Family-friendly vacation 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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Top guest favorite

A red picket fence encloses a well-maintained garden, featuring various shrubs and flowers. A decorative gate leads to a pathway that approaches the entrance of a charming detached house, which displays a blend of brick and light-colored accents.

Home in Andover

4.78 out of 5 average rating, 166 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 favorite

An inviting entrance hall features a white door partially open to a garden view. A round mirror hangs on the wall beside a wooden console table, which holds decorative items. A potted plant stands beside the table, adding a touch of greenery to the space.

Home in Wiltshire

4.97 out of 5 average rating, 255 reviews

Glebe House, a beautiful country home

Beautiful Countryside Home. A gorgeous place to stay with family & friends. A beautifully proportioned and sunny 4 bedroom house with a stylish design. It has a stunning entrance hall, huge open plan kitchen and a utility room. Two bedrooms have their own ensuite. There is fantastic walking around, lovely pubs and great places nearby to visit including Salisbury, Stonehenge, Longleat Safari park, many historical sites and beaches within the hour. We can offer a hot tub subj to availability.

Top guest favorite

The exterior of a turret-style house is displayed, featuring a light-colored facade and multiple windows. The lush green lawn leads towards a serene lake, with trees and nearby houses visible in the background under an open sky.

Home in South Cerney

4.97 out of 5 average rating, 294 reviews

Waddle-On-Inn. A Lakeside Turret with Hot Tub

Welcome to our home; Waddle-On-Inn. From the animal paintings on the walls, to the ducks in the bathrooms, Waddle-On-Inn truly represents our family and our little adventures. Providing a 3 bedroom turret house for families and friends to get together, the house has just been completely refurbished to a high standard, including a superb hot tub. With a gated community (24hrs security), parking, family activities (soft play, tennis courts, games rooms and local spa). Peace is assured.

Guest favorite

A wooden guesthouse is framed by lush greenery and colorful flowering plants, set in a tranquil setting. A stone wall with an iron gate marks the entrance, while a well-maintained garden area lies beyond, contributing to the peaceful atmosphere.

Guesthouse in Charlbury

4.93 out of 5 average rating, 403 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 favorite

The spacious room features a king-size bed dressed in blue linens, a small dining table surrounded by two chairs, and a comfortable sofa. Natural light floods the space through skylights, while a mirror enhances the sense of openness. A vibrant rug adds a touch of color.

Apartment in Greater London

4.81 out of 5 average rating, 105 reviews

Well-provided double en-suite room with breakfast

Shanjida and David - and our daughter - offer a large (4.40metres X 3.70metres), quiet,warm,self-contained en-suite room for you to enjoy, - the entire studio flat - ideal for either single or double occupancy. With a king-size bed and continental breakfast! Convenience store, Tesco Express just 2 minutes away. Close to shops, a pub and a large park.Free service road parking, excellent public transport links to central London, Wembley Stadium, Harry Potter World and Heathrow Airport.

Guest favorite

A spacious kitchen features wooden cabinetry and a large central island with a dark countertop. Stainless steel appliances, including a gas stove and toaster, are visible. Natural light floods the area, illuminating the open layout that connects to a dining space with wooden furniture.

Cottage in Gloucestershire

4.92 out of 5 average rating, 181 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 favorite

Home in Cerney Wick

4.9 out of 5 average rating, 144 reviews

Mayflower: Lakeside Retreat - Hot Tub & Pool Table

Welcome to Mayflower - a spacious, open-plan retreat with lake views, a hot tub, a kayak, and a side of friendly competition courtesy of the games table (pool, ping pong or air hockey, you choose). With flexible sleeping arrangements and calm, sociable interiors, it’s an easy pick for families, couples or a laid-back group of friends. Mayflower offers stillness without isolation - just minutes from local pubs, walking trails, and Cotswold adventures.

Guest favorite

The cottage features a traditional stone facade with a thatched roof and multiple windows, allowing ample natural light. Greenery adorns the entrance, enhancing the charm of the property. The driveway leads to a gravel path, inviting guests to explore the serene surroundings.

Cottage in Great Rissington

4.75 out of 5 average rating, 335 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 favorite

Home in Spine Road East

4.85 out of 5 average rating, 500 reviews

Lake’s End Lodge.

Lovely 3 bedroomed lodge with a large private decking area. The Lodge sleeps six persons and is located near Cirencester in the heart of the Cotswolds. A superb setting with excellent facilities- tennis, table tennis, fly & coarse fishing & children’s play area are all onsite. Canoeing & SUP (stand up paddle) are available a short walk away. Restaurants and cafes are also within walking distance. Dogs are very welcome.

Superhost

A comfortable living area features a dark sofa adorned with various cushions, complemented by a light area rug. A vibrant abstract artwork hangs on the wall, while large glass doors provide natural light and a view of the outdoor seating area.

Home in Gloucestershire

4.81 out of 5 average rating, 287 reviews

Lake View

Lovely New England style lodge, it's location next to the lake is idyllic. The lodge is well equipped, close to Cirencester and in the heart of the Cotswolds. It is perfect for families or friends who want to enjoy everything the Water Park and surrounding area has to offer; fishing, water sports, sailing, kayaking, paddle boarding, water-skiing, walking, country pubs and restaurants.

Top guest favorite

Cottage in Buckinghamshire

4.97 out of 5 average rating, 346 reviews

Family friendly - rural, detached, home from home

The Gardener's Cottage is a delightful, newly renovated 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. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages

Guest favorite

The exterior of a charming period cottage is visible, featuring warm stone walls and a slate roof. The building has multiple windows with decorative frames, and a small garden area with greenery can be seen in front. The overall appearance reflects a traditional Cotswold style.

Cottage in Bourton-on-the-Water

4.96 out of 5 average rating, 240 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.

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What guests are saying

Beautiful cottage perfectly located in Stow Square

4.89 out of 5 average rating, 463 reviews2 weeks ago

Nicky’s place is the perfect place for a stay in the Cotswolds - its location means you feel a part of Stow, and so close to the other beautiful Cotswold villages. The cottage is warm and welcoming with everything that you could need, and Nicky took such good care in making us feel comfortable. With local recommendations and the wonderful welcome provisions, there was so much for us to explore and do, along with tasting the wonderful local delicacies of the Cotswolds. I would 100% recommend the cottage for any length of stay, as the cottage itself was a highlight of the trip due to its beautiful stone and country feeling. Thank you Nicky for a lovely stay☺️

Cottage in Stow-on-the-Wold

What guests are saying

Historic Oast house on farm comfortably modernised

4.82 out of 5 average rating, 202 reviews2 weeks ago

As a family of 5 we had a wonderful stay at Ockhams Guest House. Helen and her family were friendly and responsive throughout our stay and we felt right at home thanks to their hospitality. The surroundings are peaceful and great for walking in local fields and woodlands. Would highlight recommend for a peaceful getaway

Farm stay in Kent

What guests are saying

Kingfisher Lodge, Isis Lake in Cotswold Lakes

4.98 out of 5 average rating, 201 reviews1 week ago

There is no place like home at the Kingfisher Lodge. Our stay was extremely comfortable and all the family felt very relax throughout our stay. Melanie is lovely and made effort to come and check if we were fine. We would definitely come again, thank you again.

Townhouse in Cirencester