
Holiday rentals in Guadalupe
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Top-rated holiday rentals in Guadalupe
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Peaceful Cottage in an Olive Grove
Come relax in this cozy cottage removed from the frantic world but so close you can easily go back at any time. Whether you choose to unwind in the serenity that surrounds our olive farm or venture out to experience all that SLO County has to offer, you'll be in the perfect spot for either or both. We're on a road less traveled with neighbors few and far between but located just 10 minutes from wine tasting, beaches, downtown SLO, the Village of Arroyo Grande, hiking trails and so much more.

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.

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

Beach Bungalow-With a mini-golf hole!
You will love our sunny private flat recently updated and only 1 mile from the Pacific Ocean! Privacy is guaranteed with a separate entrance and is conveniently located just minutes from many outdoor recreational activities and scenic coastline. We love adding to our space special features, with the latest addition being our own Mini-Golf hole that is yours to enjoy right off your patio space! City short-term rental permit #0081. Hope to see you soon...

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.

Coastal Casitas
Our picturesque guest house sits 30 feet from the main house, in our serene back yard. With your own private porch with a cozy fire pit! Located in a quiet family neighborhood. 2.1 miles from the beach 2 miles from Amtrak 1.3 miles from the charming village of Arroyo Grande. 15 miles to San Luis Obispo. Check in 4pm check out 11 am. We are always happy to honer an early check in or out if we have time and schedule.

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.

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.

( Sanitized!) Country home w/ backyard tiki hut
As 13-time Superhosts we welcome you! This adorable home is perfect for couples or families. Enjoy the relaxation of country living; yet just 15 mins from the beaches. We have included everything we could think of for you to have a stress-free and fun vacation; the softest of beds & linens, a fully-stocked kitchen, games, fire-pit , satellite tv/smart tv and beach gear.

Private Ranchita - Monday Night Rates!
One bedroom near village of Arroyo Grande with private entry, separate from main house, and no stairs. Comfortable queen bed with great linens and pillows. Cozy chair to snuggle up and read a book or watch on our smart TV. Private bathroom with large shower and full length mirror. Work space with Wi-Fi for those of you who need it. Come stay with us!
Popular amenities for Guadalupe holiday rentals
Other great holiday rentals in Guadalupe

Comfy Queen, Wifi, Walk Everywhere!

Cute Studio in a Small Town

Quiet Country Cottage

Tranquil, Private Room w/ Ensuite and Views

Paloma Oaks

Quiet Santa Maria home perfect to rest & relax

Guadalupe Dunes & Beach Retreat. 4 BR, 3BA.

Charming Cottage at Hummingbird Gardens
Destinations to explore
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- Cayucos Beach
- El Capitán State Beach
- Montaña de Oro State Park
- Natalie's Cove
- Arroyo Quemada Beach
- Gaviota Beach
- B & E Vineyard & Winery
- Morro Strand State Beach
- Refugio Beach
- Cayucos State Beach
- Dairy Creek Golf Course
- Seal Beach
- Mission San Luis Obispo de Tolosa
- Morro Bay Golf Course
- Pirates Cove Beach
- Morro Rock Beach
- Olde Port Beach
- Sand Dollars
- Spooner's Cove
- Point Sal State Beach
- Bovino Vineyards
- Bianchi Winery
- Baywood Park Beach
- Allegretto Wines




