
Family-friendly vacation rentals in Chiltern
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chiltern
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Peaceful, self-contained apartment on two levels
Overlooking private garden, situated in historic old town of Amersham, the apartment, once lived in by Roald Dahl, is close to restaurants, pubs, coffee shops plus fashion boutiques. Own entrance, fitted kitchen with electric hob, oven, microwave, fridge, washing machine. Also sitting room with sofa-bed, TV & DVD player, double bedroom with TV, bathroom with bath and separate shower unit. Full central heating, free Wi-Fi. Secluded outside seating area. Unlimited free parking in High Street.

Entire Converted Coach House
This unique place has a style all its own. The lounge boasts an impressive vaulted celling with magnificent ancient beams, an extremely comfortable sofa bed, and large flat-screen TV (with Apple TV, Netflix and Prime Video) Adjacent is a mini kitchen containing the essentials and a stylish modern ensuite wet room, with shower sink and toilet Stairs lead up to a mezzanine with double mattress and stunning view of the property. Town centre is 15-20 mins walk Mainline station is 25 mins walk

Charming 1 bedroom place with parking.
Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. Pub 15 minute stroll away. Nearby towns of Chesham & Amersham have transport links into London and offer a host of restaurants and shops. The Chilterns AONB is well renowned among walkers. We are convenient for The Harry Potter studios (20 min drive) The property is self contained and totally separate from the owner's house so you can come and go as you please.

Delightful, rural, modern cottage, large garden.
Spectacular , quiet, rural cottage. This 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.

The Stable Lodge
The Lodge is light, airy and modern, whilst providing original character and features. An ideal romantic getaway for couples, those visiting family and friends, or somewhere to base yourself for a weekend of walking in the chilterns; this cosy, self-contained lodge is perfect for those looking to get away from it all. Set on a working stable yard surrounded by private ancient woodland accessible to guests. Private fenced garden, however not secure on one side for a determined dog.

Large Luxury Studio Apartment
My Studio Apartment is bright and airy perfect loft style living in the Historic Market town of Berkhamsted. The Studio is equidistant between town and country, Berkhamsted Golf Club is just over 5 mins walk away, whilst the the High St with an abundance of stylish coffee shops, boutiques & restaurants a 12 min walk. The Grand Union canal is a 10 min stroll down the hill with many canal side pubs to while away a few hours. Berkhamsted Station a 12 min walk, be in London in 30 min

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.

Stunning One Bedroom Annex
The annex is very cosy. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table. Our house has the 'Loudwater' sign right outside our house if you don't see the number 9 in the dark. We are also directly opposite Thanestead Court. Our place is just off junction 3 High Wycombe East from M40 so a great location to get to all places in Buckinghamshire as well as to London. The location is very peaceful.

The Nook at Pine View - set in Roald Dahl Country
The Nook at Pine View, is set within the Chiltern Hills in a designated Area of Outstanding Natural Beauty. In the heart of "Roald Dahl Country", Cobblers Hill is famously written within the pages of "Danny Champion of the World". The Nook benefits from stunning rural views and the peace & quiet of country living but with easy access to award-winning restaurants, pubs & cafes all just a short drive. The surrounding area has some renowned country walks and cycle paths.

Budget Bliss in High Wycombe
A unit on its own, away from the main residence, this is a modern, comfortable annexe with a high-end finish. Ideal for people working in the area, short stops or longer stays. Even for those looking for long country walks and a home away from home for some peace and quiet downtime. Ensuite with a double bed, kitchenette with 2 burner hob, fridge freezer, microwave and lots of storage with a separate built in wardrobe. Sleeps 2 comfortably.

Cosy Victorian cottage in central Berkhamsted
Renovated beautiful cottage with open plan living on the ground floor with corner sofa and gas stove. French doors are leading out to a private courtyard garden. Well appointed kitchen with hob, oven and dishwasher. Washing machine in separate lobby leading through to a ground floor shower room / WC. Upstairs there are 2 bedrooms , a main bedroom with king-size bed and a twin room with 2 single beds. Self check in

Lovely Studio Apartment near Harry Potter Tour
This fabulous studio is within easy access to the M25 and M1 (both only a few miles away) and is less than a mile away from the mainline station in Kings Langley. It is an ideal location for visitors to the Harry Potter studios in Leavesden (approx 8 minutes by car). It can accommodate two people in a Superking bed making it ideal for couples, (not suitable for toddlers or very young children).
Popular amenities for Chiltern family-friendly rentals
Family-friendly home rentals with a hot tub

Dassett Cabin - retreat, relax, romance, rewild

Oak Tree Retreat

The Pool House

Luxury self-contained Annexe with balcony Jacuzzi

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Luxury Glamping Hideaway with Hot Tub & Views

The Mirror Houses - Cubley

Tree House - Hot Tub on balcony
Family- and pet-friendly home rentals

Private Annex for two guests (+) in Chess Valley

The Stables in Historic Berkhamsted

Luxury Shepherd's Hut with stunning sunset views!

Riverside Boathouse

Charming Cottage, dogs welcome, private garden .

Rural self contained Oak Barn with log burner

Lovely annex, courtyard garden and private access

Character Victorian Terrace in Central Tring
Family-friendly home rentals with a pool

Stunning edge of village 5 bedroom Cotswold home

Luxury Battersea studio w open fire, close to Park

The Coach House

Magdalene Lodge, Cambridge Country Club

The Bothy, with a natural swimming pool

Farm stay in Buckinghamshire

The Piggery - Country Getaway

Stunning 2 Bed in Battersea w/ Pool, Gym & Rooftop
When is the best time to visit Chiltern?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 CAD | $244 CAD | $271 CAD | $269 CAD | $280 CAD | $324 CAD | $331 CAD | $354 CAD | $344 CAD | $275 CAD | $255 CAD | $283 CAD |
| Avg. temp | 5 °C | 5 °C | 8 °C | 10 °C | 13 °C | 16 °C | 18 °C | 18 °C | 15 °C | 12 °C | 8 °C | 5 °C |
Quick stats about vacation rentals that are family-friendly in Chiltern

Total vacation rentals
Explore 200 vacation rentals in Chiltern

Nightly prices starting at
Chiltern vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 5,780 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
190 of Chiltern vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chiltern rentals

4.8 Average rating
Chiltern stays are highly rated by guests—averaging 4.8 out of 5!
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