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Family-friendly vacation rentals in Chesil Beach

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Top-rated family-friendly rentals in Chesil Beach

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Cottage in Dorset

4.87 out of 5 average rating, 326 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...

Guest suite in Portesham

4.84 out of 5 average rating, 179 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.

Home in Lyme Regis

4.96 out of 5 average rating, 304 reviews

Quaint Happy House by the Seaside in Lyme Regis

This cosy two bedroom grade 2 listed property resides in the heart of Lyme Regis only a 4 minute stroll to the beach, artisan shops and high street bustle. Next to the Lynch on the River Lym. A two story converted fisherman’s cottage with south facing courtyard garden. Bedrooms are located on the first floor, bathroom with shower on the ground floor and a fully equipped kitchen. South facing galley kitchen, cosy sitting room with open fire, PS4 and Sony Bravia TV and Superfast WiFi.

Guesthouse in Dorchester

4.97 out of 5 average rating, 302 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.

Cottage in Nr. Bridport

4.9 out of 5 average rating, 121 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.

Cottage in Bridport

5 out of 5 average rating, 187 reviews

Berry Farm Cottage

Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

Cottage in Dorset

4.97 out of 5 average rating, 190 reviews

Character cottage with sea views and parking

200-year old 'Quarryman's Cottage' is just a short walk from Chesil Beach and the South West Coast Path and the perfect base for a family holiday in Dorset. It offers a private balcony with stunning sea views, off-road parking, three bedrooms, and open plan dining/living room with log burner. The local area is fantastic for windsurfing, sailing, kitesurfing, paddleboarding, climbing, walking, bird-watching, diving and fishing. We hope you enjoy it as much as we do!

Barn in Symondsbury

4.82 out of 5 average rating, 268 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 place for couples

Townhouse in Dorset

4.93 out of 5 average rating, 105 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

Cottage in Dorset

4.99 out of 5 average rating, 339 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!

Cottage in Hooke

4.93 out of 5 average rating, 259 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

Place to stay in Weymouth

4.95 out of 5 average rating, 239 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.

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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

Cabin in Forton

4.9 out of 5 average rating, 154 reviews

Woodpecker Lodge - Log Cabin with Private Hot Tub

Barn in Trull

4.96 out of 5 average rating, 192 reviews

The Apple Press - Sweethay

Bungalow in Hemyock

4.98 out of 5 average rating, 201 reviews

Sunnybank A Holiday with a View!

Shepherd’s hut in Ilminster

5 out of 5 average rating, 219 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

Home in Long Sutton

4.89 out of 5 average rating, 236 reviews

Grand Designs House w/ Pool, Hot Tub & Spa

Home in Somerset

4.92 out of 5 average rating, 228 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

Home in Hamworthy Poole

4.97 out of 5 average rating, 364 reviews

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

Cottage in Dinnington

4.95 out of 5 average rating, 477 reviews

The Cottage, Parsonage Farmhouse with hot tub

Family- and pet-friendly home rentals

Cottage in Combpyne

4.94 out of 5 average rating, 335 reviews

Lidyates Cottage near Lyme Regis

Bungalow in Winfrith Newburgh

4.84 out of 5 average rating, 198 reviews

Win Place

Rental unit in Lyme Regis

4.9 out of 5 average rating, 425 reviews

Blue Horizons seaside flat in town centre

Guest suite in Morcombelake

4.91 out of 5 average rating, 423 reviews

Modern studio, hillside garden with amazing views

Rental unit in Bridport

4.86 out of 5 average rating, 436 reviews

The Old Bakery

Guest suite in Duntish

4.9 out of 5 average rating, 445 reviews

Duntish Studio

Home in Beaminster

4.91 out of 5 average rating, 125 reviews

Wantsley Cottage

Tiny home in Dorset

4.9 out of 5 average rating, 230 reviews

North End Farm, Old Cricket Pavilion

Family-friendly home rentals with a pool

Cottage in East Coker

4.94 out of 5 average rating, 34 reviews

The Cottage at Flo’s Cottages with Indoor Pool

Home in Whitchurch Canonicorum

4.83 out of 5 average rating, 53 reviews

Large peaceful home very near the sea with pool.

Home in Preston Road

4.84 out of 5 average rating, 111 reviews

Spacious Caravan near sea Weymouth Bay Haven

Home in LYME REGIS

5 out of 5 average rating, 22 reviews

Your Own Private Indoor Pool. Rural Seaside

Home in Charmouth

4.9 out of 5 average rating, 50 reviews

Large Airy Barn conversion, 5 bedrooms, Jurassic

Home in Bridport

4.91 out of 5 average rating, 46 reviews

Moorbath Farmhouse with Indoor Pool & Hot Tub

Home in Blandford Forum

4.98 out of 5 average rating, 50 reviews

Flint Cottage for two with indoor pool & sauna

Rental unit in Whitchurch Canonicorum

4.94 out of 5 average rating, 255 reviews

The Duck Wing, quirky dog friendly apartment

Destinations to explore