Holiday rentals near Gallery Fifty Five

We found 1,377 holiday rentals — enter your dates for availability

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August 2025

September 2025

Scroll through and discover private holiday rentals within easy reach of Gallery Fifty Five that can be your home away from home. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Gallery Fifty Five

Showing deals for:7 Nov - 14 Nov

Exceptional

(12 reviews)

Entertain, Celebrate, Relax in Period Luxury Barn - Perfect for family groups

Maidenhead, England

5% off

AU$5,262 per night

includes taxes & fees

Exceptional

(48 reviews)

Detached Luxury Gatehouse in rural surroundings on a small country estate

Egham, ENG

9% off

AU$363 per night

includes taxes & fees

Exceptional

(29 reviews)

A magical and romantic getaway near Windsor Castle and beside Windsor Great Park

Windsor, ENG

9% off

AU$467 per night

includes taxes & fees

Exceptional

(5 reviews)

Beautiful light family house surrounded by National Trust land on Blackdown

Haslemere, England

9% off

AU$1,651 per night

includes taxes & fees

Exceptional

(8 reviews)

Charming Riverside Cottage - Ideal for Families & Groups, Pool, Gardens & River

Staines, England

13% off

AU$1,392 per night

includes taxes & fees

Exceptional

(6 reviews)

Tranquility, In grounds of Dower house on large country estate in the Candover's

Basingstoke, Hampshire

20% off

AU$351 per night

includes taxes & fees

Gorgeous open plan living in Oak Framed Contemporary Home

Excellent

(6 reviews)

SLEEPS 4-6 - Contemporary Oak Framed House Rural ANOB Nr Chiddingfold Open Plan

Haslemere, England

18% off

AU$632 per night

includes taxes & fees

Exceptional

(23 reviews)

FABULOUS 4 BED TOWN-HOUSE IN CENTRAL MARLOW CLOSE TO RESTAURANTS, PARK & RIVER

Marlow, England

9% off

AU$946 per night

includes taxes & fees

Exceptional

(54 reviews)

Great Tangley Manor 11th C Manor with indoor heated pool, London less than 1 hr

Guildford, ENG

16% off

AU$2,668 per night

includes taxes & fees

Exceptional

(27 reviews)

ON Thames river! Unique home w/amazing Windsor Castle views & excellent location

Windsor, Berkshire

11% off

AU$1,215 per night

includes taxes & fees

Exceptional

(79 reviews)

Quiet Garden Apartment in leafy Surrey on the edge of Windsor Great Park

Virginia Water, Surrey

9% off

AU$204 per night

includes taxes & fees

Exceptional

(50 reviews)

The Hay Barn - located in South Downs National Park & Jane Austen country

Alton

5% off

AU$300 per night

includes taxes & fees

Converted Victorian stable/carriage house.

Exceptional

(25 reviews)

Victorian Stable House with attractive vaulted ceiling , Southdowns.

Liss, England

9% off

AU$210 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Gallery Fifty Five

Stunning Designer's Residence In Ascot with Jacuzzi, Cinema Room for up to 16

Sleeps 16 · 7 bedrooms · 6 bathrooms

Country Estate Property Near Windsor Castle-Former Home of Geri Halliwell

Sleeps 12 · 6 bedrooms · 5 bathrooms

Rotating, tele-transportation pod (hot tub behind)

Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

Sleeps 4 · 2 bedrooms · 1 bathroom

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Gallery Fifty Five

Premier Host

Amazing place!

We had such a lovely time at the stables, it had everything we needed including high chair, travel cot and off road buggy for our 9 month old. A massive plus was the totally enclosed garden for our two dogs, one is very nervous and reactive and this was his first stay away from home. The quiet surroundings and private feel was perfect, and the woods on the door step was very handy. The outdoor bath was lovely and having a gas BBQ was a big plus. Hosts were great and gave advice on walks too, and the king size bed was extremely comfortable! I have already recommended this place to friends!

Maddie n.

Stayed July 2025

Premier Host

A lovely place to stay that is handy to London

The apartment is well appointed, with everything you need, and so handy to shops and the station. It is a really nice area, close to many attractions and the owners are very welcoming. Highly recommended,

Elizabeth F.

Stayed June 2025

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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