Holiday rentals in Woldingham

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Top-rated holiday rentals in Woldingham

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Top guest favourite
An entrance adorned with dry foliage frames a charming lodge. A central water fountain is visible, surrounded by lush grass and greenery. Soft lighting highlights the architectural features of the building, while tall trees create a natural backdrop.
Guest house
4.97 out of 5 average rating, 136 reviews

Amazing Clockhouse in a perfect location

The Clockhouse is a fabulous self-contained lodge in a semi rural setting with its own private garden area, off street parking & superb transport links to London (45 min) & LGW/LHR airports (30/90 min) .A spacious & tranquil open plan living area offering flexible accommodation has the added advantage of a double bed & x2 single sofa beds, a splendid shower room & a well equipped kitchen. The separate private access means privacy & relaxation is assured & makes for a perfect base all year round.

Top guest favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Apartment
4.99 out of 5 average rating, 155 reviews

Amazing Views over Garden & Valley

Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

Top guest favourite
A charming outdoor area is surrounded by trees, featuring a wooden cabin and a circular seating arrangement. Two wooden lounge chairs are positioned near a fire pit, with a winding pathway leading toward the cabin, creating a serene and inviting atmosphere.
Shepherd’s hut
5 out of 5 average rating, 387 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently about an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the village of Headley near Box Hill, so you can enjoy beautiful countryside walks, whilst staying in a luxury hut with modern facilities like high speed wifi! Dog friendly (extra fee). We have a wood fired couples hot tub and can supply grazing platters, perfect for birthdays, anniversaries and special nights away!

Guest favourite
The Summerhouse features a charming wooden exterior with a sloped roof and large glass doors. Surrounded by lush greenery, it includes a small seating area on the patio for outdoor relaxation, inviting nature into the living space.
Guest house
4.95 out of 5 average rating, 569 reviews

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi

The Summerhouse is a modern barn conversion located on the Flagpole Cottage estate with the main house dating back to 1650 in quaint and friendly Tandridge Village. The Summerhouse has a private entrance with magnificent views over the country side from the floor to ceiling windows, yet only 20 miles from London. Open plan living with sleeping arrangements on the mezzanine and ground floor sofa bed. WiFi (75Mb fibre) and secure parking (24/7 outdoor CCTV) is free. Private terrace on the back.

Guest favourite
A modern exterior view of the Airbnb space is captured, showcasing large windows that allow ample natural light. A small patio area features a round table with two chairs, surrounded by greenery, providing a peaceful outdoor setting.
Guest suite
5 out of 5 average rating, 12 reviews

Near Caterham School easy access to Gatwick/London

Relaxing self contained, spacious, 2.5 rooms near London (by train), next to Caterham School & North Downs plus the M23 for Gatwick Airport. Own access into 1 bedroom, shower room & lounging room with basic kitchenette; fridge, microwave & coffee/tea facility. Outdoor patio & back garden. Conveniently located, 15min walk to Caterham town centre (many good restaurants & cafés) & London train line (zone 6). By car junction 6 off the M25 & only 1/2 hour drive from Gatwick Airport. Parking on site.

Guest favourite
Flat
4.97 out of 5 average rating, 179 reviews

47m2 Smart& Modern one bedroom flat/TV.

This distinctive, modern one-bedroom apartment offers a completely PRIVATE, SELF- CONTAINED space with NO SHARED AREAS, ensuring a comfortable and exclusive stay. Ideally located just a 7-minute walk from Sanderstead and Purley Oaks train stations, with direct connections to LONDON Victoria and London Bridge in under 25 MINUTES. A wide selection of restaurants and shops are. within easy walking distance,and Gatwick Airport is conveniently accessible, just a 25-minute drive from the property.

Guest favourite
Home
5 out of 5 average rating, 7 reviews

Comfortable & Spacious • Parking • Near Station

✨ Elegant Modern Home in Oxted ✨ Welcome to our amazing home — a sleek, new 3-bedroom end of terrace combining style, space and comfort for your perfect getaway, business stay or family break. ✔ 3 Bedrooms • 1.5 Bathrooms ✔ High-spec modern finish throughout ✔ Private garden + Driveway parking for up to 2 cars (with EV charging point) ✔ Fast Wi-Fi & smart home features ✔ Comfortable beds for a perfect recharge ✔ Digital Guidebook ✔ Ideal for families, couples, contractors or city commuters

Top guest favourite
A gravelled seating area is situated outside The Dog House, featuring a set of dark wicker furniture with white cushions. A glass-top table is placed centrally, adorned with simple decor. Lush green trees and a wooden fence provide a natural backdrop.
Guest house
4.99 out of 5 average rating, 475 reviews

Luxury Garden Lodge

The Dog House is situated in a corner of our garden, in the beautiful Surrey village of Newdigate. Ideal for walkers and cyclists, the village has an award winning real ale pub with great food, a village shop and an Indian restaurant. There are nature reserves and stunning walks and only 15 minutes from Gatwick, access to the airport couldn’t be easier. The historic towns of Dorking and Reigate are a short drive away and have a great range of shops, restaurants and antique shops.

Guest favourite
A spacious living area features a large, comfortable corner sofa, complemented by accent pillows and a sleek coffee table. Expansive windows provide scenic views of the outdoors, while a modern fireplace adds warmth. The dining area is visible in the background, showcasing elegant seating.
Home
5 out of 5 average rating, 5 reviews

Twilight Retro Haven + Hot Tub + Garden Cinema

Step into Kooringa, an Asian-inspired retro haven in Warlingham, Surrey. This stylish retreat offers a luxurious hot tub, a garden cinema for magical movie nights, and stunning countryside views. Just 10 minutes from Upper Warlingham Station (direct to London in 30 mins), it's perfect for couples or small groups. Explore local gems like Surrey Hills, enjoy the secluded garden, and unwind in retro-modern comfort. Your idyllic escape, just a short journey from city life, awaits!

Top guest favourite
A light-filled lounge is furnished with a comfortable gray sofa adorned with various decorative cushions. A cozy armchair, positioned beside a small wooden table, complements the space. A brick fireplace is featured, with a television mounted above, creating a welcoming atmosphere.
Cottage
4.96 out of 5 average rating, 216 reviews

Charming Cottage with lovely garden & parking

Delightful entire 1 bedroom cottage, built over 200 years ago with a spacious lounge, diner and a fully fitted kitchen and benefits from its own private patio. With picturesque views across the golf course and a wonderful hiking trail. You will find this to be a perfect spot to relax for single and couples wanting break away or even if away for work purposes. A 10 minute stroll to a nearby local village pub, a delightful cafe and restaurant, including an off license.

Top guest favourite
Guest suite
4.95 out of 5 average rating, 102 reviews

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.

Top guest favourite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn
4.94 out of 5 average rating, 511 reviews

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. 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

Popular amenities for Woldingham holiday rentals

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