Cottage vacation rentals in San Simeon

Downtown Vacation Cottage - 200 Steps to City Park

Our renovated historic cottage is surrounded by the best restaurants, shops and tasting rooms. While only 100 steps to Il Cortile for dinner or Spearhead Coffee for a latte, the space remains quiet and private! This original carriage house is a turn of the century building and has a peek a boo wall into the original barn door which is still in place! The fenced yard has a brick patio, seating for six, and a grape trellis. Kids under 2 don't count towards occupancy limit. Tax included in price!

Vineyard & Valley View Cottage-Hot Tub, Wine Fridg

Escape to Our Charming Country Cottage in Wine Country. Nestled atop a scenic hill, our recently renovated country cottage offers breathtaking vineyard views and modern amenities while preserving its rustic charm. Whether you're unwinding in the hot tub, gathering around the wine barrel fire pit under a starlit sky, or sipping wine on the patio as the sun sets, this is the perfect retreat for relaxation. Early risers can enjoy their morning coffee with a stunning sunrise over the countryside.

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.

Vintage Ranch Cottage, Paso Robles, California

Nestled on 66 acres in the heart of Paso Robles wine country and featured on Netflix's hit show, Stays Here, is Vintage Ranch Cottage. Surrounded by mature vineyards and rolling hills, the cottage leaves nothing to be desired of the Paso Robles wine country experience. Centrally located 10 minutes to downtown, 5 minutes to the Adelaida wine trail, 15 minutes to Lake Nacimiento and 35 minutes to the coast! Come enjoy gorgeous Paso Robles and "stay here" at Vintage Ranch! @vintageranch on IG

Magnolia Vineyard Winemakers Cottage

Located on a hill near well-known wineries is Magnolia Vineyard Wine Makers Cottage. There are expansive views from the deck overlooking our Vineyard, oak-studded hillside, and city lights beyond. This remodeled barn offers complete privacy yet is only eight minutes from downtown Paso Robles. This charming 3 bedroom, 2 bath outfitted with fine linens, and all the essentials. On the large deck one can sip on a glass of wine watching the sunset or sip on a cup of coffee to watch the sunrise.

Welcome to The Hidden Cottage Downtown Morro Bay

The Hidden Cottage is an adorable vintage cottage in downtown Morro Bay. Our cozy cottage is truly a hidden gem featuring 2 bedrooms 1 bath that was built in early 1920s and retains most of its sweet charm. Right downtown and a quick walk to the Embarcadero and beach. Perfect location to walk to restaurants, bars, music, shopping, movies, coffee and more! Morro Bay is short drive to Wine Country, SLO, Pismo Beach, Cambria. Bring your pets we love all animals! Fun and walkable location!

Romantic Ocean View Cambria Cottage

Desirable Happy Hill above Moonstone Beach. Guests rave about deck and view. Unique Cambria experience. Beautiful location away from most rentals/close to village. Gas Firepit. NO indoor FP. Warm, welcoming cottage. Peaceful street. Beautiful ocean view from LR, kitchen, one bedroom and large deck. Woodsy. Romantic. Blocks to village/beach. Great WIFI. Flatscreen TV for streaming. Well equipped kitchen. Special place to gather with loved ones. 4 NIGHT MINIMUM SUMMER WEEKENDS/HOLIDAYS

Downtown Dream Cottage-2 Blocks to Square

Downtown dream cottage designed specifically for the comfort of two. The cottage features an unbeatable location! Quaint, quiet and secluded yet just two short blocks to the downtown square. Enjoy an all-new kitchen, gorgeous bathroom with tiled walk-in shower, comfortable and well appointed furnishing throughout, including a spacious King bed with comfy linens. Private parking and fenced yard, with a cozy relaxing area perfect for morning coffee or sipping evening wine.

Beachwalk cottage. Hear the waves!

Our cottage was remodeled in 2014 with the highest quality appliances and finishes. You are walking distance to everything in the downtown area. The cottage is best suited for 2 adults or 2 adults with 2 children. The cottage has one dedicated parking spot in the driveway. The parking space is limited so we are not able to accommodate oversized vehicles. There is usually ample street parking after 4 pm and before 11 am.