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Family-friendly vacation rentals in Weymouth

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Top-rated family-friendly rentals in Weymouth

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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.

Rental unit in Weymouth

4.92 out of 5 average rating, 127 reviews

Marina Place Weymouth

Marina Place Weymouth Is a modern very good sized 2 bedroom 2nd floor Apartment with wonderful views over inner harbour, & marina, Swannery & bowls green. It’s on the edge of town & a 2 minute walk to the beach & shops Its 5 minutes from Train & Bus Station. It has lift, gated, parking for one vehicle. It has Juliet balconies from the bedrooms & kitchen dinner with great views & large bathroom & also ensuite shower room on main bedroom which makes it idea for families or couples. SORRY NO PETS

Home in Dorset

4.94 out of 5 average rating, 131 reviews

Blue Bay Cottage - Cove Street, Weymouth Harbour

Beautiful 3 bedroom cottage close to Weymouth harbour and town centre. Own entrance leading to dining room, kitchen, conservatory, cloakroom and rear courtyard. Stairs to lounge with gas stove, bathroom with large shower and single bedroom. Further stairs to master bedroom and twin bedroom. Kitchen with integrated dishwasher, fridge, Neff hide and slide oven, microwave. The cottage has gas central heating and a parking permit for on street/harbourside parking. WiFi and outside space to sit

Guesthouse in Dorchester

4.97 out of 5 average rating, 300 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.

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!

Rental unit in Weymouth

4.91 out of 5 average rating, 640 reviews

Splendid Quiet Ground Floor Apartment Near the Sea

This gorgeous large studio apartment with separate entrance is contained within an historic Georgian house, minutes from the ocean. Peace and quiet are ensured by a large well tended front garden with off street parking. The accommodation has a spacious shared patio, giving way to an established secluded garden. The apartment boasts a stylish fully fitted kitchen and leather Chesterfield sofa, chairs and a large comfy bed .

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.

Condo in Dorset

4.95 out of 5 average rating, 304 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

Rental unit in Weymouth

5 out of 5 average rating, 426 reviews

Apartment with panoramic sea views

We are situated 600 yards, through the nature reserve, from the beach and at the top of the hill with panoramic views over Weymouth bay, beach and nature reserve. 3 miles from the town With loads of parking available outside .You’ll love my place because of the location, the views. good for couples, solo adventurers, business travellers and small, well behaved dogs.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Weymouth 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

Shepherd’s hut in Salisbury

4.95 out of 5 average rating, 828 reviews

Shepherd's Hut with hot tub use near Stonehenge

Home in Sandleheath

4.97 out of 5 average rating, 249 reviews

Orchard Barn Spa, exclusively for you, New Forest

Shepherd’s hut in Ilminster

5 out of 5 average rating, 219 reviews

Romantic Shepherds Hut & Wood-fired Hot Tub

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

Tiny home in Somerset

4.98 out of 5 average rating, 381 reviews

HAPPY ON THE HILL, GABRIEL'S WAGON, NEAR BRUTON

Cottage in Hampshire

4.83 out of 5 average rating, 290 reviews

The Summer House at Little Boldre House

Guest suite in Cattistock Dorchester

4.91 out of 5 average rating, 392 reviews

Willow Annexe

Home in Easton

4.92 out of 5 average rating, 156 reviews

Top To Bottom beautiful cottage heart of Easton

Tiny home in Dorset

4.9 out of 5 average rating, 230 reviews

North End Farm, Old Cricket Pavilion

Home in Dorset

4.92 out of 5 average rating, 500 reviews

Tranquil Townhouse with Parking,minutes from Beach

Family-friendly home rentals with a pool

Chalet in Dorset

4.93 out of 5 average rating, 250 reviews

Breathtaking sea views from this light, cosy lodge

Home in Lymington

4.88 out of 5 average rating, 121 reviews

The Thatched Cottage, Passford Farm, Lymington .

Home in Preston Road

4.84 out of 5 average rating, 111 reviews

Spacious Caravan near sea Weymouth Bay Haven

Home in Long Sutton

4.89 out of 5 average rating, 236 reviews

Grand Designs House w/ Pool, Hot Tub & Spa

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

Cottage in Sherborne

4.91 out of 5 average rating, 414 reviews

Secret Rural Retreat

Shepherd’s hut in Dorset

4.89 out of 5 average rating, 173 reviews

Everdene shepherd's hut

Quick stats about vacation rentals that are family-friendly in Weymouth

Total rentals
510 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
18K reviews
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace

Destinations to explore