
Family-friendly holiday rentals in Penn
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Penn

Total holiday rentals
Explore 30 holiday rentals in Penn

Nightly prices starting at
Penn holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Penn holiday rentals include Wi-Fi access

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

4.7 Average rating
Penn stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Penn
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Stunning Chiltern Views from Old Amersham Bungalow
NEW BUNGALOW Kyteway is a self-contained detached studio between the historic town of Old Amersham and the rolling Chiltern Hills. Offering fully equipped kitchen, spacious shower room, double bed in sleeping area, dining table, storage, and sofa bed. BEAUTIFUL VIEWS from private dining patio & separate sun terrace. Short walk to historic old town and easy access to new town (inc station to London) on foot, by car, or local bus. Adjacent to countryside footpaths. Unrestricted on-street parking.
KitchenFamilyWalkability

Bright self-contained annexe with its own garden
This recently renovated, self-contained, quiet and bright annexe has everything you need for a relaxing stay in the Chilterns. It offers own entrance, open plan living area with a kitchen and a small table, bathroom and a bedroom with a king sized bed. Enjoy your morning coffee or a picnic in the sunshine in your own little garden with table and comfortable chairs. Conveniently located, only 8 min walk to Amersham station and 1 min walk to the high street with many cafes, shops and restaurants.
Indoor spacesFamilyCheckout

Sleep in the Trees - Hot Tub, Sauna and Slide
The Owls treehouse is a fun filled family unit with a fantastic slide including a hot tub and sauna. With unusual tunnel shaped rooms looking out to beautiful woodland country side, this unique getaway is exciting to share with loved ones. Attractions include Harry Potter studios, 35min Trains to London, Legoland Windsor to name a few. Also Featured on 'Amazing small spaces' and 'This Moring' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm
Indoor spacesFamilyCondition

17th Century Barn in quiet country village
A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.
Indoor spacesKitchenSleep quality

Stag Lodges
Nestled amongst the stunning views of the Chess Valley, Stag Lodges welcomes you to experience glamping in the beautiful Hertfordshire countryside with all the comforts of your own home but in a luxury, handcrafted wooden lodge. Chorleywood is on the Met Line, allowing a short journey into London. We are also on the doorstep of Warner Bros Studio Tour and other famous attractions. Whether its a special occasion for two, planning a family adventure or time with friends, Stag Lodges is for you!
Indoor spacesFamilyAir conditioning

Stunning One Bedroom Annex
The annex is very cosy with free parking on front drive for one guest car. The bedroom has ensuite and there is a separate living room with a very comfy sofa. There is a garden and outside dining table & gazebo area at the bottom ideal for smokers. Our house has the 'Loudwater' sign 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 locations.
FamilyIndoor spacesLaundry

Charming 1 bedroom place with parking.
Relax in the Chilterns in a comfortable self contained suite with En-suite shower, dining area, 42" Smart TV, fridge and microwave. 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.
KitchenFamilyDecor

The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area
Indoor spacesKitchenQuiet

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.
FamilyKitchenLaundry

The Stable Lodge
The Lodge is light, airy and modern, whilst providing original character and features. An ideal 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.
KitchenIndoor spacesBackyard

Wizards Retreat - 8 Mins to HP Warner Bros Studio!
Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!
KitchenIndoor spacesDecor

Chiltern Retreat | Walks, Work & Free Parking
Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.
Indoor spacesFamilyParking
Popular amenities for Penn family-friendly rentals
Family-friendly home rentals with a hot tub

The Pool House
Indoor spacesKitchenGetting around

The Woodland Cabin with Private Hot Tub Spa
FamilyKitchenBathroom

Countryside Retreat with hot tub
KitchenFamilyCondition

Stunning Oak Glass House London Train Hot Tub
FamilyIndoor spacesNearby

Luxury self-contained Annexe with balcony Jacuzzi
KitchenIndoor spacesOutdoor spaces

Country retreat with extensive leisure facilities
Indoor spacesKitchenWalkability

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Indoor spacesFamilySleep quality

Crestyl Cottage riverside barn for 2 with hot tub
KitchenFamilyCondition
Family- and pet-friendly home rentals

Fabulous Farm House in Skirmett
FamilyKitchenCheck-in

The High Street Gallery,
Indoor spacesKitchenSleep quality

Cute Cabin Chesham Old Town
KitchenFamilyTV

Stunning riverside house in the heart of Chilterns
KitchenFamilyHeating

Gorgeous CountryCottage overlooking Windsor Castle
KitchenIndoor spacesAccuracy

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

18th century cottage
Indoor spacesFamilyWi-Fi

Magical Marlow town centre
Indoor spacesKitchenCheck-in
Family-friendly home rentals with a pool

Entire guest suite in Marcham
FamilyIndoor spacesPool

Bell Tent Glamping Single unit, self contained.
FamilyIndoor spacesGetting around

The Coach House
FamilyIndoor spacesCondition

Delightful Cottage 15 Acre Estate + Pool + Hottub
KitchenFamilyHot tub

The Pool House, for 2 adults & up to 2 children
FamilyIndoor spacesAir conditioning

Escape to Country Living at its Finest!
KitchenFamilyView

Surrey Cottage with indoor heated swimming pool
KitchenFamilyPool

Pool House at Mill Cottage
FamilyIndoor spacesDecor
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Emirates Stadium
- Silverstone Circuit
- Clapham Common
- University of Oxford
- South Downs National Park
- Buckingham Palace
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle
- LEGOLAND® Windsor Resort





