Chestnut Springs holiday rentals
We found 303 holiday rentals — enter your dates for availability
Select from 41 houses, 19 flats and other holiday rentals to find the perfect place for your stay in Chestnut Springs. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Chestnut Springs
Showing deals for:27 Nov - 4 Dec
Exceptional
(111 reviews)
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Nellysford
AU$2,706
for 7 nights, 1 home
AU$387 per night
includes taxes & fees
Exceptional
(56 reviews)
Spacious + Serene Mtn Top Escape, 4 En Suites
Nellysford
AU$4,164
for 7 nights, 1 home
AU$595 per night
includes taxes & fees
Exceptional
(59 reviews)
Spectacular mountain home perfect for multiple families! Just added deck firepit
Nellysford
AU$3,197
for 7 nights, 1 home
AU$457 per night
includes taxes & fees
Exceptional
(28 reviews)
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
Nellysford
AU$2,940
for 7 nights, 1 home
AU$420 per night
includes taxes & fees
Exceptional
(19 reviews)
Enjoy all 4 seasons at this spacious, pet friendly home! Great views, sleeps 10
Nellysford
AU$4,638
for 7 nights, 1 home
AU$663 per night
includes taxes & fees
Exceptional
(57 reviews)
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
Nellysford
AU$3,668
for 7 nights, 1 apartment
AU$524 per night
includes taxes & fees
Exceptional
(24 reviews)
Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!
Nellysford
AU$3,105
for 7 nights, 1 home
AU$444 per night
includes taxes & fees
Exceptional
(43 reviews)
Luxury Condo in the Sky! Finest in Wintergreen!
Nellysford
AU$3,507
for 7 nights, 1 apartment
AU$501 per night
includes taxes & fees
Exceptional
(102 reviews)
Ski-In/Out, Beautiful Mountain & Valley Views
Nellysford
AU$2,892
for 7 nights, 1 apartment
AU$413 per night
includes taxes & fees
Exceptional
(36 reviews)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Nellysford
AU$2,131
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Exceptional
(119 reviews)
Endless Mountain Top Views from All The Way Up!
Nellysford
AU$3,662
for 7 nights, 1 apartment
AU$523 per night
includes taxes & fees
Exceptional
(192 reviews)
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Nellysford
AU$4,707
for 7 nights, 1 apartment
AU$672 per night
includes taxes & fees
Exceptional
(159 reviews)
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Nellysford
AU$1,425
for 7 nights, 1 apartment
AU$204 per night
includes taxes & fees
Exceptional
(128 reviews)
Escape to the Blue Ridge Mountains at Wine-tergreen!
Nellysford
AU$1,592
for 7 nights, 1 apartment
AU$227 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Chestnut Springs
Blue Ridge Retreat with Wintergreen Advantage
Sleeps 20 · 10 bedrooms · 10+ bathrooms
View from the Top
Sleeps 6 · 2 bedrooms · 2 bathrooms
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Sleeps 6 · 2 bedrooms · 2 bathrooms
Serene Wintergreen Retreat, Nestled in the Trees
Sleeps 12 · 5 bedrooms · 3+ bathrooms
Newly Built Designer Home in Wintergreen
Sleeps 14 · 4 bedrooms · 3+ bathrooms
Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill
Sleeps 14 · 6 bedrooms · 3 bathrooms
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Chestnut Springs?
Houses are the most popular kind of holiday home in Chestnut Springs, according to our data. Even if you have a different idea about what you'd like, Stayz has properties in many shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday home in Chestnut Springs?
The average price for a holiday home in Chestnut Springs is determined by several factors, like time of year, length of stay and property type. Whether you prefer a sprawling house with room for friends and family or a cosy cabin just enough for two, just add your dates of travel to find stays with unbeatable value.
How much does it cost to rent a beach house in Chestnut Springs?
The average price for a holiday home near the beach in Chestnut Springs will depend on when you're going and the size and style of property you want. You can find prices quickly and easily on Stayz by entering the dates you'll be travelling. Then use the handy filters to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Chestnut Springs?
Yes. There are. You'll have your pick of 57 holiday homes that cater to pets in Chestnut Springs. Many of our pet-friendly holiday homes come with an area outdoors for your furry friend to have fun in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Stayz.
Can I rent a house with a pool in Chestnut Springs?
Add a whole new level of fun to your holiday by booking one of the 36 houses with a private pool in Chestnut Springs. Use our search filter to find the kind of property you want on Stayz, and then spend leisurely days playing and splashing in a swimming pool that's exclusively for you.
What are popular home amenities in Chestnut Springs?
When it comes to home amenities that people are searching for in Chestnut Springs, mountain views, a nearby river and nearby museums are the most popular. With Stayz holiday homes, there are options to match your taste and style, whether you're going away with relatives, friends or even pets.
Are there large group holiday homes in Chestnut Springs?
With 25 holiday homes that can sleep 10 or more guests in Chestnut Springs, you don't have to keep your invite list short. From fun family holidays to events like weddings and birthday parties, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Chestnut Springs that welcome kids?
Bring the entire group together for a memorable adventure in Chestnut Springs at one of our 57 family-friendly holiday homes. A lot of these stays offer conveniences that are suitable for trips with the kids, including dining rooms, living rooms and entertainment units. Simply check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Chestnut Springs?
Have a fun day out with the family at Stoney Creek Golf Course. This top attraction is close to the centre of Chestnut Springs.
Can I find two-bedroom holiday homes in Chestnut Springs?
You can pick from 11 two-bedroom holiday homes in Chestnut Springs. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's enough space for whoever's fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Chestnut Springs?
Chestnut Springs has 27 holiday homes with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Chestnut Springs?
You'll have your pick of 53 holiday homes with air conditioning in Chestnut Springs offering that cooling breeze and extra bit of comfort. Enter your preferred dates of travel and then use our handy filter tool to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in Chestnut Springs?
We recommend checking with the Chestnut Springs holiday home you'd like on Stayz as the age limit differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Chestnut Springs for?
It all depends on the Chestnut Springs property. To look at a list of options offering extended stays, simply enter your dates and number of guests into Stayz's search page. Enjoy having the entire property to yourself, along with home comforts like air conditioning, a kitchen and a yard to run around in. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.
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