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.

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Top guest favourite
An elegant orangery features large glass doors surrounded by greenery, providing a bright and airy feel. The well-kept garden includes a manicured lawn and decorative plants, with two seating chairs positioned invitingly on the patio, perfect for enjoying the peaceful outdoor atmosphere.
Guest house in Broadmayne
5 out of 5 average rating, 107 reviews

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.

Top guest favourite
Guest house in Stockland
4.99 out of 5 average rating, 103 reviews

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

Guest favourite
Guest house in Dorset
4.88 out of 5 average rating, 362 reviews

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.

Guest favourite
Guest house in Moordown
4.9 out of 5 average rating, 593 reviews

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.

Top guest favourite
A modern outdoor decking area is shown, featuring a dining set with four chairs around a glass-topped table. Lush green plants are visible, and the sunny sky is partially filled with fluffy clouds, creating a serene setting for relaxation or al fresco dining.
Guest house in Dorset
4.96 out of 5 average rating, 140 reviews

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

Top guest favourite
An exterior view of the cabin shows double doors opening onto a private deck, surrounded by bamboo fencing and potted plants. A small table with a chair is positioned on the deck, providing a welcoming entry to the stylish interior.
Guest house in Dorset
4.94 out of 5 average rating, 312 reviews

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.

Guest favourite
Guest house in Dorset
4.89 out of 5 average rating, 569 reviews

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.

Top guest favourite
A Purbeck stone building is set in a lush green landscape, surrounded by trees. A pathway leads to a wooden deck with two comfortable chairs placed by the entrance. The structure's traditional architecture blends with the nature-rich surroundings.
Guest house in Dorset
4.99 out of 5 average rating, 180 reviews

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.

Top guest favourite
A cozy living area features a large window offering views of the serene outdoor landscape. A wood-burning stove stands against a brick wall, providing warmth. A rounded coffee table complements the soft seating arrangement, styled with cushions and throws for comfort.
Guest house in Child Okeford
4.98 out of 5 average rating, 110 reviews

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.

Top guest favourite
Guest house in Easton
4.97 out of 5 average rating, 116 reviews

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 🚭

Guest favourite
The exterior view showcases a stone-clad building with a welcoming entrance. A small window and a hanging planter add charm. A pathway leads to the door, with a black chair positioned nearby for outdoor seating.
Guest house in Dorset
4.86 out of 5 average rating, 104 reviews

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

Guest favourite
Guest house in Dorset
4.96 out of 5 average rating, 633 reviews

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

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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