A historic brick building with a bell tower, a cobblestone street, and a church in the background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chesham cottages

A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

1. Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring Grange Cottage - Sleeps 2 - Onsite Parking
3.0 star property
Tring
10.0 out of 10, Exceptional, (2 reviews)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is CA $284
CA $341 total
includes taxes & fees
Oct 12 - Oct 13
Tring Grange Cottage - Sleeps 2 - Onsite Parking
A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

2. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is CA $359
CA $359 total
includes taxes & fees
Sep 30 - Oct 1
Tring Grange Cottage, Sleeps 2 with Onsite Parking
A two-story brick house with a gravel driveway and a wooden barn adjacent to it.

3. Tuffs Farm

Tuffs Farm
3.0 star property
Kings Langley
The price is CA $2,209
CA $2,650 total
includes taxes & fees
Oct 5 - Oct 6
Tuffs Farm
A brick house with a wooden door, a window, a blue mailbox, and a small porch with chairs.

4. A lovely couples retreat in the heart of the Chilterns.

A lovely couples retreat in the heart of the Chilterns.
Penn
8.4 out of 10, Very good, (7 reviews)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
The price is CA $437
CA $437 total
includes taxes & fees
Oct 11 - Oct 12
A lovely couples retreat in the heart of the Chilterns.
A modern bathroom with a glass shower enclosure, a wooden door, and a tiled wall.

5. 1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location and accommodation - with lovely ‘touches’ left by the host. One of the best places we’ve ever stayed at. Very ‘high end’ finishes and appliances.Host was very friendly and went out of her way to make sure we had everything we needed.Happy to highly recommended."
United Kingdom
David H.
The price is CA $596
CA $596 total
includes taxes & fees
Oct 15 - Oct 16
1 bedroom accommodation in Great Missenden
A street view with a pink building labeled "COOKHA" and a black car parked on the side.

6. Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
10.0 out of 10, Exceptional, (1 review)
"Roseleigh Cottage is a lovely little house. It is ideally situated in central Cookham a stones throw from the Thames tow path and close to a range of pubs and other places to eat. The cottage is very well equipped and comfortable. We really enjoyed our stay as did our dog who appreciated the many walks thereabouts."
United States
Maggie L.
The price is CA $295
CA $443 total
includes taxes & fees
Oct 1 - Oct 2
Lovely cottage in the heart of the picturesque village of Cookham
A house with a motorcycle parked in front, a red picket fence, and a small shed.

7. Swedish Cottages

Swedish Cottages
3.0 star property
Luton
7.0 out of 10, Good, (46 reviews)
"Was a cute place to stay really enjoyed it had TV basic cooking facilities and a nice porch for eating. Definitely needs a little bit of love to it but with renovations has potential to be incredible Overall amazing stay thank you very much for having us"
United Kingdom
Jack
The price is CA $117
CA $141 total
includes taxes & fees
Sep 30 - Oct 1
Swedish Cottages
A traditional Tudor-style house with a steeply pitched roof, white walls with black timber framing, and a gravel driveway.

8. 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 CA $716
CA $1,128 total
includes taxes & fees
Sep 30 - Oct 1
Nr Windsor- Unique Cottage Stay for upto 14 guests
A room with large windows overlooking a garden and a body of water.

9. Lakeside Haven in London

Lakeside Haven in London
West Hendon
The price is CA $141
CA $289 total
includes taxes & fees
Oct 5 - Oct 6
Lakeside Haven in London
A traditional half-timbered building with a black and white facade, a pitched roof, and a car parked in front.

10. 1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay
Henley-On-Thames
9.4 out of 10, Exceptional, (3 reviews)
"Very cute, very wonky building. Great location in the middle of town with on-street parking."
United Kingdom
jane c.
The price is CA $261
CA $401 total
includes taxes & fees
Oct 8 - Oct 9
1400Cottage – An enchanting unique stay
Living area

11. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
The price is CA $312
CA $490 total
includes taxes & fees
Sep 30 - Oct 1
3Bed Cosy home in the heart of Windsor/Contractors
A modern house with a brick exterior, large glass windows, and a well-maintained lawn.

12. Kite View Cottage

Kite View Cottage
3.0 star property
High Wycombe
The price is CA $3,331
CA $3,997 total
includes taxes & fees
Oct 4 - Oct 5
Kite View Cottage
A traditional half-timbered building with a black door and windows, a gravel path, and a green hedge.

13. Five Acres Cottage

Five Acres Cottage
2.0 star property
Rickmansworth
The price is CA $959
CA $1,150 total
includes taxes & fees
Oct 14 - Oct 15
Five Acres Cottage
A brick house with a gravel driveway and a gated entrance.

14. Tuffs Farm Cottage

Tuffs Farm Cottage
3.0 star property
Kings Langley
The price is CA $1,796
CA $2,155 total
includes taxes & fees
Oct 2 - Oct 3
Tuffs Farm Cottage
A wooden cottage with a porch, surrounded by greenery.

15. Studio at Little Trees Farm

Studio at Little Trees Farm
3.0 star property
Harpenden
10.0 out of 10, Exceptional, (4 reviews)
"amazing place to stay ,friendly and helpful hosts, very clean and comfortable stay many thanks Jason"
United Kingdom
Jason
The price is CA $476
CA $571 total
includes taxes & fees
Oct 10 - Oct 11
Studio at Little Trees Farm
A traditional brick house with a thatched roof, a blue door, and a paved pathway leading to the entrance.

16. Bakehouse Farm

Bakehouse Farm
3.5 star property
Princes Risborough
10.0 out of 10, Exceptional, (2 reviews)
"We had a brilliant stay for my dad's 80th celebration. Mandy was a great host and the property was stunning. I highly recommend staying here if you get the chance."
United Kingdom
Steve
The price is CA $1,939
CA $2,327 total
includes taxes & fees
Oct 6 - Oct 7
Bakehouse Farm
A two-story brick house with a covered patio, a wooden fence, and a grassy yard.

17. Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is CA $653
CA $783 total
includes taxes & fees
Oct 5 - Oct 6
Thames Retreat
A large brick house with multiple chimneys, a well-maintained garden, and a gravel driveway.

18. Higginson House

Higginson House
2.0 star property
Marlow
The price is CA $3,350
CA $4,020 total
includes taxes & fees
Oct 11 - Oct 12
Higginson House
A brick house with a front door, a small porch, and a gravel driveway leading to a fenced area.

19. Orchard Cottage

Orchard Cottage
3.5 star property
Aylesbury
8.0 out of 10, Very good, (1 review)
"Aanrader. Een leuk huis met voldoende voorzieningen en een fijne serre vanwaar je uitkijkt over de gloeiende heuvels. De eigenaren zijn zeer vriendelijk. Enig minpunt was voor ons het bed. Dat vonden wij niet zo comfortabel (erg kort en erg zacht), maar dit hoeft uiteraard niet voor iedereen een probleem te zijn. "
Netherlands
Eliza
The price is CA $610
CA $732 total
includes taxes & fees
Oct 17 - Oct 18
Orchard Cottage
A large brick house with a prominent chimney, a porch with a railing, and a well-maintained lawn.

20. Dairy Cottage

Dairy Cottage
3.0 star property
Aylesbury
The price is CA $1,054
CA $1,265 total
includes taxes & fees
Oct 3 - Oct 4
Dairy Cottage
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 Chesham Hotel Reviews

Holiday Inn Express London Heathrow T4 by IHG

Holiday Inn Express London Heathrow T4 by IHG

10/10 Excellent
"Great breakfast, clean air conditioned room"
Paul 1-night trip
Posted 4 hours ago
Holiday Inn Express London Heathrow T4 by IHG

Find out more about Chesham

Chesham Cottages information

Number of reviews
69
Accommodation
197 Cottages
Lowest Price
CA $141
Highest Price
CA $4,020