Family-friendly holiday rentals in Aylesbury

Casa particular in Wendover

A private courtyard features a small round table and two chairs, surrounded by gravel. Potted plants add greenery, and a wooden fence provides an unobstructed view of the expansive fields beyond. A decorative lattice offers partial privacy while enhancing the outdoor ambiance.

4.9 out of 5 average rating, 336 reviews

The Nook at Pine View - set in Roald Dahl Country

The Nook at Pine View, is set within the Chiltern Hills in a designated Area of Outstanding Natural Beauty. In the heart of "Roald Dahl Country", Cobblers Hill is famously written within the pages of "Danny Champion of the World". The Nook benefits from stunning rural views and the peace & quiet of country living but with easy access to award-winning restaurants, pubs & cafes all just a short drive. A 45 min train to London. The surrounding area has some renowned country walks and cycle paths.

4.96 out of 5 average rating, 179 reviews

A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.

Cottage in Cuddington

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

4.96 out of 5 average rating, 352 reviews

Barn in Buckinghamshire

Beautiful cosy Scandi-barn in Chiltern market town

A beautiful, calm and cosy space designed to feel like a home from home. Lovingly updated and modernised, whilst retaining original character and features to create a unique guest experience. Uber-clean and free from clutter, everything looks & feels fresh for each stay. The kitchen, carpets, paintwork, doors, windows and VELUX roof-lights have been replaced or updated recently. Located with a parking space in a secure, gated courtyard just moments from the town centre of Princes Risborough.

4.94 out of 5 average rating, 103 reviews

Cabin in Chorleywood

Sleep in the Trees - Hot Tub, Sauna and Slide

The Owls treehouse is a fun filled family unit with a fantastic slide including a hot tub and sauna. With unusual tunnel shaped rooms looking out to beautiful woodland country side, this unique getaway is exciting to share with loved ones. Attractions include Harry Potter studios, 35min Trains to London, Legoland Windsor to name a few. Also Featured on 'Amazing small spaces' and 'This Moring' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm

4.95 out of 5 average rating, 235 reviews

The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.

Barn in Great Milton

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Place to stay in Chorleywood

An inviting wooden lodge interior is highlighted by a spacious bed adorned with plush pillows. A small dining table and chairs are positioned nearby, with large windows allowing natural light to fill the room. The angled ceiling and warm wood finish create a cozy atmosphere.

4.96 out of 5 average rating, 149 reviews

Stag Lodges

Nestled amongst the stunning views of the Chess Valley, Stag Lodges welcomes you to experience glamping in the beautiful Hertfordshire countryside with all the comforts of your own home but in a luxury, handcrafted wooden lodge. Chorleywood is on the Met Line, allowing a short journey into London. We are also on the doorstep of Warner Bros Studio Tour and other famous attractions. Whether its a special occasion for two, planning a family adventure or time with friends, Stag Lodges is for you!

5 out of 5 average rating, 162 reviews

The exterior of The Dairy is shown, featuring a charming brick facade with large windows. A wooden deck provides outdoor seating space, surrounded by lush green lawns and trees. The peaceful countryside surrounds the property, inviting relaxation in a natural setting.

Farm stay in Aylesbury

Countryside Getaway - Luxurious Converted Dairy

The Dairy is a beautifully converted luxury 2 bedroom property located on Middle Farm in the Buckinghamshire countryside. An idyllic setting perfect for a peaceful retreat with everything you will need! A bright open plan kitchen/dining/living room with smart TV, large garden with patio and outdoor seating, 2 stunning bedrooms with large comfortable beds, and bathroom with power shower and bath. Host My House manages this property which is owned by Lesley & Terry Rose (who live on-site).

4.97 out of 5 average rating, 452 reviews

A modern wooden cabin blends into its woodland surroundings, featuring large glass windows that offer views of the forest. An outdoor kitchen is visible beside a spacious dining table crafted from natural wood. Comfortable seating arrangements create a welcoming outdoor space.

Tiny home in Aylesbury

The Woodland Retreat With Private Hot Tub Spa

Our brand new listing is a truly unique woodland retreat with a luxury super king bed, dedicated private hot tub & 65 inch tv. Perfect for a couple get-away, this place will take your breath away. Nestled in our remote private woodland on our farm estate this little gem is in touch with nature yet fully fitted with all the home comforts you need. Additionally the woodland retreat includes: 1x private bathroom, a fully fitted outdoor kitchen, WiFi and a bespoke oak outdoor dining table.

4.9 out of 5 average rating, 105 reviews

A bright room features a spacious bed adorned with a colorful patterned blanket. A wooden dresser and a small nightstand sit beside the bed, while a framed artwork hangs above. Shelves are positioned on the wall, displaying decor items, and a cozy chair adds comfort to the space.

Flat in Wendover

The Hide (Annexe) Lovely cosy quiet room

Tucked away in Wendover Village & close to the Nature Reserve is ‘The Hide’. The perfect private space for a short stay in a quiet area. * Lovely room with en-suite WC & sink. Private entrance. Welcoming hosts. * Please note there is no access to a shower/bath or kitchen. 50mins to London Marylebone, 1 mile to the station/eateries/shops. 1 minute walk to the Wendover Arm of the Grand Union Canal & routes to the Chiltern Hills, around the Chequers Estate & the Ridgeway.

4.98 out of 5 average rating, 227 reviews

The historic windmill stands majestically against a backdrop of open skies, featuring a stone façade and a brick band near the top. A wooden door leads to the entrance, flanked by a gravel pathway. Lush greenery and fields are visible in the distance, enhancing the rural setting.

Windmill in Oxfordshire

The Windmill Blackthorn Hill, Nr. Bicester Village

Featured in the 'Times Newspaper' Top 10 best Places to Stay with Spectacular Views: "A truly amazing experience." Enjoy a luxurious stay in a historic 17th c. listed windmill and create unforgettable memories. You won’t be short of things to do—enjoy boutique shopping at the renowned Bicester Village or take leisurely walks around historic Oxford, just a 15-minute train ride away. Additionally, Blenheim Palace and Waddesdon Manor are nearby attractions worth exploring.

Shepherd’s hut in North Marston

A compact interior of the Shepard's hut is showcased, featuring a cozy sleeping area with a spacious bed and natural light filtering through a window. A small dining table is set nearby, complemented by wooden cabinetry and a simple sink area, providing essential amenities.

4.96 out of 5 average rating, 313 reviews

WWII Bomb Trailer Shepherd’s Hut

Get away from the hustle and bustle of busy life and enjoy our secluded Shepards hut retreat. Set on the outskirts of the Chilterns, a stones through from the quaint village of North Marston. You will find yourself on a working farm with little but the flora and fauna to keep you company. The hut is situated east facing, the sun creeks over the hill to uncover a stunning view. Discover the gorgeous landscape that surrounds this place and enjoy the simple life.

4.79 out of 5 average rating, 112 reviews

Home in Aylesbury

Spacious 4-Bed Home Near Park | Aylesbury |Carport

Spacious 4-bedroom Aylesbury home for families, professionals, or contractors. Sleeps 8 with 6 beds (2 kings, 4 singles) and 2 bathrooms. Fully equipped kitchen, private garden with seating. Park and playground just across the street, visible from your window. Free estate parking plus carport. Self check-in. Close to Aylesbury Hospital, stadium, shops, and transport. Quiet, peaceful neighborhood.

Popular amenities for Aylesbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 401 reviews

The exterior of the cabin is highlighted, showcasing modern architecture with wooden accents and a sleek gray facade. A Lay-Z-Spa hot tub is visible under a covered patio, alongside a small green seating area with two chairs and a table. Lush greenery surrounds the space.

Tiny home in Oxford

Private Luxury Cedar Cabin & Alpacas - Oxford

Shepherd’s hut in Addlestone

A wooden hut is nestled among lush greenery, surrounded by trees and shrubs. Steps lead up to the entrance, which is framed by large glass doors. A small seating area is visible in the garden, providing a relaxing outdoor space.

4.96 out of 5 average rating, 161 reviews

Tinkerbell Retreat

4.98 out of 5 average rating, 450 reviews

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

Place to stay in Chorleywood

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.

4.92 out of 5 average rating, 222 reviews

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub

4.98 out of 5 average rating, 181 reviews

An outdoor deck features a wooden hot tub beside a mirrored house, surrounded by trees. Two wicker chairs are positioned on the deck, with a small table displaying refreshments. The scene reflects the lush greenery, creating a harmonious integration with nature.

Cabin in Oxfordshire

The Mirror Houses - Cubley

5 out of 5 average rating, 275 reviews

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

4.96 out of 5 average rating, 107 reviews

Barn in Bladon

4-Bed Luxury Oxford | Hot Tub, Sauna, Parking, EV

Guest house in Drayton Parslow

A clear, inviting swimming pool reflects the blue sky, surrounded by a spacious decking area adorned with colorful flower pots. A shaded seating area is positioned nearby under a pergola, creating a relaxing space for outdoor enjoyment.

4.92 out of 5 average rating, 193 reviews

The Pool House, for 2 adults & up to 2 children

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 111 reviews

A lodge with a semi wrap-around wooden deck is set amidst greenery. Outdoor seating is arranged under a shaded umbrella, while expansive glass doors invite the outdoors in. A clear blue sky complements the tranquil environment.

Cabin in Mursley

The Lodge at Burn’s Farm

4.87 out of 5 average rating, 119 reviews

The master bedroom features exposed oak beams and hardwood flooring. A spacious bed is adorned with floral patterned pillows and a textured throw. Soft lighting from two bedside lamps enhances the peaceful ambiance, while a wooden door adds character to the unique design.

Barn in Brill

Historic Manor Stables - Chilterns Hideaway

4.94 out of 5 average rating, 111 reviews

A charming view of the cottage and adjacent period home is presented, featuring a lush green lawn. Chickens roam freely in the foreground. The background showcases a historic church tower, accented by clear blue skies and surrounding trees.

Cottage in Wicken

Comfortable cottage in a beautiful setting

4.97 out of 5 average rating, 125 reviews

The entrance to Stile Cottage is framed by climbing roses, which add natural beauty to the stone exterior. The door, painted in soft grey, features a glass panel and is complemented by an intricate wooden overhang, offering a welcoming first impression.

Cottage in Cuddesdon

Luxury Oxfordshire Cottage | Dogs | Pub

4.99 out of 5 average rating, 105 reviews

The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.

Cottage in Old Windsor

Gorgeous CountryCottage overlooking Windsor Castle

4.85 out of 5 average rating, 118 reviews

The exterior of a historic converted barn is shown, featuring dark wooden cladding and a traditional roof. A gravel driveway leads to the entrance, bordered by low hedges and planters. Sunlight illuminates the landscape, enhancing the welcoming feel of the property.

Barn in Walter's Ash

Bradenham Barn in The Chiltern Hills

4.96 out of 5 average rating, 162 reviews

A charming exterior view of a black cabin surrounded by lush greenery. A blossoming tree provides shade to a small white table and chairs set on a paved area. The sky displays soft clouds and bright blue hues, enhancing the peaceful setting.

Cabin in Waterstock

Boutique couples hideaway – "The Den"

4.97 out of 5 average rating, 168 reviews

An airy living space is highlighted by high ceilings and natural light streaming through large windows. A mix of seating options, including a gray sofa and a white armchair, surrounds a coffee table. A dining area with white chairs complements a gray sideboard.

Cottage in Amersham

Delightful, rural, modern cottage, large garden.

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 452 reviews

A warm dining area is presented with a wooden table set for a meal. Elegant glassware, a candle, and wine bottles complement a bouquet of roses. Exposed brick walls enhance the rustic charm, while shelves display a curated selection of decor items.

Apartment in Wandsworth

Luxury Battersea studio w open fire, close to Park

4.96 out of 5 average rating, 107 reviews

The exterior of the architect-designed home is showcased during twilight, with large glass panels reflecting warm light. A spacious patio area is visible, furnished with a dining table and chairs. Green grass surrounds the home, enhancing the inviting atmosphere of the outdoor space.

Barn in Knebworth

Stunning Oak Glass House London Train Hot Tub

Apartment in High Wycombe

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.

4.88 out of 5 average rating, 106 reviews

Country retreat with extensive leisure facilities

4.92 out of 5 average rating, 126 reviews

A charming exterior of a white cottage is adorned with flourishing wisteria, creating a vibrant purple display along the walls. A welcoming front door is flanked by well-maintained shrubs, and a cobblestone path leads up to the entrance surrounded by blooming foliage.

Home in Marcham

Entire guest suite in Marcham

4.99 out of 5 average rating, 155 reviews

An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.

Cottage in Chobham

The Coach House

4.97 out of 5 average rating, 210 reviews

A modern lodge is set against a natural backdrop, featuring a wood exterior and expansive glass doors. The surrounding landscape includes green grass and trees, with a deck area visible, suggesting outdoor seating for relaxation.

Cabin in Bourn

Magdalene Lodge, Cambridge Country Club

Serviced apartment in Nine Elms

The image showcases a large rooftop pool surrounded by modern buildings, featuring a spacious sun deck with lounge chairs. Crystal-clear water reflects the blue sky, while landscaped areas with palm trees add greenery to the scene.

4.79 out of 5 average rating, 206 reviews

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop