Discover Your Perfect Chipstead Vacation Homes

Best Vacation Homes in Chipstead

House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 1496 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $624/Night 7 Nights - AU $4,368
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House
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 968.75 ft²
  • View
    View
  • Parking
    Parking
More amenities
AU $238/Night 7 Nights - AU $1,665
Cottage
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1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
AU $844/Night 7 Nights - AU $5,905
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 2 Baths 8 Guests 2691 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $558/Night 7 Nights - AU $3,905
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 7 Guests 753.47 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
AU $164/Night 7 Nights - AU $1,145
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $556/Night 7 Nights - AU $3,893
House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 13 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
AU $754/Night 7 Nights - AU $5,279
House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 9 Guests 1399 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $590/Night 7 Nights - AU $4,131

Chipstead Luxury Rentals

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Villa
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5 Bedrooms 4 Baths 15 Guests 538.2 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
AU $2,410/Night 7 Nights - AU $16,871
New
House
4 Bedrooms 2 Baths 8 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
AU $1,712/Night 7 Nights - AU $11,986
House
Map-icon
5 Bedrooms 4 Baths 10 Guests 6771 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $1,451/Night 7 Nights - AU $10,154
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House
Map-icon
like-icon7.2
Very Good
(5 Reviews)
5 Bedrooms 2 Baths 9 Guests 2152.78 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $914/Night 7 Nights - AU $6,400
New
House
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1 Bedroom 1 Bath 2 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
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AU $885/Night 7 Nights - AU $6,196
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House
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4 Bedrooms 2 Baths 7 Guests 15069.47 ft²
  • View
    View
  • Parking
    Parking
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AU $834/Night 7 Nights - AU $5,840
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House
Map-icon
like-icon8.7
Fabulous
(7 Reviews)
4 Bedrooms 2 Baths 9 Guests 1399.31 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $829/Night 7 Nights - AU $5,801
House
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5 Bedrooms 4 Baths 11 Guests 1776 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $757/Night 7 Nights - AU $5,299

Chipstead Pet Friendly Vacation Rentals

Apartment
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3 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $603/Night 7 Nights - AU $4,223
House
Map-icon
like-icon8.7
Fabulous
(8 Reviews)
2 Bedrooms 1 Bath 4 Guests 871.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $188/Night 7 Nights - AU $1,317
Apartment
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4 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $594/Night 7 Nights - AU $4,159
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House
like-icon8.0
Excellent
(4 Reviews)
1 Bedroom 2 Baths 11 Guests 1076.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $607/Night 7 Nights - AU $4,246
House
Map-icon
3 Bedrooms 1 Bath 6 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $391/Night 7 Nights - AU $2,737
Cottage
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $328/Night 7 Nights - AU $2,293
Apartment
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1 Bedroom 1 Bath 3 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $171/Night 7 Nights - AU $1,198
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 6 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $1,603/Night 7 Nights - AU $11,223

Chipstead Large Vacation Homes

House
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $574/Night 7 Nights - AU $4,017
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House
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like-icon9.7
Exceptional
(10 Reviews)
4 Bedrooms 3 Baths 10 Guests 1937.5 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $483/Night 7 Nights - AU $3,379
House
Map-icon
5 Bedrooms 4 Baths 11 Guests 1776 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $735/Night 7 Nights - AU $5,142
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House
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like-icon9.3
Exceptional
(7 Reviews)
20 Bedrooms 16 Baths 44 Guests 1808.34 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $651/Night 7 Nights - AU $4,557
House
Map-icon
5 Bedrooms 4 Baths 10 Guests 1776 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $727/Night 7 Nights - AU $5,093
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 10 Guests 8999 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $2,717/Night 7 Nights - AU $19,015
House
Map-icon
5 Bedrooms 4 Baths 11 Guests 1808 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $990/Night 7 Nights - AU $6,932
House
Map-icon
6 Bedrooms 2 Baths 11 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
AU $729/Night 7 Nights - AU $5,101

Why Choose Rent By Owner for your Chipstead Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Chipstead

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the area's climate and seasonal changes influence the best periods for enjoying your stay in this charming destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the scenic countryside and outdoor activities in this destination.

Average Temperature Daytime: 20-25°C - Nighttime: 13-17°C
autumn
Early Autumn (September to October)

The early part of autumn offers pleasant weather and vibrant natural scenery, providing a peaceful setting to experience the region's tranquility at its best.

Average Temperature Daytime: 17-21°C - Nighttime: 10-13°C

Off-Season Highlights

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Late Autumn to Winter (November to February)

This period sees cooler temperatures and fewer visitors, allowing you to enjoy a quieter stay while experiencing the cozy charm of the area during the colder months.

Average Temperature Daytime: 7-10°C - Nighttime: 2-5°C
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Spring (March to May)

As nature begins to bloom, you can visit during this season when temperatures are mild and the landscape is lush, perfect for those seeking a serene escape before the summer rush.

Average Temperature Daytime: 11-15°C - Nighttime: 3-7°C

Weekly Weather Forecast for Chipstead

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor seating areas to relax and take in the scenic views of the region.
  • Benefit from well-maintained gardens or landscaped yards perfect for outdoor gatherings.
  • Take advantage of access to nearby walking trails and nature walks within the area.
  • Make use of outdoor dining spaces for alfresco meals in the fresh air.
  • Access to spacious lawns or open fields ideal for outdoor activities or picnics.
  • Utilize outdoor fire pits or barbeque grills to enhance your leisure experience.
  • Have convenient parking options for easy exploration of this destination and its surroundings.
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Family Activities

  • Chipstead Lake: Spend a relaxing day enjoying fishing, kayaking, or simply picnicking by the scenic waterside that offers family-friendly outdoor activities.
  • Horse Riding at Local Stables: Explore the countryside on horseback and experience the area's natural beauty through guided riding lessons suitable for all ages.
  • Nature Walks and Trails: Discover the region’s charming walking paths that wind through lush landscapes, perfect for family hikes and nature exploration.
  • Local Park and Playgrounds: Visit nearby parks equipped with play areas where children can enjoy outdoor fun in a safe, welcoming environment.
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Adult Activities

  • Exploring the Surrey Hills:** Immerse yourself in scenic walks and nature trails that showcase the stunning landscapes surrounding this charming area.
  • Visiting local pubs and cafes:** Enjoy authentic British cuisine and warm hospitality at the cozy establishments scattered throughout here.
  • Playing golf at nearby courses:** Relax and unwind with a round of golf at one of the region’s renowned golf clubs, offering picturesque settings and challenging play.
  • Engaging in countryside activities:** Experience outdoor pursuits such as cycling or horseback riding that highlight the area's tranquil rural charm.

Chipstead Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the scenic outdoor spaces nearby to enjoy peaceful walks and immerse yourself in the area's natural beauty.
  • Discover Nearby Attractions: Visit popular sites and hidden gems within a short drive to make your stay here truly memorable.
  • Embrace the Local Culture: Engage with the community by attending local events or sampling regional cuisine to enrich your experience.
  • Plan Convenient Transportation: Arrange reliable transport options to easily access the region’s key destinations and maximize your time here.

Transportation Options

  • Train Services: You can access regular train services from nearby stations providing convenient connections to Greater London and beyond, making day trips straightforward from here.
  • Bus Transport: Local bus routes serve the area well, offering an affordable and flexible way to explore the region without the need for a car.
  • Car Rentals: Renting a car in this destination gives you the freedom to discover the surrounding countryside and more remote attractions at your own pace.
  • Taxi and Rideshare: Taxis and rideshare options are readily available, providing a quick and hassle-free transportation choice for getting around here.

Local Customs Options

  • Traditional Village Celebrations: Participating in local village celebrations gives you a glimpse into the community spirit that thrives here in this charming part of the United Kingdom.
  • Tea Etiquette: Embracing the region’s fondness for afternoon tea offers an authentic experience rooted in longstanding customs enjoyed by residents and visitors alike.
  • Green Practices: Respect for the area's natural surroundings is evident through common eco-friendly practices that keep this destination pristine for future generations.
  • Historic Handshakes and Greetings: Meeting locals with traditional greetings reflects the warm hospitality that defines this community’s welcoming nature.

Frequently Asked Questions About Chipstead?

2. Which vacation homes in Chipstead are best for families?

If you are looking for a family-friendly vacation home in Chipstead, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chipstead:

3. How many Rentbyowner vacation rentals are available in Chipstead?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 175 in the Chipstead area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chipstead. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by listing. Please review the specific terms on the property's page or contact the owner directly to understand the conditions and any applicable fees.

5. Are there any specific check-in or check-out times I should be aware of when booking here?

Check-in and check-out times are set by each property owner. Details are available in the listing, and you can also communicate directly with the host for any special arrangements.

6. How do I know if the vacation rental has all the necessary amenities for my stay?

Amenities are listed in each property description. If you have particular requirements, it's best to contact the owner to confirm availability before completing your booking.

7. What should I do if I need to modify or cancel my reservation in this region?

Modifications or cancellations are handled through the platform's communication system. Refer to the specific listing’s policies or reach out to the owner for guidance.

8. Is there any important local regulation or restriction I should be aware of when staying in vacation rentals around here?

Local regulations may vary; please review the rules provided in the listing or consult the owner for information about any restrictions or guidelines that apply during your stay.

Chipstead Top Rated Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $423/Night 7 Nights - AU $2,964