house in Arroyo Grande
4.97 out of 5 average rating, 511 reviews

Wine Country Tiny Home with a Gas Fire Pit and Hammock

Skylight windows, rustic wood paneling, and elegant tiling are just a few of the refinements within this charming tiny home. Lie in an outdoor hammock for an afternoon nap, then gather around the gas fire pit at night to pair the stars with wine. Sorry, no animal guests allowed. Dates not available? See our newest tiny home at: Modern Wine Country Tiny Home This quiet cozy tiny house is 285 square feet with an open floor plan including a queen bed and a sleeper sofa.

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.

Top guest favourite
Tiny home in Nipomo
5 out of 5 average rating, 122 reviews

Modern + Cozy Oaks Hideaway

At our special spot, you get the best of both worlds: clean, modern and comfortably appointed tiny home on an oak-studded ranch surrounded by nature. Close enough to town, beaches, wineries, and restaurants for convenience while being far enough away to relax. Check out the creative and flexible spaces on the inside (living space coverts via Murphy bed to a queen bed sleeping area) and the comfy back patio for outdoor enjoyment.

Top guest favourite
Guest house in Arroyo Grande
4.95 out of 5 average rating, 698 reviews

Coastal Casitas

Our picturesque guest house sits 30 feet from the main house, in our serene back yard. With your own private porch with a cozy fire pit! Located in a quiet family neighborhood. 2.1 miles from the beach 2 miles from Amtrak 1.3 miles from the charming village of Arroyo Grande. 15 miles to San Luis Obispo. Check in 4pm check out 11 am. We are always happy to honer an early check in or out if we have time and schedule.

Guest favourite
A bright living room is presented with natural light streaming through a window. Two comfortable chairs with soft throw blankets face a modern TV mounted on a pale wall. Decorative plants enhance the space, complemented by a wooden coffee table and light hardwood flooring.
Home in Arroyo Grande
4.93 out of 5 average rating, 250 reviews

Mid-century home in the heart of Arroyo Grande.

Welcome to the Eman House! I can't wait to host you at the 1950's mid century in Arroyo Grande, CA. Enjoy the beautiful remodeled kitchen, private backyard and patio, and two cozy bedrooms while soaking up the best of the central coast. Just a 10 minute walk to the historic Arroyo Grande village, a 5 minute drive to the beaches of Grover, and tucked away in one of Arroyo Grande's most peaceful cul-de-sacs.

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.

Popular amenities for Guadalupe holiday rentals