Wellington holiday rentals

We found 591 holiday rentals — enter your dates for availability

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October 2025

November 2025

Discover a selection of 11 homes and other holiday rentals in Wellington that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and a pool. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Wellington

Showing deals for:9 Jan - 16 Jan

Exceptional

(167 reviews)

Cozy ski chalet 1/2 mile from Main Street, Great Location

Breckenridge, CO

5% off

for 7 nights, 1 chalet

AU$615 per night

includes taxes & fees

Exceptional

(8 reviews)

Modern Stunner With Fabulous Views And Walking Distance To Gondola And Town

Breckenridge, CO

8% off

for 7 nights, 1 home

AU$2,163 per night

includes taxes & fees

Backyard with hot tub, wrap-around covered patio, and fire pit

Exceptional

(57 reviews)

Beautifully renovated and ideally situated in the heart of historic downtown

Breckenridge, CO

6% off

for 7 nights, 1 home

AU$2,158 per night

includes taxes & fees

Excellent

(36 reviews)

Breckenridge Retreat for 24 | Hot Tub, Firepit, & Scenic Rooftop Patio Views

Breckenridge, CO

7% off

for 7 nights, 1 home

AU$4,664 per night

includes taxes & fees

Exceptional

(79 reviews)

Large mtn home with 14 beds Minutes to Main Street

Breckenridge, CO

8% off

for 7 nights, 1 home

AU$1,821 per night

includes taxes & fees

Exceptional

(68 reviews)

7th Nt Free! Condo IN Town! BBQ, Patio, Mtn Views. Pool, Hot Tub & Sauna Access

Breckenridge, CO

11% off

for 7 nights, 1 apartment

AU$373 per night

includes taxes & fees

Large open floor plan with 2 story ceiling and skylight.

Exceptional

(21 reviews)

Top-Floor 3BR , Sleeps 10 , Walk to Main St , Tree & Ski Views , Downtown Breck

Breckenridge, CO

12% off

for 7 nights, 1 apartment

AU$1,030 per night

includes taxes & fees

Exceptional

(111 reviews)

Best views in Breck! 5bed/6bth/shuttle/close to hiking trails & downtown

Breckenridge, CO

8% off

for 7 nights, 1 home

AU$2,030 per night

includes taxes & fees

Soak up the sun and your morning beverage in our heated sunroom

Exceptional

(52 reviews)

7th Nt FREE! Hot Tub! Sunroom, Deck, Hot Tub, BBQ, Wildlife Winter Views, Popular

Breckenridge, CO

12% off

for 7 nights, 1 home

AU$919 per night

includes taxes & fees

Embrace Serenity at The Cottage: Discover a peaceful retreat at The Cottage, perfectly situated in the historic heart of Breckenridge. A sanctuary where every detail has been curated to create an atmosphere of warmth and tranquility.

Exceptional

(67 reviews)

Modern Cottage🏡3 Blocks to Main🚠4 minutes to Gondola♨️Hot Tub🐶Pets🤑$0 Cleaning fee

Breckenridge, CO

8% off

for 7 nights, 1 cottage

AU$1,190 per night

includes taxes & fees

Exceptional

(73 reviews)

Downtown 4 Bed/3 bath Historic District - Hot tub/mtn views /grassed fenced yard

Breckenridge, CO

8% off

for 7 nights, 1 home

AU$1,432 per night

includes taxes & fees

Exceptional

(33 reviews)

Cabin in Breckenridge - Walk to Main Street & Peak 9 Lifts

Breckenridge, CO

12% off

for 7 nights, 1 cabin

AU$756 per night

includes taxes & fees

Vaulted main living space and loft. Great space for families to enjoy together!

Exceptional

(167 reviews)

Perfect for 2 families - 2 King suites! Walk to Main St, Skiing & More! 5 Star

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$999 per night

includes taxes & fees

Exceptional

(71 reviews)

The Loft at Ruby Jane, Downtown Luxury, Walk to everything

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$1,921 per night

includes taxes & fees

Cozy 2 bedroom/ 2bathrooms @ 4’o clock ski run and downtown

Exceptional

(21 reviews)

RENOVATED Breckenridge Ski-in Condo off 4 O'Clock run 2 blocks off Main St.

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$875 per night

includes taxes & fees

Exceptional

(50 reviews)

Settle in with family and friends, walk everywhere, and enjoy the views!

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$944 per night

includes taxes & fees

Vaulted ceilings, mountain views, queen memory foam sleeper sofa, dining area

Exceptional

(30 reviews)

Downtown Mountain View Condo- 2 Blocks to Main St

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$1,154 per night

includes taxes & fees

Exceptional

(87 reviews)

Beautiful one bedroom condo and steps from downtown Breckenridge

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$569 per night

includes taxes & fees

Exceptional

(100 reviews)

Perfect Location! - Main St. Breck - Across from Gondola

Breckenridge, CO

8% off

for 7 nights, 1 apartment

AU$483 per night

includes taxes & fees

Exceptional

(118 reviews)

Beautiful 2BR Condo with Great Amenities. Ski In / Gondola Out

Breckenridge, CO

11% off

for 7 nights, 1 apartment

AU$758 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Wellington

Premier Host

Large mtn home with 14 beds Minutes to Main Street

Sleeps 12 · 5 bedrooms · 5+ bathrooms

Premier Host

Fun home,walk ski shuttle to mnt,hot-tub,sledding,mtn views,kid&pet👍 town 5 mins

Sleeps 16 · 6 bedrooms · 4 bathrooms

Living Room, Alpine Vista Retreat, Breckenridge Vacation Rental

Premier Host

Alpine Vista Retreat: A spacious 3-bedroom home in Breckenridge with stunning mountain views!

Sleeps 8 · 3 bedrooms · 3 bathrooms

Top rated rentals - Wellington

Premier Host

A wonderful white Christmas!

Being from Australia, we have always dreamed of a white Christmas. I found Pam’s house as it sounded perfect for our family of 9 and when we arrived we were blown away. It was so clean, beautifully decorated, exactly how the property was described. Pam even surprised us by putting up a Christmas tree, the kids were so excited. The location was sensational! It was walking distance to Main Street, the Gondola and everything fun like Carter Park Sledding Hill. We absolutely loved our stay here, it exceeded our expectations.

Sara-Jane C.

Stayed Dec 2024

Premier Host

We loved the house.

This is a splendid property with the added bonus of having a live in caretaker. Doug (The caretaker) did not intrude but was a rich source of advice and information. In short we loved the property.

Mark K.

Stayed Jan 2023

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Wellington?

The most popular types of holiday homes in Wellington are houses. Ready for more choices? Stayz has numerous options to match our guests' unique requirements, so you'll see holiday homes in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — lock in yours today.

How much does it cost to rent a holiday home in Wellington?

The average price for a holiday home in Wellington is determined by several factors, such as property type, length of stay and season. Whether you'd like a sprawling villa with space for the whole family or a cosy condo for just you and your sweetheart, just add your travel dates to discover stays that offer great value.

How much does it cost to rent a beach house in Wellington?

The average price for a holiday home by the beach in Wellington depends on when you're going and the type and size of property you're looking for. Find prices quickly and easily on Stayz by entering your dates of travel. Then use the filters to choose the number of bedrooms and amenities important to you, such as air conditioning, a pool and WiFi.

Are there pet-friendly holiday homes in Wellington?

Pack a squeezy toy and a bone for the pup in your life because Wellington has seven holiday homes that throw open their doors to pets. Let your happy hound join in on the family trip at one of our pet-friendly holiday homes on Stayz. Simply enter your dates and destination, then check the "Pets allowed" filter box.

Can I rent a house with a pool in Wellington?

Mark the "pool" box in our filter tool and select from three houses with private pools in Wellington on Stayz. Lazy soak or ball games and races? Downtime is up to you when your holiday property has its own swimming pool.

What are popular home amenities in Wellington?

When it comes to home amenities that people are searching for in Wellington, a garden, an electric car charging station and mountain views rank the highest. With Stayz holiday homes, you'll discover options to fit your style and taste, whether you're taking a trip with family, friends or even pets.

Are there large group holiday homes in Wellington?

Pick from four holiday properties in Wellington that can host 10 or more guests. Whether you're organising time away with extended family or an event like an anniversary, there's enough room to get your favourite people together under one roof.

Are there holiday homes in Wellington that welcome kids?

Gather your entire family for an unforgettable adventure in Wellington at one of our seven family-friendly holiday homes. These stays come with conveniences that are suitable for getaways with youngsters, like kitchens, bunk beds and private pools. Simply check the "Properties good for families" filter box and pick your favourite option.

What are the top attractions for families in Wellington?

Keep your kids occupied at these awesome family-friendly attractions in Wellington:

Summit Ski Museum
Barney Ford House Museum
Edwin Carter Museum

Are there holiday homes with WiFi in Wellington?

You'll have a choice of three holiday homes with WiFi in Wellington. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Wellington?

You should check with the Wellington holiday home you're considering on Stayz as the age limit differs. However, normally it's 16, 18 or 21.

How long can I rent a holiday home in Wellington for?

It's really down to the Wellington property. To see a list of options offering extended stays, simply type your travel dates and number of guests into the Stayz search page. Look forward to having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

Explore destinations around Wellington

Attractions

Lincoln Park Bus Stop (9,470)

Campion Bus Stop (9,483)

Wellington holiday rentals

Holiday rentals with weekly discounts - Wellington

Image gallery for Cozy ski chalet 1/2 mile from Main Street, Great Location

Cozy ski chalet 1/2 mile from Main Street, Great Location

Find spaces that suit your style

Find the best place to stay - Wellington

Large mtn home with 14 beds Minutes to Main Street

Top rated rentals - Wellington

A wonderful white Christmas!

Peace of mind

More quality time

All the privacy of home

More for less

Frequently asked questions

Explore destinations around Wellington

Holiday Rental options in Wellington

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