Holiday houses in Guadalupe

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Top-rated holiday rentals in Guadalupe

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Top Guest favourite
A spacious guest room features a queen-size bed with elegant wooden posts, accompanied by two twin beds in the background. Soft lighting is provided by bedside lamps. A comfortable grey sofa adds a cozy touch, and rich red curtains frame the windows.
Guest suite in Santa Maria
4.87 out of 5 average rating, 801 reviews

Estate Guest Home—Upstairs, EV Charger on site

Chic exclusive private guest home with Kitchenette & Full bathroom in the heart of wine country.Home is upstairs above a 4 car garage attached to an Estate Home (No Shared walls).The Estate homes kitchen windows are adjacent to the guest home windows.When all the windows are open you may hear me in my kitchen as I am cooking or baking. One mile off the 101. Close to VAFB (20 mins), 1 hr to Santa Barbara.Orcutt is full of wine tasting rooms and restaurants.Orcutt is small & closes about 9 pm.

Top Guest favourite
The living area features a gray sectional sofa positioned near a window, allowing natural light to brighten the space. A cozy fireplace style heater and a television are present, complemented by potted plants and decorative items for a welcoming touch.
Guest suite in Arroyo Grande
4.99 out of 5 average rating, 482 reviews

Bright Nature Oasis by the Historic Village!

Nestled in a tree filled oasis on .75 acres, just a 5 minute walk from the historical Village of Arroyo Grande. Our property is the perfect get away from the bustle of life and into nature without being too far away from everything the central coast has to offer. Our bright, cheery, one bedroom guest quarters is the perfect place to rest while you enjoy all of the great things to do on the central coast. Minutes from shopping, restaurants, wine tasting, beautiful beaches and hiking trails.

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, 360 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.

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.
Guesthouse in Arroyo Grande
4.9 out of 5 average rating, 183 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.

Guest favourite
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, 274 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 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
4.96 out of 5 average rating, 140 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 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, 513 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.

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, 242 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.
Guesthouse in Santa Maria
4.99 out of 5 average rating, 1,661 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.

Superhost
The living room features a spacious seating area with two sofas adorned with decorative pillows. A wooden coffee table is centrally placed on a patterned rug, while a small plant adds a touch of greenery. Soft lighting creates a welcoming ambiance.
Apartment in Grover Beach
4.87 out of 5 average rating, 423 reviews

Updated 2 Bedroom Apartment in Grover Beach

Come stay near the beach and dunes in Grover Beach. This well appointed 2 bedroom one bath apartment is nicely furnished with everything you need for a relaxing stay. The Oceano Dunes Natural Preserve is less than one mile away, and the famous Pismo Beach Pier is less than 3 miles away. San Luis Obispo is a short and scenic 15 minute drive North. We take pride in ownership of this property. City of Grover Beach STR Permit: STR0006

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, 114 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.

Top Guest favourite
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, 184 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 holiday rentals