
Vacation rentals in Guadalupe
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Top-rated vacation rentals in Guadalupe
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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.

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.

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.

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

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.

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)

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.

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.

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.

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.

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

Debi’s Beach House

Brand New! Close to 101!

Cozy Plant-Filled Loft in Orcutt

Cozy Arroyo Grande Cottage with Patio & Grill!

Charming Detached Studio: Midway Escape, for 4

La Ranchita Wine Country Equine retreat and Spa

Geo Dome Glamping w/ Magical View. Near Pismo, SLO

1BR Granny unit. Sleeps 2 Adults & 2 children
Destinations to explore
- Southern California Vacation rentals
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- Cayucos Beach
- Montaña de Oro State Park
- El Capitán State Beach
- Morro Strand State Beach
- Morro Bay Golf Course
- Pirates Cove Beach
- Cayucos State Beach
- Morro Rock Beach
- Pismo State Beach
- Mission San Luis Obispo de Tolosa
- Los Padres National Forest
- Solvang Windmill
- Sensorio
- Oceano Dunes State Vehicular Recreation Area
- Vina Robles Amphitheatre
- Dinosaur Caves Park
- Monarch Butterfly Grove
- Pismo Preserve
- Charles Paddock Zoo




