Holiday rentals with outdoor seating in Cayucos

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.

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Campervan/Motorhome in Arroyo Grande

4.9 out of 5 average rating, 134 reviews

41 ft Solitude Grand Design RV

A place for you and your horses. Located just 10 minutes from the beach. Can comfortably sleep up to 6 people. RV is fully stocked with cookware, bakeware, and many other basics. Facility includes a fire pit, barbecue, outside eating area, and fenced in dog run. Horses, cows, and chickens located on the property. Perfect getaway for all. Horse owners bring and board your horse for an additional fee. Message us for details. Have your own RV? Message us about our other listing with full hookups.

Guest suite in Paso Robles

4.99 out of 5 average rating, 135 reviews

The Tavern- Rustic + Charming Suite

This rustic & charming suite featuring two french doors that open up to allow for morning sunlight or evening sunsets. Sleep under the stars! Large back deck for romantic evenings. Pathways that lead around the property. This suite is perfect for romantic getaways, proposals, romantic picnics and retreats. Events are also allowed with an approval and additional fee. The Tavern is located just 8 min from town and just minutes from multiple wineries. We offer a quiet suite for you to relax in.

4.97 out of 5 average rating, 194 reviews

Bungalow in Paso Robles

Bungalow in Paso Robles- Deck/Fire Pit

Newly renovated and updated classic California Bungalow! Stay in the heart of Paso Robles just a few short blocks to the downtown restaurants, bars, tasting rooms and nightlife. Get your rest in the spacious bedroom with king size bed, and comfy memory foam pull-out queen size bed in living area. WIFI and smart HD TV’s with Netflix, Hulu & apple TV in the living, bedroom and outdoor back patio. BBQ and unwind in the large outdoor areas including a deck, bar, picnic table, grill and fire pit.

4.98 out of 5 average rating, 218 reviews

Location, location: 1929 Cottage Downtown

Experience charm @ our 1929 cottage, nestled in a vibrant neighborhood where you can explore locally produced wines & craft breweries, all within a 3 block radius. Enjoy leisurely strolls to Concerts in The Park, indulge in a romantic dinner, catch a movie & savor coffee & sweet treats without moving the car. The cottage features charming shutters, Comphy Lux linens & kitchen stocked w/coffee & tea. Perfect for couples or friends' getaway, w/an option to welcome up to 4 guests for add'l fee.

4.93 out of 5 average rating, 193 reviews

Boots and Barrels Wine Escape

Charming centrally located private home 3 miles from downtown, close to West Side wineries such as Daou, Halter Ranch, and Tablas Creek and 1.5 miles from the fairgrounds/event center. Enjoy an open floor plan with 3 bed and 2 baths. Relax in the large 7 person hot tub and by the fire pit or get competitive with a game of corn hole while BBQ'ing, this property offers plenty of privacy and space. -3 bd/2bath -Hot Tub -Corn Hole -Plenty Parking including trailers -Washer/Dryer -Pet Friendly

4.94 out of 5 average rating, 135 reviews

Charmer on Chestnut in Downtown

This home is an easy short walk to the Downtown Square, making it perfectly located near popular restaurants, wine-tasting, and shopping. This 1922 craftsman home has architectural details that truly make this a Charmer on Chestnut! The backyard is completely fenced in with two seating areas, a gas firepit, and grill. Enjoy a home-cooked meal and glass of wine in the private backyard or head just two blocks downtown to experience Paso's finest dining and wine tasting. The choice is yours!

4.97 out of 5 average rating, 130 reviews

Mountain Springs Vacation Rental Gem

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 a 1 bedroom, 2 full baths with open concept kitchen and living space. The couch is a sleeper. Enjoy the very spacious 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.

4.94 out of 5 average rating, 154 reviews

Home in Templeton

Modern Poolside Paradise+Wineries+Pool+Hot Tub

Ultra-modern luxury retreat situated on a secluded oak studded acre in upscale west-side Templeton. This freshly remodeled high-end residence features an open concept floor plan designed for effortless entertaining. Unique artwork & ornate vintage pottery add to the chic design of the home. Enjoy the secluded surroundings, including a substantial swimming pool, hot tub, BBQ, outdoor dining area & firepit conversation set all overlooking the rolling hills. A true 5-star experience!

4.98 out of 5 average rating, 201 reviews

Entire Hobby Farm, Surrounded by Vineyards

This place is magical. Seven private acres with 360 degree views are surrounded by vineyards which can be seen through most windows. On property, depending on the season, you will find apples, pears, peaches, cherries, figs, loquats, persimmons, pomegranates, pecans, chestnuts, and several grape varieties. The outdoor space includes a wrap-around covered patio, outdoor dining, multiple sitting areas, fire pits, swings, games, and outdoor cooking. It is truly one of a kind.

4.92 out of 5 average rating, 239 reviews

Cottage in Paso Robles

Downtown Cottage. 1519 Chestnut St.

This charming cottage is located a 15 minute walk from historic downtown where you will find a variety of wine tasting rooms, bars, restaurants, shopping and more. Stroll to Paso Market Walk and enjoy world-class wines, innovative dining & more. You are minutes to any of the world-famous wineries that make the region so popular. Tin City is right down the road where you can visit Barrel House Brewery, Tin City Cider Company, Wine Shine and many more wineries and distilleries.