Ventnor Holiday Cottages

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 1
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Ventnor Holiday Cottages

REFINE SEARCH

Your Ventnor, Isle of Wight search returned 129 cottages

Relevance (AI)
  • Distance to Location
  • Relevance (AI)
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
Map View
A house with a thatched roof windows and garden beds at Dunnose Magna in Shanklin
48
Shanklin, Isle of Wight, PO37
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This superb stone cottage is based in Luccombe, Isle of Wight. WiFi. Off-road parking. Enclosed garden. Newport 10 miles; Cowes 15 miles. (Ref. 991785)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £1593

See more details
Stone building with arched doorway and gated windows with potted plants at Chapel House in Chale
29
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £1081

See more details
A corner view of a two-story semi detached house with cream and beige walls near a paved driveway and lattice fence at May Cottage in Shanklin
26
Shanklin, Isle of Wight, PO37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £479

See more details
A detached two-story house with a front porch and paved driveway surrounded by hedges at 5 The Mall in Sandown
37
Sandown, Isle of Wight, PO36
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £651

Last booked yesterday
See more details
A stone cottage with white windows and a white door next to a large stone arch and metal gates in a grassy area at Freemantle Lodge in Godshill
32
Godshill, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £492

Last booked yesterday
See more details
A stone house with a tiled roof a paved pathway leading to the front door and bushes on the left at The Wash House in Bembridge
21
Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful detached cottage resting in Bembridge, Isle of Wight. Enclosed garden. Off-road parking. Woodburning stove. Ryde 7.9 miles; Newport 12 miles; Cowes 16.5 miles. (Ref. 1066102)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £682

See more details
A wooden cabin with a ramp and small fenced yard surrounded by trees at Chale Farm Lodge in Chale
29
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This superb detached lodge is nestled in the pretty village of Chale, on the Isle of Wight, England. Woodburner. Open-plan. En-suite. Enclosed garden. Ventnor 6.5 miles. (Ref. 939717)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £466

See more details
A living room with sofas and cushions a patterned rug and a dining area with chairs and table at Sandy Cottage in Sandown
27
Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £459

See more details
A red brick house with a patio and garden with flowering tree branches in the foreground at Milston in Chale
59
Chale, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £865

See more details
A stone barn with a pitched roof next to a dirt path and a low stone wall at Garstons Barn in Gatcombe near Newport Isle Of Wight
44
Gatcombe near Newport, Isle Of Wight, Isle of Wight, PO30
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Garstons Barn is a lovely, three-bedroom barn conversion resting in Gatcombe near Newport, Isle Of Wight. In an AONB. Countryside views. Open-plan. Off-road parking. Cowes 9.5 miles; Ryde 10.9 miles; Yarmouth 12.3 miles. (Ref. 1133914)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £611

See more details
A small brick house with two windows and a door with gravel in the front at Little Osney in Bembridge
33
Bembridge, Isle of Wight, PO35
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights £349

See more details
The exterior of a stone house with a blue door and white framed windows and a small paved area with steps and potted plants at 4 The Old Post Office Mews Brading
27
Brading, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £344

See more details
A detached house with textured white walls and multiple windows at The Limes in St Helens
46
St Helens, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A charming, detached cottage overlooking St. Helen’s Green, Isle of Wight. Woodburning stove. Pet-friendly. WiFi. Bembridge 2.1 miles; Ryde 5.2 miles. (Ref. 1102680)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £597

See more details
A wooden sign with the word westmount on a red brick wall next to a red door at Westmount in Ryde
24
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights £290

See more details
A row of attached houses with white walls and bay windows with plants and a white front wall at White Haven in Lake near Sandown
35
Lake near Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This snug apartment is located in Lake near Sandown, Isle of Wight. Two bedrooms. Near beach. Open-plan living. Sandown 1.5 miles. Shanklin 3 miles; Ryde 6 miles. (Ref. 1000034)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £315

See more details
A white cottage with dark window frames stone wall and purple flowers at 1 Tulse Hill Cottages Ventnor
35
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £434

See more details
A stone building with arched windows and a staircase with a railing on a grassy hill at Bishops Retreat in Ventnor
42
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 5% off - Sat 29th Mar to 21st Dec 2025


for 7 nights £621

Last booked 2 days ago
See more details
A house with a brick driveway and palm trees at Wickings Steephill Cove Ventnor
45
Steephill Cove, Ventnor, Isle of Wight, PO38
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • Sykes rating

Wicking is a gorgeous detached holiday house located in the beautiful seaside resort of Ventnor, Isle of Wight. Woodburning stove. Close to beach and amenities. Pizza oven. Newport 10.5 miles; Cowes 15 miles. (Ref. 1046702)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £831

Last booked 2 days ago
See more details
A stone building with multiple windows and doors on a gravel and cobblestone driveway at The Coach House in Wroxall
37
Wroxall, Isle of Wight, PO38
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £563

See more details
A brick house with blue window frames and a wooden porch surrounded by a gravel yard at Crab Cottage in Bembridge near Ryde
51
Bembridge near Ryde, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This lovely detached cottage is set in the heart of Bembridge, Isle of Wight. Off-road parking. Hot tub. En-suite. Ryde 7 miles; Newport 11 miles. (Ref. 998289)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £629

See more details
Map View

Find your ideal cottage in Ventnor on the Isle of Wight's south coast. This quaint, Victorian seaside resort is famous for its warm climate and health spas, and is ideal for those looking for a charming and relaxing retreat with lots of phenomenal scenery to appreciate.

Known for its unique micro climate, Ventnor is home to many species of tropical and exotic plants and enjoys some exceptional weather during the summer months. Explore its many pretty sand and shingle beaches or wander along the magnificent coastal path for some truly astounding views. Or enjoy one of its famous Victorian health resorts and indulge in some relaxation and rejuvenation, visit the harbour and sample the freshest of seafood, go shopping along the esplanade and stroll through the Botanical Gardens, you won't struggle for things to do in Ventnor!

Find a great selection of holiday cottages in Ventnor including contemporary townhouses to coastal apartments looking out to sea or even Isle of Wight short breaks.Why not check out these lodges on the Isle of Wight too?

For some fun ideas on what to do during your holiday on the Isle of Wight, take a look at our Ventnor Inspire Me pages.