Weymouth and Portland District Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Weymouth and Portland District

Apartment near the beach with private parking and pet friendly
9.4 out of 10, Exceptional, (15)
"Ideal little holiday apartment."
Apartment near the beach with private parking and pet friendly
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, (7)
"Ideal as could walk to most of Weymouth and easily visited other areas by car. Flat in the centre of things but quiet at night. Would stay there again."
No.26 Marina View apartment, parking permit, harbour and Marina views
Luxury mobile home with spectacular sea views.
9.8 out of 10, Exceptional, (99)
"Very pleasant"
Luxury mobile home with spectacular sea views.
Save an average of 15% on thousands of hotels when you're signed in
The Heart of a Dorset Village
The Heart of a Dorset Village
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
10.0 out of 10, Exceptional, (75)
"The cottage is so comfortable, well-located, and well-equipped. I could not have asked for a better experience. Thank you!"
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
One bed apartment next to Chesil Beach Dorset
10.0 out of 10, Exceptional, (2)
"The apartment was very clean and modern. It was great there is a washing machine which helped immensely. The beds are very comfortable. The only downside is unloading the car as you can’t park right outside but other than that it’s perfect. I would recommend. Thanks Helen for a great stay."
One bed apartment next to Chesil Beach Dorset
Peacehaven Retreat - 4 minutes from the beach!
10.0 out of 10, Exceptional, (1)
"The apartment was a peaceful haven for us to stay in! Small but cosy, amazing to have a Comfortable bed/sofa bed, tv and coffee machine. It was great to meet the host as soon as we made contact when we needed help- they were very attentive! We found free street parking near by, only 5 minute walk away. The location was very close to the beach /shops so very convenient for our short stay. Thank you for all the homely touches which made the most of the space such as plants and the decor was really...
The price is NZ$228
per night
17 Jun - 18 Jun
Peacehaven Retreat - 4 minutes from the beach!
Beautiful, family friendly Cottage with sea views of Chesil Beach
9.6 out of 10, Exceptional, (14)
"Had a lovely time good central location. Nice place to stay better than a B&B"
Beautiful, family friendly Cottage with sea views of Chesil Beach
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
10.0 out of 10, Exceptional, (38)
"Spacious and clean with incredible views. We thoroughly enjoyed our week here. Promises a lot and delivers more. A pleasant walk into Weymouth and close to Portland. We hope to be back."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Perfect little hideaway 3 minutes walk to the beach. One minute to the station.
8.0 out of 10, Very good, (1)
"Beds and sofa very comfortable. A very nice touch to have lego and a range of dvd's for adults and children, also the children's story books a great idea too!"
Perfect little hideaway 3 minutes walk to the beach. One minute to the station.
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
9.0 out of 10, Wonderful, (42)
"Very nice and i will stay again"
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
2 bedroom accommodation in Portland, near Weymouth
9.6 out of 10, Exceptional, (16)
"Lovely location, beautiful views, very relaxing !!"
2 bedroom accommodation in Portland, near Weymouth
Casterbridge
3.5 star property
10.0 out of 10, Exceptional, (1)
"Fantastic stay!! Easy to find and plenty of parking, property is deceivingly big set in a lovely a peaceful location. Lovely walks in a picturesque location. We most definitely will be returning. "
Casterbridge
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool
10.0 out of 10, Exceptional, (7)
"This is a beautiful house, well equipped and was really suitable for our holiday with three generations of family. The pool was a big hit with the children in particular and the adults enjoyed the hot tub, sauna and steam room. The beach at Weymouth together with all of the attractions are within easy reach. This was a very enjoyable week."
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool
The hideaway with free parking
9.6 out of 10, Exceptional, (5)
"Georgous coach house, beautiful decor and had eveything you needed. It was very clean and just lovely. Annabelle, th host, couldnt have been more helpful. Would love to stay here again."
The hideaway with free parking
Seafeathers - Luxury Holiday Home with Sea Views
Seafeathers - Luxury Holiday Home with Sea Views
Buccaneer Cottage
3.5 star property
Buccaneer Cottage
The Ferryman
3.5 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman
Entire home hosted by Lisa
10.0 out of 10, Exceptional, (9)
"This is our second stay at this home and it was just as lovely. The location next to church Ope beach is wonderful; Lisa is an excellent host; and the house is homely, stylish and well-equipped. We loved it!"
Entire home hosted by Lisa
Two Bedroomed Bungalow at Cove Holiday Park
9.8 out of 10, Exceptional, (74)
"We were meet by lesley at the bungalow after letting her know rough time we would arrive. She had put the heater on to warm us up as it was wet and cold out. She showed us around it has everything you would need for a get away. Fresh clean towels nice fresh bedding on all the beds. Milk and water in the fridge,.She even managed to save us a trip to Weymouth to get gluten-free fish and chips by recommending a local place that delivered. And they were great fresh thick chips. Nice quite location...
Two Bedroomed Bungalow at Cove Holiday Park
Don't see what you're looking for?
See all available properties in Weymouth and Portland District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Weymouth and Portland District you may be interested in

Fairhaven Hotel
2.5 star property
8.6 out of 10, Excellent, (330)
"Room was exceptionally clean and had a fabulous view. Despite being on the front, it was very quiet. "
The price is NZ$149
per night
17 Jun - 18 Jun
Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, (1001)
"Great location, the staff were all friendly. The rooms were spacious and clean we will be back soon. "
The price is NZ$226
per night
16 Jun - 17 Jun
Best Western Weymouth Hotel Rembrandt
The Jubilee Hotel - with Spa, Restaurant and Entertainment
3.0 star property
7.4 out of 10, Good, (315)
"We arrived earlier than the 3pm check in time, but the staff worked hard to allow us into the room early. Upon return to our room after dinner, there was a terrible smell in the bathroom (as the extractor was blowing air in!), however Darrell noted the issue carefully for their maintenance team and moved us to another room immediately. Great service"
The price is NZ$269
per night
9 Jul - 10 Jul
The Jubilee Hotel - with Spa, Restaurant and Entertainment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Weymouth and Portland District holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Weymouth and Portland District. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Weymouth and Portland District. Seeing all the best attractions is bound to make you fall in love with Weymouth and Portland District. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Weymouth and Portland District short-term rentals, that won’t be hard to do.

Recent reviews of Weymouth and Portland District properties
Expedia verified reviews