One of the most curious cottages in the country, this circular 16th-century almshouse has at its core a stone-flagged chapel with pews. Sleeping five, it's near Ilkley, in the south of the Yorkshire Dales... Photograph: PR
A list of rules for its 1665 inhabitants requires "that the Mother and Sisters do all of them Indevour to live peaceably and quietly among themselves"; equally good advice for modern-day guests.
• 01628 825925, landmarktrust.org.uk. From £827 a week
Pet-friendly Photograph: PR
A 1960s bungalow with a riverside garden, this Peak District retreat sleeps eight. Five minutes from Bakewell, it has been renovated to offer a light and modern space without losing any of its mid-century style... Photograph: Peter Guenzel/PR
Bridge End and the chocolate box village that surround it are so dreamy you might have trouble dragging yourself up on to the Pennine Way, which starts in nearby Edale.
• 07585 229002, bridgeendashford.com. From £1,369 a week
Wheelchair access Photograph: Peter Guenzel/PR
A former byre, this cosy stone cottage mixes beamed ceilings and stone floors with a sleek blue kitchen and a swish wet room... Photograph: PR
Sleeping two (four if you include a sofabed), it has a small garden where you can pick herbs and soft fruit. If you're planning to tackle this part of the north Pennines on two wheels, there's secure bike storage and a handy drying area, too.
• 01833 695692, netherwestwick.co.uk. From £280 a week
Wheelchair access Photograph: PR
In a quiet part of the south Pennines, this barn sleeps five and has solid oak and pine furnishings and a patio for sunny days. It's just outside the village of Slaithwaite – pronounced locally as "Sla-wit" – which has a canal running along its main street... Photograph: PR
It's handy for the Handmade Bakery, with its cafe and kitchen garden, the Colne Valley museum and Bronte Country.
• 01484 460964, swallows-nest.co.uk. From £395 a week Photograph: PR
Seven of the eight bedrooms in this house in Weardale are en suite and, as well as a glitzy kitchen and dining room, there's an eight-seater hot tub, a games room, grounds with tennis courts and a separate "dog hotel" for up to four pets... Photograph: PR
There's also great access to the north Pennines for walks, bike rides and great, gritty history. Four extra friends can stay in the annexe for an additional charge.
• 01845 597614, house-parties.com. From £2,200 a week
Pet-friendly Photograph: PR
