
Family-friendly holiday rentals in Penn
Find and book unique family-friendly homes on Airbnb
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.

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

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.

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!

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.

Luxury Apartment, The Barn, Cookham
The Barn is tucked away in a private courtyard set back on a picturesque and quiet lane that leads towards the village high street. Steeped in history and oozing character, it dates back to the 18th century. Vaulted ceilings and old beams frame the bedrooms which are furnished with an ornate bed/sofa bed/Egyptian cotton bed linen in a combination of dusky pinks/greys all in a shabby chic style. Chandeliers, silk bedspread, Farrow & Ball paint and Bamford Botanical sustainably made toiletries.

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.

Renearth - Private, modern double bed studio apt.
Our ground floor studio apartment is conveniently located to Amersham town centre with easy access to London via the Metropolitan and Chiltern lines. The apartment is attached to our house with its own private entrance. It consists of a fully fitted kitchen, spacious bathroom, comfortable, cosy bedroom and its own secluded patio. Located in a quiet Close, with footpath access to Amersham town centre with numerous shops and restaurants. Close by is the historic town of Old Amersham.

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 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.

Hagrid Hut Themed - Hot Tub - Warner Bro Studio
Hagrid & Fang are away and would like you to watch over his home, located next to the Forbidden Forest! This unique Glamping experience is conveniently located only 12 minuets drive from the Warner bros Studio Tour & 40 minuets to central London via Chorleywood Metropolitan line. Hagrid's Hut sleeps five wizards - making it the perfect accommodation choice for families and friends. Soak under the stars in the leaky cauldron wood fired hot tub nestled in nature, MAGIC.

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!
Popular amenities for Penn family-friendly rentals
Family-friendly home rentals with a hot tub

The Pool House

The Woodland Cabin with Private Hot Tub Spa

Tinkerbell Retreat

Stunning Oak Glass House London Train Hot Tub

Luxury self-contained Annexe with balcony Jacuzzi

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

The Mirror Houses - Cubley

Unique Dome | Glamping | Hot Tub | Surrey | Adults
Family- and pet-friendly home rentals

The High Street Gallery,

Cute Cabin Chesham Old Town

Stunning riverside house in the heart of Chilterns

Lilly Cottage – Jacuzzi, Views & Dog-Friendly Stay

Boutique couples hideaway – "The Den"

Gorgeous CountryCottage overlooking Windsor Castle

Tiles Farm Studio - Heart of the Chilterns

Inclusive, childsafe, garden, near pubs/river/golf
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Private garden studio with use of pool

Family friendly - rural, detached, home from home

Bell Tent Glamping Single unit, self contained.

The Coach House

Stunning 2 Bed in Battersea w/ Pool, Gym & Rooftop

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

Escape to Country Living at its Finest!
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 £30 per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Penn holiday rentals include wifi 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
Destinations to explore
- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Wembley Stadium
- Buckingham Palace
- Marble Arch
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





