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Cottages in Old Windsor

Find the cottages that appeal to you the most

The best cottages in Old Windsor

Check out our pick of great cottages in Old Windsor

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Review score

Oak Bray Coach House

Bray (Near Old Windsor)

Located in Bray and only 6.6 km from Legoland Windsor, Oak Bray Coach House provides accommodation with garden views, free WiFi and free private parking.

G
Grace
From
Ireland
We were going to a wedding and our host was gracious enough to allow us into the property early so we could change before the wedding. The cleaning staff delayed cleaning to make room for us. The propery was stunning and in a beautiful location. The finish was fantastic and it really felt like a home away from home. The facilities were excellent, with a full kitchen, large televisions, gorgeous shower and the rooms were well fitted out. The property is behind gates and it felt extremely safe leaving our car there. I couldn't rate this property and our stay any higher, we were just gutted we had only booked one night.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 140 reviews
Price from
US$303.91
1 night, 2 adults

Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Windsor (Near Old Windsor)

Located in Windsor in the Berkshire region, Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK features a patio.

C
Claire
From
United Kingdom
Easy check in. Relaxed site. Comfy. Wine!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 106 reviews
Price from
US$332.96
1 night, 2 adults

Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Windsor (Near Old Windsor)

Boasting air-conditioned accommodation with a patio, Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK is situated in Windsor.

M
Meadhbh
From
Ireland
perfect for a family stay, right beside Lego land great accommodation.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 146 reviews
Price from
US$303.91
1 night, 2 adults

Willow Court Farm Studio East & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Windsor (Near Old Windsor)

Boasting inner courtyard views, Willow Court Farm Studio East & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK features accommodation with a garden and a patio, around 5.2 km from...

H
Happytravellerx6
From
United States
Clear communication and directions. When we arrived, the host also ran out to make certain that everything was ok.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 162 reviews
Price from
US$333.62
1 night, 2 adults

BrightOwl Waterside Narrowboat Cottage Experience

Thorpe (Near Old Windsor)

Set in Thorpe, the recently renovated BrightOwl Waterside Narrowboat Cottage Experience offers accommodation 600 metres from Thorpe Park and 14 km from Windsor Castle.

N
Nyree
From
United Kingdom
Absolutely fantastic!!!!! We have just returned home after spending 2 days aboard the Bright Owl with our two 16-year-old children, and we truly wish we had booked a longer stay. We had an incredible experience. From the exceptionally warm and informative welcome provided by Richard and Elizabeth, to the lovely, cozy, and inviting home that offered every comfort imaginable. Furthermore, the setting was beautiful, with excellent onboard facilities and a fabulous location close to numerous places for walking, dining, drinking, exploring, and wild swimming. We eagerly anticipate our return.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 18 reviews
Price from
US$211.55
1 night, 2 adults

Inviting 2 Bed Guest House steps away from Ascot Racecourse 3 mins drive, 5 mins to Legoland, 12 mins to Windsor Castle Perfect for families & racegoers alike

Winkfield (Near Old Windsor)

Located in Winkfield and only 4.3 km from LaplandUK, Inviting 2 Bed Guest House steps away from Ascot Racecourse 3 mins drive, 5 mins to Legoland, 12 mins to Windsor Castle Perfect for families &...

Z
Zoe
From
United Kingdom
Excellent location, lovely little property
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 6 reviews
Price from
US$1,215.63
1 night, 2 adults

Travard at Heathrow 386

Harmondsworth (Near Old Windsor)

Situated in Harmondsworth and only 6.5 km from Hounslow West, Travard at Heathrow 386 features accommodation with garden views, free WiFi and free private parking.

H
Harish
From
United Kingdom
Perfect location for catching up with some old friends. Very close to Heathrow, ignite club etc. Off street parking. Modern and new decor and furnishing. Smelled good!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$311.59
1 night, 2 adults

Chalet close to Heathrow T5, Windsor Castle, Legoland, Thorpe Park, with off road parking, free Wifi, private garden, spacious & fully equipped, cozy wood burner & comfy sofa, ideal for exploring London with trains to Waterloo, a beautiful unique retreat

Colnbrook (Near Old Windsor)

Set in Colnbrook and only 5.7 km from Windsor Castle, Chalet close to Heathrow T5, Windsor Castle, Legoland, Thorpe Park, with off road parking, free Wifi, private garden, spacious & fully equipped,...

j
john
From
Australia
Awesome, we loved it, would definitely stay again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 24 reviews
Price from
US$109.41
1 night, 2 adults

Kings Reach Slough nr Legoland and Ascot Stylish Homely House Sleeps Eight

Langley Marish (Near Old Windsor)

Offering a garden and quiet street view, Kings Reach Slough nr Legoland and Ascot Stylish Homely House Sleeps Eight is set in Langley Marish, 6.5 km from Windsor Castle and 9.3 km from Legoland...

R
Roberts
From
United Kingdom
Perfect location for legoland, great communication from the hosts.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 17 reviews
Price from
US$272.03
1 night, 2 adults

Kings reach eton, great location

Eton (Near Old Windsor)

Boasting river views, Kings reach eton, great location offers accommodation with a garden and a patio, around 7 km from Dorney Lake.

G
Georgina
From
United Kingdom
Location perfect, great little cottage, very comfortable & clean, all the facilities needed for a short break.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews
Price from
US$241.91
1 night, 2 adults
All cottages in Old Windsor

Top picks for Old Windsor hotels

Explore our most popular hotels in Old Windsor

Filter by:

Review score

Oak Bray Coach House

Bray (Near Old Windsor)

Located in Bray and only 6.6 km from Legoland Windsor, Oak Bray Coach House provides accommodation with garden views, free WiFi and free private parking.

G
Grace
From
Ireland
We were going to a wedding and our host was gracious enough to allow us into the property early so we could change before the wedding. The cleaning staff delayed cleaning to make room for us. The propery was stunning and in a beautiful location. The finish was fantastic and it really felt like a home away from home. The facilities were excellent, with a full kitchen, large televisions, gorgeous shower and the rooms were well fitted out. The property is behind gates and it felt extremely safe leaving our car there. I couldn't rate this property and our stay any higher, we were just gutted we had only booked one night.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 140 reviews
Price from
US$303.91
1 night, 2 adults

Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Windsor (Near Old Windsor)

Located in Windsor in the Berkshire region, Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK features a patio.

C
Claire
From
United Kingdom
Easy check in. Relaxed site. Comfy. Wine!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 106 reviews
Price from
US$332.96
1 night, 2 adults

Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Windsor (Near Old Windsor)

Boasting air-conditioned accommodation with a patio, Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK is situated in Windsor.

M
Meadhbh
From
Ireland
perfect for a family stay, right beside Lego land great accommodation.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 146 reviews
Price from
US$303.91
1 night, 2 adults

Willow Court Farm Studio East & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Windsor (Near Old Windsor)

Boasting inner courtyard views, Willow Court Farm Studio East & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK features accommodation with a garden and a patio, around 5.2 km from...

H
Happytravellerx6
From
United States
Clear communication and directions. When we arrived, the host also ran out to make certain that everything was ok.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 162 reviews
Price from
US$333.62
1 night, 2 adults

BrightOwl Waterside Narrowboat Cottage Experience

Thorpe (Near Old Windsor)

Set in Thorpe, the recently renovated BrightOwl Waterside Narrowboat Cottage Experience offers accommodation 600 metres from Thorpe Park and 14 km from Windsor Castle.

N
Nyree
From
United Kingdom
Absolutely fantastic!!!!! We have just returned home after spending 2 days aboard the Bright Owl with our two 16-year-old children, and we truly wish we had booked a longer stay. We had an incredible experience. From the exceptionally warm and informative welcome provided by Richard and Elizabeth, to the lovely, cozy, and inviting home that offered every comfort imaginable. Furthermore, the setting was beautiful, with excellent onboard facilities and a fabulous location close to numerous places for walking, dining, drinking, exploring, and wild swimming. We eagerly anticipate our return.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 18 reviews
Price from
US$211.55
1 night, 2 adults

Inviting 2 Bed Guest House steps away from Ascot Racecourse 3 mins drive, 5 mins to Legoland, 12 mins to Windsor Castle Perfect for families & racegoers alike

Winkfield (Near Old Windsor)

Located in Winkfield and only 4.3 km from LaplandUK, Inviting 2 Bed Guest House steps away from Ascot Racecourse 3 mins drive, 5 mins to Legoland, 12 mins to Windsor Castle Perfect for families &...

Z
Zoe
From
United Kingdom
Excellent location, lovely little property
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 6 reviews
Price from
US$1,215.63
1 night, 2 adults

Travard at Heathrow 386

Harmondsworth (Near Old Windsor)

Situated in Harmondsworth and only 6.5 km from Hounslow West, Travard at Heathrow 386 features accommodation with garden views, free WiFi and free private parking.

H
Harish
From
United Kingdom
Perfect location for catching up with some old friends. Very close to Heathrow, ignite club etc. Off street parking. Modern and new decor and furnishing. Smelled good!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$311.59
1 night, 2 adults

Chalet close to Heathrow T5, Windsor Castle, Legoland, Thorpe Park, with off road parking, free Wifi, private garden, spacious & fully equipped, cozy wood burner & comfy sofa, ideal for exploring London with trains to Waterloo, a beautiful unique retreat

Colnbrook (Near Old Windsor)

Set in Colnbrook and only 5.7 km from Windsor Castle, Chalet close to Heathrow T5, Windsor Castle, Legoland, Thorpe Park, with off road parking, free Wifi, private garden, spacious & fully equipped,...

j
john
From
Australia
Awesome, we loved it, would definitely stay again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 24 reviews
Price from
US$109.41
1 night, 2 adults

Kings Reach Slough nr Legoland and Ascot Stylish Homely House Sleeps Eight

Langley Marish (Near Old Windsor)

Offering a garden and quiet street view, Kings Reach Slough nr Legoland and Ascot Stylish Homely House Sleeps Eight is set in Langley Marish, 6.5 km from Windsor Castle and 9.3 km from Legoland...

R
Roberts
From
United Kingdom
Perfect location for legoland, great communication from the hosts.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 17 reviews
Price from
US$272.03
1 night, 2 adults

Kings reach eton, great location

Eton (Near Old Windsor)

Boasting river views, Kings reach eton, great location offers accommodation with a garden and a patio, around 7 km from Dorney Lake.

G
Georgina
From
United Kingdom
Location perfect, great little cottage, very comfortable & clean, all the facilities needed for a short break.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews
Price from
US$241.91
1 night, 2 adults
All cottages in Old Windsor

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Old Windsor and surroundings in the past month

See all

Popular with guests booking cottages in Old Windsor

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 9 reviews

Popular with guests booking cottages in Old Windsor

Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 24 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 107 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 133 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 93 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 103 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 74 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 41 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 88 reviews

Popular with guests booking cottages in Windsor

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 50 reviews

Enjoy breakfast in Old Windsor and nearby

Scored out of 10, guest rating 2.0
Very poor - What previous guests thought, 2 reviews

Located in Staines, Lux 8Br Thamesfront Villa w Yacht & Sauna provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3 reviews

Situated in Staines and only 7.7 km from Windsor Castle, Sleeps 8 Thamefront Gem w PetsOK Free Parking features accommodation with lake views, free WiFi and free private parking.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Set in Windsor in the Berkshire region, Gorgeous Family Home Near River Thames-Old Windsor - Pass the Keys features a patio.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Idyllic Home in Picturesque Village of Wraysbury - Pass the Keys, a property with a garden, is set in Wraysbury, 7 km from Windsor Castle, 8.3 km from Thorpe Park, as well as 11 km from Legoland...

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 39 reviews

Set in Windsor, in a historic building, 3.6 km from Windsor Castle, Luxury 4 Bed Home in The Windsor Tapestries by Casa by Grace - Sleeps 7-9, Private Hot Tub, Free Parking, Dog Friendly, Legoland,...

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 4 reviews

Located in Windsor in the Berkshire region, Central Windsor, 5 mins to Legoland, Driveway provides accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Elegant 5 Bed 5 Bath Home, a property with a garden, is set in Englefield Green, 7.2 km from Thorpe Park, 8.5 km from Windsor Castle, as well as 10 km from Legoland Windsor.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Situated in Windsor in the Berkshire region, with Windsor Castle nearby, LUXURY HOME - CENTRAL WINDSOR, GATED PARKING features accommodation with free WiFi and free private parking.

These cottages in Old Windsor and nearby have options with free cancellation

Manor Green Cottage

Windsor
Free cancellation options available
Scored out of 10, guest rating 5.9
Passable - What previous guests thought, 73 reviews

Offering a garden and garden view, Manor Green Cottage is situated in Windsor, 2.5 km from Windsor Castle and 6.7 km from Legoland Windsor.

From US$133.72 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Amazing Central Windsor Flat Contractors welcome is set in Windsor, 3.7 km from Legoland Windsor, 12 km from LaplandUK, and 12 km from Dorney Lake.

From US$299.86 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 24 reviews

Set in Colnbrook and only 5.7 km from Windsor Castle, Chalet close to Heathrow T5, Windsor Castle, Legoland, Thorpe Park, with off road parking, free Wifi, private garden, spacious & fully equipped,...

From US$156.68 per night

Royal Retreat & Lego Lodge with free parking

Windsor
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 93 reviews

Located in Windsor, Royal Retreat & Lego Lodge with free parking is a recently renovated accommodation, 1.6 km from Legoland Windsor and 3 km from Windsor Castle.

From US$321.47 per night

Located in Windsor and only 6 km from Windsor Castle, Windsor Grand Estate - Private Royal Mansion on 5 Acres Gardens provides accommodation with garden views, free WiFi and free private parking.

From US$2,215.82 per night

Stunning Cottage with views of Windsor Castle

Eton
Free cancellation options available

Located in Eton, near Windsor Castle, Stunning Cottage with views of Windsor Castle is a historic holiday home that features a garden.

From US$568.31 per night

Reigate House

Staines
Free cancellation options available
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 61 reviews

Set in Staines and only 3.5 km from Thorpe Park, Reigate House offers accommodation with garden views, free WiFi and free private parking.

From US$154.99 per night

House in Colnbrook near Windsor & Heathrow

Colnbrook
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 64 reviews

Offering a garden and garden view, House in Colnbrook near Windsor & Heathrow is situated in Colnbrook, 9.4 km from Brunel University and 10 km from Hounslow West.

From US$243.13 per night

Travelling by car? These cottages in Old Windsor and nearby offer free parking

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 12 reviews

Set in Wraysbury and only 7.2 km from Windsor Castle, Riverside 4 Bedroom House Wraysbury Staines offers accommodation with river views, free WiFi and free private parking.

From US$661.84 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 4 reviews

Set 6.9 km from Windsor Castle, Coventina offers accommodation with free WiFi and free private parking.

From US$3,587.73 per night
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 4 reviews

Situated 6.9 km from Windsor Castle, Thames Retreat features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 34 reviews

9.2 km from Windsor Castle in Staines, MayGrove Retreat - Sleeps 2 - Jacuzzi & boat hire provides accommodation with access to a hot tub.

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 42 reviews

Large Annexe with games room pool table ping pong air hockey movie projector is set in Windsor, 12 km from Dorney Lake, 13 km from Thorpe Park, and 14 km from Cliveden House.

From US$189.10 per night
Scored out of 10, guest rating 4.8
Disappointing - What previous guests thought, 14 reviews

Situated in Windsor in the Berkshire region, with Windsor Castle nearby, Annexe pool table air hockey table tennis movie features accommodation with free WiFi and free private parking.

From US$266.47 per night
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

New 3 Bed Victorian Dream House is set in Staines, 11 km from Windsor Castle, 12 km from Legoland Windsor, as well as 12 km from Hounslow West.

From US$488.49 per night
Scored out of 10, guest rating 4.7
Disappointing - What previous guests thought, 8 reviews

Located in Windsor in the Berkshire region, Ascot Windsor Legoland 10 Beds provides accommodation with free WiFi and free private parking.

From US$269.46 per night