House vacation rentals in San Simeon

Home in 630 Lilac Drive, Los Osos

4.97 out of 5 average rating, 242 reviews

Casa De Oso / Refreshed

Tucked away between the bay & breath taking Montana de Oro, this place won't disappoint! Relaxation & serenity is achieved in every inch of this beautiful home. Ideal for the outdoorsy types since it's so close to some of the best hiking and mountain biking trails & views the Central Coast has to offer, to incredibly tasty restaurants along the trail of the bay, to a movie & dinner in. No mad of your preference on how you spend your time, this home and town will have you begging to stay longer.

4.95 out of 5 average rating, 110 reviews

Paso Vine House ~ Minutes to Paso Market Walk

STR19-0184 ~ Paso Vine House is ideally situated on Paso Robles' renowned Vine Street, just minutes from the Paso Market Walk and downtown. Unwind with a glass of wine, soak in the hot tub, or bask in the sun in one of three private courtyard patios. Inside, enjoy a relaxing afternoon watching TV, playing cornhole in the backyard, or connecting to the whole-house WiFi. The Paso Vine House offers the perfect blend of privacy and tranquility, all while being close to the best of Paso Robles.

4.98 out of 5 average rating, 225 reviews

Mountain Springs Vacation Rental

Beautiful west side Paso Robles home on 80 acre Olive Oil ranch with breathtaking views and amazing hiking trails. Hike through our very own olive tree orchards, have a picnic & enjoy the hill top views. The home is 3 bedrooms, 2 full baths with open concept kitchen and living space. The house sleeps 8 adults. Enjoy the very spacious front yard and patio with gas fire pit. Tucked away in the rolling oak tree hills of Paso Robles, yet close to down town, wine tasting and Lake Nacimiento.

4.85 out of 5 average rating, 118 reviews

Home in Cambria

Tranquil Cambria Home

Cute vacation home nestled in the natural beauty of Cambria. Three bedrooms can accommodate up to eight guests. Only one block away from the trails of Fiscalini Nature Preserve, guests can enjoy breathtaking ocean vistas and natural wildlife. Guests can also explore beaches of Cambria, San Simeon and Morro Bay as well as take part in Paso Robles wine tasting and the grandeur of Hearst Castle. The house is comfortable and updated with brand new Casper beds. Enjoy the quiet and beauty!

4.99 out of 5 average rating, 247 reviews

Downtown R&R - "Rhônes and Relaxation".

This convenient Downtown location is a quick 2 block stroll to the Downtown City Square which is lined with restaurants, tasting rooms, and shopping. The restoration of this 1892 home was completed in 2019 with all the modern conveniences, High Speed Internet, free WIFI, and central air and heating. Enjoy your stay with comfortable beds, in suite bathrooms, quaint kitchen, inviting living room, private backyard with patio and fire pit in the hub of the Paso Robles wine country.

4.98 out of 5 average rating, 122 reviews

Home in Arroyo Grande

Hillside view with hot tub

Large vacation home located at the top of a private drive with beautiful view of the hills. Fully stocked kitchen with everything needed for a family holiday gathering - 2 ovens, 2 microwaves, warming drawer, spare fridg/freezer in garage. Large TV in each bedroom and in living rooms. Balcony outside upstairs bedroom with patio furniture and heater; dining and seating areas on back patio with fire table, heaters, and hot tub. Gas and pellet BBQs, hibachi/teppanyaki grill.

4.98 out of 5 average rating, 126 reviews

Oak Flat Retreat

Panoramic views from our private 42 acre retreat above the vineyards of Paso Robles west side. Near wineries, top wedding venue, 3 mi. From town with epic vistas. Enjoy relaxation in real wine country stye. Quiet elegant paradise. Our Main house layout (large great room with fireplace, open kitchen with island, 2 bedrooms, 2 full baths wi-fi, cable & laundry) As well as a private studio steps away from main house with a king sized bed, bathroom & kitchenette.

4.97 out of 5 average rating, 207 reviews

Home in Grover Beach

Butterfly Preserve & Sand Dunes STR49

Located in the seaside city of Grover Beach, a few blocks from the Pacific Ocean. Where you can take a stroll on the long stretch of sandy beaches and smell the fresh air as the waves crash along the shore. Relax and unwind…the ocean is calling! Please note this property is in a quiet residential neighborhood and City ordinances of noise and parking apply. Please read the instructions in the blue binder for checking in and checking out.