
Cottage vacation rentals in Weymouth
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Weymouth

Total vacation rentals
Explore 70 vacation rentals in Weymouth

Nightly prices starting at
Weymouth vacation rentals start at $139 CAD per night before taxes and fees

Verified guest reviews
Over 3,210 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Weymouth vacation rentals include wifi access

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

4.8 Average rating
Weymouth stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cottage rentals in Weymouth
Guests agree: these cottages are highly rated for location, cleanliness, and more.

The Coach House, Duntish Mill Farm, EV Charging
Whether you're exploring Dorset's countryside and coastline or simply looking to switch off for a few days The Coach House offers a peaceful escape for two. Beautifully renovated it combines exposed beams, a cosy wood-burning stove and a luxurious walk-in rainfall shower with plenty of space to relax and unwind Set within Duntish Mill Farm between Sherborne and Dorchester and within easy reach of the Jurassic Coast, it's the perfect base for discovering some of Dorset's most beautiful landscapes

Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

Romantic hillside hideaway with outstanding views
A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Cottage close to Beach & Old Harbour with Parking
Sydenham Cottage | Stylish Coastal Retreat with Parking | Walk to Beach & Harbour Beautifully refurbished to a high standard, Sydenham Cottage is a stylish and comfortable base for your Weymouth stay. Just a 2-minute walk from the bustling harbour and moments from the award-winning beach, it’s perfect for exploring cafés, restaurants, and the coast. Prices shown include Airbnb’s 18.6% booking fee. This property is also available to book on other platforms, where prices and fees may differ.

Strawberry Cottage
Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

Cobb Cottage - Harbourside, permit parking
Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!

Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

Harbour's Edge Cottage - Nothe Parade, Weymouth
Beautiful harbourside cottage with fantastic outlook onto Weymouth harbour. This two bedroom cottage is delightfully decorated and has everything you need for a wonderful vacation. The kitchen is really well equipped & there is a washer dryer. The dining area (ground floor) is great for an evening meal & there is a view of the harbour from many of the rooms. The lounge has amazing views of the harbour and is located on the first floor along with the twin bedroom and main bathroom.

Cosy ecolodge with free parking near town & beach
Asker Lodge is an eco-friendly lodge, seconds from the Old Railway Track for a lovely 2.4 mile stroll or cycle to the Jurassic Coast at West Bay. Or walk 15 mins in the opposite direction and you're in Bridport's bustling town centre Downstairs, there's an inviting open plan kitchen & living room opening onto a sunny patio garden. There's also a log burner & sofa bed, plus bathroom with electric shower. Upstairs are 2 cosy bedrooms (1 double & 1 single). Free parking for 2 cars

Berry Farm Cottage
Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

A Charming Cottage, Just a Moment from the Beach
Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.

Secluded Woodland Cottage with Private Hot Tub
Escape to Meadow Cottage, a peaceful countryside retreat perfect for couples. This modern studio features a private hot tub, a dedicated workspace with super-fast fiber optic internet, and a fully fenced yard. Enjoy access to 40 acres of private woodland. Watch wildlife from your window in this cozy, pet-friendly getaway. Comfortably fits 2 guests. • King Size Bed • Private Hottub • Dog Friendly • Fully Equipped Kitchen • Private Garden • Smart TV • Super Fast WiFi
Popular amenities for Weymouth cottage rentals
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly

Romantic Retreat with hot tub

A Stunning Dorset Thatched Cottage - Dog friendly

Luxury New Forest Cottage, with hot tub & log fire

Cottage with Covered Hot Tub Godshill New Forest

New Luxury Hot Tub August 2026 Shepherds Cottage

Detached and romantic cottage with hot tub.

The Cottage, Parsonage Farmhouse with hot tub
Pet-friendly cottage rentals

Whatley Cottage, Rural Retreat for couples & dogs

Pond outside your bedroom window.

Marwells Farm Cottage

Little Gem Somerset Cottage

1888 Portland stone cottage

Sunflower House

Stylish Country Cottage, Popular Village, sleeps 6

Cosy, dog friendly cottage in the heart of Dorset
Private cottage rentals

Thatched Cottage by Lulworth Cove & Durdle Door

Jasmine Cottage

Private use of Indoor Pool available May- end Sept

Secluded and Romantic Paradise on Somerset Levels

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Honeysuckle Cottage: Lulworth Cove & Durdle Door

Coastal Retreat Steps from Lulworth Cove

Cottage in the heart of Montacute
When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 CAD | $199 CAD | $232 CAD | $273 CAD | $267 CAD | $271 CAD | $308 CAD | $323 CAD | $244 CAD | $224 CAD | $219 CAD | $308 CAD |
| Avg. temp | 7 °C | 7 °C | 8 °C | 9 °C | 12 °C | 15 °C | 17 °C | 17 °C | 16 °C | 13 °C | 10 °C | 8 °C |
Destinations to explore
- Condo rentals Weymouth
- Hotel rooms Weymouth
- Bed and breakfasts Weymouth
- Cabin rentals Weymouth
- Apartment rentals Weymouth
- Rentals with beach access Weymouth
- Chalet rentals Weymouth
- House rentals Weymouth
- Villa rentals Weymouth
- Rentals with lake access Weymouth
- Rentals with breakfast Weymouth
- Waterfront rentals Weymouth
- Pet-friendly rentals Weymouth
- Townhouse rentals Weymouth
- Family-friendly rentals Weymouth
- RV rentals Weymouth
- Rentals with a hot tub Weymouth
- Rentals with pools Weymouth
- Beachfront rentals Weymouth
- Guesthouse rentals Weymouth
- Cottage rentals Dorset
- Cottage rentals England
- Cottage rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Lyme Regis Beach
- Torquay Beach
- Durdle Door Holiday Park
- The Tank Museum
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Hoburne Naish Holiday Park
- Powderham Castle
- Alum Chine Beach
- University of Exeter
- Shorefield Country Park
- Stourhead





