Family-friendly holiday rentals in Chiltern District

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chiltern District

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

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Guest favourite

Cottage in Arthingworth

4.98 out of 5 average rating, 193 reviews

Charming 5 Bedroom | Hot Tub | Sauna | Hobbits!

Escape to our delightful 10 person farmhouse with Jacuzzi hot tub and outdoor barrel sauna. Kids can feed giant bunnies, pig, and chickens, adding magic to your stay. Our 5* reviews praise it as ideal for family gatherings. Minutes from A14/M6/M1, perfect central point for scattered families. Explore rolling countryside, enjoy local pubs and savour year-round BBQs in our Hobbit House. Games Barn (extra fee) with pool table, Darts, Cinema, Giant Scrabble, Wood pizza oven. Create lasting memories.

Guest favourite

Home in Windsor and Maidenhead

4.85 out of 5 average rating, 129 reviews

3bed wParking & garden @Gardners Cottage(WGC79)

*Also WGC54* **Ideal for longer stays** Gardner Cottages in Royal Windsor, perfect for a family getaway or visiting local friends in these unusual times. In the same street as WEBrew, adjacent to the Thames and a few steps away to Windsor Castle the town centre, train stations, The Long Walk & Great Park A well equipped kitchen, comfortable dining with piano & living room with sofas to curl up and snug in. South facing private garden with patio, with direct access to a large community Green

Guest favourite

Home in Andover

4.76 out of 5 average rating, 157 reviews

Weather Helm, 18 Highlands Road ,Andover

Detached house in quiet neighbourhood. One double bedroom, one twin bedroom, one bunk room bathroom +separate toilet. A travel cot / high chair are available on request . Z-bed available . Dining room, kitchen, living room leading to sunny secluded garden. BBQ ,patio furniture and rotary dryer available. Highchair / travel cot available on request . FREE cleaning service for stays of more than 2 weeks . Well behaved dogs welcome . Please ensure you declare ALL your guests and pets when booking .

Guest favourite

Home in Hackney

4.95 out of 5 average rating, 209 reviews

Beautiful 4 Bedroom Victorian Terrace

Bright, spacious and comfortable family friendly home, with over a 150 excellent Airbnb reviews. Situated on one of the most desirable (yet quiet) roads just a minutes walk from popular Stoke Newington Church Street in Hackney's vibrant Stoke Newington. Four good sized bedrooms (2 king size beds, 1 double, 1 single) 2 bathrooms, cloak room, sunny courtyard garden and kids’ basement playroom. Perfect for local weddings - just 10 minutes walk to Stoke Newington Town Hall and Clisshold Park.

Superhost

Tiny home in Mickleton

4.93 out of 5 average rating, 313 reviews

Little Country Houses - Daisy's Den with hot tub

A stunning hand crafted cabin with your own private wood fired hot tub and wood burning oven located in the beautiful North Cotswold Countryside. A haven to escape to for couples and families from all walks of life. To truly relax you do not need to drive as we are just a 5 minute walk from the pretty village of Mickleton where there are 2 pubs, a village shop, post office, butchers and hotel. IF BOOKED PLEASE CHECK OUR OTHER CABINS - DJ'S DIGS, POPPY'S PAD, JEDS SHED AND MIRT'S MANSION

Guest favourite

Guesthouse in Charlbury

4.93 out of 5 average rating, 397 reviews

Charming Charlbury Cottage set in Idyllic garden

Our comfortable and spacious guest house sits in a tranquil setting, hidden away down a quiet private road in the centre of the Cotswold town of Charbury. A few minutes walk away from a great selection of local pubs with good food and drinks on offer. A great base for exploring the pretty nearby villages. We are also close to Soho Farmhouse, Daylesford and lots of Cotswold attractions. 5 minutes walk to the local train station where you can get a mainline train to London Paddington.

Guest favourite

Cottage in Gloucestershire

4.92 out of 5 average rating, 167 reviews

Camside, Chipping Campden - Taswell Retreats

This wonderfully comfortable three-bedroom cottage is located in the heart of the Cotswolds. The area is renowned for its traditional villages and immaculate countryside. The house has a real homely feel to it. We believe it’s the ultimate location to experience the Cotswolds the way it should be. The cottage has a fully equipped kitchen, spacious living spaces and a garden ideal for early morning breakfasts. I guarantee an absolutely private stay. No sharing, no disturbances.

Guest favourite

Home in Chipping Campden

4.91 out of 5 average rating, 132 reviews

Chipping Campden private House and Garden

Escape to the country for a quintessential retreat in your own private house with garden. Take a 5 minute stroll down through the field at the back of the house to the village main street, also you can walk down the lane to local restaurants and pubs. Stay longer and explore the beautiful countryside. Range Rover Evoque available to rent through "Turo", 50% discount for Compton House guests. (request car when making booking). Complimentary EV charger for guests.

Guest favourite

Cottage in Great Rissington

4.74 out of 5 average rating, 321 reviews

COTSWOLDS COTTAGE RETREAT. BIG GARDEN

A perfect Cotswold hideaway in a peaceful village with 14th century pub & church with large garden. Just a few minutes' drive from famous Bourton & Stow, but in a true village. Carefully restored to keep all original features, but modern facilities. Great country gastropub within walking distance. Food shops less than 2 miles away. Two double bedrooms, a twin room and a single room. 2 bathrooms (one en suite) and a shower room.

Guest favourite

Cottage in Stow-on-the-Wold

4.89 out of 5 average rating, 446 reviews

Beautiful cottage perfectly located in Stow Square

A beautiful cottage perfectly located in the heart of Stow on the Wold with a really cosy living area, only metres from the main square and very peaceful. The courtyard at the back of the cottage is a lovely little sun trap. We have all you need for a relaxing break in the Cotswolds and pets are very welcome too.

Guest favourite

Cottage in Bourton-on-the-Water

4.96 out of 5 average rating, 224 reviews

Allerton Cottage

Allerton Cottage is a pretty period Cotswold cottage full of charm and character. Beamed ceilings and a roaring log fire make this a cosy and romantic cottage. Family friendly with a large garden for children to play in and run around. The Cottage is situated on the High Street close to the local church.

Guest favourite

Apartment in Norland

4.95 out of 5 average rating, 102 reviews

Stunning Notting Hill 3 bed (2)

Hello! My name's Katie and I'm an Airbnb Super Host, a bit like Wonder Woman without the fancy dress. You'll find the apartment perfectly placed for a relaxing and fun-filled holiday. Fluffy towels, crisp white bed linen, quiet and warm, and I'll be on hand to give you lots of advice when you need it.