Vacation rentals in Penn

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Penn

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Amersham

4.96 out of 5 average rating, 306 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.

Aug 22 – 29

ﺩ.ﺇ413 per night

Guest favorite

Cottage in Buckinghamshire

4.87 out of 5 average rating, 159 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.

Oct 20 – 27

ﺩ.ﺇ437 per night

Guest favorite

Guest suite in Buckinghamshire

4.94 out of 5 average rating, 214 reviews

Charming 1 bedroom place with parking.

Relax in the beautiful Chilterns in a comfortable self contained suite with En-suite shower, dining area, 40" Smart TV, fridge. 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.

Sep 16 – 23

ﺩ.ﺇ340 per night

Guest favorite

Condo in Marlow

4.98 out of 5 average rating, 191 reviews

Central Marlow modern apartment close to High St.

A perfect Marlow town centre location yet in a quiet residential road - just minutes away from the High Street shops, bars and restaurants - including The Hand & Flowers and Coach. The apartment has allocated, secure parking, intercom entry system and a king sized bed. Fresh linen, towels and toiletries are provided. The kitchen is fully equipped with a washer/dryer, fridge/freezer, oven/grill, hob and dishwasher. The open plan living space has a sitting area, sunny balcony, TV and WiFi.

Feb 2 – 9

ﺩ.ﺇ535 per night

Guest favorite

Apartment in Buckinghamshire

4.94 out of 5 average rating, 216 reviews

Budget Bliss in High Wycombe

A unit on its own, away from the main residence, this is a modern, comfortable annexe built in 2017 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.

Jul 9 – 16

ﺩ.ﺇ287 per night

Guest favorite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Jan 16 – 23

ﺩ.ﺇ501 per night

Guest favorite

Apartment in Downley

4.86 out of 5 average rating, 118 reviews

The High Street Gallery,

Brand new and renovated to a high standard, This fully fitted apartment is spacious and stylish,everything you need for a nice relaxing stay will all amenities on your doorstep and a good wifi connection, Perfectly located for Downley Common and access to the Chilterns, Hughenden Manor is within walking distance and the Hellfire Caves at West Wycombe are also close by, There is a bus stop outside the property for easy access to High Wycombe town centre..

Aug 27 – Sep 3

ﺩ.ﺇ373 per night

Guest favorite

Guesthouse in Buckinghamshire

5.0 out of 5 average rating, 149 reviews

Red Kite Barn in a secluded valley close to Marlow

Red Kite Barn is situated in a lovely secluded valley (AONB), a 5 minute drive (25min walk) into Marlow, with its coffee shops, riverside walks and Michelin star dining. We are perfectly located for cycling or walking in the beautiful Chilterns and a short drive from Henley and Windsor. Heathrow is half an hour and fast trains go into London from Maidenhead. Red Kites, squirrels, foxes and deer are regular visitors to the garden.

Jun 5 – 12

ﺩ.ﺇ526 per night

Guest favorite

Guesthouse in Taplow

4.94 out of 5 average rating, 453 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A luxury haven in lovely gardens adjacent to the main house. Secure private parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting The N.Trust Gardens, Tea or Spa Day at Cliveden as it’s on our doorstep! 8 miles to Windsor, visit the famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable for two guests

May 28 – Jun 4

ﺩ.ﺇ567 per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 511 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Oct 25 – Nov 1

ﺩ.ﺇ608 per night

Guest favorite

Condo in Marlow

4.98 out of 5 average rating, 194 reviews

Central Marlow Apartment nr High St with Parking

A modern 1-bedroom apartment with free on-site parking and intercom entry system. Conveniently located in this picturesque riverside town sits adjacent to Marlow High Street, you will be a 2 minute walk away from popular bars and restaurants, including Tom Kerridge's The Hand & Flowers & The Coach and a short walk from beautiful riverside walks. Remaining quiet and secluded despite its fabulous central location.

Jan 4 – 11

ﺩ.ﺇ500 per night

Guest favorite

Barn in Buckinghamshire

4.97 out of 5 average rating, 566 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.

Dec 10 – 17

ﺩ.ﺇ407 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Penn vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Condo in Buckinghamshire

4.89 out of 5 average rating, 237 reviews

Marlow A Lovely 1-bed apartment - WiFi, & Parking

Jan 10 – 17

ﺩ.ﺇ470 per night

Guest favorite

Apartment in Windsor and Maidenhead

4.98 out of 5 average rating, 201 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

Dec 5 – 12

ﺩ.ﺇ315 per night

Guest favorite

Cottage in Amersham, Bucks

4.98 out of 5 average rating, 118 reviews

Delightful, rural, modern cottage, large garden.

Oct 6 – 13

ﺩ.ﺇ1,031 per night

Guest favorite

Cottage in High Wycombe

4.97 out of 5 average rating, 245 reviews

Chiltern Barn at Wheeler End, Buckinghamshire

May 19 – 26

ﺩ.ﺇ567 per night

Guest favorite

Guesthouse in Buckinghamshire

4.98 out of 5 average rating, 219 reviews

The Barn at The Grove

Jul 9 – 16

ﺩ.ﺇ448 per night

Guest favorite

Casa particular in Wendover, Buckinghamshire

4.89 out of 5 average rating, 227 reviews

The Nook at Pine View - set in Roald Dahl Country

Jun 22 – 29

ﺩ.ﺇ370 per night

Guest favorite

Guest suite in Buckinghamshire

4.96 out of 5 average rating, 105 reviews

Private Annex for two guests (+) in Chess Valley

Jun 11 – 18

ﺩ.ﺇ419 per night

Guest favorite

Cabin in Potten End

4.96 out of 5 average rating, 1349 reviews

Romantic Oak Cabin Berkhamsted

Sep 9 – 16

ﺩ.ﺇ677 per night

Show all

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
1.3K reviews
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees

Frequently Asked Questions

Do house rentals in Penn have wifi?
Absolutely! We offer over 20 house 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 20 homes with a kitchen, over 20 homes with free parking, over 20 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 20 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 apartment rentals in Penn?
Experience the best of Penn with our apartment rentals, starting at about $40 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 460 vacation rentals in Chepping Wycombe, over 110 vacation rentals in Winchmore Hill, over 260 vacation rentals in Penn, and over 110 vacation rentals in Knotty Green.

Vacation rentals in Penn

Top-rated vacation rentals in Penn

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Penn vacation rentals

Stay near Penn's top sights

Other great vacation rentals in Penn

Condo in Buckinghamshire

Apartment in Windsor and Maidenhead

Cottage in Amersham, Bucks

Cottage in High Wycombe

Guesthouse in Buckinghamshire

Casa particular in Wendover, Buckinghamshire

Guest suite in Buckinghamshire

Cabin in Potten End

Quick stats about vacation rentals in Penn

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Penn have wifi?

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

Do house rentals in Penn have a kitchen?

Are there family-friendly vacation rentals in Penn?

Are there vacation rentals with a dedicated workspace in Penn?

How much does it cost to stay in apartment rentals in Penn?

Do house rentals in Penn have free parking?

Where should I stay in Penn?

Destinations to explore