Vacation rentals in Crowborough

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Top-rated vacation rentals in Crowborough

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Guest favorite

Guesthouse in East Sussex

4.95 out of 5 average rating, 263 reviews

Cosy woodland annex - Guest house

Adjoining historic Heathfield Park, surrounded by woodland & wildlife. This detached, self-contained Annex is a recently done garage conversion. The space has been transformed into a cosy woodland retreat flooded with natural light. It has a secure private entrance & ample off-street parking. The lounge has a wood burning stove stocked with logs from our garden.The accommodation is ideal for a family of 4 or 2 couples, the bedroom has a kingsize bed and there's a kingsize sofa bed in the lounge.

Sep 17 – 24

R2,154 ZAR per night

Guest favorite

Barn in Friars Gate

4.97 out of 5 average rating, 200 reviews

The Annex is in the beautiful Ashdown Forest

The Annex on Ashdown Forest is a luxury self contained small barn studio conversion. With a high quality en suite thermostatic power shower, secure private parking area. The Annex offers an extremely high standard of countryside accommodation. Luxurious sofa bed in October 21, single pull out bed, sumptuous duvets and pillows, White Company bed linen, towels, small fridge with complimentary Nespresso and teas all to be enjoyed in a calm environment that exudes interior designed soft furnishings

Feb 28 – Mar 7

R2,487 ZAR per night

Guest favorite

Place to stay in Wadhurst

4.99 out of 5 average rating, 466 reviews

An Architectural retreat with incredible views.

The self contained contemporary Architect designed Barn is a luxurious couples retreat, located next to the owners home and surrounded by beautiful AONB countryside with outstanding views. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, a fantastic butcher, deli, 2 pubs and takeaways. Follow us on IG @allibnb

Oct 9 – 16

R3,067 ZAR per night

Guest favorite

Guesthouse in East Sussex

4.82 out of 5 average rating, 141 reviews

Modern barn in the heart of the Ashdown Forest

Our spacious 2 bedroom barn is situated in the heart of the Ashdown Forest and is a perfect base for a walking break. Seek out the locations of Pooh's adventures in AA Milne's books or explore the beautiful South Downs, a short drive away. Our barn is situated within the grounds of our family house. A maximum of two well behaved dogs are allowed. Please be aware we have sheep and other farm animals onsite so dogs must be kept under control at all times. EV charger available at extra cost

Sep 14 – 21

R2,592 ZAR per night

Guest favorite

Cottage in East Sussex

4.95 out of 5 average rating, 129 reviews

The Cottage, Dovedale Farm, Crowborough, TN6 1UT

This beautifully presented two bedroom detached cottage is situated within close proximity of Crowborough Town Centre and approximately 7 miles from the vibrant heart of Tunbridge Wells with popular shops, bars and restaurants. This characterful property is set amongst 4 acres of mature landscaped gardens which encompasses a private fishing lake. Along with 2 double bedrooms, this separate annex also comprises its own courtyard garden, ample parking as well as stunning views of the garden.

Aug 6 – 13

R3,384 ZAR per night

Guest favorite

Farm stay in Kent

4.99 out of 5 average rating, 342 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Oct 7 – 14

R2,987 ZAR per night

Guest favorite

Barn in Nutley

4.97 out of 5 average rating, 144 reviews

Rural Retreat on the Ashdown Forest

THE FOREST MALTHOUSE on the Ashdown Forest is a luxurious, spacious, detached, 1 bedroom, converted barn dating from 1822 with wonderful views over the forest. The Vaulted Oak Framed barn offers guests an extremely high standard of countryside self-catering accommodation with endless walks on your doorstep & a large, open plan kitchen & living/dining room. In a quiet, rural setting, with secure gated parking it's an ideal base for walking, cycling, fishing, bird watching or simply relaxing.

Jan 24 – 31

R3,192 ZAR per night

Guest favorite

Barn in Ashdown Forest

4.95 out of 5 average rating, 107 reviews

Delightful cosy country cottage in Ashdown Forest

Spring Farm Cottage offers you a relaxing cosy retreat, with secure gated parking, set in beautiful surroundings in the Ashdown Forest's 6500 acres- an area of outstanding natural beauty with amazing heathland views, endless walks, ideal for nature lovers and bird watchers. The cottage is luxuriously fitted with everything you need for a comfortable and relaxing stay. A welcome pack of semi-skimmed milk (or your choice) juice, various teas, coffee and cereals and snacks will be provided.

Sep 4 – 11

R2,884 ZAR per night

Guest favorite

Guest suite in East Sussex

4.95 out of 5 average rating, 106 reviews

One bedroom Annex with private entrance & patio

This listing is a recently refurbished annex attached to the side of the main property. It comes with a private entrance, bathroom, patio outdoor seating area and small kitchenette including a microwave, kettle, toaster and full crockery set. There is also a small fridge too. Tea and coffee is provided with fresh milk and bottled water. Fruit juices are also provided. Only a 5 minute walk to Crowborough town, the location is perfect and also situated on the outskirts of Ashdown forest.

Mar 7 – 14

R2,241 ZAR per night

Guest favorite

Cottage in Rotherfield

4.96 out of 5 average rating, 128 reviews

Delightful cottage in High Weald farm setting

The Old Kennel is in the High Weald AONB. A delightful self contained cottage set next to the farmhouse (shared drive). The charm here is the tranquillity of the countryside surroundings on our working beef farm. Set apart from the workings of the farm to allow quiet enjoyment. With glorious morning to early evening sun the garden benefits also from shade if needed. The space is ideal for a couple. A mezzanine for 2 children, steep access & restricted height, suitable only for some.

Jul 26 – Aug 2

R2,160 ZAR per night

Guest favorite

Cottage in Duddleswell

4.99 out of 5 average rating, 240 reviews

Hundred Acre Studio, an Ashdown Forest retreat

Hundred Acre Studio is a charming retreat down a private track on the Ashdown Forest. In the heart of Winnie the Pooh country, it is a perfect base for exploring the many pubs, beautiful walks, vineyards, heritage railway, and National Trust properties in the area. Close to the South Downs and the coast, as well as nearby Tunbridge Wells with its historic old town and weekly summer jazz nights. It is the ideal country getaway; private, quiet, and with everything you need for a break.

May 3 – 10

R2,124 ZAR per night

Guest favorite

Cottage in East Sussex

4.91 out of 5 average rating, 191 reviews

The Hideout - in the heart of Ashdown Forest

The Hideout is located down a private drive, well off the road and right on Ashdown Forest. We are a five minute walk from Gills Lap which is a central walking hub on the forest. Dogs are welcome and there is a secure, enclosed courtyard garden. You can walk for miles from the gate and we provide maps and walking suggestions. Forest Row, a ten minute drive, provides good shops, restaurants and cafes. There is a great local pub, The Hatch Inn, which is walkable during daylight hours.

Oct 30 – Nov 6

R2,768 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Crowborough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Crowborough's top sights

Morrisons37 locals recommend

Jade's Palace Restaurant3 locals recommend

Tesco Superstore7 locals recommend

Waitrose & Partners Crowborough7 locals recommend

Boars Head Golf Course - Pay and Play and Driving Range4 locals recommend

Crowborough Cabs Ltd7 locals recommend

Other great vacation rentals in Crowborough

Guest favorite

Guesthouse in Danehill

5.0 out of 5 average rating, 167 reviews

Browhill Loft - contemporary, handcrafted studio

Dec 1 – 8

R1,596 ZAR per night

Guest favorite

Guest suite in Langton Green

4.94 out of 5 average rating, 304 reviews

Little Stonewall’s Guest Suite

Sep 21 – 28

R1,939 ZAR per night

Guest favorite

Cabin in East Sussex

4.86 out of 5 average rating, 346 reviews

Forest Den

Aug 4 – 11

R2,007 ZAR per night

Guest favorite

Tiny home in Mark Beech

4.98 out of 5 average rating, 193 reviews

Beautiful 1 Bedroom Annexe in Kent+2 beds for kids

Jun 14 – 21

R2,179 ZAR per night

Guest favorite

Guesthouse in Wadhurst

4.93 out of 5 average rating, 187 reviews

Pretty converted barn at the edge of a small town

Aug 29 – Sep 5

R2,412 ZAR per night

Guest favorite

Barn in East Sussex

4.94 out of 5 average rating, 72 reviews

Entire converted stone coach house

Oct 18 – 25

R2,686 ZAR per night

Guest favorite

Place to stay in East Sussex

4.95 out of 5 average rating, 22 reviews

Boutique space, own entrance, near Ashdown Forest

Sep 21 – 28

R2,777 ZAR per night

Guest favorite

Cottage in High Hurstwood

5.0 out of 5 average rating, 18 reviews

Russets, a relaxing rural retreat

Oct 16 – 23

R2,193 ZAR per night

Show all

Quick stats about vacation rentals in Crowborough

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
R1,147 ZAR before taxes and fees

Frequently Asked Questions

Where should I stay in Crowborough?
Make yourself at home in Crowborough by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Crowborough, over 40 vacation rentals in Boarshead, and over 50 vacation rentals in Poundgate.
How much does it cost to stay in house rentals in Crowborough?
Experience the best of Crowborough with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Crowborough?
Yes! Work meets play with ease at over 10 vacation rentals in Crowborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Crowborough?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Crowborough?
Four-legged friends are welcome in Crowborough. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Crowborough have free parking?
Absolutely! We offer over 10 house rentals with free parking in Crowborough. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Crowborough?
Crowborough has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Crowborough have wifi?
Absolutely! We offer over 10 house rentals with wifi in Crowborough. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Crowborough

Top-rated vacation rentals in Crowborough

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Crowborough vacation rentals

Stay near Crowborough's top sights

Other great vacation rentals in Crowborough

Guesthouse in Danehill

Guest suite in Langton Green

Cabin in East Sussex

Tiny home in Mark Beech

Guesthouse in Wadhurst

Barn in East Sussex

Place to stay in East Sussex

Cottage in High Hurstwood

Quick stats about vacation rentals in Crowborough

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Crowborough?

How much does it cost to stay in house rentals in Crowborough?

Are there vacation rentals with a dedicated workspace in Crowborough?

What are the most popular amenities for House Rentals in Crowborough?

Are there pet-friendly vacation rentals in Crowborough?

Do house rentals in Crowborough have free parking?

Are there family-friendly vacation rentals in Crowborough?

Do house rentals in Crowborough have wifi?

Destinations to explore