
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 $67 NZD per night before taxes and fees

Verified guest reviews
Over 600 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.

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.
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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.
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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 Morning' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm
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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.
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1 bed apartment. Village location. Heathrow 25mins
This one bedroom apartment is annexed within our family home but benefits from its own entrance and facilities. Quiet village location but easy access to transport links (Heathrow is 20 mins drive, London 35 mins on the train). We are on the edge of the Chilterns, an UNESCO recognised Area of Outstanding Natural Beauty. We are taking bookings using the Covid19 guidelines and legislation set out on the UK government website. If the road map changes then availability may also need to change.
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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.
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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.
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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!
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The High Street Gallery,
Brand new and renovated to a high standard, This fully fitted apartment is spacious and stylish,everything you need for a nice relaxing stay will all amenities on your doorstep and a good wifi connection, Perfectly located for Downley Common and access to the Chilterns, Hughenden Manor is within walking distance and the Hellfire Caves at West Wycombe are also close by, There is a bus stop outside the property for easy access to High Wycombe town centre..
KitchenIndoor spacesWalkability

18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
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Slade Farmhouse with secluded Hot Tub
Check in from 16:00 and checkout is at 10:00. Experience an exquisite 16th-century farmhouse, recently renovated for up to 15 guests. The unique rooms offer a blend of textiles and colours, combining Art Deco with Country Chic style. Enjoy the inviting atmosphere, exposed beams, and Venetian mirrored furnishings. Relax in the hot tub on the terrace with stunning paddock views. Conveniently located near a charming village pub.
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The Hayloft, Downley Common
The Hayloft is situated at Downley Farmhouse in Downley, Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames. Downley is a small village set around a common with a friendly local pub, The Le De Spencer Arms, which serves good food. The village has all the necessary local amenities and is within easy reach of all major communication networks and local attractions.
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Popular amenities for Penn family-friendly rentals
Family-friendly home rentals with a hot tub

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
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Dorney/Windsor Family Getaway with Hot Tub
Indoor spacesKitchenWi-Fi

Crestyl Cottage riverside barn for 2 with hot tub
Indoor spacesKitchenLocation

Country retreat with extensive leisure facilities
Indoor spacesKitchenQuiet

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
FamilyKitchenQuiet

Romantic hot tub, and private heated pool retreat.
FamilyKitchenHot tub

Stunning Oak Glass House London Train Hot Tub
FamilyIndoor spacesNearby

Farm stay in Buckinghamshire
Indoor spacesKitchenBackyard
Family- and pet-friendly home rentals

Magical Marlow town centre
Indoor spacesKitchenEV charging

Gorgeous CountryCottage overlooking Windsor Castle
Indoor spacesKitchenLocation

Chiltern Retreat | Relax, Stay & Explore
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The Stables, Little Marlow
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Bradenham Barn in The Chiltern Hills
KitchenIndoor spacesComfort

Old Butchers Wine Cellar 15th Century Apartment
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Gorgeous self-contained studio in Hertfordshire
Indoor spacesKitchenValue

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

Family friendly - rural, detached, home from home
KitchenIndoor spacesLong stay

The Coach House
Indoor spacesKitchenLong stay

Escape to Country Living at its Finest!
Indoor spacesFamilyBarbecue

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

2BR Victorian cottage w/ Garden near Camden Mkt
FamilyKitchenLocation

Luxury Battersea studio w open fire, close to Park
FamilyIndoor spacesWalkability

Luxury haven with a view!
Indoor spacesFamilyAccuracy

Spacious Sunny Apartment
KitchenIndoor spacesSleep quality
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Tottenham Hotspur Stadium
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Victoria Park
- The National Bowl
- Blenheim Palace
- South Downs National Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye





