Holiday houses in Pennant Hills

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Top-rated holiday rentals in Pennant Hills

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Top Guest favourite
The image showcases a serene outdoor space at sunset, featuring a swimming pool with a reflection of vibrant orange and pink hues in the sky. Lush palm trees line the background, enhancing the tranquil ambiance, while a decorative statue adds a touch of elegance to the setting.
Apartment in Beecroft
4.95 out of 5 average rating, 182 reviews

Beautiful modern apartment, quiet haven to relax.

Beautifully modern apartment that boasts gorgeous natural light from French doors in both bedrooms. Kitchen is bright and spacious with all the modern conveniences including dishwasher. A quiet leafy area of Sydney nestled among stunning homes and walking distance to the quaint village of Beecroft. Fabulous restaurants and cafes. Woolworths for groceries. Private courtyard with outdoor furniture to enjoy an evening meal in the balmy summer evenings or to enjoy a quiet cuppa. Calming serenity!!!

Guest favourite
The living area is characterized by large glass doors opening to a scenic view, allowing natural light to fill the space. A comfortable seating arrangement is present, with a soft blanket draped over a couch. A dining table and rustic shelves are located in the foreground.
Guest suite in Cowan
4.98 out of 5 average rating, 188 reviews

The Lotus Pod - Unique Guesthouse with views

Situated in the grounds of Austral Watergardens nursery, this large,spacious studio is located approx. 50 mins drive north of Sydney. On the doorstep of the Hawkesbury River and Berowra Waters, the Lotus Pod offers a country escape or romantic getaway. With magnificent views across the pristine Mougamarra Nature Reserve and surrounding gardens, a perfect place to relax & unwind. Visit the local eateries, enjoy fresh seafood on the River, Ferry Rides, The Great North walk & bushland scenery

Guest favourite
A clear view of a solar-heated pool reflects the sunlight, accompanied by a shade umbrella. A jacuzzi spa is positioned nearby, with seating arranged around a small table. Lush greenery surrounds the area, creating a private and tranquil outdoor space.
Guest suite in Wahroonga
4.91 out of 5 average rating, 438 reviews

Resort style self-contained unit. Pets welcome.

Resort style living. Self contained apartment on the Nth Shore of Sydney. Set in trees in quiet & exclusive suburb of Wahroonga. Pets are welcome & can sleep inside. Secure private back yard. Close to start of M1 - Nth or Sth. Walk to SAN. 10 min walk to train & village - ex restaurants & coffee shops. 35 min to city. Apartment is the lower floor of an executive home (totally private). Solar heated pool, Jacuzzi Spa, Pool Room & Summer House. Pillow top bed is super comfortable plus Sofa bed AC.

Top Guest favourite
A spacious lounge and dining area is highlighted by a round wooden table with four chairs. A comfortable sofa is present alongside large windows that offer natural light, framed by soft curtains. The kitchenette is equipped with modern appliances including a microwave and fridge.
Guest suite in Beecroft
4.97 out of 5 average rating, 185 reviews

Apartment in quiet leafy suburb

New, private, self-contained flat with off street parking & separate entrance. Continental breakfast & snacks included. Close to main transport routes such as Beecroft train station (40mins to City), buses to City, M2, NorthConnex & M7. Good shopping nearby (Castle Hill, Macquarie, Parramatta etc). Cumberland State Forest, Koala Park & Golf Club within 5mins & Olympic Park (Accor Stadium & Qudos Arena) approx 30 mins drive or bus. Free EV charging included; bring your own cable (240VAC, 2.4kW).

Top Guest favourite
A spacious bedroom is equipped with a large bed, complemented by a neutral blanket and decorative pillows. Natural light filters through the glass sliding doors, offering views of the surrounding trees. Side tables with lamps provide soft lighting, enhancing the serene ambiance.
Guesthouse in Glenhaven
4.96 out of 5 average rating, 140 reviews

Five Bees Bush Retreat Guest House

This luxurious guest house is nestled amongst trees with a stunning view over the surrounding bush valley. Situated in the leafy and hilly suburb of Glenhaven, you feel like you're in the middle of the Australian bush, yet are still close to shops, restaurants, train station and other amenities. There is a private deck off the bedroom where you can enjoy breakfasts or sundowners (weather permitting). The property is situated apart from the main residence and has a separate and private entrance.

Top Guest favourite
A bright living area features a light-colored carpet and ample natural light from large windows. A dining table with chairs is positioned next to a seating area, while a full kitchen with modern appliances is visible. Lush greenery can be seen through the glass doors leading to a private outdoor space.
Guest suite in Wahroonga
4.99 out of 5 average rating, 145 reviews

Camellia Cottage, Quality, Convenient, Comfortable

Guests say it is so convenient! On the North Shore. 35mins train to Sydney city, 2 mins easy walk to train station, Wahroonga Village, excellent restaurants, cafes and beautiful Wahroonga Park. Quiet, self contained with two bedrooms, separate entry, tranquil setting in lovely quiet, private garden surrounds. Pool access and full laundry facilities. Off street parking. Ducted aircon. Easy access to M1, major hospitals, local private schools, Westfield, Macquarie Park. Beaches 30 mins drive.

Top Guest favourite
A modern living area features a dark sofa adorned with decorative cushions, positioned in front of a small round white table. A colorful rug adds texture to the floor, while natural light filters in through vertical blinds, brightening the space.
Cottage in Normanhurst
4.98 out of 5 average rating, 114 reviews

Magpie Cottage a new, modern, open-plan home

Magpie Cottage is a brand new, well appointed, sun filled space nestled in the back corner of our quiet residential block surrounded by trees and birdsong. It is close to Abbotsleigh, Barker, Knox, Loreto and the Sydney Adventist Hospital. Conveniently located near the entry/exit of the M1 at Normanhurst, great to break a long journey. It is close to cafes, one within a 500m walk. Normanhurst Train station is 4 min by car and a 15min walk. Westfield Hornsby can be reached by train or car.

Top Guest favourite
A bright studio space features a king size bed with plush pillows, a cozy sofa, and a modern coffee table. Large windows allow natural light to fill the room, overlooking greenery. A smart TV is mounted on the wall, and a ceiling fan adds to the comfort.
Guest suite in West Pennant Hills
4.98 out of 5 average rating, 266 reviews

Sanctuary in West Pennant Hills.

Quiet and Private Purpose-built studio. Own entrance and Bathroom. Modern fittings with a king size bed plus an electric blanket in winter. Luxury linen and toiletries. Smart TV, Kitchenette with a stone bench. Aircon, Microwave, toaster, tea /coffee (instant and Nespresso)A light breakfast is provided. BBQ and private porch. Wardrobe. New washing machine. Wake up to the sound of birds. LGBTI friendly. Secure gated parking. Business travelers/regular guests qualify for a loyalty program.

Top Guest favourite
A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.
Guest suite in Wahroonga
4.98 out of 5 average rating, 177 reviews

Rainforest Tri-level Townhouse.

Enjoy a peaceful stay in this updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.

Top Guest favourite
Guesthouse in Saint Ives
4.99 out of 5 average rating, 133 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Superhost
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.83 out of 5 average rating, 149 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Guest favourite
A modern studio apartment is presented with a queen bed, accented by black and white bedding. A cozy sofa in the foreground features teal cushions, while a kitchenette is visible alongside a brick wall. Light fixtures provide brightness to the open layout.
Apartment in Cherrybrook
4.88 out of 5 average rating, 376 reviews

Cherrybrook Studio Apartment

My place is great for couples, adventurers, business travelers, and families (with kids).The apartment is within our home with separate access to the street. It can sleep up to four people with a queen size bed and a pull out double size sofa bed. The kitchen has a microwave oven, refrigerator and appliances. Plenty of unrestricted free on street parking and close to public transport.

Popular amenities for Pennant Hills holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Pennant Hills?

    Pennant Hills has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Pennant Hills?

    Experience the best of Pennant Hills with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Pennant Hills?

    Yes! Work meets play with ease at over 20 vacation rentals in Pennant Hills featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Pennant Hills vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Pennant Hills, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Pennant Hills have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Pennant Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pennant Hills have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Pennant Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pennant Hills have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Pennant Hills. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Pennant Hills have free parking?

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

Quick stats about holiday rentals in Pennant Hills

  • Total holiday rentals

    Explore 60 holiday rentals in Pennant Hills

  • Nightly prices starting at

    Pennant Hills holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pennant Hills holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pennant Hills rentals

  • 4.6 Average rating

    Pennant Hills stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Pennant Hills's top spots, include Beecroft Station, Thornleigh Station, and Pennant Hills Station