Vacation rentals in Penn

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Top-rated vacation rentals in Penn

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Amersham

4.96 out of 5 average rating, 304 reviews

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.

Nov 24 – Dec 1

€ 106 per night
Guest favorite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 158 reviews

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.

Jan 28 – Feb 4

€ 114 per night
Guest favorite

Home in Seer Green

4.82 out of 5 average rating, 118 reviews

Modern Eco-Annex set within Meadow

We would love to welcome you to stay in our peaceful and modern self-contained property set with 1.6 acres of meadow garden. The house has been designed to make the most of the natural light and surroundings. The property is adjacent to the main house, is completely detached, and is separated by a large courtyard ensuring guests have complete privacy. A perfect place to escape into nature, visit historic towns and villages, or base yourself to work remotely with easy access to central London.

Dec 3 – 10

€ 163 per night

Popular amenities for Penn vacation rentals

Stay near Penn's top sights

Sainsbury's17 locals recommend
The Royal Standard of England27 locals recommend
Waitrose & Partners14 locals recommend
The Plough6 locals recommend
The Old Queens Head5 locals recommend
Revolution Beaconsfield3 locals recommend

Other great vacation rentals in Penn

Guest favorite

Home in Buckinghamshire

4.92 out of 5 average rating, 139 reviews

The Stables, Little Marlow

Nov 13 – 20

€ 496 per night
Guest favorite

Apartment in Flackwell Heath

4.89 out of 5 average rating, 310 reviews

Detached Studio Flat in Bourne End with a View

Apr 22 – 27

€ 96 per night
Guest favorite

Apartment in Downley

4.85 out of 5 average rating, 117 reviews

The High Street Gallery,

Mar 17 – 24

€ 98 per night
Guest favorite

Apartment in Buckinghamshire

4.98 out of 5 average rating, 290 reviews

Apartment 24 GERRARDS CROSS

Nov 17 – 24

€ 159 per night
Guest favorite

Guest suite in Cookham

4.9 out of 5 average rating, 295 reviews

Southwood Gardens annexe in Cookham

Nov 18 – 25

€ 79 per night
Guest favorite

Condo in Marlow

4.98 out of 5 average rating, 189 reviews

Central Marlow modern apartment close to High St.

Jan 5 – 12

€ 141 per night
Superhost

Guesthouse in Bennett End

4.88 out of 5 average rating, 399 reviews

Mary's Cabin

Feb 13 – 20

€ 97 per night
Guest favorite

Apartment in Windsor and Maidenhead

4.98 out of 5 average rating, 200 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

Nov 30 – Dec 7

€ 84 per night
Guest favorite

Cabin in Potten End

4.96 out of 5 average rating, 1333 reviews

Romantic Oak Cabin Berkhamsted

Sep 5 – 12

€ 177 per night
Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 117 reviews

Delightful, rural, modern cottage, large garden.

Sep 3 – 10

€ 267 per night
Guest favorite

Cabin in Penn

4.83 out of 5 average rating, 92 reviews

'Little Pines' romantic log cabin in mature garden

Aug 30 – Sep 6

€ 110 per night
Guest favorite

Condo in Buckinghamshire

4.97 out of 5 average rating, 32 reviews

Apartment Beaconsfield Old Town

Jul 1 – 8

€ 130 per night

Quick stats about vacation rentals in Penn

Total rentals

70 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.2K reviews

Nightly prices starting at

€ 9 before taxes and fees

Frequently Asked Questions

  • 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.

  • What are the most popular amenities for House Rentals in Penn?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Penn have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Penn. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Penn?

    Penn has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Penn?

    Yes! Work meets play with ease at over 10 vacation rentals in Penn featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

  • Do house rentals in Penn have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Penn. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Penn?

    Make yourself at home in Penn by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in Penn, over 120 vacation rentals in Knotty Green, over 120 vacation rentals in Winchmore Hill, and over 450 vacation rentals in Chepping Wycombe.

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Buckinghamshire
  5. Penn