Holiday cottages with 2 bedrooms in Sussex

Holiday cottages with 2 bedrooms in Sussex

We’ve picked out 22 perfect holiday cottages with 2 Bedrooms in Sussex. Read more

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We have 22 self catering cottages with 2 bedrooms in Sussex

The Laundry is a 2 bedroom, dog friendly self catering cottage near Polegate.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £648 * booking fees included

The Laundry

5650

2 bedroom, dog friendly self catering cottage near Polegate.


This retro-style retreat is the perfect place to relax, recharge and reconnect. It sits in the picturesque downland village of Jevington within the South Downs National Park, just ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £648 *

Quebec Barn is a 2 bedroom, dog friendly self catering apartment near Alfriston.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £543 booking fees included

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £543

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  • 20% off

    6 Nov 2026 - 13 Nov 2026

    £662.00 £542.20 booking fees included

  • 20% off

    13 Nov 2026 - 20 Nov 2026

    £662.00 £542.20 booking fees included

  • 20% off

    4 Dec 2026 - 11 Dec 2026

    £662.00 £542.20 booking fees included

Reserve your 2027 holiday for just £40.00

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Heringaud Barn is a 2 bedroom, dog friendly self catering cottage near Alfriston.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £581 booking fees included

Heringaud Barn

5251

2 bedroom, dog friendly self catering cottage near Alfriston.


This peaceful retreat is situated in the sleepy picturesque village of West Dean in the heart of the South Downs National Park, a short distance from Cuckmere Haven and the Seven S...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £581

View
  • 20% off

    13 Nov 2026 - 20 Nov 2026

    £710.00 £580.60 booking fees included

  • 20% off

    20 Nov 2026 - 27 Nov 2026

    £710.00 £580.60 booking fees included

  • 20% off

    27 Nov 2026 - 4 Dec 2026

    £710.00 £580.60 booking fees included

Castlemans Stables West is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591 booking fees included

Castlemans Stables West

4422

2 bedroom, dog-friendly self-catering cottage near Battle.


Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is one of a pair of sympathetically converted ...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591

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Castlemans Stables East is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591 booking fees included

Castlemans Stables East

4421

2 bedroom, dog-friendly self-catering cottage near Battle.


In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is one of a pair of sympathetically convert...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £591

Pomona Annexe is a 2 bedroom, dog friendly self catering cottage in Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £620 booking fees included

Pomona Annexe

6053

2 bedroom, dog friendly self catering cottage in Battle.


Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £620

The Old Tractor Shed is a 2 bedroom, dog friendly self catering cottage near Winchelsea.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £620 booking fees included

The Old Tractor Shed

6180

2 bedroom, dog friendly self catering cottage near Winchelsea.


Tucked away on a working sheep farm close to the coast and the medieval towns of Rye and Winchelsea, this peaceful escape is surrounded by beautiful farmland and scenic footpaths i...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £620

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £700 booking fees included

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty (...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £700

Rockfield Lodge is a 3 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £717 * booking fees included

Rockfield Lodge

6054

3 bedroom, dog friendly self catering cottage near Battle.


Situated in beautiful grounds just outside the medieval town of Battle and a short drive from Hastings and St Leonards-on-Sea, this delightful lodge offers a spacious holiday abode...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £717 *

Mellifount Farm is a 2 bedroom self catering cottage near Haywards Heath.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £717 booking fees included

Mellifount Farm

5839

2 bedroom self catering cottage near Haywards Heath.


Escape to the Sussex countryside and stay in this beautiful oak-framed barn situated in a quiet rural location overlooking wooded farmland and paddocks, where you can sometimes see...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £717

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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Holiday cottages with 2 bedrooms are perfect for a small family to relax in on their annual getaway, or two sets of couples who’d rather not argue over who gets the sofa bed (we don’t do sofa beds. Or fold up beds. Or even pull out beds). Maybe there are only two of you, but you appreciate the extra space, especially when one of you starts to snore…

Whatever you are planning on using the second bedroom for, the beds will be made up with fresh linen and clean towels ready and waiting (all our cottages provide linen and towels as standard). We’ve two bedroom cottages with double beds, twin beds, single beds and even zip-and-links – so there is bound to be a two bedroom holiday cottage in Sussex that suits your needs. Use the filters on the left to help find the right one for you.