Monthly Rentals in Upwey

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Guest favourite
Cottage in Weymouth
4.79 out of 5 average rating, 102 reviews

Sunny gardens near beach, with countryside views

NeilRating, 5 stars3 months ago
Another fantastic stay in Sam's cottage in Upwey. It's the perfect location for trips to Weymouth and beyond. We used Upwey train station more than usual this trip, which is only five minutes to Weymouth. We also discovered the Rodwell Trail - a whole new part of Weymouth we hadn't been to before, as well as revisiting the lovely Lulworth Cove and Portland Bill for some great walks. The cottage is exactly as billed, a home from home. Well equipped, warm, comfortable, and with a smashing view from the back of the house to fields. It was a bit cold for sitting out but in the summer there's also a large front garden with some lovely plants and flowers.
Top Guest favourite
Home in Dorset
5 out of 5 average rating, 17 reviews

The Stable Block

JonRating, 5 stars3 weeks ago
Another great stay at the stables. A stylish environment with pristine facilities (shout out to the cleaners who are lovely). Soft, comfy linen, powerful, hot showers and plenty of living space. We loved having the paddock so close to us, where our dog could run free. Such a quiet, peaceful setting, and yet barely 10 minutes from the town centre. This was our second visit and not long enough a stay. We'll be booking again for next year. Thanks again, Nicky, Geoff and team.
Top Guest favourite
Apartment in Weymouth
5 out of 5 average rating, 466 reviews

Apartment with panoramic sea views

IreneRating, 5 stars3 days ago
Yes, all the 5 star reviews are true! Our stay at Joy’s place was absolutely incredible from start to finish. The apartment was spotless. Joy supplied some wonderful goodies, pastries, scrumptious bread, biscuits and fresh fruit and milk. Lots of information about the area. As the buses were so frequent we used them to visit some wonderful scenic places. Everything one would want for a short stay. The views are amazing with lots of lovely walks nearby which our little dog Mollie loved.
Superhost
Home in Dorset
4.82 out of 5 average rating, 22 reviews

The Old Chapel - Exclusive Retreat

Su6Rating, 5 stars2 weeks ago
Amy was response, especially when the bathroom light switch did not work. George came around immediately on a Sunday and then arranged for an electrician the next day to sort the very minor issue. The cottage was beautiful, especially the decor and everything you could possibly want was to hand. Thank you for an enjoyable stay.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

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Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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