Family-friendly holiday rentals in Penn

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Penn

  • Total holiday rentals

    Explore 30 holiday rentals in Penn

  • Nightly prices starting at

    Penn holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 600 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 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 family-friendly rentals in Penn

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
The outdoor dining area features a table with four chairs under a green umbrella. Potted plants frame the space, and the background showcases large glass doors leading into the bungalow. Bright greenery and clear skies enhance the comfortable setting.
Bungalow in Amersham

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.

Indoor spacesKitchenAmenities

4.86 out of 5 average rating, 259 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

FamilyIndoor spacesHeating

4.97 out of 5 average rating, 102 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.

Indoor spacesKitchenTV

4.94 out of 5 average rating, 190 reviews
Top Guest favourite
The exterior of the cottage is highlighted by its charming brick facade and large windows, surrounded by a lush garden filled with various plants. A seating area is visible in the garden, creating a serene outdoor space, complemented by flowering shrubs and trees.
Cottage in Buckinghamshire

Family friendly - rural, detached, home from home

The Gardener's Cottage is a delightful, family friendly retreat with private garden. Set in the grounds of a Queen Anne Rectory, it has 17th Century charm with the convenience & comfort of modern fittings. We are on the Ridgeway, in a picturesque rural setting. The Far Kingdom was recently on BBC's Countryfile! Search for 3rd May episode on BBC iPlayer for a sneak peek. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages

FamilyIndoor spacesCheckout

4.97 out of 5 average rating, 421 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.

Indoor spacesKitchenCheckout

4.9 out of 5 average rating, 135 reviews
Superhost
The farmhouse is set against a backdrop of lush green hills and trees, showcasing a distinct red-brick exterior. Rolling fields are visible in the foreground, complemented by a clear blue sky and scattered clouds, creating a serene countryside scene.
Home in Beaconsfield

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.

Indoor spacesKitchenCondition

4.82 out of 5 average rating, 129 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.

Indoor spacesFamilyCheckout

4.98 out of 5 average rating, 291 reviews
Guest favourite
Cabin in Chorleywood

Hagrid Hut Themed - Hot Tub - Warner Bro Studio

Hagrid & Fang are away and would like you to watch over his home, located next to the Forbidden Forest! This unique Glamping experience is conveniently located only 12 minuets drive from the Warner bros Studio Tour & 40 minuets to central London via Chorleywood Metropolitan line. Hagrid's Hut sleeps five wizards - making it the perfect accommodation choice for families and friends. Soak under the stars in the leaky cauldron wood fired hot tub nestled in nature, MAGIC.

KitchenFamilyCheckout

4.96 out of 5 average rating, 132 reviews
Top Guest favourite
A cozy corner of the apartment features a decorative fireplace with an ornate mantle. Handwritten notes are displayed above the mantle, and a wooden desk is positioned nearby. A vintage chair and a chandelier add to the room's charm, with warm light filtering through a window.
Condo in Kings Langley

Wizards Retreat - 8 Mins to HP Warner Bros Studio!

Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!

KitchenFamilyAmenities

4.97 out of 5 average rating, 225 reviews
Guest favourite
Home in Beaconsfield

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!

KitchenIndoor spacesParking

4.91 out of 5 average rating, 249 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.

KitchenIndoor spacesAccess

4.94 out of 5 average rating, 367 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.

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 859 reviews

Popular amenities for Penn family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
A charming black-clad cottage is softly illuminated by string lights, set against a dusk sky. A picnic table with floral centerpieces occupies the outdoor space, surrounded by a wooden fence. Warm light glows from the cottage windows, creating an inviting atmosphere.
Place to stay in Chorleywood

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub

Indoor spacesKitchenBarbecue

4.93 out of 5 average rating, 253 reviews
Guest favourite
The spacious living area features high wooden beams and large windows that allow ample natural light. A fireplace is centrally located, framed by a mix of comfortable seating and a glass coffee table. A staircase leads to the upper level, enhancing the open design.
Barn in Buckinghamshire

Dorney/Windsor Family Getaway with Hot Tub

FamilyIndoor spacesGetting around

4.92 out of 5 average rating, 117 reviews
Top Guest favourite
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage in Sarratt

Crestyl Cottage riverside barn for 2 with hot tub

FamilyKitchenLocation

5.0 out of 5 average rating, 281 reviews
Guest favourite
The image captures a nighttime scene featuring a heated swimming pool with LED lighting. Nearby, a stylish cabin is illuminated with soft red light, showcasing its modern design. A hot tub is visible, surrounded by lush greenery and outdoor lights, creating a serene ambiance.
Cabin in Chesham

Romantic Christmas Retreat, Heated Pool, Hot Tub

Indoor spacesFamilySleep quality

4.99 out of 5 average rating, 343 reviews
Guest favourite
An indoor pool features a striking wooden ceiling with exposed beams. The tiled area includes a hot tub and a spacious swimming pool, both surrounded by large windows that allow natural light to fill the space. Scenic wall murals enhance the relaxation atmosphere.
Condo in High Wycombe

Country retreat with extensive leisure facilities

FamilyIndoor spacesComfort

4.89 out of 5 average rating, 116 reviews
Top Guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

FamilyKitchenWalkability

4.98 out of 5 average rating, 466 reviews
Top Guest favourite
A modern pool house features expansive glass walls surrounded by lush greenery. The indoor pool is visible, complemented by an outdoor lounging area with a sunbed and a vibrant garden showcasing various plants and flowers. A natural landscape of trees frames the property.
Place to stay in South Oxfordshire

Luxury Pool House set in an Oxfordshire forest

KitchenFamilyView

4.97 out of 5 average rating, 104 reviews
Top Guest favourite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington

The Pool House

KitchenFamilyLaundry

4.95 out of 5 average rating, 580 reviews

Family- and pet-friendly home rentals