Holiday rentals with outdoor seating in Monterey

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Pacific Grove Mid Century Near Beach

Mid Century Pacific Grove house on 17 Mile Drive. Just a couple blocks from the Pebble Beach gate. Great area. Close enough to walk to town restaurants & shops, Asilomar State Beach & other sites all within minutes of our home. Private yard with a deck & outdoor furniture for entertaining. Lic. # 0289 - Our City STR Permit restricts us to a max of 2 adults/1 car per reservation. Any additional guests MUST be under 18 years old. We cannot & will not make exceptions to either restriction.

Spectacular Award Winning Ocean Front 2 Bed 2 Bath

Award winning historic ocean front home with beautiful Spanish revival decor overlooking Monterey Bay. Gather around the ocean front fire pit and watch whales, seals, sealions, otters, dolphins from the traditional Talavera tiled patio. Ideally situated for walking to Pacific Grove, Cannery Row, Monterey Aquarium and Fisherman's Wharf. Fine dining, bars and shopping are a short stroll away. Convenient access for 17 mile drive, Carmel and Big Sur. A spectacular home in a World famous location.

Serene Redwood Retreat w/Modern Comfort

At our Modern cabin nestled among 150 year old redwoods, we invite you to embark on a unique adventure of embracing the outdoors while only minutes from town. Wine tasting in downtown Carmel, World Class Golf at Pebble Beach or Hiking trails of Point Lobos and Big Sur. "Magical", "Amazing", "A True Sanctuary" are just a few words used by our guest to describe their stay with us. Get away and unplug in the stillness and solitude of our Serene Redwood Retreat. Please see property description.

Private Treetop Beach House

You'll experience a quiet and private stay in the tree tops within a gated property. You can walk to beautiful Moss/Asilomar beach, restaurants and spa at Spanish Bay Resort, and MPCC country club just minutes away. You can sit in the sun on the patio, have an outdoor BBQ, and cook in open layout kitchen. Also enjoy a massage by appointment outside or inside, spa tub soak, and fire by bedside in the evening. Message me about activities and other amenities I can provide during your stay!

The Seaside Cottage

Welcome to The Seaside Cottage, a custom home on the Monterey Peninsula. Our 1 bedroom, 1 bathroom is designed for relaxation, luxury, privacy, and comfort. Enjoy cooking in the handcrafted kitchen, soaking in the clawfoot tub, reading by the fire, & dining al fresco in the private yard. The Seaside Cottage is a quick drive on the scenic Highway 1 to Monterey, Carmel, Pebble Beach, & Big Sur. Spend your days exploring the Peninsula & your evenings relaxing in this one of a kind home.

Oceanfront beach house with private hot tub

This home has a spacious layout with private beach access . Only a half minute walk to the natural beach with panoramic views of Monterey Bay. Relax in the private hot tub as waves crash in the background( WE JUST INSTALLED NEW Hot tub )There are beautiful ocean views from all rooms. Breathtaking sunsets are an evening routine. Whales and dolphins can be seen from the comforts of the bed or couch. The house is a perfect setup for one big family, or two families with small children .

Beautiful Farm in Carmel Valley

Our 2 bedroom guest house in beautiful Carmel Valley is close to Monterey, Big Sur, Pebble Beach and Carmel by the Sea. Sight see all day and escape to a pastoral setting five minutes from Carmel Valley Village with quaint shops, restaurants and over 20 wine tasting rooms. Visit with our alpacas, horses, giant tortoises, goats, sheep, donkey and more! Wake up to sunshine, fresh air and the donkey braying for breakfast! (Due to the nature of our farm we have a strict "No Pets" policy).

3 Bedroom Vacation Home - The Hummingbird

Hello Welcome to Monterey The Hummingbird house is a Japanese themed three bedroom Vacation Hideaway. It's a quiet peaceful sanctuary where you can rest, relax and unwind You will feel at-home and at-peace in this tranquil and harmonious setting Conveniently located in a quiet little residential neighborhood, it’s an ideal setting for your vacations, business trips or romantic getaways to the Monterey Bay Area. We hope you enjoy your visit to Monterey Thank you. Safe Travels

PG House: Modern Ocean Bungalow Amazing Location

Welcome to PG House, a Nordic-inspired ocean bungalow nestled along the Monterey Peninsula. Our home is an ideal blend of contemporary comfort and coastal tranquility, perfect for your rejuvenating getaway. Once here, you’ll find yourself in the heart of it all: steps from Monterey Bay Aquarium and Cannery Row with easy access to Lover's Point Beach, Carmel by the Sea, and world famous golf courses like Pebble Beach. See Max # adults, NO PETS.* Pacific Grove City STR Permit #0483

Unique Sculptured House with Private Beach Access

Escape from the outside world to this one of a kind ROMANTIC Sculpture House. Enjoy its unique design, white rounded walls, sitting nooks, gas dome fireplace, and beautiful tranquil gardens. Sit back and relax in the rounded sunken bathtub perfect for two. This is the perfect romantic getaway and just one block away from private beach access. Named one of the most stunning Airbnb's in Santa Cruz. Enjoy more fun with zero extra Airbnb fees—we've got you covered!