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Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

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Top guest favorite
A wooden gate with a decorative wreath opens into a welcoming path surrounded by lush greenery and vibrant flowers. The cottage's exterior is partially visible, providing a glimpse of a charming entrance and well-maintained landscaping.
Apartment in San Luis Obispo
5 out of 5 average rating, 143 reviews

Very Spacious Edna Valley Luxury Apartment

The Nottage is a welcoming cottage-like apt. located in the heart of the Edna Valley. Luxury and style afford you upgraded comfort in a beautiful garden setting. At approx. 1000 sq. ft. and no shared walls, you will enjoy quiet living with plenty of space for longer stays. Central but peaceful - Pismo & Avila Beaches, and downtown SLO, are 10-15 mins. away. Guests have full access to the Pickle and Bocce ball courts on the property. We are only minutes away from multiple well-known wineries.

Guest favorite
Cottage in Arroyo Grande
4.92 out of 5 average rating, 654 reviews

The Ganja Getaway

WE CATER TO THE 420 FRIENDLY CROWD! Take a trip back in time and experience the 1970s style California cannabis farm! Chill out, play some old school vinyl records, and enjoy that sweet sweet California ganja! This was a medical cannabis farm prior to legalization. A blast from the past! The halcyon days of analog music, groovy style and Rock and Roll rebellion. Cool vibes and free beautiful human beings. This is an off grid antique farmhouse. Unplug from the Matrix and come live real life!

Guest favorite
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
4.88 out of 5 average rating, 275 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 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
4.96 out of 5 average rating, 141 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
Farm stay in Arroyo Grande
5 out of 5 average rating, 292 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 favorite
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.
Guesthouse in Arroyo Grande
4.97 out of 5 average rating, 502 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 favorite
A bright and airy living space features a large window allowing natural light to fill the area. The room includes a cozy seating arrangement with a gray sofa, a wooden dining table with chairs, and decorative wall baskets. A kitchenette is visible in the background.
Home in San Luis Obispo
4.96 out of 5 average rating, 362 reviews

Wine Country Hilltop Retreat

Kick back and relax in this calm, stylish space with spectacular Edna Valley views. Read a book on your hillside patio and see buffalo and longhorns grazing in neighboring fields. After an incredible sunset, unwind by your firepit at night under a sky full of stars. This private country escape is also at the center of it all - 15 minutes to beaches & Cal Poly, 5 minutes to airport & 20+ wineries/tasting rooms, 10 minutes to beautiful downtown SLO.

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, 1,674 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, 117 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.

Guest favorite
The exterior of a charming yellow cottage is presented, framed by a large oak tree and a rainbow overhead. Colorful flowers and plants adorn the pathway leading to the entrance, while a white pergola and outdoor seating are visible near the cottage.
Guesthouse in Arroyo Grande
4.97 out of 5 average rating, 177 reviews

Cottage at Lavender Oaks Farm

The Cottage at Lavender Oaks Farm is a wonderful peaceful guest house on a 5 acre lot. You’ll find a 780 sq.Ft indoor space with a private deck, giant oak trees and a beautiful view of the garden outside. The sunny open floor plan has a queen-sized bed, a couch, 2 loveseats a dining area and kitchen. The Cottage accommodates two adults. I will accept pets on a case-by-case basis.

Superhost
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, 242 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.

Guest favorite
A spacious backyard is presented, featuring a lush green lawn and a winding pathway that leads to a rustic tiki hut with a firepit. Surrounding trees provide shade, and flower beds add color to the landscape.
Home in Arroyo Grande
4.88 out of 5 average rating, 639 reviews

Beach-themed country home w/ backyard tiki hut

As 23-time Superhosts we welcome you! This adorable home is perfect for couples or families. Enjoy the relaxation of country living; yet just 15 mins from the beaches. We have included everything we could think of for you to have a stress-free and fun vacation; the softest of beds & linens, a fully-stocked kitchen, games, fire-pit , satellite tv/smart tv and beach gear.

Popular amenities for Guadalupe vacation rentals