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

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.

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.

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.

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.

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

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.

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.

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.
Popular amenities for Guadalupe vacation rentals
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