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Pet-friendly holiday rentals in Chiltern District

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chiltern District

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest house in Bennett End

4.87 out of 5 average rating, 405 reviews

Mary's Cabin

Completely peaceful, with fantastic views-totally isolated with its own private entrance. Set in the Chiltern hills- Mary’s Cabin is 2minutes stroll from the Restaurant of the Year- In an Area of Outstanding Natural Beauty;-walking, road & mountain biking- pub 7minutes up through the woods- 35mins from Heathrow and Oxford -Central London-50mins . Couples, solo adventurers, and small families (with 1small child). Sadly, since the advent of Covid, we no longer provide breakfast for our guests

8–15 Feb

$140 SGD per night

Guest favourite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 118 reviews

Delightful, rural, modern cottage, large garden.

Spectacular , quiet, rural cottage. This newly built cottage contains a large maisonette room with a super-king bed and a downstairs room with two double beds, ideal for up to 4 children who can share or two adults who prefer double beds. The bathroom has a bath with a shower in it. There is a fully operating kitchen/dining room. Lots of walks nearby either to the pubs in Little Missenden, Penn woods and Penn Street or further into Old Amersham. Shared use of a large garden and tennis court.

13–20 Oct

$389 SGD per night

Guest favourite

Cottage in Boxmoor

4.85 out of 5 average rating, 196 reviews

Cute Cottage, Flint stone cottage, Hemel Hempstead

Cute Cottage is a beautiful flintstone cottage, with a secure south facing renovated garden. Its located in the heart of Boxmoor Village in Hemel Hempstead, Hertfordshire, less than half a mile to the station (30 mins to Euston, London), 2 minute walk to the beautiful Moor and Canal, under a mile to Hemel town centre. Surrounded by great pubs and restaurants, it is a picture postcard property, public carpark less than 100 yards away, it has everything you need for a comfortable cosy stay.

30 Oct – 6 Nov

$192 SGD per night

Guest favourite

Shepherd’s hut in Ewelme

4.99 out of 5 average rating, 360 reviews

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep or Limousin cows grazing in front of you, or watch the birds following the plough up and down. You have your own secluded, fenced and private garden area with seating and wildflowers.

24–31 Mar

$172 SGD per night

Guest favourite

Guest house in Oxfordshire

4.97 out of 5 average rating, 349 reviews

Stunning country retreat/romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little retreat ticks all boxes to make your stay comfortable & cosy! Extremely spacious and an ideal place to come and relax for a romantic countryside break. There are two great pubs within walking distance which offer amazing food although there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

31 Dec – 7 Jan

$238 SGD per night

Guest favourite

Home in Great Milton

4.99 out of 5 average rating, 113 reviews

Cottage in Great Milton

Fully refurbished in late 2022, Mount Pleasant Cottage is set in the grounds of a characterful Georgian farmhouse in the picturesque Oxfordshire village of Great Milton. An ideal rural getaway for couples. The cottage is situated approximately 10 minutes walk from Le Manoir, a Michelin star hotel and restaurant and a stones throw away from the local Bull Inn village pub. Junction 7 of the M40 is about 2 miles away and provides easy access to London, Oxford, Bicester Village and Henley.

24–31 Jul

$191 SGD per night

Guest favourite

Guest house in Radnage

4.99 out of 5 average rating, 169 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

23–30 Nov

$323 SGD per night

Guest favourite

Barn in Buckinghamshire

4.96 out of 5 average rating, 137 reviews

Fantastic s/c barn in "secret" Chiltern valley

Fantastic self-contained spacious accommodation which forms part of a Grade II listed barn conversion tucked away in a beautiful hidden Chiltern valley; perfect for walking and cycling from the doorstep but also only four miles from both Berkhamsted and Chesham stations with easy access to London. The accommodation comprises of four good-sized, newly decorated rooms, all closed off from the owners who live in the other part of the barn but who are on hand should you need them.

24–31 Dec

$151 SGD per night

Guest favourite

Guest house in Long Crendon

4.96 out of 5 average rating, 99 reviews

Beautiful Grade II listed Guest House

Set in the heart of beautiful Long Crendon village, out guest house is newly-converted and perfect for a couple seeking a getaway to explore Oxford and the Chilterns. Separate mezzanine with TV, inc Netflix & Prime. Walking distance to exceptional pubs and shops. There's a kettle, toaster, microwave, fridge & dining table which are great for a short stay, but there’s no kitchen as such. We can provide the use of the futon as a bed by arrangement, plus children’s toys!

21–28 Oct

$167 SGD per night

Guest favourite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 105 reviews

Private Annex for two guests (+) in Chess Valley

Relax, rejuvenate in your own Chiltern retreat whilst being only 35 minutes by train to London. Located in an AONB in the Chess valley you can from your private entrance enjoy walking, cycling, bird watching and sight seeing. The sitting room opens onto the comfortable double bedroom with an en suite shower room. The Garden room, bedroom and bathroom are separated from the rest of the house Beverages, breakfast pack, towels and toiletries. are provided.

15–22 Oct

$164 SGD per night

Guest favourite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

10–17 Feb

$189 SGD per night

Guest favourite

Flat in Cookham

4.94 out of 5 average rating, 516 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

27 Jan – 3 Feb

$230 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

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Quaint homes, peaceful surroundings

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A space that's all yours, with room for everyone

Popular amenities for Chiltern District pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Windsor and Maidenhead

4.91 out of 5 average rating, 116 reviews

Spacious 3 bedroom home in an idyllic village

4–11 Jun

$197 SGD per night

Guest favourite

Home in Buckinghamshire

4.93 out of 5 average rating, 111 reviews

Amazing 3-Bed home in the Chiltern Hills

15–22 Oct

$437 SGD per night

Guest favourite

Home in Buckinghamshire

4.92 out of 5 average rating, 143 reviews

The Stables, Little Marlow

22–29 Sep

$715 SGD per night

Guest favourite

Home in Redbourn

4.99 out of 5 average rating, 112 reviews

Poolside Scandi designed Loft Annexe & Golf

22–29 Jan

$270 SGD per night

Guest favourite

Home in Abthorpe

4.98 out of 5 average rating, 168 reviews

The White Cottage, Abthorpe

10–17 Jun

$180 SGD per night

Guest favourite

Home in Hartley Wintney

4.95 out of 5 average rating, 418 reviews

Cottage in Hartley Wintney/Wifi/Netflix/Parking

25 Feb – 4 Mar

$223 SGD per night

Guest favourite

Home in Evenley

4.95 out of 5 average rating, 185 reviews

Little Beech, Evenley

5–12 Jun

$234 SGD per night

Guest favourite

Home in Surrey

4.99 out of 5 average rating, 136 reviews

Ty Bach

10–17 Apr

$171 SGD per night

Pet-friendly home rentals with a pool

Guest favourite

Cabin in Kings Langley

4.94 out of 5 average rating, 202 reviews

A romantic get - away cabin in Kings Langley

17–24 Sep

$465 SGD per night

Cottage in Windsor and Maidenhead

4.78 out of 5 average rating, 102 reviews

Enchanting, Stylish Garden Cottage in Country

21–28 Jan

$255 SGD per night

Guest favourite

Guest house in Grayswood

4.96 out of 5 average rating, 238 reviews

Grayswood Cowshed in stunning Grounds

9–16 Jan

$230 SGD per night

Guest favourite

Farm stay in Chinnor

4.91 out of 5 average rating, 116 reviews

The Pool House at Upper Farm (near Thame/Oxford)

18–25 Dec

$593 SGD per night

Guest favourite

Guest house in Drayton Parslow

4.9 out of 5 average rating, 125 reviews

The Pool House, for 2 adults & up to 2 children

14–21 Jun

$428 SGD per night

Guest favourite

Place to stay in Tunbridge Wells

4.84 out of 5 average rating, 204 reviews

Poole Cottage, retreat near London and the coast.

23–30 Jun

$168 SGD per night

Cottage in Southrop

4.84 out of 5 average rating, 216 reviews

Beautiful Old Cotswold Cottage with shared pool

18–25 Nov

$194 SGD per night

Guest favourite

Cabin in Shoreham

4.97 out of 5 average rating, 132 reviews

Beautiful log cabin set in a stunning meadow

21–28 Feb

$255 SGD per night

Private, pet-friendly home rentals

Guest favourite

Apartment in Buckinghamshire

4.89 out of 5 average rating, 238 reviews

Marlow A Lovely 1-bed apartment - WiFi, & Parking

12–19 Oct

$200 SGD per night

Guest favourite

Flat in Downley

4.85 out of 5 average rating, 120 reviews

The High Street Gallery,

12–19 Oct

$141 SGD per night

Guest favourite

Guest suite in Sydenham

4.88 out of 5 average rating, 105 reviews

Quiet beautiful village

13–20 Jul

$99 SGD per night

Guest favourite

Cottage in Privett

4.97 out of 5 average rating, 414 reviews

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

6–13 Dec

$183 SGD per night

Guest favourite

Barn in Warwickshire

4.95 out of 5 average rating, 727 reviews

Moat Barn in stunning countryside & dog friendly

25 Nov – 2 Dec

$162 SGD per night

Guest favourite

Guest house in Cookham

4.95 out of 5 average rating, 120 reviews

Inclusive, childsafe, garden, near pubs/river/golf

24 Sep – 1 Oct

$255 SGD per night

Guest favourite

Cabin in Chinnor

4.95 out of 5 average rating, 118 reviews

Lakeside Cabin - Stunning Countryside Getaway

4–11 Dec

$228 SGD per night

Guest favourite

Cottage in Shipston-on-Stour

4.94 out of 5 average rating, 648 reviews

The Stables Granby Farm Near Shipston On Stour

6–13 Jan

$143 SGD per night

Quick stats about holiday rentals that are pet-friendly in Chiltern District

Total rentals
130 properties
Wifi availability
110 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
4.7K reviews
Nightly prices starting at
$27 SGD before taxes and fees

Destinations to explore