Monthly Rentals in Chipley

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

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Nearby monthly rentals

Guest favorite

Guesthouse in Hillfarrance

4.96 out of 5 average rating, 170 reviews

Luxury barn conversion in beautiful garden setting

SharonRating, 5 stars5 months ago
Such a beautiful place to stay. The cottage was perfect, so clean and just lovely. As a non-frequent AirBnB-er we found the whole process with Amanda so easy from beginning to end, thank you!
Guest favorite

Barn in Langford Budville

4.88 out of 5 average rating, 216 reviews

Dog friendly apartment in medieval barn conversion

AndreaRating, 5 stars3 days ago
We arrived tired and cold on a stormy night on January - Otters Holt was cosy and lovely! We lit the log burner and made a cup of tea - then went to a really good pub about 10 mins away - The Bear - which served amazing vegetarian and vegan food on a Sunday night ! ( recommended by our host, Fiona) We would really recommend a stay here - beautiful soft furnishings … we slept so well in the comfy beds and my 6’4” brother managed the low beams without damage !! We would definitely return when we are next in the area. Loved it 💛
Guest favorite

Guest suite in Wellington

4.95 out of 5 average rating, 133 reviews

End Barn

JuliaRating, 5 stars4 weeks ago
End barn was just as we expected. Andrea was friendly, helpful and open to suggestions.
Guest favorite

Shepherd’s hut in Milverton

4.93 out of 5 average rating, 89 reviews

Luxury Shepherd's Hut and Hot Tub Retreat

BenjiRating, 5 stars1 week ago
Thank you for such a lovely stay at your Tadpole Retreat. You guys were really the most welcoming and friendly owners (and coolest!!) I loved the garden & the hot tub was great for sore legs after my course. Great area, lots of walks & near the coast. I’d recommend Hestercombe gardens for any outdoor lovers!!! I would love to come again!!

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.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

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

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Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

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