Weymouth and Portland District Holiday Rentals

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Holiday Rentals in Weymouth and Portland District

Luxury mobile home with spectacular sea views.

Weymouth
9.8 out of 10, Exceptional, (123)
"Good well maintained caravan, very clean and a very nice outlook from nice balcony. "
United Kingdom
Craig W.
Luxury mobile home with spectacular sea views.

Beachside Family Flat, Central Weymouth

Weymouth
5.4 out of 10, (3)
"We were over the moon to send the last 4 days of a 2 week holiday on the coast. Unfortunately this listing did not provide us with the home away from home we wanted. While the property manager was very responsive, nothing was solved. I privately provided a list of issues ranging from WiFi not working, insufficient kitchen equipment and being unable to use the shower in the upstairs bathroom because of plumbing issues. Beware loud neighborhood. "
United States
Tessa D.
Beachside Family Flat, Central Weymouth

18 Chamberlaine Road

2.5 star property
Weymouth
The price is NZ$918
includes taxes & fees
25 Nov - 26 Nov
18 Chamberlaine Road

Apartment near the beach with private parking and pet friendly

Weymouth
9.0 out of 10, Wonderful, (30)
"Lovely flat, spotlessly clean. Good central location. Good facilities, only 2minor things, the shower head needed descaling as the holes were mainly blocked, and the 2hand basins did not hold water it kept draining out. Otherwise a brilliant place to stay for a week in Weymouth. "
United Kingdom
elaine g.
Apartment near the beach with private parking and pet friendly

One bed apartment next to Chesil Beach Dorset

Portland
9.2 out of 10, Wonderful, (7)
"Nice modern property"
United Kingdom
Helen
One bed apartment next to Chesil Beach Dorset

Leo's Place

3.0 star property
Weymouth
Leo's Place

4 bedroom accommodation in Weymouth

Weymouth
9.4 out of 10, Exceptional, (15)
"Cormorant View is a lovely house to stay in, it was clean and tidy, although some of the picture frames were in need of dusting. The views from the windows in the lounge and main bedroom are spectacular and it iwas a pleasure to wake up and see birds opposite.We had 7 people staying and while there were enough items in the kitchen, there were only 8 tea/coffee cups and 8 forks, some additional forks and mugs would have been useful. We also had an issue using the oven, as we could only get the...
United States
James
4 bedroom accommodation in Weymouth

Buccaneer Cottage

3.5 star property
Weymouth
The price is NZ$1,732
includes taxes & fees
27 Nov - 28 Nov
Buccaneer Cottage

Manhattan Beach

3.0 star property
Portland
The price is NZ$1,382
includes taxes & fees
20 Nov - 21 Nov
Manhattan Beach

Cosy Peacehaven. Free on site Parking! Pet friendly!

Weymouth
9.0 out of 10, Wonderful, (2)
"Nice cosy flat, however requires a bit of maintenance as front door was a bit damaged, some areas around the flat needed cleaning, cobwebs around the ceiling and flat above noise transferred down quiet a bit. Apart from that was in a perfect location walkable to beach and host's were very responsive to needs and requests."
United Kingdom
Jaspal
Cosy Peacehaven. Free on site Parking! Pet friendly!

Upwey - Wessex Quarters

Weymouth
8.0 out of 10, Very good, (1)
"Excellent location. Well priced convenient parking near property "
United Kingdom
rachel g.
Upwey - Wessex Quarters

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Weymouth
8.8 out of 10, Excellent, (45)
"This property is in need of some tlc. If you are using the loft room it has wooden steep stairs and no handrail at all which made it extremely difficult to access. There is NO on site parking as advertised in fact there is NO parking near the property at all. Had to park some streets away which were not permit parking like outside the property, this caused friction with the owners of the house that we parked in front of which we ended up getting verbally abused for. Kettle was dirty and needed...
United Kingdom
Keith
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

Olympic Cottage

3.5 star property
Portland
10.0 out of 10, Exceptional, (1)
Olympic Cottage

The Ferryman

2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
United Kingdom
Mark
The Ferryman

Host & Stay | The Aquamarine Weymouth Beach

Weymouth
Host & Stay | The Aquamarine Weymouth Beach

4 bedroom accommodation in Portland

Portland
9.0 out of 10, Wonderful, (17)
"It’s in a good location but the road that runs along side it, is a bit noisy. When the cars are quiet, you can hear the waves which is nice. It’s in a good location as Portland has some lovely, slightly challenging walks but it’s also a good position to drive to many other lovely locations. Water sports nearby, we didn’t use the facilities but they looked great. Parking was slightly tricky but managed to get a space with a bit of patience!"
United Kingdom
Adam S.
4 bedroom accommodation in Portland

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Weymouth
10.0 out of 10, Exceptional, (51)
"An excellent property in a great location."
United Kingdom
Liam W.
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

A Stones Throw from the Beach :-)

Weymouth
9.0 out of 10, Wonderful, (2)
"Very spacious and cosy. In fact, if he could, my Husband would have bought the place! Extremely close to the sea front, and for train travel, it is perfect, being literally just across from the station. Not as noisy as we had expected being on the main road which was nice. We were lucky with the weather too, as it only rained through the nights. For convenience I would highly recommend this property."
United Kingdom
Penelope B.
A Stones Throw from the Beach :-)

Quiet location, short walk to beach, with views of Portland and Jurassic coast

Wyke Regis
10.0 out of 10, Exceptional, (109)
"Lovely property, quiet location, very well equipped exactly what I wanted."
United Kingdom
Jennie N.
Quiet location, short walk to beach, with views of Portland and Jurassic coast

Day Cottage

3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is NZ$890
includes taxes & fees
27 Nov - 28 Nov
Day Cottage
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.
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Top Weymouth and Portland District Hotel Reviews

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Everything you need to know about Weymouth and Portland District holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Weymouth and Portland District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Weymouth and Portland District holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Weymouth and Portland District holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weymouth and Portland District. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Weymouth and Portland District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Weymouth and Portland District holiday rentals we have selected for you start as low as NZ$890 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Weymouth and Portland District rentals

At Expedia, we put the best Weymouth and Portland District holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Weymouth and Portland District rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Weymouth and Portland District holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Weymouth and Portland District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.