House holiday rentals in Cupar

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Top-rated house rentals in Cupar

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Guest favourite
The exterior of the property features a well-maintained white facade with large glass doors leading into a bright interior. Paved walkways surround vibrant green planters, and a small garden area offers additional greenery against a clear blue sky.
Home in St Andrews
4.92 out of 5 average rating, 119 reviews

Number 37, St. Andrews

Step into tranquillity at this charming single-storey house in of St. Andrews. Just a leisurely stroll from the East Sands beach and the picturesque St. Andrews Harbour, this recently refurbished abode promises a delightful retreat. Ideal for families, golf enthusiasts, and four-legged companions alike, this enchanting abode promises a memorable summer holiday or a cosy winter getaway, where the crackling warmth of the log burning stove sets the scene for cherished moments with loved ones.

Guest favourite
A cozy sleeping area features a wooden bed framed against a wall adorned with a vintage map. Soft bedding with subtle patterns is complemented by two decorative pillows. A bedside table and a window seat add functional charm to the space.
Home in Auchtermuchty
4.92 out of 5 average rating, 250 reviews

welcoming dogs and their servants, Hot Tub & View

Discover your perfect Scottish hideaway with our wood-fired hot tub, wildlife-filled garden, and ideal location for exploring Scotland. The Howff is the perfect base to discover sandy beaches, forests, historic towns and ancient castles nearby. We are Just minutes from St Andrews, Perth, Dundee. The Howff combines countryside charm with city convenience. Ladybank train station or Kinross Park and Ride will allow you to forget about the car and enjoy Edinburgh which is an hour away.

Top guest favourite
The lounge features a light-toned sofa and an armchair adorned with colorful cushions. A coffee table is positioned in the center, complemented by a plant. A modern television is mounted on the wall, with a corner fireplace adding a cozy touch. Natural light flows through a large window.
Home in Fife
4.98 out of 5 average rating, 192 reviews

Coastal 2 bedroom house - golf/ beach getaway

Lovely bright and cheerful House with access to private garden, in a lovely fife coastal village. The House has good walking access to local attractions including being only 2 minutes from Scotscraig Golf Club (13th Oldest in the World) and 10mins from the stunning Kinshaldy Beach with views over the river Tay, The village also has several charming cafes, bars and local shops. Tayport is nestled between Dundee and the Historic Town of St Andrews. Short-term let licence - F1 00160F

Top guest favourite
A spacious living area is highlighted by a comfortable brown leather sofa and a large ottoman. A television is positioned against the wall, while a soft glow is provided by a lamp beside a fireplace. Light enters through the window, complementing neutral wall tones.
Home in Fife
4.95 out of 5 average rating, 117 reviews

Balass Lodge near The Old Course St. Andrews

Luxury country home 10min drive from the historic golfing town of St. Andrews and 1hr 20min from the stunning Cairgorms. Three bedrooms contain super king sized beds which can also be split into singles - one with an ensuite bathroom, the other two share a large main bathroom. The fourth bedroom has a king sized double bed and an ensuite shower room. The house has a games room with a pool table, smart TVs with full Sky HD, as well as a wood burning stove and a hot-tub on the terrace.

Top guest favourite
A well-appointed bedroom features a spacious bed adorned with white bedding. Floral wallpaper adds a soft touch, while a bedside lamp illuminates the room. A small armchair and a folding table provide additional seating and convenience. Natural light enters through a window, enhancing the space.
Home in Auchterarder
4.96 out of 5 average rating, 154 reviews

Double bedroom & en-suite garden annex

Join us to enjoy spectacular views over the Ochil hills & Strathearn Valley, wildlife and country walks from our doorstep. Own entry garden room/annex consisting of a double bedroom & bathroom. Option for a Super King-or 2 single bed. Amenities/linen/tea&coffee including towels provided. If a baby is staying, equipment can be provided. IPTV/Wifi/mini-fridge. Outdoor seating/exclusive use of the front garden. Please discuss for pet stays as outdoor kennels are available on request.

Guest favourite
An aerial view captures the serene landscape of Westhaven Beach, featuring sandy shores and scattered rock pools. The nearby residential area showcases a mix of homes bordered by greenery, with a small boat anchored amidst the calm waters, hinting at the idyllic coastal setting.
Home in Westhaven
4.91 out of 5 average rating, 105 reviews

Hawthorn Cottage East By Westhaven Beach

Hawthorn East located by the Beach at Westhaven , 10 minutes walk along the beach from Carnoustie Beautiful views of the beach which is outside the private front garden 2 min drive from the town center, golf courses & railway station Ideal for holidays, golfing, visiting friends/family/working in area, moving house Well behaved dogs welcome if not left alone in house If Hawthorn is booked have a look at WaterSide our Broughty Ferry property close to the centre by the river Tay

Top guest favourite
The exterior of Fossil Cottage is visible, featuring a stone façade and a charming conservatory with multiple glass panels. A gravelled area is present, providing ample space around the building, and the sky is partly cloudy, lending a muted light to the scene.
Home in Strathkinness
4.97 out of 5 average rating, 130 reviews

Fossil Cottage , Strathkinness close to St Andrews

Fossil Cottage, is located in the village of Strathkinness. Recently renovated and refurnished this self-contained accommodation on the grounds of Fossil House, pet friendly and the perfect spot for a week away for families or groups of 4! Features include Secure off-street parking, enclosed garden, fibre-optic broadband, wood fire and fully equipped kitchen. Ideally located 3 miles from the centre of St Andrews the home of Golf and in easy reach of the beautiful East Neuk.

Top guest favourite
A stone cottage is set among a landscaped garden, featuring a gravel pathway. The structure displays a traditional design with multiple windows and a slate roof. Colorful flowers bloom in front, contributing to the rural charm of the setting.
Home in Wester Balgedie
4.99 out of 5 average rating, 183 reviews

Ashtrees Cottage

Ashtrees Cottage is in a beautiful rural location and has Loch Leven Nature Reserve on its door step. The Balgedie Toll Tavern & Levens Larder both less than 10 minutes walk from the Cottage. Its a great place to explore towns and villages around the East Neuk of Fife, Edinburgh, St Andrews, Gleneagles, Stirling and Glasgow all within 60 minute drive. Its a great place to base yourself if you are planning to explore the Lowlands and Southern Highlands of Scotland.

Top guest favourite
A spacious bedroom features a large bed with soft linens and decorative pillows. Two bedside lamps provide warm lighting. A vintage dresser and an armchair are positioned nearby, while a mirror reflects the soft tones of the room. Light filters through the window adorned with patterned curtains.
Home in Alyth
4.93 out of 5 average rating, 141 reviews

Rural cottage retreat with hot tub

Jordanstone's Orchard Cottage is a perfect getaway for two couples or a small family. Comfortable, cozy and nestled in quiet part of a beautiful estate, the Orchard Cottage is well laid out across a single-storey. It is adjacent to an apple orchard which forms part of the walled Victorian estate, in which there is plenty of space to walk and be with nature. With a top of the line hot tub and a secure garden for your little furry friend, this cottage won't disappoint!

Top guest favourite
A large conservatory is depicted, featuring abundant natural light streaming through the glass roof and numerous windows. A wooden dining table runs the length of the room, accompanied by several blue candle holders. Comfortable seating is arranged along one side, overlooking a lush garden.
Home in Fife
4.96 out of 5 average rating, 156 reviews

The Vintage - A Hidden Gem close to the Old Course

The Vintage... A well-struck 2-iron away from the 1st tee of the Old Course, 100 yards from the seafront and close to the town center. Tucked away but in the middle of it all, The Vintage is a delightful, free-standing, fully renovated, three bedroom house with a large conservatory and a unique private patio garden. Located in the conservation area, with no direct access for cars, the only noise one hears is the wind and the occasional seagull flying overhead.

Top guest favourite
An aerial view captures the charming coastal village, displaying a mix of colorful homes lining the shoreline. Rocky terrain transitions to grassy hills in the background, with the sea gently lapping against the shore, creating a serene seaside atmosphere.
Home in West Wemyss
4.99 out of 5 average rating, 181 reviews

Stylish Courtyard House in Fife Coastal Village

The Wall House was converted in 2020 from an historic fishing net repair building - it's old outside but super energy efficient & modern inside. It’s a truly unique, stylish and comfortable place to be. The Wall House is also designed to be accessible to a person with restricted mobility. Set in a Fife seaside conservation village you’ll find yourself in a 'get away from it all' location but just a short drive to Edinburgh, the East Neuk & St Andrews.

Guest favourite
A wooden bed frame supports a plush white bedding ensemble with decorative pillows. A bedside table holds two glasses of red wine and an elegant lamp, providing warm lighting. An ornate tray features an assortment of snacks, enhancing the inviting atmosphere.
Home in Perth and Kinross
4.91 out of 5 average rating, 293 reviews

Scottish stunning home stay with free parking and pet friendly

A contemporary, comfortable experience influenced incredibly by nature located on a quiet street 3 minutes away from our amazing park. Shopping centre and nearest supermarket are only 10 minutes walk and the city center is a pleasant walk 20 minutes away. Excellent touring base for many of Perthshire's beautiful sites and activities. The property can accommodate up to 4 guest and has ample off road parking for 2 vehicles.

Popular amenities for house rentals in Cupar

Quick stats about house rentals in Cupar

  • Total holiday rentals

    Explore 10 holiday rentals in Cupar

  • Nightly prices starting at

    Cupar holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Cupar holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cupar rentals

  • 4.9 Average rating

    Cupar stays are highly rated by guests – averaging 4.9 out of 5!

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