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Our top choices for Chessington cottages

Smart TV
Cosy city retreat in Belgravia. Pet-Friendly!

Cottage in London City Centre

Cosy city retreat in Belgravia. Pet-Friendly!
2.0 star property
The price is ￥113,242
￥172,644 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cosy city retreat in Belgravia. Pet-Friendly!
Exterior
Blackwood - Peaceful cottage surround by woodlands

Cottage in Cobham

Blackwood - Peaceful cottage surround by woodlands
2.0 star property
The price is ￥33,703
￥52,661 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blackwood - Peaceful cottage surround by woodlands
Cottage | Interior
Dreamwood Lodge

Cottage in Bromley Common and Keston

Dreamwood Lodge
3.0 star property
The price is ￥158,525
￥190,230 total
includes taxes & fees
Dec 29 - Dec 30
Dreamwood Lodge
Property grounds
1 Bed Cottage-Museum View-Garden-Free Parking

Cottage in Weybridge

1 Bed Cottage-Museum View-Garden-Free Parking
10.0 out of 10, Exceptional, (1)
"Xanthe was the consumate host. She brought us wonderful treats and her beautiful welcoming smile. We walked to the Brooklands museum. A must if you are into planes,buses, and automobiles. Love this place.Suzanne "
United States
Suzanne D.
The price is ￥28,858
￥34,124 total
includes taxes & fees
Dec 30 - Dec 31
1 Bed Cottage-Museum View-Garden-Free Parking
Property grounds
Cozy en-suite with exclusive private entrance

Cottage in Great Bookham

Cozy en-suite with exclusive private entrance
2.0 star property
The price is ￥15,166
￥21,696 total
includes taxes & fees
Dec 30 - Dec 31
Cozy en-suite with exclusive private entrance
Property grounds
Charming Cottage within Ancient Woodland Forest

Cottage in Cobham

Charming Cottage within Ancient Woodland Forest
10.0 out of 10, Exceptional, (1)
"Thoroughly enjoyed our stay at this beautiful, cozy, warm Ariel cottage. Woodland area for walks nearby golf course, dogs welcome although we did not take any pets but so suitable for your furry friends.Jake very welcoming, thankyou so much"
United Kingdom
Heidi C.
The price is ￥22,939
￥40,422 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming Cottage within Ancient Woodland Forest
2 bedrooms, iron/ironing board, WiFi, bed sheets
Inviting 2-Bed Cottage in Windsor

Cottage in Windsor City Centre

Inviting 2-Bed Cottage in Windsor
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
The price is ￥28,858
￥39,390 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inviting 2-Bed Cottage in Windsor
Exterior
2 bedroom accommodation in Godstone

Cottage in Godstone

2 bedroom accommodation in Godstone
8.8 out of 10, Excellent, (3)
"Great place to stay. Very spacious"
United States
Anne Lauritsen
The price is ￥57,085
￥57,085 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2 bedroom accommodation in Godstone
Property grounds
The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom

Cottage in Rudgwick

The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom
10.0 out of 10, Exceptional, (2)
"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 ￥114,422
￥114,422 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Lakehouse Apartment by inspirestays-com - a home sleeping 2 guests in 1 bedroom
Exterior
Nr Windsor- Unique Cottage Stay for upto 14 guests

Cottage in Dorney

Nr Windsor- Unique Cottage Stay for upto 14 guests
10.0 out of 10, Exceptional, (2)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is ￥76,583
￥122,997 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Nr Windsor- Unique Cottage Stay for upto 14 guests
Cottage | Private kitchen | Fridge, microwave, oven, stovetop
Cozy 4-bed Cottage Garden Walk to River Thames

Cottage in Hampton

Cozy 4-bed Cottage Garden Walk to River Thames
3.0 star property
6.0 out of 10, (1)
"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 ￥44,867
￥44,867 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy 4-bed Cottage Garden Walk to River Thames
1 bedroom, free WiFi, bed sheets
1 bedroom accommodation in Carshalton

Cottage in Carshalton South and Clockhouse

1 bedroom accommodation in Carshalton
The price is ￥44,235
￥44,235 total
includes taxes & fees
Jan 8 - Jan 9, 2026
1 bedroom accommodation in Carshalton
Property grounds
Coventina

Cottage in Wraysbury

Coventina
3.0 star property
The price is ￥405,817
￥486,980 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Coventina
Interior
4-Bed Cottage, Sleeps 8, Walk to Thames Garden

Cottage in Hampton

4-Bed Cottage, Sleeps 8, Walk to Thames Garden
2.0 out of 10, (2)
"Communication from the owners was poor right up until the day of check in. I made contact a few days before we were due to stay, to understand the process of check in. After reading my messages, they totally ignored them and we had to call the night before to make sure that our booking was actually in place. The property itself was spacious and clean, but unfortunately there was no love put into this place at all. The decor was bland and uninviting and minimal to say the least. The chest of...
United Kingdom
The T.
The price is ￥44,867
￥44,867 total
includes taxes & fees
Jan 4 - Jan 5, 2026
4-Bed Cottage, Sleeps 8, Walk to Thames Garden
Exterior
The Observatory Annexe

Cottage in Dorking

The Observatory Annexe
3.5 star property
The price is ￥92,174
￥110,609 total
includes taxes & fees
Dec 29 - Dec 30
The Observatory Annexe
Cottage | Exterior
1 Bed Cottage-museum View-garden-free Parking

Cottage in Weybridge

1 Bed Cottage-museum View-garden-free Parking
3.0 star property
8.8 out of 10, Excellent, (3)
"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 ￥28,312
￥33,578 total
includes taxes & fees
Jan 25 - Jan 26, 2026
1 Bed Cottage-museum View-garden-free Parking
Exterior
Thames Retreat

Cottage in Wraysbury

Thames Retreat
3.0 star property
The price is ￥73,589
￥88,307 total
includes taxes & fees
Dec 29 - Dec 30
Thames Retreat
Cottage | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
Inviting 2-bed Cottage in Windsor

Cottage in Windsor City Centre

Inviting 2-bed Cottage in Windsor
3.0 star property
2.0 out of 10, (1)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveler
The price is ￥28,601
￥39,133 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inviting 2-bed Cottage in Windsor
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.
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Top Chessington Hotel Reviews

President Hotel

President Hotel

10/10 Excellent
"yes the room was spotless and the service throughout was excellent"
peter 4-night trip
Posted 11 hours ago
President Hotel

Find out more about Chessington

Chessington Cottages information

Number of reviews
12
Accommodation
349 Cottages
Lowest Price
￥21,696
Highest Price
￥486,980

Frequently asked questions

How much do cottages in Chessington cost?
Prices for cottages in Chessington range between ￥21,696 and ￥486,980 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 8.4.
How many cottages are there in Chessington?
Reconnect with nature in one of the 349 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.