Holiday rentals with a pool in Macedon Ranges

Grangeford Retreat, Trentham

Grangeford Retreat is now available for the first time as a short-stay escape in beautiful Trentham. Set on 2 over acres it’s an easy drive from Melbourne yet feels a world away. Enjoy a heated indoor pool with fireplace, big dining room, open fire lounge, 4 bedrooms (2 king, 2 queen) plus kids attic with toys/TV/pull-outs. An oversized copper bath and 3 bathrooms. Walk nearby easy forest trails, then walk into town for Du Fermier, RedBeard Bakery and the Cosmopolitan Hotel, amongst others!

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

Spacious retreat in Macedon Ranges

Welcome to Springfield Park Country Estate. Looking for peace, quiet and tranquility? Come and stay at our beautiful retreat, set amongst 20 acres in the quiet hamlet of Springfield, just outside the historic town of Lancefield. Locally you will find fantastic wineries, and restaurants, a brewery and pub, providore, bakery, cafe, corner store and bookstore, among other establishments. Add Springfield Park Country Estate to your wishlist using the heart icon in the top right of your screen!

Large 4 bedroom home with pool in Gisborne

4 bedroom family home in the Macedon Ranges with ensuite and central bathroom. Large modern kitchen and dining area, living and rumpus. Reverse cycle heating/cooling and wood fire. Located on half an acre. Large private pool and pool house. Outdoor entertainment area including BBQ, fire pit area and seating. Pool table in garage. Located in a quiet part of Gisborne walking distance to cafes and restaurants. Close to Hanging Rock, Woodend and wineries. Train station is 5 minutes away.

Islay House - Whole house.

Iconic Islay House, a landmark building in Woodend since 1860, is right in the centre of town. Three queen, one double and a single room all with private ensuites sleeps nine, seamlessly marrying historic character with modern convenience. Guests also enjoy the restful sitting room, sun-filled morning room and extensive gardens. Delicious continental breakfast is provided. Borrow a book, share a glass of wine by the fire, wander the garden, Islay is a place to relax and recharge.

Pet friendly country retreat

Country home located close to Daylesford, Macedon ranges and Hanging rock. Pet friendly. Facilities for horses and dogs with great rides and walks close by in the Wombat state forest . Large outdoor area with bbq, pizza oven and solar heated magnesium pool . Nightly price advertised is for a maximum of 6 guests utilising 3 bedrooms and 1 bathroom. ***New**** we are pleased to now offer an additional master suite with spa at additional cost***** please contact host to discuss.

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.

A Relaxing Oasis in Macedon

A comfortable and welcoming place to relax with friends and family. Located in the charming village of Macedon, guests can opt to spend time lounging around the pool, wander to the local cafes, walk the forest trails in the Macedon Regional Park or explore all that this beautiful part of Victoria has to offer...including wineries! Our two dachshunds, Stevie and Alf, make themselves at home when we are here, so we encourage you also to enjoy this space with your dogs.

The Winehouse

The Winehouse is an architect-designed, mudbrick home situated on a working vineyard. This home is the perfect place for a friends get-together or family vacation with plenty of room to unwind. Located just outside the lovely village of Malmsbury in the Macedon Ranges on Dja Dja Wurrung Country. Beautiful sunrises light the morning fog rolling over the vineyard, and colourful sunsets sillhouette the abundant fauna of the region. It's the perfect place to unwind.

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.

Thule Country Estate in Mount Macedon

Proudly managed by Relax Holiday Rentals Escape to Thule Country Estate, a spectacular private holiday rental set on 36 acres of breathtaking countryside in one of Mount Macedon’s most sought-after locations. Blending refined comfort with authentic rural charm, this expansive estate is ideal for families, groups, and special getaways seeking space, privacy, and unforgettable surroundings.

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.