
Vacation rentals in Guadalupe
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Top-rated vacation rentals in Guadalupe
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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.

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.

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.

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.

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

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.

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.

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.

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.

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.

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.

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
Other great vacation rentals in Guadalupe

Comfy Queen, Wifi, Walk Everywhere!

Paloma Oaks

Quiet Santa Maria home perfect to rest & relax

GORGEOUS HOME, BEACH, BBQ & WINE🌊🌴🍷🥂 RELAX & PLAY

Nipomo Getaway

Guadalupe Dunes & Beach Retreat. 4 BR, 3BA.

Charming Cottage at Hummingbird Gardens

The Sol Shack
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