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.

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Top Guest favourite
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home in Marlow

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
Guest favourite
The exterior of the apartment building is featured, showcasing a three-story brick structure with a mix of white and brown finishes. Lush greenery surrounds the property, and a parked car occupies a designated parking space in the foreground.
Apartment in High Wycombe

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
Top Guest favourite
Cabin in Bourne End

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
Top Guest favourite
A dining area is set outside with a glass-top table surrounded by four wicker chairs. The exterior of the building is textured, featuring a black front door and a window with white trim, complemented by a small shrub nearby.
Guesthouse in Loudwater

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
Guest favourite
A modern bedroom features a spacious black bed with a patterned duvet and colorful pillows. Two bedside tables flank the bed, each topped with a small lamp. A green potted plant adds a natural touch, while soft light streams through a nearby window.
Apartment in Beaconsfield

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
Guest favourite
A charming exterior view of the one-bedroom annexe is presented, featuring a welcoming entrance with a wooden door surrounded by lush greenery and flower pots. A gravel pathway leads to the entrance, framed by large windows that allow natural light into the space.
Home in Flackwell Heath

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
Top Guest favourite
The charming cottage features traditional brickwork and a steeply pitched roof. A well-maintained garden showcases vibrant lavender and lush green grass. Decorative flowering plants enhance the inviting entrance, framed by an archway of climbing greenery and detailed, patterned windows.
Cottage in Beaconsfield

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
Top Guest favourite
The exterior of the lodge is shown, featuring wooden walls and a slate roof. A private courtyard is visible, bordered by greenery and a stone-paved area. Large windows allow natural light to enter the lodge, creating an inviting atmosphere.
Place to stay in Holmer Green

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
Top Guest favourite
The studio features a modern double bed positioned centrally, framed by softly lit sconces on the wall. Natural light enters through a window adorned with light curtains. A small desk and chair are placed beside the bed, complemented by a dark, textured rug on the wooden floor.
Apartment in High Wycombe

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
Guest favourite
Home in Beaconsfield

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
Guest favourite
The exterior of the building is shown with a large flowering tree in full bloom. The staircase leading to the first floor accommodation is visible alongside lush greenery and garden beds featuring blooming flowers. A clear blue sky adds to the serene country setting.
Barn in Buckinghamshire

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
Guest favourite
The exterior of the detached studio is displayed, featuring a modern facade with large glass doors that invite natural light. A well-maintained gravel pathway leads to the entrance, flanked by neatly trimmed shrubs, creating an accessible approach.
Tiny home in Loudwater

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 reviews

Popular amenities for Penn holiday rentals

When is the best time to visit Penn?

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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
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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.