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Holiday rentals in Guadalupe

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Top-rated holiday rentals in Guadalupe

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

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Guest favourite
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, 289 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.

Guest favourite
A brown dairy cow gently nuzzles its young calf in a shaded area, surrounded by grass and trees. The calf, with a light brown and white coat, lies comfortably on the ground, while the cow stands protectively nearby.
Guest house in Arroyo Grande
4.9 out of 5 average rating, 184 reviews

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.

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.
Guest house 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 favourite
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.

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.
Guest house in Arroyo Grande
4.99 out of 5 average rating, 299 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)

Guest favourite
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
4.78 out of 5 average rating, 245 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 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.
Guest house in Santa Maria
4.99 out of 5 average rating, 1,676 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 favourite
The living area features a comfortable sofa paired with a round coffee table. Natural light streams through large windows, complemented by soft curtains. A floor lamp adds warmth, and a console table with a television provides entertainment options.
Guest house in Santa Maria
4.87 out of 5 average rating, 248 reviews

Cottge On The Crt: Hikes, Winery, Beach-20 min, Va

Agreement: Bookings require a signed Renter Agreement, please check your email to complete booking. The Space: Your private Central Coast retreat in an upscale neighborhood. Near Orcutt Hill trails, Presqu'ile Winery, and world-famous Santa Maria BBQ. Location: Short drive to Pismo, SLO, Solvang, Santa Barbara, or Lompoc (VSFB). Enjoy our beautiful coastline, pristine beaches, and near-perfect weather. Perfect for a relaxing getaway!

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 home in Nipomo
5 out of 5 average rating, 118 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.
Guest house 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.

Guest favourite
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.
Flat in Pismo Beach
4.91 out of 5 average rating, 290 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.

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.

Popular amenities for Guadalupe holiday rentals