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Holiday houses in Upper Benefield

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Top-rated holiday rentals in Upper Benefield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A rustic wooden sign is mounted on a metal bracket, displaying the name 'St. James's Cottage.' The sign is attached to a stone wall with visible texture, and utility lines are present in the background.
Condo in Gretton
4.98 out of 5 average rating, 424 reviews

St James’s Cottage - Gretton

An independent, first floor, apartment in a 200yr old cottage. 1 bedroom available as superking bed or twin beds. Separate living room with kitchenette, combination microwave/oven/grill, single zone hob, toaster, kettle and full size fridge. Bathroom with shower. Free WiFi. Private, off road parking outside cottage. Secure garage space available upon request, for locking up bicycles, fishing tackle, golf clubs etc. Set in a lovely, quiet, village with two pubs & coffee shop in walking distance.

Top Guest favourite
A large hot tub is housed in a separate garden building, featuring illuminated water jets that create soft ripples in the turquoise water. The surrounding area is designed for privacy, with subtle lighting enhancing the serene atmosphere.
Bungalow in Horbling
4.96 out of 5 average rating, 169 reviews

Garden Bungalow, Hot tub and Gazebo

Relax in this calm peaceful bungalow set in our one and half acre garden with open views Kitchen has appliances Shower room Two bedrooms One single bed One 4ft bed ( small double) Good wardrobe space. WiFi and Alexa. Free view TV plus fire stick Fan Pool table Views to side and rear across Lincolnshire countryside. Fire pit Separate garden building which houses large hot tub overlooking fields and is private. Pub within walking distance. Local shops and butcher in next village, 20 minute walk

Top Guest favourite
Place to stay in Oundle
4.93 out of 5 average rating, 247 reviews

Stylish / Converted Chapel / Dog Friendly /Central

West St Chapel is a stylishly converted, dog friendly, chapel in the heart of the elegant Georgian market town of Oundle. Stylish, comfortable, light-filled home Large open-plan kitchen, dining area and living room King-sized bed, double bed and single bed West-facing terrace perfect for morning coffee and pre-dinner drinks. Dog-friendly SMART TV Perfect for visiting Oundle and Oundle School Easy access to Rutland, Stamford and Cambridge Great local pubs and restaurant Easy free parking

Top Guest favourite
A quaint cider hut stands surrounded by lush greenery and trees. Its dark exterior is complemented by a red roof. A set of stairs leads to the entrance. Chickens can be seen pecking around the grassy area, adding to the farm-like charm.
Shepherd’s hut in Stamford
4.97 out of 5 average rating, 235 reviews

Luxurious, Romantic and Gorgeous! (inside & out)

Escape to the Wellbeing Orchard, a romantic retreat amidst 200 apple trees and wildflowers. "Burghley Mouse" is a Cider Hut, nestled in a rustic haven that blends charm with indulgence. Enjoy nights by the wood-burning stove, a gas fire pit under the stars, and crisp cotton sheets. Sip orchard cider, ride the tandem bike, or unwind. A Prosecco treasure hunt adds fun. With a Smeg fridge, Smart TV, and fast Wi-Fi, all comforts are covered. Reconnect, celebrate, or escape to this idyllic haven.

Top Guest favourite
Tiny home in Warwickshire
5 out of 5 average rating, 124 reviews

The 4.50 from Paddington

Escape to a lovingly restored 1930s railway carriage set in the peaceful Warwickshire countryside. The 4.50 from Paddington is a one-of-a-kind stay with rustic charm and everything you need to unwind — from books and gramophone records, countryside views and a wildflower paddock. Walk to Draycote Water, or explore the wildlife-rich Lias Line just minutes from the door. Dog-friendly, with good Wi-Fi. Perfect for walkers, cyclists, sailors, and anyone who wants to experience a simpler life.

Guest favourite
A grassy outdoor space is bordered by neat hedges, contrasting with the lush green hills in the background. The bright sky features scattered clouds, enhancing the tranquility of the rural setting.
Tiny home in Empingham
4.84 out of 5 average rating, 318 reviews

Lower Farm View - Perfect For 2

Lower Farm View is beautifully converted with outstanding views, it's situated in the Rutland Village of Empingham and is only a short walk from Rutland Water's North Shore. Only 6 miles from the beautiful Georgian town of Stamford and 6/7 miles from the picturesque towns of Uppingham and Oakham. The village itself has a hairdresser, doctor's surgery, pub and shop. The local area has lots of pubs, cafes and shops. A perfect place to be able to enjoy and explore the county of Rutland.

Guest favourite
The exterior of the loft showcases a beautifully crafted wooden structure, featuring large glass windows and a balcony overlooking a tranquil pond. Lush greenery surrounds the area, enhancing the serene country atmosphere.
Home in Northamptonshire
4.95 out of 5 average rating, 352 reviews

NEW Luxury Countryside Retreat w/ Stunning Views

Brand New! Beautiful Luxury Stable conversion incl terrace offering amazing views over rolling countryside. • Blissful tranquillity • Easy Access to A14, M1 and M6. • 10 mins to Market Harborough • 2 large Super King beds - Can split to 4 singles • Sofa bed - sleep up to 6 people in total. Enjoy: • Well Equipped Family Kitchen • 100MB Fibre Internet + Work Zone • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Music • Air Conditioning + Underfloor Heating

Top Guest favourite
A spacious kitchen features exposed wooden beams and stone flooring. A dining table with striped tableware is set for four, while modern appliances are arranged across the counters. Natural light floods in through multiple windows, illuminating the well-equipped cooking area.
Cottage in Duddington
4.99 out of 5 average rating, 248 reviews

Beautiful Grade II Listed Barn Conversion

A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.

Top Guest favourite
A contemporary studio is framed by a vibrant garden featuring a variety of plants and shrubs. A picnic table is set on a wooden patio under a tree, with sunlight illuminating the outdoor space. Large glass doors provide a view into the studio.
Place to stay in Brigstock
4.98 out of 5 average rating, 171 reviews

The little village hideout

Forget your worries in this spacious and serene space set in the pretty Village of Brigstock. Our friendly local, The Old Three Cocks is just a few steps away - perfect for a drink & a bite. Fermyn Woods Country Park is a short walk away, rich in flowers birds and butterflies including Hawfinches and Purple Emperor Butterflies. The area has many gastro pubs, gardens and various markets to explore. We are happy to make recommendations to suit you as well as our favourite!

Top Guest favourite
A recently renovated chalet bungalow is featured, showcasing a gravelled driveway providing ample parking space. The structure displays a combination of brick and tiled roofing, with large windows allowing natural light to fill the interior. Surrounding greenery adds to the inviting atmosphere.
Home in Wittering
4.99 out of 5 average rating, 149 reviews

Beautiful 3-bed chalet bungalow for 6-8 guests

One Chapel Court is a recently renovated chalet bungalow that offers attractive and comfortable home-from-home comfort for families and single travellers alike. With 3 bedrooms and 3 bathrooms, over two floors, there is plenty of space to call your own. Outdoor space is aplenty, with private, off-road parking for up to 5 vehicles and a large patio for al fresco dining. Located near the A1 and A47, One Chapel Court offers easy access to Stamford, Peterborough and beyond.

Guest favourite
The charming exterior of a limestone cottage is displayed, featuring traditional stonework and a distinctive red front door. Symmetrical windows with white frames complement the historical architecture, while the sun casts a warm glow over the roof, accentuating its gentle curve.
Cottage in Oundle
4.88 out of 5 average rating, 219 reviews

Lovely listed cottage in old centre with garden.

Completely renovated 16th century listed cottage. Only 150 meters from town centre and 50 meters from Waitrose. There are lovely walk along the river Nene. If you come with your pet, the cottage comes with a small walled garden. Free Wifi and fully equipped kitchen. Lots of character with original features. Oundle is a beautiful Market town with a museum, stunning churches, wonderful shops and supermarkets, a busy market and lots of lovely coffee shops and restaurants.

Guest favourite
Cottage in Woodnewton
4.93 out of 5 average rating, 160 reviews

Wheelwright's Cottage

The cottage is a self contained unit with it's own garden. On street parking is available and the local pub is two doors away. It is a great base from which to explore the beautiful Northamptonshire countryside and the local historic towns of Oundle and Stamford.

Popular amenities for Upper Benefield holiday rentals