Holiday houses in Guadalupe

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Top-rated holiday rentals in Guadalupe

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Top Guest favourite
The bedroom features a plush bed adorned with neutral-toned linens and decorative pillows. A sliding barn door is elegantly detailed, while ambient lighting hangs above. A small round table with floral decor sits beside the bed, and a vanity area is visible in the background.
Farm stay in Nipomo
5 out of 5 average rating, 35 reviews

Diamond E Ranch

This ranch stay is anything but ordinary. Enjoy the organic garden, feed goats and watch chickens just a few steps outside your room. Enjoy a non-smoking, private master suite with it's own entrance, 3/4 bathroom, kitchenette and dining space with private patio, firepit, organic garden and fresh ranch eggs. Schedule a livestock feeding experience, pet baby goats, or craft your own batch of goat milk soap! Upgrade your stay and request a BBQ dinner including a full rack of 6-hour smoked ribs!

Guest favourite
A solitary bird walks along the wet sandy beach, with gentle waves lapping at the shore in the background. Soft sunlight reflects off the water, creating a serene coastal scene.
Condo in Oceano
4.86 out of 5 average rating, 625 reviews

SEA ME & WAVE Pismo Oceano Shell Grover SLO Avila

Extra comfy condo centrally located, with a mini-fridge, microwave, Starbucks coffee & SmartTV - 274 steps to the beach - 417 steps to Enormous kids park - Restaurants within walking distance -Netflix- Best Sleep King Bed with Egyptian Cotton bedding -Luxurious Linens- WiFi- Bike ride to Pismo, Grover Beach, and Arroyo Grande - Near Avila beach, Shell beach & San Luis Obispo SLO- 20 minute drive to Solvang, Cayucos & Morro Bay. Visit web site DropMyPin. c om for complete amenities & pictures.

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
4.92 out of 5 average rating, 348 reviews

Beach-themed farmhouse with indoor fireplace

As 13-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, 177 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, 272 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
4.97 out of 5 average rating, 135 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, 281 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 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, 1,649 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 home in Nipomo
5 out of 5 average rating, 110 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
An atrium is showcased with high wooden beams and large arched windows allowing natural light to flood the space. A small round table with four cushioned chairs sits in the center, surrounded by potted plants and views of the vineyard outside.
Farm in Nipomo
4.95 out of 5 average rating, 43 reviews

Wine & Roses in a Spanish Villa

Countryside living in a real, working vineyard. Enjoy the patio or garden area with your coffee amongst the flowers. You'll soon be fast friends with our horses, border collie and orange tabby cat. If you happen to come in mid-September you might even get to experience the grape harvest - which is always a treat. We're a quick 10 minutes from Pismo Beach, 20 minutes to Avila Beach and 25 to Cal Poly SLO.

Top Guest favourite
A spacious lawn is framed by flowering lavender plants in the foreground. The building, featuring a wide front porch, is complemented by large windows that invite natural light. Greenery and trees surround the property, enhancing the serene outdoor environment.
Guest suite in Arroyo Grande
4.96 out of 5 average rating, 187 reviews

South Bunkhouse at The Victorian Estate

Enjoy a very comfortable room in our Bunkhouse located behind the historic Victorian Estate. A shared front porch and a private back deck allow you to enjoy the outdoors in our uniquely mild climate. Our comfortable queen size murphy bed can be converted to a desk during the day. Our saloon style building is completely renovated with a contemporary glass shower in a spacious bath.

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
4.84 out of 5 average rating, 234 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