Holiday rentals in Piedmont

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Top-rated holiday rentals in Piedmont

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Guest favourite
A well-lit living area features a dining table surrounded by wooden chairs. A cozy sofa and a glass coffee table occupy the space. Colorful artwork and plants adorn the room, while light filters through large windows partially covered by patterned curtains.
Home in Grand Lake
4.88 out of 5 average rating, 155 reviews

Designer 2 bedroom with private garden

Kick back on lime deckchairs, or dine at the intimate bistro table at a colorful, airy 2 bedroom, 1.5 bathroom duplex in one of Oakland's best neighborhoods. Cool mint and muted blues create a soothing ambience, while bright artwork adds freshness and character. This well-lit 2-bedroom garden home has a queen bed in each room and a pull-out sofa bed in the living room. Recently remodeled with new contemporary finishes, this home has brand-new appliances, including a new washer and dryer in the unit. Guests have access to a private large home with fully remodeled new kitchen and new bathroom. The home has its own private entrance with key pad for easy self-check in. Washer and dryer in unit. The owner lives on the property next door and will be available by text and phone to help with any questions. The house is a short walk from the historic Grand Lake Theater and some of Oakland's best restaurants. Lake Merritt and the Morcom Rose Garden are also nearby. Walk to great shops and eateries on Grand Avenue, one of Oakland's best commercial strips. The home is walking distance to Lake Merritt and all the great shops and restaurants on Grand Avenue - one of Oakland's best commercial strips. 19th Street BART stations is a quick bus ride (10 - 15 minutes on the 21, which leaves less than a block from the house) or a Lyft or Uber ride away. The unit also has a gated private front yard with a deck.

Top guest favourite
A peaceful garden pathway is framed by lush greenery and colorful flowering plants, leading to a welcoming guest house. The exterior of the guest house is visible, featuring large windows that allow natural light to enter, surrounded by a variety of vibrant landscaping.
Guest house in Piedmont Pines
4.99 out of 5 average rating, 255 reviews

Private Studio & Office-Bay Views, Oakland Hills

Enjoy this wonderfully appointed, 550-sq-ft Private Guest House in one of Oakland's nicest and quietest neighborhoods – the Piedmont Pines section of Montclair. Gaze at ever-changing SF Bay views, while relaxing on the private deck. Explore outstanding hiking trails, just minutes away. Visit Montclair Village, with grocery stores, boutiques, lots of services, great restaurants, and a fantastic farmer's Market on Sundays! Make full use of the separate office space, complete with desk and WiFi!

Top guest favourite
A private patio features two chairs with cushions positioned around a small table. Lush greenery surrounds the space, complemented by vibrant flowers in a blue planter. A red awning provides shade, adding a cozy touch to the outdoor area.
Guest suite in Oakmore
4.97 out of 5 average rating, 1,043 reviews

Sunset Spa Suite w/private patio, views & parking

This private suite is a slice of heaven in a woodland setting! Accessed via a flight of garden stairs, it has a private entry, dedicated street parking, a private patio, luxurious large bath with a walk-in shower for 2, large jacuzzi tub for 2, heated floors, A.C., mini fridge, toaster oven, & microwave! The bedroom features a queen-sized bed, table for two, large screen smart TV, and strong fiber optic WIFI signal. Located in a beautiful neighborhood with wonderful hikes just outside the door.

Top guest favourite
A modern kitchen space features an arrangement of autumn-themed flowers in a decorative vase, placed on a white countertop. Open shelving displays a variety of dishware and kitchen appliances, with soft lighting illuminating the area. Inspirational wall art and a decorative letter add warmth to the environment.
Guest suite in Montclair
4.87 out of 5 average rating, 134 reviews

Studio A - Modern Live/Work Space private

Refresh. This modern guest suite with a private entrance and off street dedicated parking is located in the gorgeous Montclair Hills of Oakland. A 10-min walk into Montclair Village for shopping and restaurants or 15-30 min to SF or anywhere else in the Bay Area. Improvements incl. a new loft and kitchenette including Subzero, Meile, Wolf & Fisher Paykel appliances, very comfortable environment! Guests who have been displaced by any natural disaster will be offered a discounted nightly rate.

Top guest favourite
Guest house in Oakland
4.97 out of 5 average rating, 583 reviews

Luxury Rockridge Casita in Our Sunny Garden

Featured in Sunset Magazine ✨ Tucked into our sunny Rockridge garden, this light-filled modern casita is a peaceful retreat — 3 blocks from College Avenue’s cafés, restaurants, and shops. Wake up to birds in the garden, sip coffee at the farmhouse table, and walk to BART for easy access to San Francisco, Berkeley, and downtown Oakland. A quiet space designed for those who appreciate beauty and thoughtful details. Ideal for couples exploring Rockridge, Berkeley, Oakland, and San Francisco.

Top guest favourite
A cozy living area is presented with a rustic wooden accent wall and a flat-screen television mounted for entertainment. A spacious coffee table sits centrally with candles, accompanied by a modern yellow and blue sofa, while an armchair with a bright green cushion adds a touch of color.
Guest house in Oakland
4.97 out of 5 average rating, 216 reviews

The Redwood Retreat

Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

Top guest favourite
Guest house in Mosswood
4.92 out of 5 average rating, 243 reviews

Temescal Stay | Couples & Small Families | Parking

Your Private Temescal Wellness Retreat: Pet-Friendly & Walkable Escape to a cozy, pet-friendly retreat ideal for couples, small families, or travelers seeking relaxation. This charming home offers a comfortable space to unwind, and bring your furry friends along. We’ve added a wellness touch with yoga mats, pillows, and a framed QR code for a yoga and meditation guide. Whether you’re sipping coffee, exploring nearby attractions, or practicing mindfulness, this home ensures a peaceful stay.

Top guest favourite
A bright and airy hallway is displayed, leading to a modern kitchen and private deck. The space features warm wooden flooring and natural light. Art pieces adorn the walls, while a dining table with wooden chairs is positioned beside a potted plant, creating an inviting atmosphere.
Flat in Piedmont Avenue
4.98 out of 5 average rating, 132 reviews

Sunlit Oakland Retreat w/ Designer Touches & Deck

Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

Top guest favourite
A wooden outdoor table is set on the deck, accompanied by a mug and a magazine. The view showcases lush greenery, with eucalyptus trees and hills in the backdrop, providing a serene atmosphere. Natural light illuminates the scene, enhancing the connection with nature.
Guest suite in Shepherd Canyon
4.96 out of 5 average rating, 129 reviews

Beautiful canyon view suite

Enjoy Shepherd Canyon: sunlight dancing on leaves, birds flying at eye level, sun setting behind eucalyptus trees, flickering lights at night. Downstairs floor (1100 sq ft) of mid-century home in Oaklands Hills. Full kitchen for snacks or gourmet meals, comfy queen bed in bedroom, sofa bed in living room. Enjoy picturesque walk to Montclair Village or hike or bike right up the hill. Drive 11 minutes to BART, located in Rockridge, which also has restaurants and shops to explore.

Guest favourite
A shared deck with a red wooden surface overlooks stunning bay views, including the skyline and hills. Two metal-frame chairs accompany a small table, and a large umbrella provides shade. Flower pots rest on the deck railing, enhancing the outdoor space.
Guest suite in Oakland
4.91 out of 5 average rating, 361 reviews

Private Oakland Hills Escape!

Access to amazing Bay views! Cozy ~250 sq. ft. studio unit with unit 9.5 ft ceilings which serves as a guest suite with private bath to a home in the Oakland hills. Private entrance with access to shared deck with 3 bridge bay views on a clear day. All self-contained with in-unit mini-fridge, coffee machine, microwave and TV with Roku for streaming (no cable TV). standing desk serves as your "office" and a couple small sitting chairs to lounge about or read a book.

Top guest favourite
The open living space features a well-equipped kitchen with modern appliances, a dining area with a wooden table and chairs, and cozy seating. Natural light enters through the windows, illuminating the hardwood floors and creating a warm environment. A decorative lamp and fresh flowers add a welcoming touch.
Guest suite in Crocker Highlands
4.96 out of 5 average rating, 209 reviews

Private In-Law Suite Historic Crocker Highlands

🌟 Spacious suite located in one of the most scenic & safest communities in Oakland / Piedmont / Berkeley. Dog friendly. Up to 4 guests. Well suited for remote working. Nestled amongst stately homes and walkable tree-lined streets. Perfect retreat from exploring San Francisco, wine country or family. Level entrance. Suite is located on the lower story. We live above and as we are very conscientious of our guests, you may hear the pitter-patter of home life above.

Top guest favourite
A serene bedroom is furnished with a spacious bed dressed in a light blanket. A green accent chair sits beside the bed, accompanied by a stylish lamp. Natural light filters through sheer curtains, enhancing the calming space adorned with simple decor.
Guest suite in Piedmont Avenue
4.98 out of 5 average rating, 124 reviews

Top shelf piedmont ave home

Location, location, location. Cute, charming, wonderful home in the piedmont ave neighborhood. Very successful AIRBNB now under new cover with the owner managing. Steps away from cafes, restaurants, hip shops and all sorts of other services. Despite the great proximity to ALL THE THINGS the home resides in a quiet setting. The unit itself is perfect- two bedroom, two bath will full kitchen. You are winning in every aspect here. See reviews for more highlights!

Popular amenities for Piedmont holiday rentals

When is the best time to visit Piedmont?

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Avg. price$171 SGD$167 SGD$154 SGD$265 SGD$265 SGD$167 SGD$154 SGD$265 SGD$167 SGD$167 SGD$204 SGD$204 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Piedmont?

    Piedmont has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Piedmont?

    Experience the best of Piedmont with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Piedmont?

    Four-legged friends are welcome in Piedmont. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Piedmont?

    Yes! Work meets play with ease at over 30 vacation rentals in Piedmont featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Piedmont?

    Make yourself at home in Piedmont by choosing from our most frequently booked neighborhoods. We have over 2,850 vacation rentals in Grand Lake, over 2,850 vacation rentals in Piedmont, and over 2,850 vacation rentals in Montclair.

  • Do house rentals in Piedmont have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Piedmont. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Piedmont have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Piedmont. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Piedmont have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Piedmont. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Piedmont

  • Total holiday rentals

    Explore 50 holiday rentals in Piedmont

  • Nightly prices starting at

    Piedmont holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Piedmont holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Piedmont rentals

  • 4.8 Average rating

    Piedmont stays are highly rated by guests – averaging 4.8 out of 5!

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