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 Oakland
4.88 out of 5 average rating, 161 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 Oakland
4.99 out of 5 average rating, 258 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 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
4.88 out of 5 average rating, 137 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
A modern casita surrounded by lush greenery showcases a private entrance with large glass doors. The exterior features a combination of dark wood and sleek lines, with a patio area visible nearby, creating a tranquil garden setting.
Guest house in Oakland
4.97 out of 5 average rating, 597 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
Guest suite in Oakland
4.97 out of 5 average rating, 591 reviews

BridgesView Spa & Couples Retreat, Easy Parking

This luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.

Top guest favourite
The kitchen showcases modern cabinetry and stainless steel appliances, with a portion of the counter extending into a spacious layout. A large door opens to the private deck, enhancing natural light, while a potted plant adds a touch of greenery on the counter.
Flat in Oakland
4.99 out of 5 average rating, 142 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 comfortable couch with patterned cushions is positioned in a sunlit living area featuring warm hardwood flooring. A small wooden table is placed in front, adorned with coasters and a potted plant, creating a cozy and inviting seating arrangement.
Home in Oakland
4.93 out of 5 average rating, 271 reviews

Beautiful Cozy Cottage in a Great Location!

Newly built cottage in one of Oakland's finest neighborhoods! Walking distance to a large variety of shopping center's, restaurants, cafe's, wine tasting, the Renaissance Grand Lake Movie Theatre, and the historic Lake Merritt, which features a popular jogging & walking path with a boating center where sailboats, canoes & rowboats can be rented. Easy access to downtown, BART, Amtrak, Airport & San Francisco. Terrific for couples on vacation, business trips & the perfect getaway.

Guest favourite
A compact living space is depicted, featuring a wooden countertop and a small fridge. Natural light enters through a window, illuminating the area. A cozy seating option is available, along with a view of the bedroom and bathroom beyond. Decorative plants add a touch of greenery.
Guest house in Oakland
4.77 out of 5 average rating, 100 reviews

Cozy Boho Bungalow

Enjoy a cozy, stylish retreat in our centrally-located Oakland/East Bay bungalow. The bungalow is detached from our home with a separate entrance and access to a shared outdoor space. Enjoy a safe historic Oakland neighborhood only minutes away from the most charming neighborhoods - Lakeshore, Grand, Lake Merritt, Piedmont, Downtown and Rockridge! You can grab a morning coffee, visit local boutiques, shop at the farmers market, and dine at casual to michelin rated restaurants.

Top guest favourite
An expansive backyard space is surrounded by mature trees, including a majestic redwood. A fire pit with seating is centrally located on a stone patio, inviting relaxation. Lush greenery and a winding stone path enhance the serene outdoor environment.
Guest suite in Oakland
4.96 out of 5 average rating, 218 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 spacious living area features a large sectional sofa adorned with soft blankets, positioned in front of a glass coffee table. Natural light streams through windows, highlighting the light-colored walls and decor. A dining area with a simple table and chairs is visible in the background.
Flat in Oakland
5 out of 5 average rating, 100 reviews

Private Mid-Century Modern With Fabulous Garden

Thoroughly renovated and private mid-century modern suite in a side-by-side duplex. Secluded backyard w/ patio & bbq. Fully equipped chef’s kitchen & spa-like bathroom. Please note - we removed the heat lamp from the backyard due to safety concerns. Photos of the yard including the lamp will be updated as soon as possible. -96 Walk Score -30 minutes to downtown San Francisco -40 minutes to several beaches -1.5 hour to Napa Valley -3 hours to Lake Tahoe

Top guest favourite
Guest house in Oakland
4.97 out of 5 average rating, 298 reviews

Bright Modern Secluded Oakland Hills Retreat

Bright, secluded, cozy and modern detached studio in Montclair / Oakland Hills. Just across the bay from San Francisco. Queen bed, full bath and open kitchen w/ appliances + dining bar w/ bay vista views. Hike/bike trails 5 min. away. Your oasis is up the hill past trees, the occasional deer and a few turns through a friendly neighborhood. Car is essential to reach your private getaway!

Top guest favourite
A spacious outdoor seating area features a sectional couch with soft cushions surrounding a firepit, all set against a backdrop of sweeping views of the San Francisco Bay. Lush greenery and modern fencing frame the relaxing space.
Home in Oakland
4.97 out of 5 average rating, 103 reviews

Newly remodeled hilltop home with stunning views

Enjoy breath-taking views of San Francisco and the bay from a fully remodeled, casually luxurious hilltop home. A peaceful retreat in the heart of the Bay Area just minutes from great restaurants, live music and endless park trails. Lounge by the firepit or the fireplace; whip up something in the gourmet kitchen or outdoor grill, or hike serene wooded trails to your heart's content.

Popular amenities for Piedmont holiday rentals

When is the best time to visit Piedmont?

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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 2,820 vacation rentals in Grand Lake, over 2,820 vacation rentals in Piedmont, and over 2,820 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 house rentals in Piedmont have wifi?

    Absolutely! We offer over 20 house 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 £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,680 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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