ROUND-UPS

Ultimate Coolstays for multi-generation holidays

Published 31st March 2026

There's room for everyone at these warm and welcoming family-sized properties.

A games room for the kids, a wine-fridge for the grandparents ;) and a hot tub so you can properly relax - you'll find them all at these beautiful getaways.

These places come with generous living spaces, big sociable kitchens and gardens ready for BBQs. You'll find annexes for a bit of quiet time, accessible bedrooms and, most important of all, plenty of bathrooms.

We've got grand, 20+ person properties for full family gatherings, perfect mid-size places, and lovely smaller houses sleeping up to 10. All designed for time together (and with room to escape).

If you're planning a multi-generational get-together, from boomers to gen alpha and everyone in between - take a look.

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Big blowout houses (20+)

Higher Wiscombe

Higher Wiscombe

Southleigh - Devon

20-32
A collection of award-winning cottages just a few miles from the Jurassic coast, with a heated outdoor pool and stunning country views….
Vedalworks

Vedalworks

Long Sutton - Langport

Sleeps 22
Luxurious, newly built, single-storey home boasting an abundance of activities - ideal for gathering loved ones among the stunning Somerset Levels.
Corffe House

Corffe House

Barnstaple - Devon

Sleeps 22
A spacious Georgian Country house set in 5 acres with heated indoor pool and fabulous sweeping views over the Devon countryside
Tregulland Cottage & Barn

Tregulland Cottage & Barn

Launceston - Cornwall

Sleeps 22
The perfect, super-luxury spot for large groups looking to escape to Cornwall with Britain’s first heated indoor freshwater pool.
Monnington House, Garden Cottage and The Cider Mill

Monnington House, Garden Cottage and The Cider Mill

Nr Hereford - Herefordshire

Sleeps 24
Collection of three award winning cottages in the heart of the Wye Valley offering big groups a fabulous stay near the Brecon Beacons and Hay-on-Wye.
The Cattle Shed

The Cattle Shed

Hope Valley - Derbyshire

Sleeps 24
This incredible group retreat in the Peak District offers 24 guests a superb home with amazing views of the surrounding scenery.
The Honeybridge Estate

The Honeybridge Estate

Ashurst - West Sussex

25 + 15 kids
Gorgeous estate in West Sussex for large groups, with an indoor swimming pool, luxury furnishings, modern amenities, and sprawling 17-acre grounds.

Stylish mid-size stays (11–20)

On the Rocks

On the Rocks

Helford - Cornwall

Sleeps 12
Enjoy a relaxing getaway in this luxury Cornish home in a tranquil location on an old quay surrounded by sea on three sides.
Starre Manor

Starre Manor

Beer - Devon

12+2
Grand group retreat close to the sea in Devon that dates back over 500 years with beautiful interiors, feature fireplaces and exposed beams.
Barford Beach House

Barford Beach House

nr. Bude - Cornwall

12 (+4)
Head to the North Cornwall coast at Barford, a stunning holiday home for up to 16 people that offers sea views and luxurious living.
Shornhill Farm

Shornhill Farm

Cheltenham - Gloucestershire

Sleeps 14
Beautiful Cotswold stone house with panoramic countryside views, tennis court and heated pool in a secluded setting.
The Cyder House

The Cyder House

Frampton on Severn - Gloucestershire

Sleeps 14
Huge farmhouse in a secluded spot on the Frampton Court Estate in the Gloucestershire countryside with a large garden and hot tub.
Vicarage House

Vicarage House

Great Hockham - Thetford

Sleeps 15
A beautiful Georgian home in the rural scenes of Norfolk, with landscaped gardens, a tennis court and a heated outdoor pool…
The Big Green Barn

The Big Green Barn

Ripon - North Yorkshire

Sleeps 16
Luxurious twin barn conversions with two hot tubs, games rooms and fab outdoor space, perfect for group getaways.
The Old Vicarage

The Old Vicarage

Malpas - Cheshire

Sleeps 18
Gorgeous former Vicarage built in 1840 offering large groups a wonderful, deluxe getaway in the Cheshire countryside.

Smaller but clever setups (6 - 10)

The Cow Shed

The Cow Shed

Tywyn - Gwynedd

Sleeps 6
Set in the Snowdonia region, this luxury farmyard conversion offers guests a tranquil retreat in the beautiful Welsh countryside.
New York Public Library

New York Public Library

Richmond - Yorkshire

Sleeps 8
Creatively imagined and brought to life, the luxurious New York Public Library brings dynamic character to the Yorkshire Dales
Gitcombe Retreat

Gitcombe Retreat

Totnes - Devon

8 +2 kids
An architect-designed retreat with private hot tub and fabulous facilities - perfectly located on the award-winning Gitcombe Estate in glorious South Devon.
Surradale Farmhouse & Loft

Surradale Farmhouse & Loft

Elgin - Moray

Sleeps 10
Spacious farmhouse and cosy loft retreat in rural Moray offering big skies, hot tub evenings and total escape.
Lamacraft House

Lamacraft House

Kingsbridge - Devon

Sleeps 10
Beautifully refurbished home with breathtaking views, Hydropool hot tub, two wood burners and a large pool table, close to beaches and great pubs.
Alma Grange

Alma Grange

Cardigan - Ceredigion

Sleeps 10
This stately Victorian, five-bedroom house overlooking Cardigan Bay is just a short drive from some of Wales’ most iconic beaches.
What makes a Coolstays property ideal for multi-generational holidays?

Coolstays specialises in unique properties that cater to diverse needs, offering ample space, privacy, and amenities to suit grandparents, parents, and children alike.

How do I choose the right location for a family holiday with multiple generations?

Consider destinations with activities for all ages. Coolstays offers properties near beaches, countryside retreats, or city escapes to ensure everyone enjoys their stay.

Are there accessible options available for elderly family members at Coolstays properties?

Yes, many Coolstays properties feature accessible facilities such as ground-floor bedrooms and step-free access to accommodate guests with mobility needs.

What amenities should I look for in a property when travelling with a large family group?

Look for properties with multiple bedrooms, spacious communal areas, kitchens equipped for large meals, entertainment options like games rooms or cinema set-ups, and outdoor spaces.

Can I find pet-friendly accommodations through Coolstays for our family reunion?

Absolutely. Many of our listings are pet-friendly so your furry friends can join the fun on your multi-generational holiday.

Do Coolstays properties offer child-friendly features?

Yes, several properties include child-friendly amenities such as bunk beds, play areas, highchairs, and baby safety equipment to ensure peace of mind while travelling with little ones.

How far in advance should I book a unique property for my multi-generational holiday?

It's advisable to book 6-12 months in advance to secure the best selection of unique properties suited to larger groups and specific requirements.

Are there any recommended activities nearby Coolstays locations suitable for all generations?

Our property descriptions often highlight local attractions and activities ranging from cultural excursions and nature trails to leisure centres and theme parks designed to entertain every age group.

Can we host special celebrations at a Coolstays property during our stay?

Many of our venues welcome celebrations. Just check individual property policies on events or contact owners directly via Coolstays.com to discuss your plans.

What is the cancellation policy if we need to adjust our booking due to unforeseen circumstances?

Cancellation policies vary by property. We recommend reviewing specific terms detailed on each property's listing page before booking.