
House vacation rentals in Penn
Find and book unique houses on Airbnb
Quick stats about house rentals in Penn

Total vacation rentals
Explore 30 vacation rentals in Penn

Nightly prices starting at
Penn vacation rentals start at G$6,277 GYD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Penn vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Penn rentals

4.8 Average rating
Penn stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Penn
Guests agree: these houses 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
Stunning riverside house in the heart of Chilterns
Breathtaking location set in the heart of stunning Chilterns countryside only 30 min from London. Come & recharge with views of the River Chess flowing past your bedroom. Relax in the large sitting/dining room (dbl sofa bed) or bask in the sunny conservatory watching swans glide by. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont & Chenies all offer superb restaurants/shops & Met line tube. Amazing location just off M25 - Harry Potter World 15min, Heathrow 25min & Ascot 45 min.
4.86 out of 5 average rating, 213 reviews
Modern6bed, 30min Airport,London Legoland Windsor
Family friendly Chiltern Hills AONB Parking for 4/5 cars Brand new appliances, John Lewis bedding mattresses Large open plan kitchen, dining/living space+75"smart TV Underfloor heating groundfloor Ground floor en-suite, walk in power shower, zip-link super king bed Upstairs king bed, ensuite Smart TV upstair bedrooms Downstair toilet Large movie/game room Close to woodland London, Oxford, Heathrow, Windsor Castle, Legoland, Roald Dahl Museum,Bekonskot Model Village, Hughenden Manor, train
4.97 out of 5 average rating, 39 reviews
Comfortable Retreat in picturesque Penn
The Annexe Rusper House located in the heart of the Buckinghamshire countryside at the end of a private lane backing on to fields. 2 bedroom 2 shower rooms annexe set over 2 floors. Large kitchen/breakfast room ( white goods inc washing machine ) Lounge is large and opens on to a balcony. There is a desk in the corner. 1 double bedroom is on this floor with the 2nd bedroom consisting of 2 single beds on the lower floor. This opens up on to a patio with views across the private 1 acre garden.
4.66 out of 5 average rating, 90 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
Hillmotts Farm with secluded Hot Tub
Hillmotts is a charming, spacious and newly refurbished farmhouse which offers the perfect setting for a countryside getaway. Nestled within a 2,400 acre country estate and surrounded by beautiful woodland, this property boasts all the benefits of the countryside whilst being a prime location approx 40 minutes drive from central London with easy access from the M40. Guests can enjoy use of their very own private outdoor hot tub whilst taking in the fresh country air. Free onsite parking.
4.82 out of 5 average rating, 129 reviews
The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area
4.9 out of 5 average rating, 187 reviews
Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
4.92 out of 5 average rating, 145 reviews
18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
4.91 out of 5 average rating, 248 reviews
Chiltern Retreat | Perfect Weekend Escape
Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.
4.89 out of 5 average rating, 213 reviews
The Crafty Fox Beaconsfield
The Crafty Fox is a Luxury 2-bed Grade II listed cottage in the heart of Beaconsfield Old Town. Recently renovated to a high spec, with elegant interiors, a private courtyard garden, and secluded hot tub. Walk to top restaurants, bars, and shops. Easy access to London (under 30 mins), Cliveden House, and Hedsor House. Just 35 minutes from Bicester Village. Perfect for romantic getaways, weddings, or stylish countryside escapes.
4.92 out of 5 average rating, 61 reviews
The Olde Dairy renovated barn
The Olde Dairy is a newly renovated barn which is very spacious and has a very cosy ambience. Popular with visitors to Warner Brothers Studios ‘ Harry Potter’ Bekonscot model village, Roald Dahl museum, Chiltern Open Air museum, Bovingdon Studios, Legoland, Windsor, and the train station 5 mins away straight into London Baker Street approximately 40mins, there are many lovely local pubs and walks on our doorstep.
4.95 out of 5 average rating, 337 reviewsPopular amenities for Penn house rentals
House rentals with a pool

The Annex
5.0 out of 5 average rating, 67 reviews
The Long Barn - With Pool and Games Room
5.0 out of 5 average rating, 5 reviews
The Mill House
4.99 out of 5 average rating, 74 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
4.73 out of 5 average rating, 22 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
5.0 out of 5 average rating, 9 reviews
Large country house, indoor hot tub, pool, for 12
5.0 out of 5 average rating, 11 reviews
Premium 5 Bed Corporate Home| En-Suites & Parking
5.0 out of 5 average rating, 4 reviews
South Wing of Country House
5.0 out of 5 average rating, 18 reviewsWeekly house rentals

3bed detached house, garden +large common areas
4.81 out of 5 average rating, 84 reviews
Charming Coach House
4.85 out of 5 average rating, 46 reviews
Luxury 6-bedroom house with parking - Northwood
4.89 out of 5 average rating, 76 reviews
Escape From The City
4.64 out of 5 average rating, 36 reviews
Tuffs Farm - Newly renovated 3 bed cottage
5.0 out of 5 average rating, 16 reviews
Quintessential Chilterns Hideaway
4.9 out of 5 average rating, 30 reviews
Serene & Private Annexe in Village Centre
5.0 out of 5 average rating, 51 reviews
The Heights
4.96 out of 5 average rating, 25 reviewsPrivate house rentals

Chilterns Farm Cottage Hideaway
4.6 out of 5 average rating, 10 reviews
Inclusive, garden area, near pubs, golf, tennis
4.96 out of 5 average rating, 71 reviews
Bright & Spacious Chilterns Hideaway
4.8 out of 5 average rating, 89 reviews
Modern 5-Bedroom Luxury Home Watford FREE Parking
4.95 out of 5 average rating, 86 reviews
Contemporary-styled 3-Bed House
4.83 out of 5 average rating, 18 reviews
Family 6 Bed | Gated Parking, Sleeps 11, Bray
4.83 out of 5 average rating, 6 reviews
Stylish Townhouse with Parking & Modern Comfort
4.87 out of 5 average rating, 60 reviews
Spacious, Family Home - With Parking & Garden
4.87 out of 5 average rating, 15 reviewsWhen is the best time to visit Penn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$16,319 GYD | G$17,365 GYD | G$19,458 GYD | G$17,575 GYD | G$18,202 GYD | G$17,365 GYD | G$27,408 GYD | G$23,014 GYD | G$16,110 GYD | G$16,110 GYD | G$16,947 GYD | G$17,575 GYD |
| 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 |
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





