Holiday houses in San Luis Obispo Bay

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Top-rated holiday rentals in San Luis Obispo Bay

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Guest favourite
A cozy studio is nestled among trees, visible from a wooden staircase leading down from the entrance. A small outdoor seating area with green chairs is positioned on a deck, offering a view of the surrounding landscape and ensuring a peaceful retreat.
Cabin in Avila Beach
4.83 out of 5 average rating, 1260 reviews

"The Treehouse"/studio in oaks. Ocean 6+min. walk

This Isolated, cozy 400 sq.ft. studio on stilts, at Sunset Magazines rated third best beach in California, has a queen bed in the bedroom, a small bathroom, couch that pulls out to a single bed in the living room. High-speed internet with WiFi, Roku-TV streaming, sm. fridge, microwave, toaster oven, electric skillet, coffee + tea pots, private deck, and covered parking. This space resides beneath large Oaks, near a creek and golf course. Sun to Thurs: 1-night minimum. Fri/Sat-2-night minimum.

Top Guest favourite
Cottage in Pismo Beach
4.88 out of 5 average rating, 430 reviews

Boho Beach Cottage 2 min Walk to Beach And town

One small dog permitted only with prior approval. Must be a truly non-shedding, hypoallergenic breed. Charming Shell Beach bohemian cottage just ½ block from a locals’ beach with ocean views. Walk to cafés, wine bars, coffee , or relax by the fireplace in this cozy retreat just one mile from downtown Pismo Beach. Built in 1948, this soulful cottage blends vintage charm with thoughtful updates, bohemian details, and coastal simplicity—perfect for beach walks, mornings, and sunset evenings.

Top Guest favourite
A spacious interior showcases high wooden ceilings with decorative beams and a vintage canoe overhead. A cozy bed is accented with textured pillows, while seating areas and a wooden cabinet create a welcoming atmosphere. Views of the vineyard are visible through large windows.
Bungalow in San Luis Obispo
4.96 out of 5 average rating, 537 reviews

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.

Top Guest favourite
The image captures a scenic overview of the Dolphin Bay Resort, highlighting multiple stories of the building nestled amidst lush green hills. A large pool area is visible, flanked by sun loungers. The ocean can be glimpsed in the background, enhancing the coastal charm.
Condo in Pismo Beach
4.95 out of 5 average rating, 141 reviews

Ocean front Condo with heated pool and restaurant

Our condo is one of the top 10 oceanfront resorts in California. This unit overlooks the ocean, pool, Jacuzzi, bbqs and fire pit. Access to the beach is just yards away. It has a beautiful restaurant overlooking the ocean just steps below the unit. The restaurant offers pool service , room service also a full bar with live music. The resort has a gym, spa, valet parking, bikes that you can use and it is very close to many restaurants, wineries and fun events.

Guest favourite
A bright and airy living space features a large window allowing natural light to fill the area. The room includes a cozy seating arrangement with a gray sofa, a wooden dining table with chairs, and decorative wall baskets. A kitchenette is visible in the background.
Home in San Luis Obispo
4.96 out of 5 average rating, 394 reviews

Wine Country Hilltop Retreat

Kick back and relax in this calm, stylish space with spectacular Edna Valley views. Read a book on your hillside patio and see buffalo and longhorns grazing in neighboring fields. After an incredible sunset, unwind by your firepit at night under a sky full of stars. This private country escape is also at the center of it all - 15 minutes to beaches & Cal Poly, 5 minutes to airport & 20+ wineries/tasting rooms, 10 minutes to beautiful downtown SLO.

Top Guest favourite
A comfortable sleeping area features a queen bed with crisp white linens and gray-striped accent pillows. Next to the bed, a dark nightstand displays a decorative lamp and a collection of books. A closet with sliding doors is visible beside the bed.
Guesthouse in Pismo Beach
4.98 out of 5 average rating, 627 reviews

Shell Beach Hideaway

Welcome to picturesque Shell Beach Hideaway. This charming studio cottage offers privacy and seclusion, yet walking distance to restaurants, cafes, a private small beach, and to numerous points of interest This is a NO SMOKING cottage.This private studio is located behind our home in a quiet neighborhood with a full bath, queen bed, wifi, and a full kitchen. No pets allowed. Maximum guest two (2). Not suitable for children. License 19951

Top Guest favourite
An A-frame cabin features a steeply pitched roof, complemented by a wooden barrel sauna nearby. A small outdoor deck is furnished with stylish chairs and a stool, surrounded by natural landscaping and soft evening lighting from string lights above.
Cabin in Baywood-Los Osos
4.97 out of 5 average rating, 518 reviews

Boho A-Frame Cabin w/ Sauna

Escape to this enchanting unique A-Frame cabin guesthouse on California's central coast. With a sauna, fireplace, BBQ, and starlit sleeping loft. It's the perfect retreat for two. Surrounded by state parks, the bay, and hiking trails, adventure awaits right outside your door. Whether you're seeking serenity or exploration, this hidden gem offers the ultimate California escape.

Top Guest favourite
Barn in Atascadero
5.0 out of 5 average rating, 254 reviews

The Barn at Old Morro - picturesque under the oaks

Escape to The Barn at Old Morro, a beautifully renovated floral studio turned private retreat. Perfect for 2, this light-filled space features a king bed, dedicated office, full kitchen, and a magical outdoor area with a fire pit and BBQ under oak trees. Your serene, centrally-located home base for exploring the Central Coast, from Morro Bay to Paso Robles wine country.

Top Guest favourite
Home in Avila Beach
4.96 out of 5 average rating, 235 reviews

Blue Skies - Avila Beach Condo

Welcome to Blue Skies Condo located less than a block from the beach and downtown Avila. This condo sleeps 6 and offers 2 spacious bedrooms and bathrooms in addition to a comfy couch bed in the living room, 1 car garage with full washer and dryer, 2 patios on the second level, Lastly a rooftop deck with bbq/kitchen and a second level lounge area to soak up the sun.

Top Guest favourite
A contemporary home is highlighted with expansive glass doors, allowing views of the surrounding landscape. A wooden dining table is shown, adorned with a sunflower. The deck extends along the residence, featuring comfortable seating areas.
Home in San Luis Obispo
4.96 out of 5 average rating, 151 reviews

Sanctuary on Sunset Ridge ~ Panoramic Ocean Views

Enjoy extraordinary VIEWS, PEACE, and PRIVACY just 15 minutes from downtown and beaches. Within 10-15 minutes: Hiking, Biking, SUP, Kayaking, Surfing, Wine Tasting, Great Restaurants, etc., etc. We are good-dog friendly. 3-night minimum stay. We have 2 ensuite King bedrooms - the 2nd has a loft with a double bed. Check us out on Insta: @sanctuaryonsunsetridge

Top Guest favourite
Guesthouse in San Luis Obispo
5.0 out of 5 average rating, 148 reviews

Private Creekside Cabin • Gated • Near Avila Beach

Castlebrook Cabin is a private retreat tucked into the quiet beauty of See Canyon, surrounded by apple orchards, vineyards, and towering oaks. Just minutes from Avila Beach, Pismo Beach, and downtown San Luis Obispo, you’ll feel completely immersed in nature while staying effortlessly close to it all. Unplug to recharge, with a side of WiFi if you need it.

Top Guest favourite
A cozy living area features a yellow sofa complemented by various cushions. A coffee table sits atop a patterned rug, while a large glass door opens to a view of trees. Natural light is provided by tall windows and a pendant light hangs from the ceiling.
Guesthouse in Arroyo Grande
4.99 out of 5 average rating, 346 reviews

Modern Wine Country Tiny Home with Gas Fire Pit

Skylight windows, rustic wood paneling, and elegant tiling are just some of the hints of refinement within this elegant tiny home. Gather around the gas fire pit at night to pair the stars with wine. Sorry, no animal guests allowed.

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