Advanced FiltersEscape to Yorkshire this October half term holidays and make unforgettable family memories in our cosy holiday cottages and Richmond lodges. Nestled in stunning countryside and close to charming Yorkshire market towns, our holiday homes in Yorkshire offer the perfect base for an October Family Break UK. Enjoy pumpkin picking, woodland walks, and plenty of seasonal events nearby – all while relaxing in cosy, well-equipped self-catering accommodation with space for the entire family.
Immerse yourself in plenty of family-friendly activities on your doorstep, take a look at our Halloween what’s on guide. Book your family holidays in the UK and discover the magic of Yorkshire this autumn.
As the seasons shift and the days grow shorter, Halloween is quietly creeping closer, bringing with it spooky adventures and autumnal charm.
Discover our favourite family-friendly spots to stay in and explore from. There are plenty of activities in and around these North Yorkshire holiday homes, perfect for planning family breaks in the UK this year.
Create memories to last a lifetime in any of our stunning family holiday homes in the UK for your next break.
Richmond, North Yorkshire
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Dog FriendlyA luxury dog-friendly holiday cottage in Yorkshire, perfectly placed for exploring the thriving market town of Richmond. Offering 2 stylish bedrooms with en-suite bathrooms, this is an ideal townhouse retreat for couples and small families alike.
Outside Space
Dog Friendly
BBQ
Offstreet Parking
Pub Under 1 Mile
Shop Under 1 Mile
Richmond, North Yorkshire
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3
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Dog FriendlyAn East-facing luxury lodge with an impressive view at Brompton Lakes. Enjoy the beautiful interiors and private decking in this pet-friendly 3-bedroom lodge.
Enclosed Garden
EV Charging
Dog Friendly
BBQ
Log Burner/Fire
Lakefront Views
Osmotherley, North York Moors
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Dog FriendlyA gorgeous cottage offering a luxury retreat for up to eight guests in one of the most sought-after Yorkshire villages, Osmotherley. On the edge of the North York Moors it a a perfect spot to explore from, plus there are 3 village pubs, an enclosed garden with a pizza oven, and four stylish bedrooms to enjoy.
Games Room
Enclosed Garden
Outside Space
Dog Friendly
Pizza Oven
BBQ
Near Richmond, North Yorkshire
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Dog FriendlyA charming one-bedroom cottage with hot tub in a beautifully peaceful setting, Whitwell Nook has everything you need for a couple's break in Yorkshire. The hot tub, luxury interiors and far-reaching views make this dog-friendly cottage the ultimate escape in Yorkshire.
Hot Tub
Outside Space
Dog Friendly
BBQ
Ground Floor Bedroom
Easy Access
Richmond, North Yorkshire
10
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Dog FriendlyThis period home boasts five stunning bedrooms, a hot tub, private garden, and spacious living space for the perfect group getaway
Hot Tub
Enclosed Garden
Dog Friendly
BBQ
Log Burner/Fire
Pub Under 1 Mile
Leyburn, Yorkshire Dales
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Dog FriendlyTucked away in the private grounds of Sun Hill Lodges, this Leyburn log cabin sleeps up to four guests and is the perfect dog-friendly countryside escape. This lodge is ideal for those searching for a classic log cabin retreat near the Yorkshire Dales, with the added luxury of a jacuzzi-style hot tub.
Hot Tub
Outside Space
Dog Friendly
BBQ
Fire Pit
Log Burner/Fire
Near Richmond, North Yorkshire
12
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5Large groups love Waterloo Lodge, which is a fantastic place for a multi-generational celebration with family and friends in beautiful North Yorkshire. Within easy reach of the Moors, Coast and Dales, this perfect six-bedroom rural retreat features a games room, hot tub, stunning interiors and breathtaking views. Inside has a contemporary farmhouse feel paired with exposed stonework and wooden beams.
Hot Tub
Games Room
Outside Space
Pet-Free Property
BBQ
Log Burner/Fire
Bedale, North Yorkshire
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3
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Dog FriendlyThis luxury three-bedroom holiday cottage sits on the edge of the Yorkshire Dales close to the traditional Yorkshire market town of Bedale, North Yorkshire.
Hot Tub
Enclosed Garden
Outside Space
Dog Friendly
Pizza Oven
BBQ
Richmond, North Yorkshire
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Dog FriendlyA short walk from the centre of the market town Richmond, in North Yorkshire, Darcy Mews is a collection of five luxury holiday homes overlooking the River Swale. No.2 Darcy Mews is set over three floors, with a spacious design and two balconies. It is perfect for couples, a family holiday, and for smaller group getaways.
Dog Friendly
River Views
Ground Floor Bedroom
Offstreet Parking
Pub Under 1 Mile
Shop Under 1 Mile
Richmond, North Yorkshire
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Dog FriendlyA high-end 2 bedroom holiday apartment to rent in Richmond, No.4 Darcy Mews has two stylish bedrooms and open plan living. With a spacious feel on the first floor it is perfect for couples and families, and a dog-friendly holiday. Darcy Mews is a collection of luxury self-catering apartments overlooking the River Swale.
Dog Friendly
River Views
Offstreet Parking
Pub Under 1 Mile
Shop Under 1 Mile
Balcony
Leyburn, Yorkshire Dales
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2
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Dog FriendlyA spacious yet cosy log cabin at Sun Hill Lodges near Leyburn. Incredible views over the North Yorkshire hills can be enjoyed from the large...
Near Richmond, North Yorkshire
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2A south-facing luxury lodge in Yorkshire, Lulu has an impressive view overlooking a small island in the centre of the lake that is teeming with...
Skipton, Yorkshire Dales
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Dog FriendlySet along a sweeping drive and boasting some of the most picturesque views across the far-reaching Yorkshire countryside, find Stank House Farm. This fabulous farmhouse...
Leyburn, Yorkshire Dales
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Dog FriendlyThis one-bedroom luxury log cabin with a hot tub in Yorkshire is the perfect romantic retreat for you and your partner to spend a few...
Richmond, North Yorkshire
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Dog FriendlyThis quintessential Yorkshire cottage promises a blissful break for all generations, with gorgeous interiors, a heavenly hot tub and an alfresco kitchen with a pizza...
Near Richmond, North Yorkshire
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Dog FriendlyA unique design with intriguing features that you can't wait to explore, inside and out. New York Public Library, near Richmond in North Yorkshire, offers...
Leyburn, Yorkshire Dales
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Dog FriendlyA blissful spot for a glorious break to the Yorkshire countryside, Alborada at Sun Hill Lodges offers a truly peaceful getaway. Fantastic views over the...
Near Richmond, North Yorkshire
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Dog FriendlyA blissful destination, nestled in the rolling hills of North Yorkshire, this farmhouse has been renovated to the highest standards. With a host of quirky...
Osmotherley, North York Moors
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4
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Dog FriendlyA gorgeous cottage offering a luxury retreat for up to eight guests in one of the most sought-after Yorkshire villages, Osmotherley. On the edge of...
Near Richmond, North Yorkshire
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1
1
Dog FriendlyA charming one-bedroom cottage with hot tub in a beautifully peaceful setting, Whitwell Nook has everything you need for a couple's break in Yorkshire. The...
Richmond, North Yorkshire
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3
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Dog FriendlyFlorence is a South facing luxury lodge with an impressive lake view, overlooking a small island and is close to the River Swale. It has...
Richmond, North Yorkshire
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Dog FriendlySitting above the lakes at Brompton Lakes, Jules is a stunning luxury lodge with a hot tub and a gorgeous open-plan living area. Year-round the...
Leyburn, Yorkshire Dales
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Dog FriendlyMake yourself at home at our latest rural retreat; The Stables at Woodlands Farm, offering the ultimate space for up to four guests to unwind...
Skipton, Yorkshire Dales
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Dog FriendlyFor friends and family looking for a peaceful escape and an excellent location for exploring the Yorkshire Dales and nearby Ilkley, Skipton and Harrogate, settle...
Leyburn, Yorkshire Dales
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Dog FriendlyPerfect for couples looking to escape to the glorious countryside, relax and reconnect at Spindrifter which boasts style and comfort. Fantastic views over the North...
Near Richmond, North Yorkshire
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Dog FriendlyWith five-star reviews, enjoy stylish interiors, large bedrooms and luxe bathrooms, a log burner, and a games room with a bar at The Farmhouse. Lovely...
Richmond, North Yorkshire
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Dog FriendlyA chic and cosy holiday cottage, this light spacious barn conversion has open living and a bubbling hot tub in the enclosed garden. Enjoy the...
Leyburn, Yorkshire Dales
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Dog FriendlyA cosy cottage made for the two of you, close to Leyburn and the Yorkshire Dales. The perfect add-on for guests staying at Sun Hill...
Richmond, North Yorkshire
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Dog FriendlyWith some of the best views at Brompton Lakes, Finley has a warm and welcoming feel when you step into the open-plan living area. There...
Richmond, North Yorkshire
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Dog FriendlyA high-end 2 bedroom holiday apartment to rent in Richmond, No.4 Darcy Mews has two stylish bedrooms and open plan living. With a spacious feel...
Near Richmond, North Yorkshire
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Dog FriendlyA charming one-bedroom cottage with a hot tub which is the perfect bolthole with inspiring interiors, traditional features, and stunning countryside views. Bring your loved...
Richmond, North Yorkshire
10
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Dog FriendlyThis period home boasts five stunning bedrooms, a hot tub, private garden, and spacious living space for the perfect group getaway
Richmond, North Yorkshire
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Dog FriendlyAn idyllic country cottage in North Yorkshire, complete with beautiful grounds and a bubbling hot tub. Georgia boasts spacious open plan living with a bold...
Near Richmond, North Yorkshire
8
4
4
Dog FriendlyDragonfly is a rural retreat for up to 8 guests. Tucked away in the quiet Yorkshire countryside, it promises a unique opportunity to recharge your...
Richmond, North Yorkshire
4
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Dog FriendlyThis restful retreat is nestled in the heart of the quintessential market town of Richmond, North Yorkshire. With carefully curated interiors and a cosy log-burning...
Richmond, North Yorkshire
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Dog FriendlyA luxury dog-friendly holiday cottage in Yorkshire, perfectly placed for exploring the thriving market town of Richmond. Offering 2 stylish bedrooms with en-suite bathrooms, this...
Leyburn, Yorkshire Dales
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Dog FriendlyA large ivy-clad farmhouse with views of the Yorkshire Dales. In the grounds of Sun Hill Farm, the site of a famous racing yard, sleep...
Near Richmond, North Yorkshire
12
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5Large groups love Waterloo Lodge, which is a fantastic place for a multi-generational celebration with family and friends in beautiful North Yorkshire. Within easy reach...
Leyburn, Yorkshire Dales
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Dog FriendlyEnjoy a spa-like escape like no other at Lillie Lodge, nestled within the grounds of Sun Hill Lodges near the Yorkshire Dales. Enjoy making use...
Leyburn, Yorkshire Dales
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Dog FriendlyQuietly tucked away in a beautiful part of North Yorkshire, Rosina is our luxury lodge with a hot tub and sauna at Sun Hill Lodges...
Near Richmond, North Yorkshire
10
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Dog FriendlyA stunning five-bedroom barn conversion with spacious and light living areas, fantastic interiors, and a garden hot tub. Receiving national press for its style and...
Richmond, North Yorkshire
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Dog FriendlyWilliam is a luxury lodge overlooking the lakes and south facing at Brompton Lakes. The living area features a log burner and is open plan...
Leyburn, Yorkshire Dales
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Dog FriendlyEach luxury log cabin at Sun Hill Lodges, North Yorkshire is set on a private plot with unrivalled views across the surrounding countryside, and Ninetta...
Leyburn, Yorkshire Dales
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Dog FriendlySitting on the edge of the North York Dales near Leyburn, Woodlands is a luxury lodge cabin nestled in the grounds of Sun Hill Lodges....
Near Richmond, North Yorkshire
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Dog FriendlyOne of three large holiday homes at Greenbank Barns, Shorthorn is perfect for a celebration or family holiday, sleeping up to 8 guests. Enjoy stunning...
Richmond, North Yorkshire
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2With arguably some of the best views at Brompton Lakes, Jasper is a perennially popular lodge. Its large private lakefront decking is south-facing on the...
Leyburn, Yorkshire Dales
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Dog FriendlyThe perfect rural escape awaits at Hollins Farmhouse, a large holiday home ideal for multi-generational families or a group of friends. High-quality craftsmanship features throughout,...
Richmond, North Yorkshire
6
3
1
Dog FriendlyBring together family or friends in a gorgeous townhouse in the heart of Richmond, North Yorkshire. A luxurious escape for up to six guests and...
Richmond, North Yorkshire
6
3
2
Dog FriendlyA short walk from the centre of the market town Richmond, in North Yorkshire, Darcy Mews is a collection of five luxury holiday homes overlooking...
Leyburn, Yorkshire Dales
4
2
2
Dog FriendlyTucked away in the private grounds of Sun Hill Lodges, this Leyburn log cabin sleeps up to four guests and is the perfect dog-friendly countryside...
Richmond, North Yorkshire
12
6
4
Dog FriendlyA luxurious large lodge for a group of friends or the entire family, Twenty One is a perfect space for gathering. There are two private...
Richmond, North Yorkshire
6
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Dog FriendlyA South facing luxury lodge at the heart of Brompton Lakes, Louis has impressive lakeside views. The open plan living and dining area features a...
Near Richmond, North Yorkshire
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2
Dog FriendlyEscape to this charming two-bedroom Yorkshire Dales holiday cottage with a hot tub, luxury furnishings, and an award-winning village pub, perfectly located between Richmond and...
Skipton, Yorkshire Dales
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Dog FriendlyEscape the everyday and go ‘off-grid’ for a while at Wesleyan Chapel, our latest luxury homestay for eight guests. Combine stylish interiors, stunning views and...
Richmond, North Yorkshire
6
3
2
Dog FriendlyA South West facing lodge that captures the best light of the day, enjoy unrivalled views inside and out in a dog-friendly lodge that is...
Richmond, North Yorkshire
4
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2Lola is a South facing luxury lodge with an impressive view, overlooking a small island and is close to the River Swale. It has a...
Richmond, North Yorkshire
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Dog FriendlyPercy is a stunning lodge with a hot tub at Brompton Lakes, Yorkshire sleeping up to 6 guests. The open plan living area features a...
Near Richmond, North Yorkshire
8
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Dog FriendlyA large luxury four-bedroom country escape near Richmond, this family-friendly holiday home has a games room, hot tub, stylish interiors, and electric car charging. Enjoy...
Richmond, North Yorkshire
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Dog FriendlyA dog-friendly log cabin at Brompton Lakes, the south-facing Imogen is tucked at the end of the lake surrounded by willow trees, perfect for a...
Richmond, North Yorkshire
6
3
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Dog FriendlyJuniper is a south-facing luxury lodge on the impressive lakefront at Brompton Lakes. Floor-to-ceiling windows stretch the length of the lodge, opening onto private decking...
Richmond, North Yorkshire
4
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Dog FriendlyThis luxury two-bedroom barn conversion features a large garden with a hot tub and makes the perfect escape. Enjoy open-plan living to truly make the...
Richmond, Yorkshire Dales
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1Whisk yourself and your favourite person off to The Swaledale, a stylish and well-equipped apartment in the heart of Richmond and perfect for exploring the...
Richmond, North Yorkshire
4
2
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Dog FriendlyA luxury holiday apartment with two bedrooms, No.5 Darcy Mews is a short walk from the market square of Richmond, North Yorkshire. It is perfect...
Richmond, North Yorkshire
4
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Dog FriendlyA stylish two-bedroom cottage in Richmond, North Yorkshire. This cottage boasts the most amazing elevated views of the town, the River Swale, and Swaledale beyond....
Richmond, North Yorkshire
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3
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Dog FriendlyAn East-facing luxury lodge with an impressive view at Brompton Lakes. Enjoy the beautiful interiors and private decking in this pet-friendly 3-bedroom lodge.
Ripon, Yorkshire Dales
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2At this boutique retreat in Ripon, North Yorkshire, experience the perfect blend of idyllic country living and city life. Riding Boots balances contemporary design and...
Ripon, Yorkshire Dales
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5Whether celebrating a special occasion or simply escaping the everyday ordinary, experience the perfect blend of idyllic country living and city life. From your very...
Near Richmond, North Yorkshire
6
3
2
Dog FriendlyReconnect with nature at Coco, a dog-friendly lakeside lodge sleeping six, nestled in the tranquil grounds of Brompton Lakes. Coco is the ultimate retreat to...
Leyburn, Yorkshire Dales
4
2
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Dog FriendlyWilliam is our only two-bedroom log cabin with a Scandinavian-style barrel sauna, a hot tub and an outdoor shower, a fun addition for groups of...
Ripon, Yorkshire Dales
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3Standing majestically in extensive grounds, this hot tub hideaway on the outskirts of Ripon, North Yorkshire offers a tranquil escape. One half of the Unbridled...
Richmond, North Yorkshire
6
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Dog FriendlyWith an impressive view over the West lake, Cara is a lakeside lodge which is dog-friendly at Brompton Lakes. Sleeping up to six in absolute...
Richmond, North Yorkshire
6
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2
Dog FriendlyAn East-facing luxury lodge with impressive lakefront views. The three large bedrooms and bright, bold interiors are perfect for a stylish break.
Richmond, North Yorkshire
6
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2
Dog FriendlyEast-facing to enjoy the morning sunshine, this luxury 3-bedroom dog-friendly lodge has impressive views across Brompton Lakes.
Leyburn, Yorkshire Dales
2
1
1
Dog FriendlyThis one-bedroom luxury log cabin offers the perfect blend of cosy comfort and elegant style, featuring a hot tub, infrared sauna, log burner, and a...
Richmond, North Yorkshire
2
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1An popular high-end apartment with the most amazing river views in Richmond, North Yorkshire, welcome to The Penthouse. Enjoy the large wraparound balcony and cosy...
Leyburn, Yorkshire Dales
6
3
3
Dog FriendlyA gorgeous country cottage on the edge of the Yorkshire Dales. Sun Hill Cottage is a stylish home with plenty of features including a hot...
Richmond, North Yorkshire
12
6
4
Dog FriendlyOld meets new at the stunning Aquarius Rising, which stands proud in breathtaking North Yorkshire countryside near Richmond. Once a chapel house, this commanding yet...
Richmond, Yorkshire Dales
2
1
1
Dog FriendlyWhisk yourself and your favourite person off to The Wensleydale, our cosy apartment located centrally to explore the delights of Richmond, North Yorkshire. This one-bedroom...
Richmond, North Yorkshire
6
3
2
Dog FriendlyA luxury three-bedroom holiday home set over three floors by the River Swale in the market town Richmond. With a spacious design, No.1 Darcy Mews...
Bedale, North Yorkshire
6
3
2
Dog FriendlyThis luxury three-bedroom holiday cottage sits on the edge of the Yorkshire Dales close to the traditional Yorkshire market town of Bedale, North Yorkshire.
Masham, Yorkshire Dales
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1This luxury cottage has been designed with exquisite attention to detail and is in a perfect location for exploring Ripon, Masham, Harrogate and the Yorkshire...
Richmond, North Yorkshire
6
3
2
Dog FriendlyFlora is a luxury lodge with impressive lakeside views at Brompton Lakes luxury lodges in Yorkshire. Well located for exploring Richmond and the local area,...
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