Vacation rentals in Guadalupe

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Top-rated vacation 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, 395 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.

Top guest favourite
Loft in Nipomo
4.95 out of 5 average rating, 845 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 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, 149 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

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, 183 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
4.95 out of 5 average rating, 111 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 spacious interior showcases high wooden ceilings with decorative beams and a vintage canoe overhead. A cozy bed is accented with textured pillows, while seating areas and a wooden cabinet create a welcoming atmosphere. Views of the vineyard are visible through large windows.
Bungalow in San Luis Obispo
4.96 out of 5 average rating, 520 reviews

Montgomery Vineyard

Montgomery Vineyard was once part of the oldest dairy farm in San Luis Obispo County. The unique accommodations offers guests an eclectic décor of antiques and memorabilia from behind the camera in Hollywood. The views from the large, private deck are of the vineyard and the vineyard covered hills beyond. It is a lovely, relaxing place to enjoy a complimentary bottle of wine made from the grapes grown in Montgomery Vineyard. Beautiful Avila Beach is just down the road.

Top guest favourite
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, 376 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 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.
Guesthouse in Santa Maria
4.99 out of 5 average rating, 1,691 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
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 homes 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.

Guest favourite
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, 184 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.

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, 253 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, 137 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

Popular amenities for Guadalupe vacation rentals