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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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Top guest favorite
A spacious wooden deck offers tranquil views of the surrounding estuary and distant beach houses. Comfortable seating is positioned beside a small table. The area is partially sheltered, allowing for relaxation in various weather conditions, while safety railings enhance the sense of security.
Cottage in Oceano
4.85 out of 5 average rating, 259 reviews

Beach Getaway

1/2 block from beach, upstairs bungalow, clean, furnished and open floor plan, great room, deck, dining and livingroom, 1 bedroom w/ queen bed/ black out curtains, 50" Flatscreen with good wifi, Roku, large deck for sunning, bird watching. Wildland-urban interface local. We've seen raccoons, a coyote, swallows nest in spring and sometimes spiders make webs outside. We are right where urban and wildland meet. Longer stays available, just ask. Calendar is often blocked, but we can open dates.

Guest favorite
A sunset sky filled with vibrant colors casts a warm glow over the country house. The exterior is highlighted by large windows and a welcoming entrance. The driveway leads towards the home, bordered by manicured landscaping, set against a backdrop of rolling hills.
Home in Arroyo Grande
4.83 out of 5 average rating, 291 reviews

Coastal Getaway, Country House, near 101 FWY

Country house surrounded by trees with many windows, wooden floors, lovely kitchen, large sunroom, and huge deck. All located just minutes from Pismo, Grover, Shell and Avila Beach, hot springs, hiking areas, wineries, golf courses, Lake Lopez, ATV riding & outlet shopping, Trader joe's and many other stores. San Luis Obispo is a lovely city just minutes north. and Hearst Castle is less than an hour's drive North. Conveniently situated off the 101 freeway, a nice retreat from the big city.

Top guest favorite
Farm stay in Arroyo Grande
5 out of 5 average rating, 293 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.

Guest favorite
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, 518 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 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, 503 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.

Superhost
A compact kitchen area features a granite countertop with stylish black bar stools, providing space for meals. Shelves hold decorative items, and a coffee maker is visible. A small appliance and dishware are neatly organized, while the adjacent bathroom is partially shown, suggesting convenience.
Tiny home in Nipomo
4.77 out of 5 average rating, 246 reviews

Wild Holly Retreat… walking distance to downtown

You won’t forget your time in this romantic, memorable place. Beautiful, brand new tiny home on the Central Coast situated in beautiful downtown Nipomo, halfway between Los Angeles & San Francisco. 10-minute drive to Pismo Beach. Walking distance to Birchwood Beer & Wine Garden & Jockos Steakhouse. Queen size loft bed with a very comfortable Casper mattress. I have 2 dogs & my neighbors have a rooster, goats & sheep so I hope you’re ok with farm sounds.

Top guest favorite
The exterior of The Fish House features a spacious deck surrounded by natural rocks and greenery. Seating areas include lounge chairs and a table beneath a sunshade. A barbecue grill is positioned nearby, inviting outdoor gatherings in a serene setting.
Cottage in San Luis Obispo
4.99 out of 5 average rating, 385 reviews

Slo Fish House Retreat

Good bye city life ! The Fish House is an amazing addition to our stunningly beautiful 29 acres! Views from the dock are guaranteed to take your breath away. Let the awe of nature rejuvenate your soul as you enjoy all that is San Luis Obispo. Whether you are coming to town for pleasure or for work, we are perfectly located just 10 minutes from downtown SLO, the airport, Edna Valley wineries, and Cal Poly; and 20 minutes from Avila or Pismo Beach.

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, 365 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, 1,678 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.

Guest favorite
A well-equipped kitchen features wooden beams above and a spacious island with red bar stools. Sunflower decor accents the walls, and natural light streams through the windows adorned with colorful fabric. A refrigerator and various kitchen appliances are visible, creating a functional cooking space.
Bungalow in Arroyo Grande
4.94 out of 5 average rating, 113 reviews

Downtown, pet friendly Artsy Cottage

The old Arroyo Cottage is walking distance to downtown. Experience the historical Village of Arroyo Grande with it's swinging bridge, bandstand with live music, weekly farmers market, great restaurants, fun bars and brewery. We are an 8 minute drive to the beach. Close to Pismo Beach and within 20 minutes drive to San Luis Obispo. Great wineries within minutes and very centrally located

Guest favorite
A bright interior space features a cozy gray sofa against the wall, with natural light coming through a window dressed in striped green awning. A small round table and two wooden chairs are positioned nearby, while framed artwork and a wall-mounted TV add charm to the area.
Apartment in Pismo Beach
4.91 out of 5 average rating, 294 reviews

Downtown View Suite at Pismo Beach Club

Discover the Pismo Beach Club, a boutique hotel just steps from the ocean, where mid-century modern design meets all-suite comfort. Each spacious suite features a California King Casper mattress, organic cotton bedding, a full kitchen, and premium touches like a memory foam sofa bed, Malin + Goetz bath products, and local artwork—all within walking distance of beautiful Pismo Beach.

Top guest favorite
A cozy sleeping area features a spacious bed with a striped coverlet, complemented by an overhead fan and natural wood ceiling. Nearby, two armchairs provide comfortable seating, while decorative fish artwork adorns the walls. Natural light filters through the windows, enhancing the inviting space.
Guesthouse in Arroyo Grande
4.97 out of 5 average rating, 190 reviews

Central Coast Guest House - Private entrance

Relax and enjoy your private getaway. All the amenities as your own home. Enjoy the Village of Arroyo Grande or a short drive to Avila Beach. We are near all the beaches and the Pismo Dunes. Save money and cook your own meals or use the outside BBQ. Kitchen is fully equipped for any meal. The house is on a Cul de sac, we love our location on the South side of Arroyo Grand.

Popular amenities for Guadalupe vacation rentals