Holiday rentals with a pool in Daylesford

Hanging Rock Truffle Farm - pool and tennis court

Welcome to Hanging Rock Truffle Farm in the Macedon Ranges. This 1890’s shearing shed has been redesigned with love and rural sophistication. Styled by Lynda Gardner/Belle Bright, Appleyard Cottage offers comfort, romance and warmth. With spectacular views to Hanging Rock, this property offers our guests access to glorious gardens, seasonal stream that meanders downs to a lake framed by beautiful willows. Enjoy the tennis court and pool too. Top 10: Finalist Airbnb Awards Best Design Stay 2025

Location · Value · Heating

Tiny House - HeartStone Hill

Welcome to the HeartStone Hill Tiny House, a luxury boutique retreat just minutes from Castlemaine. Set on 2.5 peaceful bushland acres, our beautifully appointed tiny house offers a spacious and comfortable escape, measuring 9 metres by 3 metres—substantially larger than many traditional tiny houses. Enjoy a queen bed, modern bathroom, fully equipped kitchen, Nectre 15 fireplace and secluded deck. Soak in your private outdoor bath beneath the stars, relax by the heated pool and infrared sauna.

Location · Amenities · TV

Porcupine Country Retreat Ten Mins from Daylesford

Dine beneath climbing grapevines under the stars. Exteriors are clad with corrugated iron, timber and floor-to-ceiling windows. The north-facing aspect features a large outdoor deck, a small solar heated plunge pool with views down the valley to Mt Franklin. Set on 6 acres, the property is 10 minutes' drive to Daylesford, home to spas for unwinding and seasonal delights to sample. There is ample opportunity for wine tasting at a multitude of local wineries and dining at village restaurants.

Family · Location · Accuracy

Jarli Apartment - Heart of Daylesford-Pet Friendly

Welcome to our 1 bedroom apartment. Spacious lounge, kitchenette facilities (toaster, dual hot plates, microwave, kettle - no oven), outside courtyard. Easy stroll to cafes, wine bars, markets & great retail therapy & lake. Jarli is part of the COURTHOUSE VILLAS COMPLEX opposite the Bowling Club Check in 2 pm Check out 11 am PET FRIENDLY- BYO pet bed, bowls & toys Please note POOL is CLOSED June 6 - Sept 1st Hepburn Bathhouse is closest heated bathouse. Sorry No WIFI provided

Location · Value · Cleanliness

Stylish 2BR w Pool with Spa in central Daylesford

This listing is the 2BR with exclusive use of the pool area. Maison Luxury Stays welcomes you to this stylish 2-bedroom Daylesford retreat, featuring a private pool and outdoor spa, plus a spacious main bedroom with fireplace. Enjoy hotel-quality beds with premium linen, fast Wi-Fi, Smart TV, and seamless self check-in. Sleeps 4, with a sofa bed for an additional guest (or two children), or book the studio next door to accommodate up to 8. A relaxed, family-friendly layout opens on

Family · Location · Cleanliness

Gold Dust Hepburn - Swimming Pool & Valley Views!

Wonderful three bedroom Victorian home in the heart of Hepburn. Situated overlooking rolling paddocks and the ever beautiful Breakneck Gorge, then when ready, step down to take a dip in the pool. This is the perfect home for a family (Master bedroom seperate to the other two bedrooms) or group of friends looking for a retreat close to Hepburn Springs and Daylesford. Rumpus room, entertainers lounge and huge tv screen and a gorgeous Ned Kelly wood heater to keep you warm at night.

Location · Family · Pool

Hillplains Estate – Off-Grid House & Cottage

Hillplains House and Hillplains Cottage, designed by Wolveridge Architects and previously the home of founder Jerry Wolveridge and Christina Thedorou is now available for stays through Flophouse Accommodation. What really sets this offer apart is the fact that the luxury feel is combined with a 100% off-grid experience. The house and cottage are beautifully appointed, in Metcalfe, 100 kms from Melbourne, with panoramic views of Mount Macedon, Heathcote and Greenhill ranges.

Location · Accuracy · Pool

Large Private Poolside Home for 6 People

N.B: Please ensure you specify the correct number of guests when booking. Any undeclared overnight guests will be charged to the credit card used for booking following departure. House is freestanding on a sizeable 1.5 acre property. The owners residence is on the same block of land facing perpendicular to this property (see photos for further clarification). Closeby to the main street of Kyneton which features the historic Piper St hub and local attractions.

Location · Family · Checkout

Fryers Hut

Set in the peaceful bushland of Fryerstown, Fryers hut is only 10 minutes from Castlemaine, 30 minutes from Daylesford and 5 minutes from Vaughan Springs. Excellent walking and mountain bike riding are at your doorstep or just relax at the hut and enjoy the garden, pool and sauna. In the heart of the Goldfields region there is plenty to explore including outdoor activities, the arts, festivals, historical sites and great cafes, restaurants and wineries.

Location · Value · Breakfast

Daylesford Spa Haven

This unique place has a style all its own. With 4 bedrooms, 2 bathrooms, free standing bath, large light filled kitchen and dining area, this property is perfect for hosting family and friends. There are two separate lounge areas, one with a cozy wood fire and TV, and the other with a reading area. The landscaped gardens and multi-level decks, feature outdoor dining and a 10 person outdoor spa, with views over the oak trees and valley.

Family · Location · Parking

Private Architectural Country Retreat

Set on four and a half private acres just 800 metres from Piper Street, this seven-bedroom country retreat sleeps 13 in comfort. Enjoy a large pool, alfresco dining, sauna and cedar hot tub, all surrounded by established gardens. Walk to cafés and restaurants, then return to complete privacy — ideal for family gatherings, celebrations or a refined weekend escape.

Value · Family · Amenities

Unique villa Amore with swim spa in Daylesford

Stylish and beautifully furnished villa Amore offers a unique luxury escape for relaxation and fun in a comfortable home surrounded by nature ideally located between Daylesford and Hepburn Springs. Take a dip into the hot swim spa to soak your stress away or relax in the patio with a glass of wine watching the kangaroos, ducks, and native birds.

Value · Location · TV