
Vacation rentals in Guadalupe
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Top-rated vacation rentals in Guadalupe
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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. No AC.

Great outdoor space, King suite, EV Charger, A/C
Come relax and enjoy our peaceful home and outdoor spaces. We are located halfway between Los Angeles and San Francisco. Here you can experience the beautiful Central Coast including wineries, Beaches, Cal Poly and golf courses. We are located in a quiet neighborhood adjacent to an organic blackberry farm. Easy access to the 101 Freeway, where you can easily visit Santa Barbara or Paso Robles wine regions. Our home is FULLY Air Conditioned and features a level 2 Tesla charger for EV cars.

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

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)

Glamping on the Central Coast- (fully sanitized)!
As 30-time Superhosts-we welcome you to the Central Coast! Clean, comfortable coastal glamping in the countryside. Enjoy the Central Coast at a low price but with plenty of space in this 29 foot-long RV/trailer home. Country living neighborhood with plenty of eucalyptus trees, birds and various other wildlife nearby. Hosts are on the same property about 30 yards away and can make sure you enjoy your stay and answer any questions you might have but make sure to respect your privacy.

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.

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.

Central coast paradise with forever views!
Large spacious private apt on a rustic, gorgeous property. Television High speed internet, pick fresh fruit, and lovely places to sit and relax. This beautiful place is an experience, to enjoy. Fridge, microwave, stove, oven, tea kettle and Keurig coffee maker. Enjoy the beautiful sunsets from the viewing deck or hot tub. Koi pond, chicken coop and free roam peacocks. Close to beaches, restaurants, wineries, wedding sites. Children and pets welcome.

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.

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.

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.

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
Other great vacation rentals in Guadalupe

Western Village

Brutalist Architectural Retreat in Nature

Diamond E Ranch

Charming Detached Studio: Midway Escape, for 4

La Ranchita Wine Country Equine retreat and Spa

Little house with mountain view

Wild Holly Retreat… walking distance to downtown

LaMargarita | Stunning Lake Views & Access |
Destinations to explore
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- Cayucos Beach
- El Capitán State Beach
- Montaña de Oro State Park
- Morro Strand State Beach
- Cayucos State Beach
- Pismo State Beach
- Morro Rock Beach
- Morro Bay Golf Course
- Los Padres National Forest
- Oceano Dunes State Vehicular Recreation Area
- Solvang Windmill
- Mission San Luis Obispo de Tolosa
- Charles Paddock Zoo
- Pismo Preserve
- Dinosaur Caves Park
- Monarch Butterfly Grove
- Sensorio
- Vina Robles Amphitheatre
- Tablas Creek Vineyard
- California Polytechnic State University
- Downtown City Park
- Niner Wine Estates
- Nojoqui Falls Park
- Austin Hope Winery





