Weymouth and Portland District Private Holiday Homes

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Weymouth and Portland District holiday homes

1. 15 Hardwick Street

Weymouth Town Center

RM4,785 total

includes taxes & fees

23 Sept - 24 Sept

2. Weybury Cottage

Rodwell

RM3,747 total

includes taxes & fees

25 Sept - 26 Sept

3. Low Tide

Weymouth Town Center

RM8,476 total

includes taxes & fees

25 Sept - 26 Sept

4. The Courthouse

Weymouth

RM4,589 total

includes taxes & fees

9 Oct - 10 Oct

5. The Old Portland Courthouse

Portland

RM6,742 total

includes taxes & fees

26 Sept - 27 Sept

6. Village View

Bridport

RM2,777 total

includes taxes & fees

10 Oct - 11 Oct

7. 8 Driftwood

Bridport

kevin

RM2,459 total

includes taxes & fees

2 Oct - 3 Oct

8. Shipton Hill View

Bridport

RM4,412 total

includes taxes & fees

3 Oct - 4 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Weymouth and Portland District Hotel Reviews

Aaran Guesthouse

10/10 Excellent

"Very welcoming hosts. Parking available on street near property with a permit provided free by guest house. Beautiful views from bedrooms. Close to all amenities."

Fairhaven Hotel

8/10 Good

"The hotel is in a great location and there was a great view of the sea from the window. The cooked breakfast was excellent but I was a little disappointed that the cost was additional on top of the price for the hotel room. The beds were very comfortable but the bathroom could do with a little upgrading. Overall though, a good experience and the staff were friendly and helpful. A hotel I would return to."

The Stanley Guest House

10/10 Excellent

"Just stayed here for 4 nights would highly recommend the Stanley guest house if staying in Weymouth. The room was clean and comfortable. The breakfast was lovely with plenty of choice and nothing was too much trouble for Carol and Keith to accommodate our needs. Ample space for car parking and was within a 10 minute comfortable walk to the sea front. Would definitely stay here agi."

Best Western Weymouth Hotel Rembrandt

8/10 Good

"Liked the proximity to the beach and for walking into town. Bus stops close by. Would have liked a fridge in the room, not the cool box that was provided as it was inadequate. Great stay, staff were very friendly, restaurant was decent. Would probably stay at the Rembrandt again."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"Absolutely fantastic loved every bit the staff are so friendly and funny to chat with had a great time here The spa was amazing and the spa staff so skilled and also welcoming and great to chat with and laugh with Will definitely be booking again 😘"

Find out more about Weymouth and Portland District