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Cottage holiday rentals in Gillamoor

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Top-rated cottage rentals in Gillamoor

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Top Guest favourite
The stone cottage exterior showcases charming details, including a wooden door painted in soft blue. Flower pots filled with pink and white blooms adorn the entrance, enhancing the inviting appeal of the home. A small window is framed by additional greenery.
Cottage in Castleton

Cheerful & Quaint 18th Century cottage

Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, a Londis & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby

4.96 out of 5 average rating, 293 reviews
Guest favourite
The stone cottage exterior features a traditional design with a red-tiled roof and green door. Lush climbing plants adorn the front, complementing the nearby window boxes. The surrounding lawn is neatly maintained, enhancing the welcoming appearance of the cottage.
Cottage in Helmsley

Pretty Yorkshire Stone Cottage Harome

A charming stone cottage situated in the picturesque village of Harome, 3 miles from the market town of Helmsley.This characterful cottage is up to date with everything you need without losing original features of beamed ceilings & a cosy log burner. The cottage offers luxe accommodation with a spacious kitchen, two delightful bedrooms, a power shower, bath, well equipped kitchen & hotel grade linen. A cosy sitting room with open plan dining area. There is a little garden outside with a table.

4.94 out of 5 average rating, 104 reviews
Top Guest favourite
The exterior of a characterful Yorkshire longhouse is displayed, showcasing stone walls and a tiled roof. Flower baskets hang from the front, adding a touch of color. The entrance features a light-colored door framed by two potted plants. Windows reflect a welcoming ambiance.
Cottage in North Yorkshire

Spacious character historic cottage

Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)

4.95 out of 5 average rating, 139 reviews
Top Guest favourite
The exterior of the cottage showcases a charming stone facade with a red-tiled roof. A staircase leads to the entrance, and a large parasol shades a wooden table and chairs on a gravel patio. Lush greenery and trees surround the property.
Cottage in East End

The Owlets, Ampleforth

A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!

4.98 out of 5 average rating, 348 reviews
Top Guest favourite
A stone cottage with a red-tiled roof is visible behind a dry-stone wall. Brightly colored flowers and greenery surround a playful pig statue in the foreground. The sunny sky provides a clear view of the welcoming farmhouse and its charming surroundings.
Cottage in Newton-on-Rawcliffe

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

4.98 out of 5 average rating, 232 reviews
Top Guest favourite
Cottage in Brandsby

Seaves Mill luxury cottage Brandsby north of York.

Seaves Mill situated on the edge of The Howardian Hills in the North Yorkshire village of Brandsby 13.5 miles from the city of York. Seaves Mill has been converted into this beautiful living space by avid gardeners and architectural antique dealers Phil and Jo. The space has been designed with quality and decorative design in mind. It is set within beautifully landscaped gardens along side the picturesque Mill stream. Described by guests as "more of an experience than just a stay."

4.99 out of 5 average rating, 118 reviews
Top Guest favourite
A scenic view of a cottage by the River Seven is presented, with a backdrop of lush greenery and blooming daffodils adorning the riverbank. The charming stone building features a red-tiled roof and multiple windows reflecting the serene countryside.
Cottage in Sinnington

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
The exterior of the building is showcased, featuring stone walls and a traditional red tile roof. Windows are framed in white, reflecting a classic style. A small bench is visible near the entrance, and a stone wall borders the pathway leading to the welcoming entrance.
Cottage in Danby

Farm Cottage with Stunning Views.

Nestled in the heart of the North Yorkshire Moors on our 100 acre Jacob Sheep Farm, close to the villages of Danby (3.9 miles) and (Castleton 3.7 miles) We are nothing like a hotel but instead offer quirky, comfortable, open plan, home from home accommodation in a tranquil setting. Arriving on foot, it is fully equipped with everything you might need. Close to Danby Castle wedding venue. We welcome all family pets and have plenty of fields for off lead exercise.

4.99 out of 5 average rating, 586 reviews
Top Guest favourite
Cottage in North Yorkshire

Luxury Old Stone Cottage, Beautifully Presented

Adults Only. No pets. The Old Chauffeurs Cottage, beautiful, luxurious, warm and cosy. Discounts for stays of 5 nights or more, please ask. Two bedrooms with comfortable King size beds and a great lounge and kitchen. A downstairs toilet & full bathroom upstairs. It provides a good base for walkers & sightseers as we are close to the North York Moors, the steam railway at Pickering & Castle Howard Free WiFi & parking plus secure storage for cycles.

4.88 out of 5 average rating, 161 reviews
Top Guest favourite
The stone exterior of the cottage features a welcoming wooden door painted in soft green, adorned with a circular wreath. Above, a sign with the cottage's name hangs. Flower baskets with vibrant blooms enhance the entrance, complementing the rustic charm of the façade.
Cottage in Wrelton

Old Forge in Wrelton, North Yorkshire.

This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.

4.98 out of 5 average rating, 441 reviews
Guest favourite
A comfortable living room features a brown sofa and an armchair, positioned on a light brown area rug. A flat-screen TV is mounted on the wall above a decorative media console. Natural light enters through two large windows, adorned with patterned curtains.
Cottage in Helmsley

Clothes Prop Cottage, a Helmsley hideaway

Clothes Prop Cottage is located in the heart of Helmsley, just a couple of minutes walk from the shops, tea rooms, pubs and restaurants in this beautiful North Yorkshire market town. The property is available for 3 night weekend and 4 night mid week stays as well as full 7 night breaks. The property suits couples looking for a relaxing stay in the Yorkshire countryside, with their beloved pets welcome!

4.93 out of 5 average rating, 316 reviews
Superhost
The exterior of a charming cottage is displayed, featuring a warm stone façade and a blue front door. Small windows with lace curtains frame the entrance, while planters with greenery enhance the inviting look. The quiet street is lined with neighboring houses of similar architecture.
Cottage in Kirkbymoorside

Cosy Country Cottage Sleeps 4

Enjoy a peaceful retreat in this charming, newly refurbished cottage. Just 500m from the main high street, you'll find an array of pubs, cafes, restaurants, and shops. Ideal for a relaxing getaway, Horseshoe Cottage offers the perfect blend of seclusion and convenience. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms ✔ Open Plan Kitchen/Dinner ✔ Separate Lounge ✔ High-Speed Wi-Fi Learn more below!

4.78 out of 5 average rating, 140 reviews

Popular amenities for Gillamoor cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
The exterior of the historic limestone cottage is showcased, featuring a charming blue door framed by elegant brickwork. Two large windows allow natural light to illuminate the front. Lush greenery surrounds the property, with neatly trimmed hedges leading to a paved path.
Cottage in Langton

Historic 18th Hussars Cottage with a Modern twist

4.89 out of 5 average rating, 284 reviews
Superhost
A hot tub is positioned on a paved area, surrounded by gravel and wooden fencing. Lush greenery is visible in the background, with a cloud of steam rising from a passing steam locomotive, creating a unique view. Outdoor seating can be seen nearby.
Cottage in Newbridge

3 Railway Cottage Pickering , Hot Tub, Pets all'd

4.9 out of 5 average rating, 197 reviews
Top Guest favourite
A charming bedside table is positioned next to a spacious bed, featuring an antique scale as a unique lamp. The textured sandstone wall provides a warm backdrop, complementing the soft hues of the furniture and bedding.
Cottage in Burythorpe

Historic cottage, wood-fired hot tub + village pub

4.98 out of 5 average rating, 218 reviews
Guest favourite
The entrance to Langdale Cottage is framed by natural stone walls, showcasing a solid dark wooden door featuring a circular sign indicating the cottage's name. A vintage lantern is mounted beside the door, providing ambient lighting.
Cottage in Harwood Dale

Langdale Cottage, located in North Yorkshire

4.99 out of 5 average rating, 124 reviews
Top Guest favourite
A well-maintained garden area is featured, with a private hot tub and seating under an umbrella. Flowering lavender lines the path, and the wooden fence provides privacy. A decorative window accentuates the space, contributing to a serene outdoor environment.
Cottage in Welburn

Luxury Cottage close to Castle Howard with hot tub

4.99 out of 5 average rating, 124 reviews
Guest favourite
The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.
Cottage in Skelton-in-Cleveland

Sundial Cottage, Stunning 3Bed Cottage with Hottub

4.94 out of 5 average rating, 178 reviews
Top Guest favourite
A well-appointed kitchen space features wooden beams overhead, with a range of cabinetry and modern appliances. A dining table is set for four, adorned with plates, glasses, and a vase of flowers, creating a welcoming atmosphere for meals.
Cottage in Stape

Meadows Edge, hot tub Pet friendly , fishing

4.98 out of 5 average rating, 108 reviews
Superhost
An outdoor courtyard is presented with a hot tub, framed by greenery and stone walls. A wooden table holding a teapot and cups adds a cozy touch. Decorative elements like pinecones and flowers enhance the space, inviting relaxation in this private setting.
Cottage in North Yorkshire

La Fenetre Holiday Cottage

4.81 out of 5 average rating, 534 reviews

Pet-friendly cottage rentals

Top Guest favourite
An open dining area is filled with natural light from skylights and large windows. A table set for dining is surrounded by several light-colored chairs. A view of a private deck can be seen through the patio doors, accompanied by vibrant floral arrangements on the table.
Cottage in Commondale

Winnow Cottage . in the Heart of the NY Moors

4.94 out of 5 average rating, 161 reviews
Guest favourite
An outdoor seating area is showcased, featuring two wicker chairs and a small table, situated on a stone patio. Surrounding flowers in bloom add color to the space. The rustic stone cottage stands in the background, complemented by a clear blue sky above.
Cottage in Laskill

Rievaulx is a delightful one-bedroom cottage with kitchen and lounge.

4.82 out of 5 average rating, 105 reviews
Top Guest favourite
The exterior of the cottage displays a charming stone facade with a red-tiled roof. A large window with multiple panes is positioned at the front, while two dormer windows are set into the roof, providing additional natural light to the upper levels.
Cottage in North Yorkshire

Castlegate Cottage

4.93 out of 5 average rating, 417 reviews
Top Guest favourite
A stone-built cottage features a rustic exterior with a traditional red-tiled roof. An inviting wooden door leads to the entrance, while large windows allow natural light to fill the interior. Two wooden wheels are positioned against the cottage, adding historical charm to the surrounding grassy area.
Cottage in Goathland

The Smithy at Cross Pipes, Goathland

4.97 out of 5 average rating, 354 reviews
Top Guest favourite
Fields and rolling hills stretch into the distance under a clear sky, with scattered clouds casting soft shadows on the landscape. A wooden gate opens into the lush, green path leading towards open meadows, inviting exploration in the tranquil countryside.
Cottage in North York Moors National Park

Fully Fenced Dog Field, Sea Views & Forest Walks

4.99 out of 5 average rating, 657 reviews
Top Guest favourite
Cottage in North Yorkshire

Katiann's Cottage

4.98 out of 5 average rating, 188 reviews
Top Guest favourite
The exterior of a stone cottage is viewed, featuring a gabled roof and white window frames. A gravel parking area is present in front, with green hedges lining one side. A wooden door offers entrance, and a farm structure is partially visible to the left.
Cottage in Cawton

The Cake House

4.96 out of 5 average rating, 190 reviews
Guest favourite
Cottage in North Yorkshire

Cosy ‘Cobblers Cottage’ - Pickering

4.82 out of 5 average rating, 345 reviews

Private cottage rentals

Top Guest favourite
The exterior of Rowans Cottage is showcased with a traditional stone façade and a red-tiled roof. A wrought-iron fence surrounds the property, complemented by greenery. Large windows allow natural light to illuminate the inviting entrance, presenting a charming rural setting.
Cottage in Lockton

Rowans Cottage - distinctive 1 bed restoration

4.98 out of 5 average rating, 103 reviews
Top Guest favourite
The exterior of the cottage features a charming red-brick facade with a combination of rectangular and arched windows. The front door is painted in a soft blue, providing a welcoming contrast to the brickwork. The building's roof displays traditional tiles and a classic design.
Cottage in Thornton Dale

Lovely Cottage & Garden. Family & Bike Friendly

4.94 out of 5 average rating, 139 reviews
Top Guest favourite
The inviting bedroom features a spacious bed with soft white linens and decorative green pillows. Natural light streams in through the large window with sheer curtains. A charming archway leads to a shelf, while warm light from a bedside lamp adds a cozy touch.
Cottage in North Yorkshire

Characterful Cottage, in the Heart Of Whitby

4.99 out of 5 average rating, 149 reviews
Top Guest favourite
A charming stone cottage features roses climbing the walls under a clear blue sky. Well-maintained gardens include neatly trimmed shrubs and vibrant flowers, providing a welcoming entrance. Paved stones lead to the front door, enhancing the appeal of the outdoor space.
Cottage in Thorp Arch

Secluded country cottage with private gardens

5.0 out of 5 average rating, 208 reviews
Top Guest favourite
The entrance to Fernbeck Cottage is framed by a stone facade, with a wooden door painted in a calm green hue. A brass mailbox is mounted beside the door, and a small sign identifying the cottage hangs above. Lush plants are arranged beside the entrance.
Cottage in Darley

Country cottage in the Yorkshire Dales

4.99 out of 5 average rating, 416 reviews
Top Guest favourite
The cottage's charming exterior is set against a clear blue sky, surrounded by lush greenery and trees in autumn hues. A gentle stream flows in the foreground, reflecting the tranquil countryside atmosphere. The structure features a two-story design with a sloped roof and well-kept gardens.
Cottage in Menethorpe

Idyllic and stylish private cottage by the stream

4.99 out of 5 average rating, 194 reviews
Top Guest favourite
A stone bench is positioned on a grassy hillside, offering a panoramic view of rolling green valleys and distant hills under a partly cloudy sky. The landscape features patches of heather and a serene atmosphere, inviting moments of quiet reflection.
Cottage in Glaisdale

NY Moors' peaceful retreat - Great Fryup, Lealholm

4.89 out of 5 average rating, 400 reviews
Top Guest favourite
Three chickens of different breeds are positioned on a colorful, striped picnic table. The table features alternating pastel colors of blue, pink, and white. A green lawn and trees are visible in the background, enhancing the outdoor setting.
Cottage in Kilburn

Kilburn Chicken Cottage

4.93 out of 5 average rating, 350 reviews

Destinations to explore