Romantic Breaks on the Isle of Wight

Romantic Breaks on the Isle of Wight

Pick a luxury bolthole with a bubbling hot tub, or how about one with a pool? Maybe a luxury retreat with spectacular sea views or perhaps a secluded romantic cottage just right for two? The choices are endless for a romantic getaway on the Isle of Wight. Browse through our collection and take a step closer to the holiday of your dreams together. Read more

The Isle of Wight offers an idyllic base for a romantic adventure. Miles of coast path to explore, beaches peppered with fossils, amazing restaurants and eateries and lots of fun attractions to discover. And best of all? You can enjoy your break with the one you love most in a romantic cottage for two.

So you can share the holiday of a lifetime together, we have a selection of 134 available self-catering cottages primed and ready to welcome you. From choosing your cottage to opening the front door, we will guide you through every step so that the whole process is as smooth as possible. All of our cottages are handpicked; personally inspected and fully equipped to ensure your total comfort during your romantic break on the Isle of Wight. 

Search through 134 available romantic retreats on the Isle of Wight

Mountbatten Garden Apartment is a 4 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1390

Mountbatten Garden Apartment

3635

4 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.


Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1390

Seacrest House is a 5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

Seacrest House

3653

5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.


This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1438

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Pitt Corner is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Pitt Corner

3644

4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is a roomy retreat, with plenty of space for the family to spread...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560

Harbour View is a 4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

Harbour View

4731

4 bedroom self catering cottage with sea views in Ryde, Isle of Wight.


Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £1773

View
  • 20% off

    5 Apr 2024 - 12 Apr 2024

    £2453.00£1962.40

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Windy Ridge

4464

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1804

Solent Heights is a 5 bedroom self catering cottage near the beach in Cowes, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Solent Heights

3946

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including ba...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2006

Cara Cottage is a 5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Cara Cottage

4846

5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2226

Little Forelands is a 5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

Little Forelands

4474

5 bedroom self catering cottage with sea views in Bembridge, Isle of Wight


This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...

  • Sleeps 10 + cot
  • No pets
  • Changeover Fri

7 nights from £2397

We’re here to help you find your perfect place to stay 7 days a week.

West Ingle is a 5 bedroom self catering home near the beach in Seaview, Isle of Wight.
  • Sleeps 11 + cot
  • No pets
  • Changeover Sat

7 nights from £1521

West Ingle

3693

5 bedroom self catering home near the beach in Seaview, Isle of Wight.


A beautiful Edwardian house, brimming with charm and original features, with magnificent sea views from almost every room, the terrace and garden. The open plan kitchen/dining-room...

  • Sleeps 11 + cot
  • No pets
  • Changeover Sat

7 nights from £1521

Redworth is a 5 bedroom self catering home near the beach in Bembridge, Isle of Wight.
  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

Redworth

4541

5 bedroom self catering home near the beach in Bembridge, Isle of Wight.


This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...

  • Sleeps 11 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2032

Loading more