Weymouth and Portland District Vacation 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

Vacation Rentals in Weymouth and Portland District

Beach nearby
Luxury mobile home with spectacular sea views.
9.8 out of 10, Exceptional, (98)
"Beautiful view. Very clean and comfortable. Everything we needed was provided. Great stay Thank you Niell"
Luxury mobile home with spectacular sea views.
Beach nearby, sun loungers
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
10.0 out of 10, Exceptional, (74)
"Lovely cottage clean and welcoming. Everything you need like home from home. Well placed for visiting different places. Great view of the coastline. Great if your a walker or cylist have the Rodwell Trail on your doorstep."
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Exterior
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
10.0 out of 10, Exceptional, (37)
"Had a really great stay here. House was clean, tidy and modern. Views are fantastic. Will go back"
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
Apartment near the beach with private parking and pet friendly
9.4 out of 10, Exceptional, (14)
"Stayed over the bank holiday weekend. Nice quiet location with a very short walk to Weymouth centre. And the parking space was a bonus! The apartment had everything we needed and we had no problems."
Apartment near the beach with private parking and pet friendly
View from property
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, (5)
"Fabulous location and great accommodation. We were first time visitors to the area and absolutely loved it. The apartment is spacious and well cared for with everything you need for a short stay. Would definitely recommend and we hope to return."
No.26 Marina View apartment, parking permit, harbour and Marina views
Outdoor dining
Gorgeous Georgian Home
Gorgeous Georgian Home
Terrace/patio
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.
Interior
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...
Peacehaven Retreat - 4 minutes from the beach!
Exterior
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
Living area
Two Bedroomed Bungalow at Cove Holiday Park
9.8 out of 10, Exceptional, (73)
"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
Fridge, microwave, oven, dishwasher
The Loft - Spacious, Modern, Sea Views
10.0 out of 10, Exceptional, (1)
"Very spacious property with nice touches from the host, thoroughly recommend "
The Loft - Spacious, Modern, Sea Views
Exterior
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
Interior
Luxury coastal property with private indoor pool.
10.0 out of 10, Exceptional, (6)
"The property is done up to a really high standard and was ideal for our group. Great Facilities, kids had a blast Location is fabulous"
Luxury coastal property with private indoor pool.
Beach
Stunning 1-bedroom coach house with free parking
9.6 out of 10, Exceptional, (4)
"Due to a varying ongoing (non-contagious) health condition our stay wasn't as we'd have liked so we left before our time. Nothing to do with the accommodation, which was, as starred above, excellent."
Stunning 1-bedroom coach house with free parking
Beach nearby
Stone's Throw, open plan modern house, a short walk from Chesil Beach
9.8 out of 10, Exceptional, (68)
"This lovely house has been a great base for a weekend sailing course at the sailing academy. The house was spotlessly clean and warm in our arrival and had everything we needed. There is a very regular bus service which"
Stone's Throw, open plan modern house, a short walk from Chesil Beach
Property grounds
This coastal property is in a stunning location with plenty of exploring to be done and ideal for wa
9.6 out of 10, Exceptional, (16)
"Lovely location, beautiful views, very relaxing !!"
This coastal property is in a stunning location with plenty of exploring to be done and ideal for wa
Cottage | Interior
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
Property grounds
Seafeathers - Luxury Holiday Home with Sea Views
Seafeathers - Luxury Holiday Home with Sea Views
Property grounds
5 minutes walk to the beach. 6 bedroom 6 bathroom house, parking for 2/3 cars.
10.0 out of 10, Exceptional, (2)
"The Grange was a great property for our large family of 11 to stay for a week. 6 bedrooms, each with their own attached bathroom with shower, was extremely convenient for our family. The back garden was a nice bonus as well. The house was in a good location that was walkable to the beach, shopping, Sealife, and other activities. Harriet was great to work with and a wonderful host. Would recommend this property to others in the future."
5 minutes walk to the beach. 6 bedroom 6 bathroom house, parking for 2/3 cars.
Property grounds
Charming Sea View Cottage in Portland Dorset
10.0 out of 10, Exceptional, (1)
"123 Fortuneswell is great for tbose of us who want to explore an area and feel part of a community. FORTUNESWELL is ideal for its amazing outstanding natural beauty the views are really amazing. The cottage is set in the village near to amenities. You only have to walk down the hill to the promenade which has 2 superb eating venues .the cottage is by 2 brilliant bus services to portland and Weymouth really easy .We had no problem parking just down the road. Fortuneswell is a beautiful village...
Charming Sea View Cottage in Portland Dorset
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.

Weymouth and Portland District Vacation Rental Travel Info

Vacation rentals
24
Popular accommodation
Weymouth and Portland District cottages
International airport
London (LHR-Heathrow)

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

Deluxe Quadruple Room, Sea View
Fairhaven Hotel
2.5 star property
8.8 out of 10, Excellent, (286)
"I'd like to say a huge thank you to the reception staff who were super friendly and helpful. Booked this hotel.last minutes and with it's starr.rating, i had my doubts. However it was great. The room was spacious and spotlessly clean. Clean towels and bedding (all bright white) Shower room was modern and also.spotless. tea and coffee provided and a fancy pre filled drinking water bottle was a fab touch. Shampoo and body wash in the shower and hand wash on the sink. Nothing was too much...
The price is CA $89
CA $107 total
includes taxes & fees
May 19 - May 20
Fairhaven Hotel
Restaurant
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, (1001)
"Overall a good stay. Spoilt a little as we stayed previously and didn't have to pay for the pool etc. This time however we did as we booked through Expedia, although we tried to book direct there was no room availability. I think it should be as it says on the best western website,if your a resident then it's all included."
The price is CA $154
CA $185 total
includes taxes & fees
May 19 - May 20
Best Western Weymouth Hotel Rembrandt
Seaview Double with Sofa Bed
The Jubilee Hotel - with Spa, Restaurant and Entertainment
3.0 star property
7.4 out of 10, Good, (307)
"Had a lovely overnight stay lovely sea view room with our dog great breakfast and very dog friendly "
The price is CA $119
CA $143 total
includes taxes & fees
May 19 - May 20
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Recent reviews of Weymouth and Portland District properties
Expedia verified reviews