
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

Seahouse Studio - Private Beach Access, Pets
Seahouse Studio is located on one of the Mornington Peninsula's most spectacularly unique properties. This converted battery house sits perched atop a cliff, overlooking uninterrupted views of Port Phillip Bay, where dolphins frequent and the Melbourne CBD skyline peeks through the horizon. Wander through the beach path on the property, taking you directly down to a secluded beach or spend your time on the deck with a glass of wine, enjoying the sunset. The perfect romantic retreat for two.

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.

"Yering Park Cottage"
"Yering Park Cottage" is set in a private garden setting on 1/2 acre of landscaped gardens with beautiful rural and mountain views at the gateway to the Yarra Valley, only minutes from Coombe-The Melba Estate, Stones, Meletos, Yering Station, wineries and other attractions such as world class golf courses, restaurants, Healesville Sanctuary and township. Fully renovated offering excellent accommodation for up to 6 guests, large living/kitchen/dining area, separate toilet and laundry

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

M&M Green stay and gallery
A cozy guest suite, beautifully designed for unique and inspiring stay. Our property is ideal for a couple, situated on the GROUND FLOOR, (we leave on the second floor) completely privet, by acoustic divide wall, with all the comforts of home. It’s surrounded by our native garden. You can explore the endless bush walks in the Dandenong ranges and parks. The area is full of coffee shops, unique little gem shops and treasures, great restaurants award winning distillery and a cinema.

Edwardian charm, Resort living
Four Bedroom, huge living areas combine with superb landscaped garden including pool and putting green. Close to Brighton beaches, and easy walking to public transport and shops. A perfect location to explore Melbourne's famous sand belt golf courses .pet friendly, welcome hamper.everything supplied.10 minute walk to rail and tram, 20 minute trip to CBD melbourne. surrounded by parks and golf courses.unlimited internet and cable tv with surround sound .all rooms heating and aircon.

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

Fun-Filled Beach Retreat for up to 8 people

Chic Brick Home with a BBQ Patio in Keilor

The Chambers - South Yarra Luxury and Location

Heart of Fitzroy; 2 bedroom terrace #parking #wifi
South Melbourne Gem on Emerald Hill

Henry Sugar Accommodation

Builders own Hampton style home - Chirnside

Centrally located 3 bed - St Kilda East - Parking
Pet-friendly home rentals with a pool

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

Location, BBQ, roomy and privacy

Amazing Seaview 1B1B Near SouthernCross@/GYM/POOL/

Luxury & Grandeur with city View balcony, Parking!

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

Extraordinary holiday stay for melbourne explore

Peaceful city views includes free parking

Sleek City Apartment with Dazzling Harbour Views
Private, pet-friendly home rentals

Delux 4 Bedroom 3.5 Bathroom Camberwell Townhouse

Treetops in Toorak

Hampton 1 bedroom flat with free parking

Murrumbeena delight.

Amy’s Art Deco apartment with large courtyard

Sebastopol House - 2 Bedroom Pet Friendly Oasis

Family Treasure near Chadstone and Monash Uni

Orchard House short walk to beach & scenic lookout
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 £22 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cheltenham holiday rentals include wifi 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!
Destinations to explore
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- Brunswick 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
- Royal Botanic Gardens Victoria
- AAMI Park
- Flemington Racecourse
- Melbourne City Centre
- Mount Martha Beach North
- Redwood Forest
- West Richmond Station




