
Family-friendly holiday rentals in Orpington
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Orpington

Total holiday rentals
Explore 80 holiday rentals in Orpington

Nightly prices starting at
Orpington holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Orpington holiday rentals include wifi access

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

4.6 Average rating
Orpington stays receive an average rating of 4.6 out of 5 from guests
Top-rated family-friendly rentals in Orpington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Stunning 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

Lullingstone Eynsford Annexe & Private Garden
Along the Darent Valley, minutes from M25 between Dartford and Sevenoaks (outside ULEZ 😁), surrounded by farmland and horses, we are a mile from Eynsford Village and with short cut to train station less. The Park and golf course are our back garden and The Roman Villa and Castle/World Gardens our neighbours. Lavender Farm is a short walk too and Brands Hatch 10mins drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Gingerbread House in a quiet woodland setting
Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

Quiet luxury rural cottage with fantastic views.
Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

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

Luxurious, picture-perfect, stunning treehouse
Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

Garden gem: your private escape
Step into our cozy Chislehurst haven. Less than 45 mins from central London by public transport, our modern studio offers a private entrance, a comfy superking bed, a fully equipped kitchenette, self-contained toilet and shower room. Take a 5-min stroll to the charming village with shops and eateries. Explore London or venture into the beautiful Kent countryside. Ideal for two adults and can accommodate a child. Enjoy free roadside parking. Welcome to your retreat in the heart of SE London!

Spacious Cosy Modern Apartment in Greater London
*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

Cosy, Rustic 17th Century Country Barn.
Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub (please enquire and book in advance). Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

One bedroom fully equipped flatlet
Located in beautiful wooded area on outskirts of London: 20 minutes by train to London Bridge. Chislehurst station 7 minutes walk, or 2 minutes bus ride. Village has "old" and "new" part with boutique restaurants & shops incl. supermarket (10-15 minutes walk ). Near the station are Chislehurst caves, restored historic monument & tourist attraction from war time use as a bomb shelter. Around the flat there are beautiful walks , runs & cycling in Petts Wood. House has quiet garden.

Charming Guest Suite in the Kent Countryside
Our private annexe is nestled in a peaceful cul-de-sac, just 3 miles from Chartwell and 4 miles from Sevenoaks. London Bridge is a convenient 30-minute train ride away. Enjoy high-speed WiFi, HDTV, and a well-equipped bathroom. Refreshments like coffee, tea as well as an assortment of snacks are provided for our guests. The High Street, local pub, and shops are within walking distance. Guests can park their car on-site for free. EV charging available at extra cost.

The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.
Popular amenities for Orpington family-friendly rentals
Family-friendly home rentals with a hot tub

OutbackShack HottubSaunaCinema Pooltable adventure

The Bainden, with Private Hot Tub All Year Round

The Old Stable

Beautifully developed historic stables, high spec

Romantic American School Bus Meadow Escape+Hot Tub

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12
Family- and pet-friendly home rentals

Converted Coach House in Kent

In a woodland glade: Romantic shepherd's hut

Countryside Escape in Beautiful Cosy Cottage

Petite Gite in an idyllic cottage garden.

Stable Cottage at Nurstead Court

Cosy shepherd’s hut in beautiful Kent countryside

Cosy Private Cottage in Wrotham, Kent Downs AONB

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Mattie's Loft

Amazing large pristine heated pool, country views

Private garden studio with use of pool

GWP - Rectory North

Bell Tent Glamping Single unit, self contained.

Cottage with tennis court and pool

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop
When is the best time to visit Orpington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £167 | £174 | £171 | £158 | £159 | £175 | £172 | £171 | £164 | £169 | £170 | £166 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Destinations to explore
- Flat rentals Orpington
- Rentals with a fireplace Orpington
- House rentals Orpington
- Rentals with a patio Orpington
- Rentals with a washing machine and dryer Orpington
- Cottage rentals Orpington
- Pet-friendly rentals Orpington
- Rentals with outdoor seating Orpington
- Fitness-friendly rentals Orpington
- Family-friendly rentals Greater London
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- ExCeL London
- The O2
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- Victoria Park
- British Museum





