Vacation rentals in Old Windsor

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Top-rated vacation rentals in Old Windsor

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Guest favorite

Guest suite in Egham

4.92 out of 5 average rating, 120 reviews

Self-contained Annex Studio Flat

The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

Nov 19 – 26

G$16,886 GYD per night

Guest favorite

Guesthouse in Datchet

4.94 out of 5 average rating, 383 reviews

Luxury ♥️ 1 bed apartment Windsor Legoland Heathrow

Brand new, self contained bungalow situated close to Windsor town centre. One-bedroom boutique style property, with a double pullout sofa bed, equipped with fully-fitted kitchen , lounge and bathroom with washing machine. Ideal for families visiting Legoland or historic Windsor, with excellent transport links, travel to central London takes just under an hour from Datchet station. Luxury features including a 'rain' shower, 400 thread count Egyptian cotton bedsheets Dolce gusto coffee machine

Nov 16 – 23

G$26,366 GYD per night

Guest favorite

Home in Englefield Green

4.94 out of 5 average rating, 140 reviews

Charming Mews House near Windsor Castle, London and Ascot

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Apr 10 – 17

G$41,488 GYD per night

Guest favorite

Cottage in Englefield Green

5.0 out of 5 average rating, 277 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Sep 28 – Oct 5

G$42,323 GYD per night

Guest favorite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 310 reviews

Cosy Cabin Virginia Water/Longcross

A separate, detached self contained cabin with private access, situated next to our home . Our cosy cabin has a cosy living area with sofa, a fully equipped kitchen area, separate bathroom with shower and a double bedroom with a 4ft double bed, wardrobe and drawers. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (driveway may not be suitable for large vehicles, however there is plenty of free on street parking)

Sep 5 – 12

G$17,033 GYD per night

Guest favorite

Cabin in Old Windsor

4.95 out of 5 average rating, 115 reviews

Gorgeous Self-Contained Wooden Cabin - Old Windsor

Beautiful and spacious self-contained log cabin with 1 king size bed & 1 folding double bed. Shower/toilet, lounge and kitchenette. Work Station Close to Heathrow (7.4 miles / 15 mins) Great access to Windsor (2.4 miles). Close to a bus stop if needed. 2.5 miles to Runneymede where the Magna Carta was signed. Easy access to Ascot and Legoland The cabin is in the owner's garden. A dog (Labrador) lives on site, so please only book if comfortable around dogs.

Aug 29 – Sep 5

G$24,465 GYD per night

Guest favorite

Guest suite in Old Windsor

4.97 out of 5 average rating, 181 reviews

Self Contained Garden View Suite, Old Windsor.

Ideal for walkers wanting to explore historic Runnymede, or for walking, running or cycling along the Thames Path. Close to Windsor Great Park, Windsor Castle and Legoland. The closest entrances to Windsor Great Park are, Bears Rail for walkers only & Bishopsgate for runners, cyclists & walkers. Old Windsor has plenty of places to eat (see guidebook) all within walking distance, or visit Windsor town centre for shops, the castle and Legoland.

Jul 14 – 21

G$19,387 GYD per night

Guest favorite

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 685 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Apr 12 – 19

G$27,108 GYD per night

Guest favorite

Apartment in Windsor and Maidenhead

4.96 out of 5 average rating, 261 reviews

Windsor Great * Snug * Private Annexe with Parking

*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Jul 24 – 31

G$24,922 GYD per night

Guest favorite

Condo in Eton

4.97 out of 5 average rating, 230 reviews

Entire Studio Apartment, Old Bakery, Eton, Windsor

This beautiful and luxurious Studio Suite on the first floor of The Old Bakery on Eton High Street opened for bookings in July, 2019. Lovingly restored, it retains its stunning original features whilst introducing modern luxuries to ensure a comfortable and memorable stay. The property is owned and professionally run by our interior design and build company which means we maintain it to a very high standard.

Sep 27 – Oct 4

G$33,542 GYD per night

Guest favorite

Guest suite in Datchet

4.96 out of 5 average rating, 205 reviews

Self Contained Annex, Datchet

The flat at Littlecroft is a comfortable self-contained 1 bedroom annex to the main house that can sleep 4 ( one king bed and one double sofa bed). It's within 10 - 15 mins walking distance of Datchet village/station with both Windsor and London connections and a short drive from Heathrow and the motorway network.

May 9 – 16

G$18,636 GYD per night

Guest favorite

Guest suite in Windsor and Maidenhead

4.91 out of 5 average rating, 367 reviews

Literary Annexe in the Golden Triangle

A town centre location in Windsor's residential "Golden Triangle". One minute from the famous Long Walk, this is a private annexe- part of a grade two listed house in a unique cul-de-sac. Two charming bedrooms and a cosy living area with book lined shelves, TV and a sunny aspect. There is free parking for one car.

Aug 29 – Sep 5

G$27,827 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Old Windsor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Old Windsor's top sights

Toby Carvery Old Windsor3 locals recommend

Windsor Farm Shop22 locals recommend

The Oxford Blue8 locals recommend

Punto Italian Pizzeria & Restaurant5 locals recommend

French Brothers Boat Yard5 locals recommend

National Trust Runnymede Office19 locals recommend

Other great vacation rentals in Old Windsor

Guest favorite

Cabin in Windsor

4.98 out of 5 average rating, 227 reviews

Cabin With Private Garden Near Legoland & Castle

Nov 18 – 25

G$26,703 GYD per night

Guest favorite

Condo in Buckinghamshire

4.94 out of 5 average rating, 142 reviews

Gardener's Bothy loft apartment, peaceful location

Apr 15 – 22

G$26,302 GYD per night

Guest favorite

Home in Windsor and Maidenhead

4.96 out of 5 average rating, 186 reviews

Historic building in the centre of Windsor.

Sep 4 – 11

G$37,829 GYD per night

Guest favorite

Boat in Wraysbury

4.98 out of 5 average rating, 253 reviews

Thames Relaxation Luxury 42ft Heated Yacht Windsor

Nov 1 – 8

G$34,472 GYD per night

Guest favorite

Home in Old Windsor

4.96 out of 5 average rating, 23 reviews

Private annexe in Old Windsor.

Sep 25 – Oct 2

G$24,968 GYD per night

Guest favorite

Guesthouse in Old Windsor

4.9 out of 5 average rating, 42 reviews

Adorable self contained annex with gated parking

Dec 9 – 16

G$41,011 GYD per night

Superhost

Guesthouse in Old Windsor

5.0 out of 5 average rating, 3 reviews

One Double Bed Cottage with courtyard, Old Windsor

Aug 16 – 23

G$31,725 GYD per night

Guest favorite

Condo in Englefield Green

4.95 out of 5 average rating, 43 reviews

Modern one bedroom self contained flat/annex

Oct 12 – 19

G$28,579 GYD per night

Show all

Quick stats about vacation rentals in Old Windsor

Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
G$6,253 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Old Windsor?
Experience the best of Old Windsor with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Old Windsor?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Old Windsor?
Four-legged friends are welcome in Old Windsor. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Old Windsor?
Old Windsor has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Old Windsor have wifi?
Absolutely! We offer over 30 house rentals with wifi in Old Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Old Windsor?
Yes! Work meets play with ease at over 20 vacation rentals in Old Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Old Windsor have free parking?
Absolutely! We offer over 30 house rentals with free parking in Old Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Old Windsor have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Old Windsor. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Old Windsor

Top-rated vacation rentals in Old Windsor

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Old Windsor vacation rentals

Stay near Old Windsor's top sights

Other great vacation rentals in Old Windsor

Cabin in Windsor

Condo in Buckinghamshire

Home in Windsor and Maidenhead

Boat in Wraysbury

Home in Old Windsor

Guesthouse in Old Windsor

Guesthouse in Old Windsor

Condo in Englefield Green

Quick stats about vacation rentals in Old Windsor

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Old Windsor?

What are the most popular amenities for House Rentals in Old Windsor?

Are there pet-friendly vacation rentals in Old Windsor?

Are there family-friendly vacation rentals in Old Windsor?

Do house rentals in Old Windsor have wifi?

Are there vacation rentals with a dedicated workspace in Old Windsor?

Do house rentals in Old Windsor have free parking?

Do house rentals in Old Windsor have a kitchen?

Destinations to explore