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Guesthouse vacation rentals in Weymouth

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Weymouth

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guesthouse in Boldre

4.92 out of 5 average rating, 418 reviews

The Cottage at Boldre Mead, Lymington

According to our guests - "The Coach House is the perfect base for visiting the New Forest, with its beautifully stylish decor and ideal location!" - "We loved our stay! Gorgeous setting and very spacious accommodation. Lovely touches like homemade bread & flapjacks. Highly recommend if you’re looking for a tranquil countryside getaway" - "It has honestly been one of our best AirBnB experiences, because of your hospitality and the quality of the space. What a lovely coach house. It was perfect!

Jun 1 – 8

ﺩ.ﺇ506 per night

Guesthouse in Moreton

4.91 out of 5 average rating, 103 reviews

Full use of facilities: hot tub/fire pit/sauna/bbq

Little Oakford is your peaceful haven 'Far from the Madding Crowd' in the heart of idyllic, rural Dorset! At the end of a lane and on the edge of woods, from where birdsong can always be heard and in which deer can often be seen, its large private garden & all its amenities, including covered hot tub, gazebo, fire pit & 5 (s)eating areas, are for your free & exclusive enjoyment. With its free parking, kitchen, steam shower, superfast WiFi, 4K TV & Netflix, it's perfect for business or pleasure.

Sep 25 – Oct 2

ﺩ.ﺇ568 per night

Guesthouse in Dorset

4.96 out of 5 average rating, 113 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.

Jul 24 – 31

ﺩ.ﺇ501 per night

Guesthouse in Dorset

4.98 out of 5 average rating, 102 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

Nov 5 – 12

ﺩ.ﺇ358 per night

Guesthouse in Dorset

4.89 out of 5 average rating, 109 reviews

Gordon Annexe Guest Studio

Relax with the whole family at this peaceful place to stay in a stylish, newly refurbished, self contained studio apartment, with off road parking and use of shared garden. Located in the heart of the Jurassic coast in an area of outstanding natural beauty and close to the south west coast path which makes it a great place to stay for the outdoors type. It is also a 25 minutes walkl to the vibrant market town Bridport. Renowned for its Arts & Culture, pubs and twice weekly antiques market..

Feb 11 – 18

ﺩ.ﺇ410 per night

Guesthouse in Dorset

4.98 out of 5 average rating, 187 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.

Mar 3 – 10

ﺩ.ﺇ526 per night

Guesthouse in Dorchester

4.97 out of 5 average rating, 276 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.

Sep 22 – 29

ﺩ.ﺇ315 per night

Guesthouse in Winterborne Stickland

4.9 out of 5 average rating, 174 reviews

Pretty Self-Contained Thatched Annexe in Dorset

Rosebud is a beautiful little cottage! It is a part of a large 18th Century thatched cottage set in the heart of beautiful North Dorset countryside, ideal for a peaceful getaway for two people . We are approx. 30 minutes from the Purbecks and Poole. Rosebud is newly refurbished with all the facilities you should require during your stay with us. We are very happy to help with any local advice as we love this part of the world and are pleased to be able to share it with you.

Sep 11 – 18

ﺩ.ﺇ452 per night

Guesthouse in Lyme Regis

4.98 out of 5 average rating, 127 reviews

Cosy lodge, parking, beautiful setting, Lyme Regis

Relax with the whole family at this peaceful place to stay. One of two properties available, Beech Lodge is situated in a quiet spot with lovely views towards the Devon countryside. It is a five minute drive to Lyme Regis and is near a footpath that takes you via Uplyme along the River Lim for a meandering walk into Lyme's centre. It is an ideal base for exploring all that Devon and Dorset has to offer. Please read our reviews. Guests love staying here.

Jan 19 – 26

ﺩ.ﺇ504 per night

Guesthouse in Dorset

4.96 out of 5 average rating, 402 reviews

The Cabin - Hot tub vibes

This is a space for people who want to relax or explore the amazing area of Dorset. Sandbanks beach - 10 min drive. Durdle Door - 30 min drive. Studland - short ferry ride from Sandbanks The area is renowned for water sports and cycling and we have a garage you can store your equipment in if needed. 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 😇

Sep 11 – 18

ﺩ.ﺇ382 per night

Guesthouse in Hampshire

4.94 out of 5 average rating, 229 reviews

Beautiful studio with direct excess to New Forest

Arden Studio is nestled in the grounds of my cottage - Arden Cottage. It is situated with direct access to the New Forest. With a separate bedroom offering a king size bed and a small open plan sitting room and kitchenette it makes the perfect cozy retreat. The sofa can be converted into extra sleeping if required and extra bedding is provided. There is a a small private outdoor area to enjoy during the summer months. Dogs are welcome...

May 20 – 27

ﺩ.ﺇ510 per night

Guesthouse in Wiltshire

4.98 out of 5 average rating, 165 reviews

Charming village near Stonehenge - self-catering.

Situated in quintessential, quiet, picture-postcard English village called Great Wishford close to Stonehenge and historic city of Salisbury. Recently renovated cosy Annex with separate entrance and off-road parking. Exclusive use of private patio. Stunning walks, particularly through Grovely Woods (as written about in The Times (31st Oct 2020) and on popular route for cyclists. Village pubs just down the road.

Aug 27 – Sep 3

ﺩ.ﺇ250 per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Popular amenities for Weymouth guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Bridport

4.93 out of 5 average rating, 166 reviews

The Countryside Loft in stunning rural Dorset

May 15 – 22

ﺩ.ﺇ308 per night

Guesthouse in Broad Chalke

4.83 out of 5 average rating, 327 reviews

Peaceful garden annexe

Feb 2 – 9

ﺩ.ﺇ269 per night

Guesthouse in East Lydford, Somerton

4.98 out of 5 average rating, 123 reviews

The Barton Annexe - Twin beds or double bed Studio

Jan 16 – 23

ﺩ.ﺇ275 per night

Guesthouse in Stockland

4.89 out of 5 average rating, 180 reviews

Self catering studio flat on beautiful Devon farm

Mar 27 – Apr 3

ﺩ.ﺇ320 per night

Guesthouse in Swanage

4.86 out of 5 average rating, 143 reviews

Swanage Sands Vegetarian/Vegan Studio

Nov 15 – 22

ﺩ.ﺇ487 per night

Guesthouse in Burley

4.96 out of 5 average rating, 281 reviews

The Stables, The New Forest

Jan 4 – 11

ﺩ.ﺇ673 per night

Guesthouse in Milford on Sea

4.93 out of 5 average rating, 156 reviews

Less than 5min walk to village and 7 min to sea

Feb 3 – 10

ﺩ.ﺇ452 per night

Guesthouse in Somerset

4.93 out of 5 average rating, 112 reviews

The Corrugated Cottage WWII

Apr 26 – May 3

ﺩ.ﺇ429 per night

Guest house rentals with a patio

Guesthouse in Barton on Sea

4.94 out of 5 average rating, 127 reviews

Luxury Seaside Cabin New Forest

Sep 19 – 26

ﺩ.ﺇ523 per night

Guesthouse in Dorset

4.84 out of 5 average rating, 122 reviews

Cosy garden cabin in the centre of Wareham

Feb 23 – Mar 2

ﺩ.ﺇ220 per night

Guesthouse in Portmore

4.99 out of 5 average rating, 119 reviews

The Hideaway, Fabulously huge 1 bed with parking

Jun 1 – 8

ﺩ.ﺇ723 per night

Guesthouse in Sway

4.95 out of 5 average rating, 158 reviews

New Forest Scandi Escape

Dec 3 – 10

ﺩ.ﺇ644 per night

Guesthouse in Southbourne

4.98 out of 5 average rating, 120 reviews

Newly Built Luxury Garden Flat

Nov 23 – 30

ﺩ.ﺇ421 per night

Guesthouse in Middle Wallop

4.97 out of 5 average rating, 179 reviews

‘The Den’ Self contained one bedroom annexe.

Mar 17 – 24

ﺩ.ﺇ394 per night

Guesthouse in Upton

4.92 out of 5 average rating, 156 reviews

Arne View Lodge, South facing with Hot tub.

Dec 1 – 8

ﺩ.ﺇ688 per night

Guesthouse in Boscombe

4.84 out of 5 average rating, 136 reviews

Stylish beach apartment ‘Mini Manor’ own space

Apr 25 – May 2

ﺩ.ﺇ521 per night

Guest house rentals with a washer and dryer

Guesthouse in Bridport

4.72 out of 5 average rating, 132 reviews

Comfortable annexe within reach of the sea

Oct 12 – 19

ﺩ.ﺇ283 per night

Guesthouse in Piddlehinton

4.97 out of 5 average rating, 164 reviews

The Yorkshireman @ Piddlehinton

Nov 27 – Dec 4

ﺩ.ﺇ403 per night

Guesthouse in Dorset

5.0 out of 5 average rating, 36 reviews

Newly converted hilltop Chapel

Jul 14 – 21

ﺩ.ﺇ928 per night

Guesthouse in Hampshire

5.0 out of 5 average rating, 28 reviews

The Baker's Lodge

Nov 7 – 14

ﺩ.ﺇ582 per night

Guesthouse in Devon

5.0 out of 5 average rating, 40 reviews

The Wheel House, Cosy Rural Getaway

Sep 28 – Oct 5

ﺩ.ﺇ368 per night

Guesthouse in Milkwell

4.95 out of 5 average rating, 62 reviews

Milkwell’s heavenly place

Apr 20 – 27

ﺩ.ﺇ323 per night

Guesthouse in Dalwood

4.97 out of 5 average rating, 60 reviews

New 1 bed stable conversion in Dalwood, East Devon

Apr 10 – 17

ﺩ.ﺇ498 per night

Guesthouse in Dorset

5.0 out of 5 average rating, 7 reviews

Spindrift, Spacious bungalow near beach

Aug 15 – 22

ﺩ.ﺇ458 per night

Quick stats about guesthouse rentals in Weymouth

Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
570 reviews
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees

Destinations to explore