
Vacation rentals in Penn
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Quick stats about vacation rentals in Penn

Total vacation rentals
Explore 70 vacation rentals in Penn

Nightly prices starting at
Penn vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Tree House - Hot Tub on balcony
Our rustic Glamping Treehouse stands 5m above the ground, which is accessible via an exciting seven-meter long suspension bridge. Boasting a warm themed interior, the Treehouse offers breathtaking views over the Chess Valley, which can be seen from the balcony and through the large panoramic window. Features include a spacious king-size double bed, en-suite toilet and basin facility. The outdoor balcony is home to a shower and hot tub, the perfect spot to relax amongst the surrounding treetops!

Inclusive, childsafe, garden, near pubs/river/golf
The Cottage is a safe space welcoming to all. Self check-in, private garden area, outdoor furniture (& table-tennis). River/pubs/golf within half-mile walk. Galleried bedroom, Superking bed, laptop friendly desk/dressing table (room for travel cot). Ground floor large sofabed. Wifi & SmartTV. Kitchen area with oven, gas hob, microwave, fridge with small freezer. Dining table for 4. Free parking for 2 cars on forecourt shared with main house. Quiet location, trees and birdsong. Animal friendly.

Spacious, level, luxury home with log burner
Feel as comfortable as possible in ‘A Stylish Place with Soul and History’ in beautiful, peaceful countryside: An entire Brick & Flint Cottage with luxury, level accommodation sleeping 4+. Large main open plan living area (sleeps 2) & fully furnished kitchen. Cosy underfloor heating in all areas Feature log burner Original (glass-topped) indoor well Separate Bedroom (sleeps 2+cot) Wet Room Views across The Valley Secure (gated) free parking Free internet Walks, great local Pubs & Golf.

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.

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.

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.

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

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.

Detached Studio
Detached studio is located in Loudwater, just off Junction 3 of the M40, offering easy access by car or local transport links. Free on-street parking. - Clean and comfortable living space. - TV with Netflix - Chromecast - Kitchenette - Double Bed - Suitable for single or couple. - Shower Room - towels, hand soap and shower gel provided. - Electric heating throughout.

Magical and Romantic Countryside Getaway Near Windsor Castle
Slip into a romantic frame of mind amongst luxurious soft furnishings in an enchanting room of muted colours and understated chic. This recently refurbished studio sits on an idyllic private estate that was once owned by King Henry VIII.
Popular amenities for Penn vacation rentals
Other great vacation rentals in Penn

Stylish newly renovated Two bedroom apartment

Modern Country House

Comfortable & Tranquil Newly Renovated Apartment

Serene & Private Annexe in Village Centre

Royal Grand Cottage: Pond + Wildlife + Nature

Stylish Character Home | Old Amersham Market Town

The Wild Bloom- 3 bed with parking

Home from Home comfort and convenience.
When is the best time to visit Penn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 393 | ﺩ.ﺇ 437 | ﺩ.ﺇ 452 | ﺩ.ﺇ 566 | ﺩ.ﺇ 386 | ﺩ.ﺇ 371 | ﺩ.ﺇ 492 | ﺩ.ﺇ 492 | ﺩ.ﺇ 338 | ﺩ.ﺇ 331 | ﺩ.ﺇ 419 | ﺩ.ﺇ 415 |
| 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 house rentals in Penn?
Penn has more than 20 family-friendly house rentals. 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 20 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 Apartment Rentals in Penn?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 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
- ExCeL London
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Buckingham Palace
- South Downs National Park
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle
- LEGOLAND® Windsor Resort





