
Holiday houses in Penn
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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 $52 NZD 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, Wi-Fi 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).
5.0 out of 5 average rating, 153 reviews
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.
4.92 out of 5 average rating, 92 reviews
Cosy Cabin
Cosy Garden Studio – Private Entrance & Ensuite. This Cosy garden studio is located at the back of our home, with its own private entrance through the rear gate. It’s a great base for anyone working locally or needing a peaceful overnight stop. Inside, the studio has a double bed, a microwave, kettle and toaster, along with a small sink in the bathroom for basic self-catering & TV We live in the main house, so we’re nearby if you need anything, but you’ll have full privacy during your stay
4.97 out of 5 average rating, 101 reviews
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.
4.94 out of 5 average rating, 190 reviews
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.
4.95 out of 5 average rating, 78 reviews
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.
4.9 out of 5 average rating, 135 reviews
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.
5.0 out of 5 average rating, 28 reviews
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.
4.98 out of 5 average rating, 290 reviews
Budget Bliss in High Wycombe
A unit on its own, away from the main residence, this is a modern, comfortable annexe with a high-end finish. Ideal for people working in the area, short stops or longer stays. Even for those looking for long country walks and a home away from home for some peace and quiet downtime. Ensuite with a double bed, kitchenette with 2 burner hob, fridge freezer, microwave and lots of storage with a separate built in wardrobe. Sleeps 2 comfortably.
4.94 out of 5 average rating, 367 reviews
Bull Pen Cottage | Cosy Luxury Countryside Retreat
Elegant 2-bedroom cottage offering refined luxury and timeless character. Exposed oak beams, vaulted ceilings and beautifully curated interiors create a warm yet sophisticated retreat. The spacious open-plan living area features a charming log burner, perfect for indulgent evenings and winter escapes, filled with natural light. A peaceful countryside hideaway ideal for couples or small families seeking a truly luxurious getaway.
5.0 out of 5 average rating, 27 reviews
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.
4.96 out of 5 average rating, 859 reviews
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.
4.92 out of 5 average rating, 78 reviewsPopular amenities for Penn holiday rentals
Other great holiday rentals in Penn

The Crafty Fox Beaconsfield
4.92 out of 5 average rating, 61 reviews
Modern6bed, 30min Airport,London Legoland Windsor
4.97 out of 5 average rating, 39 reviews
Beautiful, spacious lodge, lovely gardens
4.97 out of 5 average rating, 74 reviews
Charming 3-Bed Private Cottage in the Chilterns
4.91 out of 5 average rating, 22 reviews
Comfortable Retreat in picturesque Penn
4.66 out of 5 average rating, 90 reviews
3bed detached house, garden +large common areas
4.81 out of 5 average rating, 84 reviews
Stylish Character Home | Old Amersham Market Town
4.97 out of 5 average rating, 69 reviews
Honey Barn - Stunning 4-Bed Rural Paradise
4.93 out of 5 average rating, 61 reviewsWhen is the best time to visit Penn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $187 NZD | $208 NZD | $215 NZD | $250 NZD | $222 NZD | $184 NZD | $234 NZD | $234 NZD | $161 NZD | $157 NZD | $199 NZD | $198 NZD |
| 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
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace
- London Eye





