Short city breaks Isle of Wight | Holiday Lettings UK

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Isle of Wight

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32 Holiday homes

Filters applied: City breaks

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga
…see more

from £90 / night

£1260 / week

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from £90 / night

23

Bembridge holiday bungalow rental

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £200 / night

£500 - £825 / week

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Responds fast!
avg. 3 hours 53 minutes

from £200 / night

(2) Excellent 

18

Holiday home rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Private garden

from £75 / night

£500 - £650 / week

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Responds fast!
avg. 1 hour 27 minutes

from £75 / night

Featured properties

(1) Excellent 

28

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £180 / night

£1530 - £2200 / week

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from £180 / night

(14) Very Good 

Certificate of Excellence

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Superb home from home” I had the pleasure of staying here with my family for a mini break in September. It had everything that we needed and 2 year old was really excited about the bunk beds. It was clean comfortable and plenty big enough. A lovely pl
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Certificate of Excellence

from £70 / night

£350 - £600 / week

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Responds fast!
avg. 1 hour 53 minutes

from £70 / night

(4) Excellent 

Certificate of Excellence

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful
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Certificate of Excellence

from £150 / night

£900 - £2400 / week

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Responds fast!
avg. 2 hours 13 minutes

from £150 / night

(32) Excellent 

Certificate of Excellence

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely place fab location” We really enjoyed our stay here- we hadn't realised how close to the sea it was and how accessible everything is. The cottage is lovely, lots of information and a good selection of books which the kids loved. Thank you!
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Certificate of Excellence

from £55 / night

£360 - £1100 / week

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Responds fast!
avg. 2 hours 21 minutes

from £55 / night

(2) Excellent 

23

Holiday yurt in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets

from £80 / night

£495 - £775 / week

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from £80 / night

(12) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen
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from £110 / night

£590 - £1600 / week

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from £110 / night

(16) Excellent 

Certificate of Excellence

27

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have
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Certificate of Excellence

from £95 / night

£600 - £915 / week

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Responds fast!
avg. 2 hours 25 minutes

from £95 / night

(7) Very Good 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Superb Apartment” This apartment is very charming and feels very homely. I felt very cosy and safe here. The apartment had everything to make your stay pleasant. Clean and fresh. My Husband and I visited with my Daughter 9 years of age. We had plenty
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from £100 / night

£395 - £765 / week

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Responds fast!
avg. 2 hours 39 minutes

from £100 / night

(3) Excellent 

20

Holiday apartment in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden

from £60 / night

£420 / week

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Responds fast!
avg. 20 minutes

from £60 / night

13

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £70 / night

£375 - £1200 / week

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Responds fast!
avg. 2 hours 28 minutes

from £70 / night

(3) Excellent 

10

Holiday lodge in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £65 / night

£625 - £895 / week

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from £65 / night

(15) Excellent 

16

Apartment rental in Cowes

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Great location, cosy and” I stayed here for a weekend and had a very comfortable and enjoyable stay. It is so continentally located by the ferry, shops, pubs and bars and it near to bus stops to see the rest of the Island. The apartment itself has e
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from £80 / night

£400 / week

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Responds fast!
avg. 1 hour 50 minutes

from £80 / night

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £110 / night

£500 - £1000 / week

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from £110 / night

(2) Very Good 

13

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £110 / night

£500 - £1000 / week

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from £110 / night

11

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £100 / night

£450 - £850 / week

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from £100 / night

(24) Very Good 

19

Apartment letting in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £90 / night

£325 - £839 / week

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Responds fast!
avg. 1 hour 39 minutes

from £90 / night

(3) Average 

15

Holiday cottage in Bembridge

Bembridge / St Helens, Bembridge

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £57 / night

£395 - £750 / week

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Responds fast!
avg. 3 hours 36 minutes

from £57 / night

(15) Excellent 

22

Freshwater holiday home rental

Freshwater / Freshwater Bay

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceptional house with a wonderful owner” As soon as we pulled up on the drive it was WOW. Once inside you can't help but fall in love with this spacious house. Every day you will find quirky/unique figures or ornaments in the rooms and garden- fascin
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from £156 / night

£1090 - £1890 / week

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from £156 / night

(2) Excellent 

22

Cowes holiday townhouse rental

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden

from £120 / night

£500 - £2900 / week

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Responds fast!
avg. 2 hours 28 minutes

from £120 / night

9

Shanklin holiday log cabin rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden

from £135 / night

£640 - £750 / week

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from £135 / night

19

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £150 / night

£1050 / week

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from £150 / night

(1) Excellent 

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £85 / night

£340 - £750 / week

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from £85 / night

18

Holiday home in Calbourne

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £183 / night

£1030 - £1404 / week

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from £183 / night

16

Lighthouse rental in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £134 / night

£746 - £1459 / week

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from £134 / night

(1) Excellent 

14

Holiday lighthouse in Niton

Isle of Wight / Niton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £132 / night

£740 - £1286 / week

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from £132 / night

23

Ryde holiday home rental

Isle of Wight / Ryde

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £502 / night

£2850 - £5094 / week

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from £502 / night

16

Holiday lighthouse in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £134 / night

£746 - £1318 / week

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from £134 / night

11

Holiday home in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £134 / night

£746 - £1404 / week

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from £134 / night

18

Holiday home in Ventnor

Isle of Wight / Ventnor

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £260 / night

£1408 - £3037 / week

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from £260 / night

1