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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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Superhost
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
4.87 out of 5 average rating, 276 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.

Guest favorite
An expansive oak tree branches overhead, casting shade over the well-kept grounds. A single-story structure is visible in the background, showcasing a mix of natural and landscaped elements. The pathway leads to the entrance, framed by greenery and colorful plants.
Guest suite in Arroyo Grande
4.93 out of 5 average rating, 198 reviews

Secluded wine country retreat, full kitchen

This spacious secluded guest suite in the heart of California's Central Coast wine country is on a quiet three-acre gated property. Surrounded by ancient oaks, springtime wildflowers and songbirds, your Retreat has everything you'd possibly need: private entrance, full kitchen, double shower, laundry, fireplace, giant flat-screen TV, Wi-Fi, private patio, covered carport, air conditioning, and a bottle of wine from a local winemaker. Minutes from vineyards, golf, restaurants and beaches.

Top guest favorite
An open living area is observed, featuring a futon couch, a dining table, and a television. A neatly arranged kitchenette is equipped with essential appliances, and a spacious bed is seen in the corner. Ample natural light enters through two windows.
Loft in Nipomo
4.95 out of 5 average rating, 840 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.

Top guest favorite
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, 143 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 favorite
Farm stay in Arroyo Grande
5 out of 5 average rating, 296 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 favorite
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, 300 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 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 spacious bed is centered in the room, adorned with white linens and accented by two light blue pillows. A cozy yellow blanket is draped across the foot of the bed. Two bedside tables with modern lamps provide soft lighting, enhancing the calm atmosphere.
Home in Orcutt
4.96 out of 5 average rating, 215 reviews

Luxe Hideaway: Prvt Patio BBQ Winery, 20 min-Beach

Agreement: Bookings require a signed Renter Agreement, please check your email to complete booking. Kick back & relax in this calm, modern space. Enjoy the privacy of your own home with contactless check-in, high speed internet, comfortable beds, pull-out memory foam sofa sleeper for added guests, full kitchen just waiting for your culinary desires, and a patio with dining set for 6. Enjoy being centrally located while you explore the beautiful central coast.

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
4.76 out of 5 average rating, 248 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
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, 1,681 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 favorite
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, 119 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 favorite
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, 248 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