
Holiday houses in Penn
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Penn

Total holiday rentals
Explore 80 holiday rentals in Penn

Nightly prices starting at
Penn holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 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 holiday rentals in Penn
Guests agree: these stays are highly rated for location, cleanliness and more.

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).

Comfortable & Tranquil Newly Renovated Apartment
Stylish & Cosy two-bedroomed ground floor property. Features a stunning open plan Kitchen/Lounge/Diner and modern bathroom. Combi boiler & Hive controlled heating. Set in a quiet location within easy walking distance of High Wycombe town centre. 5 mins walk to a beautiful local park. 5 mins walk to a Superstore with Starbucks and Wenzels. Apartment has private parking. Excellent rail links to London. 30 mins travel time from High Wycombe train station. Relax in this calm & welcoming space.

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.

Flat 3 Beaconsfield Town Easy walk to NFTS & Train
Warwick Road Studios are new furnished, self-catering modern apartments. Just a 2 minute walk to train station and 22 minutes to London Marylebone, it stops at Wembley Stadium/Arena. Professionally cleaned. Designed to give you more space and facilities than a hotel room plus Superfast WiFi. Situated in Beaconsfield New Town, with many restaurants, shops and bars. Set in the Chiltern Hills with spectacular countryside. Only a short walk to The National Film and Television School NFTS. Lovely.

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.

Beautiful English Cottage
A unique, luxury, 5 bedroom, English cottage, in the Chilterns. Walking distance to town/train/shops/pub and 30 mins by train into London. Open plan downstairs living with huge open fireplace and a chefs dream kitchen. All rooms ensuite, with Egyptian cotton sheets and fluffy towels. Beautiful enclosed gardens, with BBQ hut and pretty summer house, and huge outside table, complete with cushions, perfect for dining. Herb garden and fruit trees to the rear. Large front drive for parking.

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.

Escape From The City
Escape the city and unwind in this cozy, stylish home tucked away in a quiet part of High Wycombe. Just minutes from the stunning Chiltern Hills, it's the perfect base for countryside walks, pub lunches, and total relaxation. 2 comfy bedrooms + Sofa Bed Free parking Fast Wi-Fi + Smart TV Serene Private garden Enjoy fresh air, peaceful mornings, and beautiful local trails – all just a short hop from the city. Your relaxing countryside escape starts here

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!

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.

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.
Popular amenities for Penn holiday rentals
Other great holiday rentals in Penn

The Potting Shed

Modern6bed, 30min Airport,London Legoland Windsor

The Crafty Fox Beaconsfield

Beautiful, spacious lodge, lovely gardens

Comfortable Retreat in picturesque Penn

Cosy Cabin

The Wild Bloom- 3 bed with parking

Charming 3-Bed Private Cottage in the Chilterns
When is the best time to visit Penn?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 AUD | $166 AUD | $171 AUD | $199 AUD | $177 AUD | $146 AUD | $187 AUD | $187 AUD | $128 AUD | $125 AUD | $159 AUD | $157 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Penn?
Penn has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Penn?
Experience the best of Penn with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Penn?
Four-legged friends are welcome in Penn. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Penn?
Yes! Work meets play with ease at over 20 vacation rentals in Penn featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Penn have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Penn. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penn have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Penn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Penn have free parking?
Absolutely! We offer over 30 house rentals with free parking in Penn. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Penn?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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





