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Family-friendly holiday rentals in Chesil Beach

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Top-rated family-friendly rentals in Chesil Beach

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Cottage in Dorset

4.88 out of 5 average rating, 308 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

13–20 Apr

$395 NZD per night

Guest favourite

Guest suite in Portesham

4.84 out of 5 average rating, 164 reviews

Modern living in a Traditional quaint village.

A self contained house attached to owners property. Access via secure garage and own door. Offering privacy in beautiful countryside at the edge of the village with pub/ cafe and shop. Open plan living space with TV/DVD player and log burner for the colder months. Dishwasher and washing machine in the property. 1 Bedroom with sloping ceiling with double or twin beds. Can also accommodate 1 baby (under 2 years to share bedroom). Bathroom with bath and shower. Own small garden with patio area.

15–22 Jul

$172 NZD per night

Barn in Symondsbury

4.81 out of 5 average rating, 241 reviews

"The Nest" Cosy ground floor mini-barn conversion

The Nest is our charming GROUND FLOOR STUDIO apartment in a converted barn from the 1800’s. Set in “Broadchurch country” in the village of Symondsbury, it is a short drive to Bridport, West Bay & several beautiful beaches along Dorset's Jurassic coast. With a 16th Century pub 500 yards away with great food it sits at the foot of the famous Colmers Hill. The area is well known for walking. Perfect for guests of weddings at The Tithe Barn, Idyllic for couples, fine for 3, a little snug for 4.

1–8 Feb

$188 NZD per night

Guest favourite

Condo in Uplyme, Lyme Regis

4.93 out of 5 average rating, 594 reviews

Idyllic Garden Studio - Couple’s Sanctum - by Sea

Romantic hideaway on the East Devon Way. Luxurious couple’s bath, solid oak sleigh bed with sumptuous pocket sprung mattress, private outside space for dining/sunbathing. Fully equipped for self-catering. Overlooking delightful, tranquil courtyard garden. Perfect place of refuge and relaxation. Ideal base for walking the World Heritage Jurassic Coast or visiting River Cottage. Village centre 5 mins walk with pub, shop, tennis court. Lyme beach 10 mins drive or 45 mins via idyllic river walk.

22–29 Mar

$259 NZD per night

Guest favourite

Guesthouse in Dorset

4.98 out of 5 average rating, 185 reviews

34 Monmouth Beach

34 Monmouth Beach lies to the west of the historic Cobb in Lyme Regis. It is a beautifully finished and stylishly furnished wooden chalet right on the beach. Enjoy uninterrupted sea views from the generous wooden deck at the front of the chalet. There is parking behind the chalet and a ramped access. Our chalet is great for couples, small families, friends; it can sleep 4. Our change over days are Friday and Monday (though this listing may state Fridays only), check in 4pm, check out 10am.

18–25 Feb

$242 NZD per night

Guest favourite

Guesthouse in Dorchester

4.97 out of 5 average rating, 274 reviews

Lovely, Quiet Studio Annex (with Netflix)

Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults (a z-bed can be supplied for 1 child under 12). The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly, high chair & travel cot available. Complimentary tea and coffee. Netflix TV.

22–29 Sep

$145 NZD per night

Guest favourite

Cottage in Nr. Bridport

4.9 out of 5 average rating, 118 reviews

5* Cottage on Chesil Beach Dorset Jurassic Coast

SHORT HOUSE, CHESIL BEACH; beautiful 'Switch off the world', 5* Seaside Cottage on Dorset's World Heritage Jurassic Coast. Private access to Chesil Beach; 400m. Dogs welcome. Spectacular ocean views, dining terrace, large living space, fully equipped kitchen, 2 double ensuite bedrooms, king size (or twin) beds, Egyptian linen, fluffy towels & sandpit in a lovely garden. 43" Sony UHD TV + SKY Q, DVD & Bose Sound. A peaceful place to isolate, recuperate & build sandcastles.

3–10 Jan

$747 NZD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 312 reviews

The Condo (Indoor Pool available May-Oct only)

Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!

16–23 Jan

$218 NZD per night

Guest favourite

Cottage in Hooke

4.93 out of 5 average rating, 225 reviews

The Little House, Hooke, Nr Bridport, West Dorset

A perfect cottage for two. Come and relax and unwind in this hidden corner of West Dorset. Quiet and peaceful yet within easy reach of the coast and all the local attractions. Lovely private garden, fabulous walks and you can bring your dog too! BEAMINSTER (3 miles away) is enchanting, with fabulous shopping and food. Enjoy the fun of Bridport market, and then a walk by the sea. COME AND SEE THE SNOWDROPS ! THEY ARE AT THEIR BEST RIGHT NOW

22–29 Jan

$274 NZD per night

Guest favourite

Chalet in Weymouth

4.95 out of 5 average rating, 166 reviews

Summer Lodge

The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape.

20–27 Jul

$570 NZD per night

Guest favourite

Place to stay in Weymouth

4.94 out of 5 average rating, 206 reviews

Pebble Lodge

Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.

24 Sep – 1 Oct

$429 NZD per night

Guest favourite

Condo in Dorset

4.95 out of 5 average rating, 275 reviews

Your hideaway on Weymouth harbourside!

Harbour Hideaway....light and airy basement apartment with own courtyard in fantastic harbourside location. Permit parking for 1 car and dogs welcome. Main sandy beach 5 mins away and town is just across the bridge. Friday changeovers preferred if weekly durations. Please note that there are two single beds in the bedroom and a drop down King Size bed in the lounge (not in a separate room) x

5–12 Nov

$198 NZD per night

Holiday rentals for every style

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Popular amenities for Chesil Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 427 reviews

The Cottage, Parsonage Farmhouse with hot tub

15–22 Dec

$267 NZD per night

Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 165 reviews

Charming Brick Cottage with a Patio and Hot Tub

1–8 Nov

$496 NZD per night

Home in Long Sutton

4.79 out of 5 average rating, 460 reviews

Somerset Cider Barn Bliss: Tub, Pool, Pubs, Walks

16–23 Oct

$288 NZD per night

Guest favourite

Yurt in Colyton

4.98 out of 5 average rating, 126 reviews

Buzzard Yurt - A unique eco holiday in East Devon

12–19 Oct

$142 NZD per night

Guest favourite

Home in Poole

4.97 out of 5 average rating, 332 reviews

Poole Harbour View,Top Location Opp Hot-tub /Sauna

29 Nov – 6 Dec

$1,150 NZD per night

Guest favourite

Shepherd’s hut in Ilminster

5.0 out of 5 average rating, 201 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

30 Nov – 7 Dec

$294 NZD per night

Guest favourite

Cottage in Stockland

4.99 out of 5 average rating, 271 reviews

Blackdown Hills Hot Tub retreat

5–12 Dec

$253 NZD per night

Guest favourite

Barn in Trull

4.96 out of 5 average rating, 169 reviews

The Apple Press - Sweethay

11–18 Dec

$395 NZD per night

Family- and pet-friendly home rentals

Guest favourite

Guest suite in Morcombelake

4.91 out of 5 average rating, 392 reviews

Modern studio, hillside garden with amazing views

10–17 Oct

$203 NZD per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 251 reviews

Bramble - 17th Century Barn Conv -enclosed garden

14–21 Mar

$296 NZD per night

Guest favourite

Guest suite in Cattistock Dorchester

4.9 out of 5 average rating, 369 reviews

Willow Annexe

24–31 Jan

$170 NZD per night

Guest favourite

Cottage in Honiton

4.97 out of 5 average rating, 434 reviews

East Devon Farmhouse Cottage luxurious and rural.

10–17 Jul

$194 NZD per night

Guest favourite

Tiny home in Dorset

4.9 out of 5 average rating, 212 reviews

North End Farm, Old Cricket Pavilion

9–16 Mar

$241 NZD per night

Guest favourite

Home in Lyme Regis

4.93 out of 5 average rating, 212 reviews

Coastal Hideaway-Big Deck,BBQ, Sauna, Dog Friendly

7–14 Oct

$229 NZD per night

Guest favourite

Home in Shaftesbury

4.99 out of 5 average rating, 441 reviews

Private, with incredible views

17–24 Feb

$277 NZD per night

Guest favourite

Guest suite in Duntish

4.91 out of 5 average rating, 403 reviews

Duntish Studio

22–29 Jul

$150 NZD per night

Family-friendly home rentals with a pool

Guest favourite

Apartment in Whitchurch Canonicorum

4.94 out of 5 average rating, 235 reviews

The Duck Wing, quirky dog friendly apartment

12–19 Feb

$227 NZD per night

Guest favourite

Chalet in Weymouth

4.93 out of 5 average rating, 120 reviews

Bowleaze Cove with a view

10–17 Sep

$287 NZD per night

Guest favourite

Cottage in Sherborne

4.91 out of 5 average rating, 394 reviews

Secret Rural Retreat

20–27 Sep

$291 NZD per night

Home in Preston Road

4.83 out of 5 average rating, 108 reviews

Haven Weymouth Bay Holiday Park

27 Jul – 3 Aug

$360 NZD per night

Guest favourite

Home in Blandford Forum

5.0 out of 5 average rating, 43 reviews

Cottage for two with indoor swimming pool & sauna

2–9 Aug

$376 NZD per night

Guest favourite

Cottage in Blackborough

5.0 out of 5 average rating, 22 reviews

Apple Cottage at Halsbeer Farm

16–23 May

$200 NZD per night

Home in Devon

4.81 out of 5 average rating, 16 reviews

Family Farmhouse with pool, sleeps 15

1–6 Sep

$1,130 NZD per night

Farm stay in Horsington

4.66 out of 5 average rating, 163 reviews

Organic Farmstay at Feltham's Cottage

2–9 Jul

$272 NZD per night

Destinations to explore