House vacation rentals in Cupar

Find and book unique houses on Airbnb

Quick stats about house rentals in Cupar

  • Total vacation rentals

    Explore 10 vacation rentals in Cupar

  • Nightly prices starting at

    Cupar vacation rentals start at G$18,828 GYD per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Cupar vacation rentals include wi-fi 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!

Top-rated house rentals in Cupar

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

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Guest favorite
A distinctive black entrance door features two large panels and a smaller window above. The door is marked with the number '30' and has a small doormat with a heart design placed at the base. Surrounding stonework displays various textures.
Home in Fife
4.94 out of 5 average rating, 17 reviews

Number•30•

4 bedroom property (sleeps 8 guests) located in Cupar town centre, with all essential facilities, amenities and transport links within a short walking distance. This unique building is full of character, and offers a bright and spacious stay for guests. The private entrance door is located to the front with a private courtyard to the rear. Free car parking is available in nearby car parks. 2 guests are welcome to book the lower floor (double bed room) at a discounted price, please just ask 🙂

Top guest favorite
A spacious living area is shown, featuring large windows that provide expansive views of the surrounding landscape. Comfortable seating includes two leather armchairs and a sofa adorned with cushions. A light coffee table sits on a patterned rug, contributing to the inviting atmosphere.
Home in Glenfarg
4.97 out of 5 average rating, 194 reviews

Hillside Well Cottage

Hillside Well Cottage is a family run 4 bedroom cottage set in a beautiful, peaceful location in the Perthshire countryside, with spectacular views of the Lomond Hills bordering Fife. It is centrally situated, and a perfect base for visiting many places of interest including Edinburgh, Glasgow, Stirling, Pitlochry, Gleneagles, St Andrews, Perth and Dundee. Also, locally, the East Neuk, Falkland and Kinross on the banks of lovely Loch Leven offer many attractions and are well worth a visit.

Guest favorite
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
4.91 out of 5 average rating, 266 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.

Guest favorite
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
4.97 out of 5 average rating, 209 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 - F1-02837-R

Top guest favorite
The charming farmhouse with a stone facade stands prominently in a peaceful setting, framed by a white picket fence. Flowers bloom at the entrance, complementing the spacious gravel driveway, which provides a welcoming approach to the inviting home.
Home in Fife
4.98 out of 5 average rating, 131 reviews

Beautiful 4 bdrm Farmhouse with ocean views, Fife.

Drinkbetween Farmhouse has recently been refurbished. Sleeping anywhere from 4 up to 8 guests it is ideally situated in a beautiful & peaceful rural setting on Banchory Farm, just 40 minutes from Edinburgh. There is a large contained garden. It has spectacular views over the fields to the ocean so you can truly relax. For those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like Edinburgh, St Andrews, Elie or Gleneagles, all just 40 minutes away.

Guest favorite
Home in Leuchars
4.87 out of 5 average rating, 272 reviews

No 67 Modern 2‑Bed Nr St Andrews - Free Parking

Welcome to No 67, a bright, modern ground‑floor apartment ideally located in Leuchars, perfectly positioned between St Andrews and Dundee. The upstairs apartment, No 65, is also available on Airbnb. This comfortable two‑bedroom apartment is furnished to a high standard, with fresh, contemporary décor creating a light and airy feel throughout. Free Wi‑Fi, gas central heating, and a fully equipped kitchen make it equally suited to short breaks, longer stays, or work trips.

Top guest favorite
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
4.94 out of 5 average rating, 159 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 favorite
Home in St Andrews
5 out of 5 average rating, 151 reviews

Mar House, comfortable and homely !

Settle into Mar House for a perfect get away, we are located around a 10-15 minute walk from St. Andrews town centre and a 2 minute walk to the East Sands beach which boasts the "Cheesy Toast shack" ( locally renowned, and perfect after a stroll along the beach). Of course for the golfing groups, this is perfectly situated for access to all local courses and a great space to unwind and catch up on each others score cards! Free parking in driveway for up to 3 cars.

Top guest favorite
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, 166 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 favorite
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, 198 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.

Top guest favorite
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, 192 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 & Loch Levens Larder both less than 10 minutes walk from the Cottage. It’s a great place to explore towns and villages around the East Neuk of Fife, Edinburgh, St Andrews, Gleneagles, Stirling and Glasgow. Its a great place to base yourself if you are planning to explore the Lowlands and Southern Highlands of Scotland.

Top guest favorite
The interior space showcases a rustic charm with exposed brick walls and arched ceilings. A pair of comfortable leather sofas is positioned around a coffee table. Soft lighting enhances the warm ambiance, while a dining area with a large table and chairs is visible in the background.
Home in North Queensferry
4.94 out of 5 average rating, 108 reviews

The Armoury: Stylish WW1 Bunker

Unique restored historic WW1 gun emplacement complex situated on a high view point with a panoramic view across the water to Edinburgh and directly overlooking the lconic Forth Rail Bridge in the historic village of North Queensferry This king bed bunker is stylishly decorated and hosts a pool table and log burner. 25 minutes into Edinburgh City Centre on the train. 35 minutes to Murray field Stadium on the train and tram.

Popular amenities for Cupar house rentals

  1. Airbnb
  2. United Kingdom
  3. Scotland
  4. Fife
  5. Cupar
  6. House rentals