Chalet vacation rentals in Weymouth and Portland District

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Weymouth and Portland District

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Chalet in West Lulworth

4.95 out of 5 average rating, 216 reviews

Durdle Door & Lulworth Cove. Family/Dog friendly.

Our holiday home is located in Durdle Door Holiday Park near the famous stone arch of Durdle Door, a UNESCO World Heritage site. It's in a great position, being one of the closest homes to the beach access path, and boasts sea glimpses from the sun deck and living room window. Featuring all mod-cons it is a really comfortable home-from-home. The park is quiet and well-maintained with a shop, restaurant, bar and play-park. Lulworth Cove, along with its pubs and restaurants are a short walk away.

Apr 4 – 11

R2,955 ZAR per night

Guest favorite

Chalet in Christchurch

4.85 out of 5 average rating, 173 reviews

Happy Daze

Our Garden Chalet is situated in a lovely south facing garden setting in a quiet area. It comprises of one comfortable double bed and has its own private shower room with toilet outside ,adjacent to the chalet. We provide a continental breakfast and there are tea and coffee making facilities, TV and Wifi. Parking is outside the house on road. Christchurch Rail Station is a 5min walk and it takes only 10 mins to walk to the historic town of Christchurch with its Priory and beautiful river walks.

Oct 9 – 16

R1,566 ZAR per night

Guest favorite

Chalet in Bournemouth

4.92 out of 5 average rating, 102 reviews

Southbourne Beach Lodge

Imagine a beach hut, only 4x bigger and given a contemporary Scandi makeover. Welcome to the Southbourne Beach Lodge. A compact studio chalet, 3mins walk from the beach. Sleeps 4 in two king beds: one on the ground floor and the second in a mezzanine. Ideal for a couple or small family who love the beach and/or walking. Own entrance, free street parking in cul de sac, 50 metres from the front door. 4miles from Bournemouth; 2 from Christchurch; 1 from Hengistbury Head. No pets. No under 5s.

Aug 6 – 13

R3,479 ZAR per night

Guest favorite

Chalet in Pibsbury

4.86 out of 5 average rating, 442 reviews

Off grid chalet . HOT TUB & SAUNA. Kid friendly.

A lovely, light and spacious chalet on the Somerset Levels; finished to a high standard with its own private wood-fired hot tub on the veranda overlooking fields. Gas heating and a wood burner. (see house rules for wood burner usage) TOWELS ARE NOT PROVIDED Check in and out times sometimes can be altered to your needs . Ask when booking . The location is a mile away from a pub and 1.5 from a local supermarket. It’s down a track and very secluded . Don’t expect suburbia. No TOWELS provided .

May 5 – 12

R2,649 ZAR per night

Superhost

Chalet in Dorset

4.94 out of 5 average rating, 230 reviews

Breathtaking sea views from this light, cosy lodge

Seascape is a bright, airy lodge down its own drive at the edge of Swanage Bay View. Adjoining Townsend Nature Reserve it enjoys utter tranquillity and spectacular views over the bay, as seen on 'A Place in the Sun'. With its tasteful modern furnishings, central heating and double glazing, Seascape is a cosy winter retreat, while in Spring and Summer use of a 1903 beach hut on a private beach is included. In addition, guests enjoy the amenities of SBV - all within a 15 min walk of the seafront!

Feb 8 – 15

R3,430 ZAR per night

Guest favorite

Chalet in Marnhull

4.85 out of 5 average rating, 134 reviews

Yew Tree View

Yew Tree View is close to countryside footpaths and great British pubs. You’ll love the comfy bed, the quiet, secluded location and the great value for money. Yew Tree View looks out over the gardens and fields, and includes a small kitchenette. The property is situated within the grounds of a family home next door. There is a small convenience store around a 10-minute walk away, and 2 pubs within a 5-minute drive. Dorchester and Salisbury and Bath, are all within an hour's drive.

Feb 7 – 14

R1,821 ZAR per night

Guest favorite

Chalet in Weymouth

4.93 out of 5 average rating, 120 reviews

Bowleaze Cove with a view

Modern, 3 bed static in an elevated position on the beautifully kept Bowleaze Cove Holiday Park & Spa on the Jurassic Coast! 1 double, 2 twins & sofabed.2 bathrooms,1 with power shower.Large gated deck area with seating & sea views.Parking for 2 cars. Site facilities: spa/gym/restaurant/sports bar/soft-play/kids park/pool (indoor & outdoor). Prices include park passes. Sorry no single sex groups or dogs. For off peak bookings, contact us directly to discuss flexible stays.

Aug 31 – Sep 7

R3,072 ZAR per night

Guest favorite

Chalet in Whitchurch Canonicorum

4.88 out of 5 average rating, 190 reviews

The Duck House. A child/dog friendly rural chalet

The Duck House is a lovely child/dog friendly chalet nestling in the orchard at Plenty Cottage. Quiet and peaceful it's the perfect retreat for a family - and dogs are especially welcome! Open plan living it’s a comfortable and home from home. A wonderful rambling garden, summerhouse, BBQ and a (free) heated swimming pool (1st April - 31st Sept). The mantra is 'No Stress'. Ample parking, dog/child friendly pub 7 mins walk away. Wonderful NT beaches just five min drive.

Dec 22 – 29

R3,803 ZAR per night

Guest favorite

Chalet in Dorset

4.91 out of 5 average rating, 129 reviews

Coastal log cabin, near Nature Reserve and River

The Log Cabin is a garden room in a pretty, tree surrounded garden with its own entrance. It is opposite the main house, which is hidden away from the main road. It’s quiet and relaxing. A 10 minute drive in all directions will take you to St Catherine’s Hill, the airport, train station, beautiful beaches, The New Forest, wonderful bars and restaurants. I’m now trialling hiring out paddle boards and kayaks for the day or half days including transport.

Oct 17 – 24

R1,707 ZAR per night

Guest favorite

Chalet in Weymouth

4.95 out of 5 average rating, 166 reviews

Summer Lodge

The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape.

Jul 20 – 27

R6,437 ZAR per night

Guest favorite

Chalet in Dorset

4.96 out of 5 average rating, 116 reviews

Chalet 31 Monmouth Beach Lyme Regis

A delightful, modern, petite wooden chalet located on Monmouth beach in Lyme Regis, overlooking the Jurassic coastline, famous Cobb and fossiling areas including the ammonite graveyard. A unique design, 10/15 minutes walking distance of the main town, shops, bars and restaurants. Perfect location for a relaxing break watersports enthusiasts, fossil hunting, walkers or artists. No pets allowed.

Jan 21 – 28

R3,304 ZAR per night

Superhost

Chalet in Dorset

4.76 out of 5 average rating, 201 reviews

Lymeshack

Lymeshack is a compact, newly built, wooden, insulated chalet with gorgeous sea views towards the Cobb harbour and Golden Cap beyond and over Monmouth Beach ahead. The beach, which is a 5 minute walk away, allows dogs to be off their leads all year around. The Cobb harbour and sandy main beach are no more than a 10 minutes walk away.

Dec 15 – 22

R1,814 ZAR per night