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Vacation rentals in Crowborough

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Top-rated vacation rentals in Crowborough

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Guesthouse in East Sussex

4.96 out of 5 average rating, 305 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.

Guest suite in East Sussex

4.94 out of 5 average rating, 156 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. An Air Fryer and Fridge is also available. 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.

Guest suite in Eridge

4.91 out of 5 average rating, 142 reviews

Cosy Annex with en-suite shower and private patio

A modern annex with en-suite bathroom. Would suit a business traveller, a couple or a young family for an affordable weekend/holiday getaway. The space comfortably sleeps 3, the pull out trundle bed can provide an additional full size single bed to fit a 4th person. However, this does compromise floor space and we feel this option would only suit a family with young children. The annex does not have a kitchen but tea and coffee making facilities, a toaster, mini fridge,microwave and outside BBQ

Cabin in East Sussex

4.87 out of 5 average rating, 405 reviews

Forest Den

Welcome to The Forest Den set in almost 1 and a half acres which has just been beautifully renovated offering a chic rural retreat. Forest Den is probably the closest accommodation to Pooh sticks bridge and set in the Heart of the Ashdown Forest with direct access into the famous 100 Acre Wood from AA Milne's Winnie the Pooh! Forest Den is a super cosy rural retreat offering a get away from it all lodge at the same time as offering all the creature comforts for a break. New for 2022… Alpacas!

Guesthouse in East Sussex

4.84 out of 5 average rating, 179 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

Cottage in East Sussex

4.96 out of 5 average rating, 151 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.

Barn in Ashdown Forest

4.96 out of 5 average rating, 127 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.

Cottage in Duddleswell

4.99 out of 5 average rating, 267 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.

Cottage in East Sussex

4.91 out of 5 average rating, 220 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.

Guest suite in Danehill

4.95 out of 5 average rating, 245 reviews

Country lovers studio with separate access

Hindleap studio is a ground floor bed sitting room with en-suite shower room and kitchenette. Private off-street parking. Located in an Area of Outstanding Natural Beauty, the quiet setting is a short stroll to our local pub which serves great food. With plenty of local walks and visitor attractions nearby such as steam railways, vineyards, national trust properties and quaint villages. Own transport is needed, although the local bus connects to Haywards Heath and East Grinstead.

Barn in Hadlow Down

4.99 out of 5 average rating, 169 reviews

Beautiful cosy country stay

Escape to the country in this stylish, immaculately clean, barn conversion filled with light and surrounded by unspoiled countryside As part of a collection of Medieval farm buildings The Dairy sits at the edge of a Sussex water meadow and boasts its own private south facing terrace Great for anniversaries and quiet celebrations, holidays or just time away enjoying the secluded and self contained accommodation Keypad access can allow you the opportunity for complete independence

Guesthouse in Buxted

4.95 out of 5 average rating, 745 reviews

Stunning Studio Barn, Buxted

Our chalet-inspired studio barn, with vaulted ceilings and oak beams, is light and airy in the summer and beautifully warm and cosy in the winter, with underfloor heating throughout. It is completely self-contained, with a separate entrance from the adjacent family house. With a sumptuous superking bed (or two twins), sofa bed, unlimited fast WiFi and HDTV, you are assured of a relaxing and welcoming stay in a family-friendly setting in the East Sussex countryside.

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Popular amenities for Crowborough vacation rentals

Free parking on premises

Air conditioning

Stay near Crowborough's top sights

Morrisons37 locals recommend

Ashdown Forest Riding Centre9 locals recommend

Bowles8 locals recommend

Crowborough Cabs Ltd7 locals recommend

Waitrose & Partners Crowborough7 locals recommend

Tesco Superstore7 locals recommend

Other great vacation rentals in Crowborough

Guesthouse in East Sussex

4.83 out of 5 average rating, 36 reviews

Double room in detached annex

Cottage in Eridge

4.98 out of 5 average rating, 41 reviews

Delightful newly converted dairy, private garden

Farm stay in East Sussex

4.99 out of 5 average rating, 88 reviews

The Lodge at Spring Farm Alpacas

Tiny home in Buxted

4.99 out of 5 average rating, 431 reviews

Idyllic and Secluded Lakeside Lodge

Cottage in High Hurstwood

4.97 out of 5 average rating, 30 reviews

Russets, a relaxing rural retreat

Guesthouse in Eridge

4.98 out of 5 average rating, 171 reviews

A romantic weekend forest hideaway

Guesthouse in Cowden

4.92 out of 5 average rating, 198 reviews

Little Yew, a peaceful escape.

Home in Buxted

4.99 out of 5 average rating, 170 reviews

A deluxe home to explore Sussex and beyond

Quick stats about vacation rentals in Crowborough

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

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 50 vacation rentals in Poundgate, and over 40 vacation rentals in Boarshead.
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.

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