A carousel with children and adults enjoying the ride.

Search Chessington Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chessington cottages

A garden with a pond surrounded by various plants and rocks.

1. Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest
Cobham
10.0 out of 10, Exceptional, (4 reviews)
"My second visit to the cottage visiting family in the area and once again my stay did not disappoint. Fabulous location, clean and very comfortable accommodation. Friendly host. Will be back again soon."
United States
Barry R.
The price is ￥22,439
￥40,038 total
includes taxes & fees
Oct 19 - Oct 20
Charming Cottage within Ancient Woodland Forest
A small, dark wooden cabin with a porch and a sign that reads "BLACKWOOD."

2. Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands
Cobham
The price is ￥41,903
￥62,226 total
includes taxes & fees
Nov 2 - Nov 3
Blackwood - Peaceful cottage surround by woodlands
A residential garden with a variety of trees, a bench, and a house in the background.

3. 1 Bed Cottage-museum View-garden-free Parking

1 Bed Cottage-museum View-garden-free Parking
3.0 star property
Weybridge
8.8 out of 10, Excellent, (3 reviews)
"This was a perfect find. Communication great, the host is a pleasure to deal with. Great space and super-quiet. A lovely place to relax. Highly recommended "
United Kingdom
Raquel
The price is ￥24,946
￥30,184 total
includes taxes & fees
Nov 11 - Nov 12
1 Bed Cottage-museum View-garden-free Parking
A two-story brick house with a black front door, white-framed windows, and a satellite dish.

4. Sunnyfield Cottage

Sunnyfield Cottage
3.0 star property
Coulsdon
The price is ￥78,715
￥94,458 total
includes taxes & fees
Oct 15 - Oct 16
Sunnyfield Cottage
Relaxing conservatory/dining room | Tor Hatch Cottage, Guildford

5. 2 bedroom accommodation in Guildford

2 bedroom accommodation in Guildford
Guildford
10.0 out of 10, Exceptional, (1 review)
"My family of 4 (including kids aged 5 and 8) had an incredible time at the Cottage over the course of 4 nights. The entire property is gorgeous and the hosts were so warm and welcoming throughout our stay. Our stay coincided with a period of warm weather so we got to enjoy beautiful summer evenings strolling about on a countryside estate watching foxes play on the adjacent field. My kids enjoyed picking strawberries from the garden and bouncing on the trampoline. The cottage itself was cozy,...
United States
David L.
The price is ￥176,768
￥176,768 total
includes taxes & fees
Nov 8 - Nov 9
2 bedroom accommodation in Guildford
A gym with a pull-up bar and weight rack, large windows, and a view of a backyard.

6. Independent, Modern Annexe in Orpington

Independent, Modern Annexe in Orpington
Cray Valley East
The price is ￥20,553
￥28,096 total
includes taxes & fees
Nov 1 - Nov 2
Independent, Modern Annexe in Orpington
Fox Hollow Exterior

7. Cosy two-bedroom cottage tucked away on the very edge of Windsor Great Park

Cosy two-bedroom cottage tucked away on the very edge of Windsor Great Park
Englefield Green
The price is ￥54,684
￥65,160 total
includes taxes & fees
Nov 5 - Nov 6
Cosy two-bedroom cottage tucked away on the very edge of Windsor Great Park
A room with large windows overlooking a garden and a body of water.

8. Lakeside Haven in London

Lakeside Haven in London
West Hendon
The price is ￥15,588
￥32,349 total
includes taxes & fees
Oct 21 - Oct 22
Lakeside Haven in London
A large stone castle with multiple towers, a moat, and a grassy landscape.

9. 2 bedroom accommodation in Godstone

2 bedroom accommodation in Godstone
Godstone
8.4 out of 10, Very good, (5 reviews)
"Great place to stay. Very spacious"
United States
Anne Lauritsen
The price is ￥63,483
￥63,483 total
includes taxes & fees
Nov 10 - Nov 11
2 bedroom accommodation in Godstone
Living area

10. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
The price is ￥33,942
￥54,055 total
includes taxes & fees
Oct 13 - Oct 14
3Bed Cosy home in the heart of Windsor/Contractors
A residential house with a sloped roof, a fenced backyard, and a well-maintained lawn.

11. 1 bedroom accommodation in Horley

1 bedroom accommodation in Horley
Horley
The price is ￥76,054
￥76,054 total
includes taxes & fees
Oct 29 - Oct 30
1 bedroom accommodation in Horley
A traditional Tudor-style house with a steeply pitched roof, white walls with black timber framing, and a gravel driveway.

12. Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location and home for our stay. "
United States
George S.
The price is ￥69,140
￥115,233 total
includes taxes & fees
Oct 13 - Oct 14
Nr Windsor- Unique Cottage Stay for upto 14 guests
A modern kitchen with white cabinets, a stainless steel refrigerator, and a coffee maker on the counter.

13. 4-bed Cottage, Sleeps 8, Walk to Thames Garden

4-bed Cottage, Sleeps 8, Walk to Thames Garden
3.0 star property
Hampton
4.0 out of 10, (2 reviews)
"No Parking close by to drop off luggage. Treacherous, steep downhill path through a park to take several heavy suitcases. Incredibly poor communication from the property, who in the first instance did not respond for over a week to our request for an early check in. e repeatedly asked host for check in details,and we eventually got them on the day of check in only 15 minutes before scheduled (normal) check in time, at which time we were already at the weddding of my daughter, having travelled...
United Kingdom
Andre
The price is ￥44,627
￥44,627 total
includes taxes & fees
Oct 14 - Oct 15
4-bed Cottage, Sleeps 8, Walk to Thames Garden
A stone building with a sloped roof, illuminated by exterior lights, surrounded by trees.

14. The Observatory Annexe

The Observatory Annexe
3.5 star property
Dorking
The price is ￥94,031
￥112,837 total
includes taxes & fees
Oct 16 - Oct 17
The Observatory Annexe
A modern kitchen with wooden cabinets, a black refrigerator, and a microwave. There is a yellow armchair and a television in the living area.

15. 1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is ￥85,273
￥85,273 total
includes taxes & fees
Nov 1 - Nov 2
1 bedroom accommodation in Guildford
A gated driveway leading to a brick building with a garage and a small garden.

16. The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
The price is ￥134,300
￥134,300 total
includes taxes & fees
Oct 28 - Oct 29
The Pool House - UK49372
A historic stone building with a courtyard, featuring a central lawn, pathways, and a fountain.

17. The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom

The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom
Rudgwick
10.0 out of 10, Exceptional, (2 reviews)
"Away from all traffic with lovely views this well equipped apartment provides an ideal base for West Sussex and Surrey. The kitchen is particularly good and we much enjoyed our second stay here."
United States
Anonymous traveler
The price is ￥116,648
￥116,648 total
includes taxes & fees
Oct 30 - Oct 31
The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom
A green single-story house with a porch, a small table, and two chairs.

18. Luxury Cottage Escape Sleeps 4 with Hot Tub & Pool

Luxury Cottage Escape Sleeps 4 with Hot Tub & Pool
Bromley Common and Keston
The price is ￥98,430
￥98,430 total
includes taxes & fees
Oct 13 - Oct 14
Luxury Cottage Escape Sleeps 4 with Hot Tub & Pool
A wooden deck with a sofa and a table, overlooking a body of water and greenery.

19. Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥414,946
￥497,935 total
includes taxes & fees
Oct 16 - Oct 17
Coventina
A spacious living room with a fireplace, a sofa, two armchairs, and a patterned rug.

20. Middle Tower

Middle Tower
3.0 star property
Betchworth
The price is ￥98,305
￥117,966 total
includes taxes & fees
Oct 23 - Oct 24
Middle Tower
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chessington Hotel Reviews

STG Hotel London Oxford Street

STG Hotel London Oxford Street

8/10 Good
"Lifts were small and took ages, but the rest of the stay was brilliant and thoroughly recommend it to stay to be in the heart of the city"
Dave 2-night trip
Posted less than an hour ago
STG Hotel London Oxford Street

Find out more about Chessington

Chessington Cottages information

Number of reviews
18
Accommodation
335 Cottages
Lowest Price
￥28,096
Highest Price
￥497,935

Frequently asked questions

How much do cottages in Chessington cost?
Prices for cottages in Chessington range between ￥28,096 and ￥497,935 per night. No matter your budget, you're sure to find the perfect place to soak up nature's beauty. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Chessington?
A guest favorite is Bright and Spacious 5 Bedroom Family Home Near Wimbledon. Get comfortable at this 4-star stay which features a terrace and a garden. 3 Bedroom House In Central Wimbledon is another popular option to consider. Put your bags down at this 4-star cottage and take advantage of amenities such as a fireplace and a garden. You can pick from multiple cottages in Chessington with a total average guest review rating of 9.4.
How many cottages are there in Chessington?
Reconnect with nature in one of the 335 cottages located in Chessington. To help you select a stay that's right for you, take advantage of our filters to search for must-have amenities.
Are there any family-friendly cottages in Chessington?
Vacationing with your group in Chessington is simple at Bright and Spacious 5 Bedroom Family Home Near Wimbledon. With amenities like a fireplace and an oven, you'll find all the necessary comforts at this 4-star cottage. 3 Bedroom House In Central Wimbledon is another family-friendly stay where you and the rest of your squad can take time out from the hectic pace of life in the city. This cottage has a 4-star rating and conveniences including WiFi and a fireplace. After checking in and chilling out together in your home away from home, it's time to explore some of the local sights. Hampton Court Palace and Chessington World of Adventures are fun family-friendly attractions in Chessington.
Are there any 5-star cottages in Chessington?
Although you won't find any 5-star cottages in Chessington, there are 4-star options that will check all your boxes. Enjoy unhurried days in peaceful surroundings at Bright and Spacious 5 Bedroom Family Home Near Wimbledon. Located approximately 14 kilometers from the downtown area, it has a terrace and a garden. Another stylish stay is 3 Bedroom House In Central Wimbledon. It's around 11 kilometers from central Chessington and features amenities such as a terrace and a garden.
Why book your cottage in Chessington with Expedia?
We think a getaway should be a breeze, so if you're after cottages in Chessington at an affordable price, Expedia has got your back. Keep the budget under control and check in to an inexpensive option far from the rush of the city, or book an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Chessington?
A wonderful way to find cheap cottages in Chessington is with Expedia's useful filter tool. Narrow your search results by amenities, budget and star rating to discover awesome rates in just a few clicks.
What is there to do in Chessington near my cottage?
The most practical travel accessory is a well-planned to-do list. Chessington World of Adventures is a good spot to begin your sightseeing in Chessington.