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
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.
Jan 28 – Feb 4
$100 per night
4.96 out of 5 average rating, 300 reviews
Guest favorite
Cottage in Buckinghamshire
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.
Dec 14 – 21
$101 per night
4.87 out of 5 average rating, 157 reviews
Guest favorite
Home in Seer Green
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.
Apr 18 – 25
$148 per night
4.82 out of 5 average rating, 115 reviews

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 Old Queens Head5 locals recommend
The Plough6 locals recommend
Revolution Beaconsfield3 locals recommend

Other great vacation rentals in Penn

Guest favorite
Cottage in Amersham, Bucks
Delightful, rural, modern cottage, large garden.
Aug 15 – 22
$276 per night
4.98 out of 5 average rating, 114 reviews
Guest favorite
Apartment in Buckinghamshire
Budget Bliss in High Wycombe
May 14 – 21
$70 per night
4.94 out of 5 average rating, 208 reviews
Guest favorite
Guesthouse in Buckinghamshire
Red Kite Barn in a secluded valley close to Marlow
Apr 10 – 17
$127 per night
5.0 out of 5 average rating, 145 reviews
Guest favorite
Home in Buckinghamshire
The Stables, Little Marlow
Oct 21 – 28
$457 per night
4.92 out of 5 average rating, 137 reviews
Guest favorite
Home in Buckinghamshire
Mews house in the center of Great Missenden
May 27 – Jun 3
$170 per night
4.88 out of 5 average rating, 130 reviews
Guest favorite
Guesthouse in Buckinghamshire
The Barn at The Grove
Apr 19 – 26
$107 per night
4.98 out of 5 average rating, 217 reviews
Guest favorite
Casa particular in Wendover, Buckinghamshire
The Nook at Pine View - set in Roald Dahl Country
May 12 – 19
$72 per night
4.9 out of 5 average rating, 222 reviews
Guest favorite
Apartment in Cookham
Old Butchers Wine Cellar 15th Century Apartment
Feb 1 – 8
$146 per night
4.94 out of 5 average rating, 497 reviews
Guest favorite
Apartment in Windsor and Maidenhead
The Studio in Maidenhead Riverside, Berkshire, UK.
May 2 – 9
$70 per night
4.98 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Buckinghamshire
Apartment 24 GERRARDS CROSS
Oct 24 – 31
$146 per night
4.98 out of 5 average rating, 285 reviews
Guest favorite
Guest suite in Chalfont St Peter
Stand-alone studio with private parking & access
Mar 12 – 17
$78 per night
4.92 out of 5 average rating, 244 reviews
Guest favorite
Guesthouse in Cookham
Warm and Cosy Riverside Snug
Feb 26 – Mar 5
$139 per night
4.89 out of 5 average rating, 473 reviews

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

$10 before taxes and fees

Destinations to explore

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