Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Loft in Nipomo
4.94 out of 5 average rating, 853 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. No AC.

Top guest favourite
The guesthouse is framed by blooming trees and colorful flowers, set amidst natural landscaping. A pathway leads to the entrance, with a soft blue sky and gentle hills visible in the background, creating a harmonious connection with the surroundings.
Guesthouse in Arroyo Grande
5 out of 5 average rating, 175 reviews

Central Coast Country Retreat

My husband Mike and I are artists. We searched for 10 years to find the perfect spot for our retirement years. We found 7 1/2 acres here, on the Central Coast, with spectacular views of verdant trees covering rolling hills that reach all the way to the distant mountains south and east of Arroyo Grande Village. Come and stay in our Guesthouse, relax, explore the property, walk the quiet country lanes. For a rural setting, we are surprisingly close to all amenities, beaches, and wineries.

Top guest favourite
A living area is shown with a sectional sofa arranged around a coffee table. Large windows provide natural light and offer views of the outdoor space. A clock is mounted on the wall, accompanied by decorative accents, while a door leads to the outdoor patio.
Home in Nipomo
4.98 out of 5 average rating, 123 reviews

Great outdoor space, King suite, EV Charger, A/C

Come relax and enjoy our peaceful home and outdoor spaces. We are located halfway between Los Angeles and San Francisco. Here you can experience the beautiful Central Coast including wineries, Beaches, Cal Poly and golf courses. We are located in a quiet neighborhood adjacent to an organic blackberry farm. Easy access to the 101 Freeway, where you can easily visit Santa Barbara or Paso Robles wine regions. Our home is FULLY Air Conditioned and features a level 2 Tesla charger for EV cars.

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, 151 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 favourite
A cozy studio space features a spacious bed draped with a light canopy, complemented by soft linens. Natural light floods in through two windows, while a comfortable seating area with decorative pillows and a side table adds to the inviting ambiance.
Guest suite in Arroyo Grande
4.92 out of 5 average rating, 576 reviews

Cozy beach-themed studio with private patio

Relaxing, cozy beach-themed retreat designed for beauty & comfort. If having a restful and comfortable place to stay is important to you, as well as saving money, than this is the place for you. As 23-time Superhosts we have provided everything you may need for a great stay. The space is sparkling clean & offers the softest of linens, blackout curtains, extra pillows and soft blankets. Decorated with colors and decor of the ocean, we are sure you will feel all your worries drift away.

Top guest favourite
Farm stay in Arroyo Grande
5 out of 5 average rating, 305 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 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.
Guesthouse in Arroyo Grande
4.99 out of 5 average rating, 304 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)

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, 525 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 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, 1,706 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 homes in Nipomo
4.98 out of 5 average rating, 126 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
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, 255 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, 259 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