Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

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Guest favorite
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
4.92 out of 5 average rating, 351 reviews

Beach-themed farmhouse with indoor fireplace

As 13-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.

Top guest favorite
An expansive view of a serene olive grove is presented, showcasing numerous olive trees nestled among lush green grass. The landscape is framed by trees, under a clear blue sky adorned with scattered clouds, creating a peaceful outdoor setting.
Cottage in San Luis Obispo
4.95 out of 5 average rating, 454 reviews

Peaceful Cottage in an Olive Grove

Come relax in this cozy cottage removed from the frantic world but so close you can easily go back at any time. Whether you choose to unwind in the serenity that surrounds our olive farm or venture out to experience all that SLO County has to offer, you'll be in the perfect spot for either or both. We're on a road less traveled with neighbors few and far between but located just 10 minutes from wine tasting, beaches, downtown SLO, the Village of Arroyo Grande, hiking trails and so much more.

Guest favorite
A brown dairy cow gently nuzzles its young calf in a shaded area, surrounded by grass and trees. The calf, with a light brown and white coat, lies comfortably on the ground, while the cow stands protectively nearby.
Guesthouse in Arroyo Grande
4.91 out of 5 average rating, 180 reviews

Jersey Joy Cottage Farm Stay

Cozy cottage in Arroyo Grande. We live on five acres and have several farm animals, including two dairy cows, pigs, chickens and geese. Our cottage stands alone and is independent of the main house. The bedroom/living area has a double bed. The kitchen offers the ability to bake, fry, and microwave. Come enjoy farm life! We are about seven miles from the beach. Take it easy at this unique and tranquil getaway. We have wifi for you. Farm tours and dairy milking experience are also options.

Top guest favorite
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
4.94 out of 5 average rating, 836 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 favorite
A spacious living area features a large sectional sofa in dark leather, situated near multiple windows allowing natural light. A wooden coffee table is placed at the center, accompanied by decorative items. A flat-screen TV is mounted on the wall, adding to the entertainment space.
Guesthouse in Santa Maria
4.97 out of 5 average rating, 138 reviews

Private top floor spacious 1 bedroom retreat

Forget your worries in this spacious and serene space. Following CDC guidelines, we make sure your stay is a safe & enjoyable one. Equipped with a gas range stove, microwave, and washer/dryer. Relax in a full size tub, walk-in closet & plenty of space to store your items & gear. Enjoy hiking, biking & disk golf at near by Waller Park! Private entrance & exit. Please read our rules below before booking: 2 guests max 1 car parking No Parties No Smoking No Pets Additional fees may apply

Top guest favorite
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
4.94 out of 5 average rating, 70 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.

Superhost
Guesthouse in Santa Maria
5 out of 5 average rating, 4 reviews

Stunning Guesthouse with Private Entry & Courtyard

Welcome to our stunning, brand-new guesthouse—a serene and stylish 1-bedroom, 1-bath retreat designed to make your stay unforgettable. Located in Orcutt, CA, this cozy haven offers the perfect base for exploring the beauty of the Central Coast. Just a short drive from Santa Barbara (60 minutes), Pismo Beach (30 minutes), Vandenberg (25 min), and countless local attractions, this quiet neighborhood getaway is ideal for both leisure and business travelers.

Top guest favorite
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.
Guesthouse in Santa Maria
4.99 out of 5 average rating, 1,655 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 favorite
A cozy living space features a built-in seating nook with striped cushions, surrounded by large windows that invite natural light. A round table with a woven tray and a plant adds a touch of greenery, while a mirror reflects the warm wood ceiling.
Tiny home in Nipomo
5 out of 5 average rating, 111 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 favorite
An atrium is showcased with high wooden beams and large arched windows allowing natural light to flood the space. A small round table with four cushioned chairs sits in the center, surrounded by potted plants and views of the vineyard outside.
Ranch in Nipomo
4.96 out of 5 average rating, 46 reviews

Wine & Roses in a Spanish Villa

Countryside living in a real, working vineyard. Enjoy the patio or garden area with your coffee amongst the flowers. You'll soon be fast friends with our horses, border collie and orange tabby cat. If you happen to come in mid-September you might even get to experience the grape harvest - which is always a treat. We're a quick 10 minutes from Pismo Beach, 20 minutes to Avila Beach and 25 to Cal Poly SLO.

Top guest favorite
A spacious lawn is framed by flowering lavender plants in the foreground. The building, featuring a wide front porch, is complemented by large windows that invite natural light. Greenery and trees surround the property, enhancing the serene outdoor environment.
Guest suite in Arroyo Grande
4.96 out of 5 average rating, 188 reviews

South Bunkhouse at The Victorian Estate

Enjoy a very comfortable room in our Bunkhouse located behind the historic Victorian Estate. A shared front porch and a private back deck allow you to enjoy the outdoors in our uniquely mild climate. Our comfortable queen size murphy bed can be converted to a desk during the day. Our saloon style building is completely renovated with a contemporary glass shower in a spacious bath.

Guest favorite
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
4.84 out of 5 average rating, 236 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 vacation rentals