
Guest house holiday rentals in Weymouth
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Top-rated guest house rentals in Weymouth
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Stunning and luxurious Manor House holiday home
This immaculate and luxurious ground floor expansive accommodation is light, airy, stylish and oozes opulence! Perfect for family, friends with a love for activities and exploring South Dorset. 10 minutes drive from Weymouth beaches, Lulworth Cove. Open plan kitchen to living area, two bedrooms, wet room, utility area, cloakroom, outstanding Orangery with garden views, private walled rear garden , enclosed coach house/ own drive in private grounds of Manor House, with direct countryside walks.

A stylish one-bedroom barn adjacent to a stream.
Developed to a high standard, Streamside sits on the edge of a quiet village, in a picturesque Conservation Area in an AONB. It is ideally situated to explore the Jurassic Coast with countryside walks/cycles via footpaths/bridal ways/turbaries from the door. With views of rolling fields in all directions and the fabulous Kings Arms Pub less than 50m away (roaring fires, wholesome food and great beer), Streamside also benefits from a private patio and a shared garden to relax and enjoy the stream

The Barn Little Birch
Wooden barn conversion that's been converted to the highest spec, on the edge of a pretty rural Dorset village, situated on a small caravan site. Only a few miles from the stunning Lulworth Cove and Durdle Door, there is plenty of walks attractions for the family. The world famous Monkey world and Tank Museum is only a 10 minute drive away, you could also visit the ruins of Corfe castle with beautiful village it is set in. Were 20 minute drive from Dorchester which was the home of Thomas Hardy.

A Hidden Gem With Private Hot Tub and Garden.
Hidden on the sleepy outskirts of Queens Park in Bournemouth is the Nest, a charming self contained 1 bedroom lodge with private garden and Hot Tub. The Nest is 4 mins walk from a Bike Hire and Electric scooter hire, local shops, Bars and restaurants. Bournemouth sandy beaches are about a 10 minutes bike ride and 5 mins in the car from the Nest. Private parking space, Netflix , Hot Tub, bath, Washing Machine, Cooker, Hob, Fridge, and Sofa Bed are a few of the amenities the Nest has to offer.

Palm Cottage
A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Seaside studio cabin minutes from 'secret' beach
Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

Secluded Garden Lodge with Private Hot Tub
The Lodge Retreat is nestled at the bottom of a secluded garden pathway in the sleepy suburb of Southbourne and is a stones throw from Bournemouth’s award winning beaches. The whole of the Lodge Retreat is yours to relax and unwind and includes use of your own private hot tub. There’s plenty of free street parking and more often than not, you can get the street space directly outside of the property. The Lodge Retreat offers an easy self check in and check out service for your convenience.

Beautiful rural retreat, outskirts of Swanage
Ideal for walkers, bird-watchers and nature lovers, this quiet bolt-hole is in the garden of one of the oldest houses in Swanage. The Purbeck stone building in the southern outskirts of the town is separate from the main house, has it's own entrance and off-road parking. A five minute walk brings you to the Durlston National Nature Reserve looking out over the Jurassic coast. Durlston Castle, the Lighthouse and the Southwest Coast Path are 15 minutes away on foot. All without crossing a road.

Cosy Countryside 2-Bedroom Guest House
Escape to our cosy countryside annexe in Child Okeford within walking distance to historic Hambledon Hill. Set beside a peaceful stream with woodland views and birdsong, it’s perfect for a rural getaway. The self-contained space has 2 bedrooms (one with cot), a fully equipped kitchen for home cooking, and a shower room with washer and dryer. Enjoy the wood fire, private deck with grill, village shop and pubs. A peaceful home away from home to unwind and explore the charm of rural Dorset.

Characterful 2-bedroom cozy cottage with garden
Enjoy a stylish experience at this cozy, centrally-located cozy two-bedroom cottage with modern facilities plus Sky, coffee machine and private garden. Bedroom one has a double bed, bedroom two is a twin with two single beds. Walking distance from shops, cafes, Church Ope beach, cliff paths. Visit Portland to sail, dive, rock climb, bike ride, hike, visit art exhibitions, relax and explore. Unsafe for pre-school kids. Sorry no under 4 years old . No smoking 🚭

The Penthouse (Small but mighty)
Enjoy a stylish experience at this centrally-located place on the Isle of Portland. So many places to visit and all within a stones throw away from our newly refurbished Penthouse. Guest access- just off the road down a private drive with one parking space directly outside. The space- One small but stylish room with a double bed and luxury bedding. Mini fridge and kettle. En-suite modern bathroom, towels included. Check-in from 16:00pm Check out before 10:00am

The Cabin - Hot tub vibes
This is a space for people who want to relax or explore the amazing area of Dorset. It is designed like a hotel room, with no cooking facilities but with the addition of a hot tub 😇 Sandbanks beach - 10 min drive Durdle Door - 30 min drive Studland - short ferry ride from Sandbanks We have a driveway so there is parking available for you if you travel by car. We also live a 5 - 10 minute walk from Poole town centre. No pets - sorry!
Popular amenities for guest house rentals in Weymouth
Family-friendly guest house rentals

The Little House

Garden Lodge Hideaway with BBQ, New Forest Edge

Contemporary Rural Lodge in South Somerset

Beautiful Lodge with views of the countryside

Garden Studio (2-night minimum)

Oak House Annexe in the New Forest

Salisbury Unique Design Award Winning Studio 28

The Barton Annexe - Twin beds or double bed Studio
Guest house rentals with a patio

Old Smokey

Character Barn in the Heart of Beaminster

The Nook - Forest/Coastal Luxury Studio

Charming 2 bed self-contained cottage with Patio

Castle Hill Cottage

Cosy lodge, parking, beautiful setting, Lyme Regis

The Stables - Burley, New Forest

Cosy garden cabin in the centre of Wareham
Guest house rentals with a washing machine and dryer

Milkwell’s heavenly place

Delightful barn in scenic North Dorset

Rural Idyll for dog-lovers near the New Forest

Newly converted hilltop Chapel

Modern Garden Room under 5 min walk to beach

Uplands Jurassic Guest House

Spacious Stables Conversion

The Highland Cow - New Forest Tranquility
Quick stats about guest house rentals in Weymouth

Total holiday rentals
Explore 30 holiday rentals in Weymouth

Nightly prices starting at
Weymouth holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Weymouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Weymouth rentals

4.9 Average rating
Weymouth stays are highly rated by guests – averaging 4.9 out of 5!
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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Bournemouth Beach
- Boscombe Beach
- Brixham Harbour
- Southbourne Beach
- Bournemouth International Centre
- Lyme Regis Beach
- The Tank Museum
- Kimmeridge Bay
- Torquay Beach
- Highcliffe Beach
- Crealy Theme Park & Resort
- Beer Beach
- Mudeford Quay
- Shorefield Country Park
- Mendip Hills
- Mudeford Sandbank
- Preston Sands
- Weymouth Pavilion
- West Bay Beach
- Longleat Safari Park





