
Guesthouse vacation rentals in Weymouth and Portland District
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Weymouth and Portland District
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Weymouth and Portland District guesthouses
Family-friendly guesthouses

Cosy Shepherd Hut with Courtyard Garden

Milkwell’s heavenly place

The Little House

Charming 2 bed self-contained cottage with Patio

Beautiful Lodge with views of the countryside

Secluded, rural bolthole with tennis court

A Hidden Gem With Private Hot Tub and Garden.

The Penthouse (Small but mighty)
Guesthouses with a patio

Character Barn in the Heart of Beaminster

Rosie’s Place - 10mins to beach

The Getaway: Quaint Log Cabin on Jurassic Coast

Beautiful rural gem with stunning views

The Studio @ No 28 Garden Annexe with patio

Arne View Lodge, South facing with Hot tub.

Unique Private Cabin in Purbeck Dorset Countryside

The Old Bike Shed
Guesthouse rentals with a washer and dryer

Cosy Countryside 2-Bedroom Guest House

A spacious home from home in North Dorset

Comfortable annexe within reach of the sea

Delightful barn in scenic North Dorset

Newly converted hilltop Chapel

Littlesea Holiday Park,Weymouth 3 bedroom sleeps 8

Rural retreat in north Dorset with beautiful views

*Secluded detached Modern property with garden*
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Rentals with beach access Weymouth and Portland District
- Rentals with breakfast Weymouth and Portland District
- Condo rentals Weymouth and Portland District
- Chalet rentals Weymouth and Portland District
- Rentals with an EV charger Weymouth and Portland District
- Fitness-friendly rentals Weymouth and Portland District
- Rentals with pools Weymouth and Portland District
- House rentals Weymouth and Portland District
- Rentals with a hot tub Weymouth and Portland District
- Smoking-friendly rentals Weymouth and Portland District
- Rentals with a patio Weymouth and Portland District
- Townhouse rentals Weymouth and Portland District
- Pet-friendly rentals Weymouth and Portland District
- Family-friendly rentals Weymouth and Portland District
- Bed and breakfasts Weymouth and Portland District
- Rentals with a fireplace Weymouth and Portland District
- Tiny house rentals Weymouth and Portland District
- Cottage rentals Weymouth and Portland District
- Rentals with lake access Weymouth and Portland District
- Apartment rentals Weymouth and Portland District
- Rentals with a firepit Weymouth and Portland District
- Rentals with a washer and dryer Weymouth and Portland District
- Waterfront rentals Weymouth and Portland District
- Rentals with outdoor seating Weymouth and Portland District
- Beachfront rentals Weymouth and Portland District
- Guesthouse rentals England
- Guesthouse rentals United Kingdom
- New Forest national park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Boscombe Beach
- Kimmeridge Bay
- Southbourne Beach
- The Tank Museum
- Highcliffe Beach
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Beer Beach
- Preston Sands
- Man O'War Beach
- Mudeford Sandbank
- Charmouth Beach
- Oddicombe Beach
- Torre Abbey
- Elberry Cove
- Hurst Castle
- Dawlish Warren Beach
- The Needles Old Battery & New Battery