House vacation rentals in Cupar

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Top-rated house rentals in Cupar

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

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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, 192 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.

Top guest favorite
A spacious dining area is surrounded by large windows, offering views of the garden and natural surroundings. A wooden table is set for eight, complemented by comfortable brown chairs. A unique chandelier crafted from antlers hangs above the table, enhancing the inviting ambiance.
Home in Rumbling Bridge
4.89 out of 5 average rating, 216 reviews

Shiel House, Rumbling Bridge

Set in 3 acres of gardens and with beautiful views of the valley, Shiel House is the perfect retreat. This bespoke house was built by our family to provide an escape from the city and it has been furnished to provide a comfortable home from home. It would suit solo adventurers, couples, families (including with kids), and groups. Centrally located, and only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is the ideal base for golfers, walkers and visitors to Scotland.

Top guest favorite
The exterior of the newly renovated building showcases traditional stonework, featuring a black front door and three symmetric windows. A brick patio extends in front, providing a welcoming entrance. Lush greenery is present in pots beside the building, enhancing the inviting atmosphere.
Home in Crail
4.99 out of 5 average rating, 261 reviews

Craigashleigh Cottage, Sea side village home.

300 year old building, newly renovated in the picturesque fishing village of Crail. 1 1/2 miles from 7th oldest golf course in the world and 10 miles to the world class St.Andrews Golf Course. Short walk to beach front and a beautiful harbour as well as Fife Coastal Path. Has a lovely pottery shop where items are made on the premises. If you don't feel like cooking Crail has a good fish and chip shop. Pubs & grocery shops near by. Everything is within walking distance form the house.

Top 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
4.98 out of 5 average rating, 204 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 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, 125 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. However, for those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like St Andrews, Elie or Gleneagles, all just 40 minutes away.

Top guest favorite
Home in Auchterarder
4.97 out of 5 average rating, 180 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 favorite
A historic stone structure spans over the river, featuring two arches and a tower. Surrounded by lush greenery, the building displays intricate architectural details. Clear blue skies reflect off the water, enhancing the serene rural landscape.
Home in Ballintuim
4.89 out of 5 average rating, 711 reviews

Bridge Cottage, Magical 2 bedroom apartment

If your looking for something a little different then the stable wing of The Bridge House may be just for you! My unusual holiday home is part of the unique Bridge House built over the River Ardle in k1881. It has recently been renovated to a warm and cosy standard! Charming original features including stone spiral stairs, traditional Scottish timber clad walls, brick and pine flooring. All mod cons including wifi & smart TV. Quiet, peaceful and rural location. Pretty views.

Guest favorite
A charming cottage is set amidst greenery, featuring a white exterior and a sloped roof. The entrance is adorned with a decorative trellis, and lush lawns surround the property, enhancing the tranquil rural setting.
Home in Auchterarder
4.89 out of 5 average rating, 261 reviews

Picturesque cottage in stunning Perthshire

West Lodge is picturesque cottage on a rural farm between Auchterarder and Crieff just by the River Earn - A perfect getaway for relaxation or exploration. We are also set up with good wi-fi for working from home Downstairs is a sitting room with study desk and dining room. Both have open fires. Next door is the breakfast bar, kitchen and a utility room. Upstairs is the master bedroom, twin room and brand new bathroom. There is a charming garden with outdoor dining area.

Guest favorite
The exterior of a charming stone cottage is framed by lush greenery. A slate roof with two chimney stacks tops the cottage. Flowering plants in wooden planters enhance the inviting entrance, while gravel paths lead to the door, offering a sense of seclusion and tranquility.
Home in Glenisla
4.88 out of 5 average rating, 173 reviews

Clover Cottage, private hot tub, Brewlands Estate

Nestling in the heart of Brewlands Estate, 6 minutes' drive from the Cairngorm National Park, the surrounding hills rising to 3000 feet, this 5-star 17th century cottage in Highland Perthshire is in an utterly secluded position with stunning views towards the Grampians. Since lots of our clients either become engaged here or come for their honeymoon, we can claim with justice that this is a very romantic place, well away from the stresses of modern life. Fuel now included in rent.

Top guest favorite
A cozy fireplace is framed by decorative tiles and a collection of logs nearby, inviting warmth. A woven basket holds additional firewood. The scene includes a glimpse of a piano in the background, alongside a rug and floral decor, enhancing the homely feel.
Home in Kinghorn
4.98 out of 5 average rating, 161 reviews

Muma Bears House

This is Muma Bears house and it always will be. She was my Mother and this is what me and my girls always called her. She passed in June 2021 and i have spent the last year renovating her house. She was a force and i hope we have done her proud. I want the house to come alive. So welcome! Cosy up in front of the fire, play the piano and unwind in peace. Bring along your slippers. Get the board games out and relax with family and friends. Enjoy the sound of the fire at night.

Guest favorite
Home in Leuchars
4.87 out of 5 average rating, 265 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, 155 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!

Popular amenities for Cupar house rentals

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 ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 550 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!

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