
Pet-friendly holiday rentals in Cheltenham
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Top-rated pet-friendly home rentals in Cheltenham
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Jacky Winter Gardens - Modern, Artistic Cabin Close to Creek
Recharge by the open fireplace of this beautiful cabin, sequestered in the Dandenong Ranges. Rustic on the outside, modern on the inside, this serene space inspires relaxation in proximity to wild nature, far from the stresses of daily life. Designed by interior architects Hearth Studio, Jacky Winter Gardens brings together the calming waters of Clematis Creek, the rich soil of the gardens, the pure air of the Dandenong Ranges and every modern convenience you can imagine to give you a wholly satisfying holiday experience. Our mission is to offer private and secluded luxury accommodation for visitors to the hills, including singles, couples and small groups, as well as showcase the work of our artists and incorporate it into the day-to-day life of the house. Through our monthly artist-in-residence program we also support other commercial artists working in any discipline. We’ve feathered our nest with work from some of The Jacky Winter Group’s world-renowned stable of artists. From custom-made glasswork and wallpaper, to games and framed prints, you’ll become acquainted with new artists, or perhaps be reunited with some you already know. The beautiful Clematis Creek meanders along the bottom of the gardens, and its cheerful burbling is the aural backdrop to your stay. If you want to get closer to the water there is easy and safe access down to the creekbank, which makes it the ideal spot for meditation or private reflection. Located just 45-minutes from Melbourne by car, and situated within walking distance to the town centre with its wonderful Cameo Cinemas, Jacky Winter Gardens straddles the two worlds of nature and civilisation, achieving a perfect holiday balance for solo travellers, couples and small groups. You can find more information and photos of the property online at our dedicated property site which isn't difficult to find ;) During their stay, guests have private and exclusive access to the entire house, gardens, and studio. None, but available on phone, email, and in person (when possible) to answer any questions! The house is a luxury creative retreat set amidst a half-acre of stunning flora, a creek, and natural bushland. The wild yet tranquil beauty of the Dandenong Ranges has attracted artists to the area for more than a century. Jacky Winter Gardens is situated in Belgrave, Victoria, a short walk from the train station and centre of town. Full directions will be provided upon booking. Car – Belgrave is a 45-minute drive from Melbourne. Train – From Flinders Street Station, catch the Belgrave train to Belgrave Station (it takes just over an hour). Jacky Winter Gardens is a ten-minute walk along a paved walkway from the train station. Jacky Winter Gardens is the perfect retreat for solo travellers or couples, but we are able to accommodate up to five guests: two in the master bedroom, two in the living room on the double-bed fold-out sofa, and one in the studio on a single sofa bed. Jacky Winter Gardens is now dog and child friendly. We also accept single night bookings when available. ***Please message us if you wish to bring your pet or want to stay for a single night before booking*** Each additional guest (beyond the first two) will incur a tariff of 25.00 per night. Unfortunately, due to site limitations, there is no wheelchair access at this time. Due to our location in a high fire risk area, we also have detailed Fire Safety policies which are outlined on our website, which once again is not hard to find.

Warehouse Loft Convenient location. Late checkout
Entire open-plan loft apartment in the heart of Richmond. *Late checkout availabe on request, no extra charge. Set back from Bridge Rd is this hidden gem with a magnificent communal courtyard with fountains and sitting areas for you to enjoy. Perfect base for exploring inner city Richmond and beyond. Walking distance to cafes, restaurants, nightlife, supermarket, gourmet foods, farmers market and trams. Easy access by tram to Melbourne CBD, MCG, AAMI Park, Rod Laver Arena and Tennis Centre

Villa with Lush Gardens, Spa & Fireplace
Welcome to Mountain Villa – Your Peaceful Getaway to relax and reset - Stunning greenery views from every room - Outdoor hot spa for relaxation with a glass of wine - Cozy indoor wood fireplace for warmth & comfort - Create your own pizza with the wood-fired pizza oven! - Expansive gardens perfect for reading or unwinding - Fenced area for your pet to play & have fun - Enjoy the firepit under the stars - Short drive to cafes, restaurants, nature trails, and the townships of Olinda & Sassafras

Centrally located 3 bed - St Kilda East - Parking
Located in St Kilda East’s most sought after tree lined street, our renovated single level Edwardian is an inner city sanctuary of style and relaxed living. Centrally located within walking distance to parks, restaurants and bars. 10-15 minutes from St Kilda Beach, the CBD & Iconic sporting venues like the MCG by tram, train or car. High ceilings, lots of natural light, contemporary kitchen & bathroom with walk in shower and deep soaker tub. Great for couples, business travellers & families.

Quiet Designer Home steps from High St & Hawksburn
Woodfull House is a an immaculate, luxury three bedroom house located in peaceful street and ideally situated on the green fringe between the happening Prahran/South Yarra precinct and Toorak/Armadale. Enjoy morning coffee in the private designer garden, cook in the fully equipped kitchen, and relax by the fireplace after exploring Melbourne. Unlike some inner-city stays, natural light fills every room. Generous living spaces and outdoor garden — ideal for families, friends or longer stays.

Sunrise Beach House
I look forward to inviting guests to enjoy and explore the beautiful surrounds of Seaford Beach. A getaway beach holiday overlooking Kananook Creek and across the road from the pristine Seaford Beach. Wake up to a sunrise view from your bed. In summer enjoy a day at the beach or in winter enjoy snuggling up front of the cosy open fire. Explore the walking tracks, wetlands, bird life, cafes, restaurants or take a drive to the Mornington Penninsula to world renown wineries and ocean beaches.

2BR Architecturally Designed Warehouse Conversion
An architecturally designed warehouse conversion located in the vibrant neighbourhood of Fitzroy. This thoughtfully designed space features designer furniture pieces and curated artwork. Located next to the iconic Fitzroy Swimming Pool. With two private bedrooms and two terraces, this apartment offers ample space for relaxation and enjoyment. The spacious bathroom boasts a luxurious free-standing bathtub, perfect for unwinding. The modern kitchen is fully equipped with everything you need.

St Kilda/Elwood water views - Woy Woy One
Located in the iconic modernist Woy Woy building on Marine Parade in Elwood, this apartment is perfect for couples looking for more than a hotel room. Views across the bay are ever changing. Enjoy the close proximity to St Kilda's Acland Street & Elwood's vibrant Ormond Road Village. Close to city transport WoyWoy One is the perfect base for holiday visitors or business travellers looking for a lifestyle location and not a box in the city. Stay here and live like a local. (No cats please.)

Quiet, quaint and private guesthouse.
This recently renovated guesthouse is separate to the main house. • Entire guesthouse is yours • Pet friendly • Large open living area • Your own private entrance & driveway It’s private and very quiet, which makes it the perfect retreat for a family or a group of friends. Bedroom 1 has a queen bed, bedroom 2 a double bed and the living room has a large comfortable sofabed. The kitchen is fully equiped & the living room opens up to a large al fresco area - perfect for entertaining.

House of Friends in Kangaroo Ground
This private country retreat residence on a shared 25 acre hobby farm located within the Dress circle of Kangaroo Ground. Beautiful city views suround the home, kangaroos pay a visit most early mornings. Our paddocks are homes to horses, our roads welcome bike riders. The Beautiful Fondatas restaurant is only 2kms away, only 40 minutes from Melbourne CBD at the gateway to the Yarra Valley & it’s magnificent wineries, this farm home offers something for everyone. @casa.diamici on insta

Lemon Cottage: Sunny Urban Retreat
Welcome to Lemon Cottage 🍋 , your cute yet fabulous urban retreat. A lemon flavoured settler’s cottage in the heart of buzzing Richmond, in the world’s most loveable city. You’ll probably want to move here! Spacious and bright, with beautiful high beamed ceilings. Free on-street parking. Dogs welcome. Only a lemon’s throw from Melbourne’s most delicious cafes and restaurants, the MCG, AAMI stadium, HiSense and Rod Laver Arena, and 20 mins walk through gardens to Melbourne CBD.

Luxury Treetop Escape with a Garden Glasshouse
Fiesole Villa is set in a tranquil spot in the Dandenong Ranges. A short drive from the city to escape the hustle and rejuvenate amongst the trees. Enjoy a unique experience in our garden glasshouse. Tree stumps for chairs, enjoy a meal and the city lights. Enjoy the open fireplace, soak in the modern bath or enjoy fern filled walks at your fingertips. Glasshouse is available to hire for micro weddings, elopements, proposals and birthdays for an additional cost.
Popular amenities for Cheltenham pet-friendly home rentals
Pet-friendly house rentals

Inner City Cottage - Stylish - Amazing Location

Henry Sugar Accommodation

Seaford Sands - Across from beautiful Secret Beach

Architectural designed 3brm house located near CBD

Modern 4BR 5beds + cityviews + lockup garage + MCG

Pelicans

"Home away from Home" - Ideal for longer visits

Amazing location Walk to MCG/Swan St/Bridge Rd/CBD
Pet-friendly home rentals with a pool

MCG Grand Royal Penthouse

SkyGarden Gold-Skyhigh-Gem * 1STUDY * 2BD * 2BH * PIANO

Family Cityside Beach House, Pool & Roof Terrace

Luxury & Large 3 Bedroom Apartment/Freeparking/

Seaview with Winter Garden 2B2B Apt in Central CBD

Hampton’s Hidden Gem, Pool, Beaches, Entire home.

Extraordinary holiday stay for melbourne explore

City views with free parking included.
Private, pet-friendly home rentals

Fun-Filled Beach Retreat for up to 8 people

The Beach House: Waterfront with Boat Mooring

Hampton 1 bedroom flat with free parking

Parkdale Beach + Village base

Bentleigh Private 1BR 5min Train Cafes Quiet Cozy

Brilliant Bungalow Home at Oakleigh and Chadstone

Sebastopol House - 2 Bedroom Pet Friendly Oasis

Gerty Longroom: Rooftop onsen & fresh produce
Quick stats about holiday rentals that are pet-friendly in Cheltenham

Total holiday rentals
Explore 20 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cheltenham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cheltenham rentals

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Victoria
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- Degraves Street
- Phillip Island
- Melbourne Central
- Crown Melbourne
- Melbourne Convention and Exhibition Centre
- Marvel Stadium
- St Kilda beach
- Rod Laver Arena
- Sorrento Beach
- Peninsula Hot Springs
- Melbourne Cricket Ground
- Queen Victoria Market
- Smiths Beach
- Sorrento Back Beach
- Torquay Beach
- Puffing Billy Railway
- Geelong Waterfront
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- AAMI Park
- Flemington Racecourse
- Melbourne City Centre
- Mount Martha Beach North
- West Richmond Station
- Somers Beach




