
House holiday rentals in Cupar
Find and book unique houses on Airbnb
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 $105 NZD per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Cupar holiday 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.

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.

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.

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

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.

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.

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.

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.

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.

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.

Spacious, welcoming, pretty view
Gather the whole family or your group of friends and relax at this peaceful place to stay. Whether you choose a long walk in the countryside, a dinner party in the large kitchen-diner, a BBQ in the garden with lawn games in the sunshine or even bake a cake, the possibilities are endless... Arnbank is just a 5 minute drive from Crieff and not far from picturesque towns like Aberfeldy, Dunkeld, Pitlochry where there are lots of activities, restaurants and independent shops.

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.

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
House rentals with a pool

Balgavies Home Farm - Cottage

Lethnot -- Indoor pool, jacuzzi, Hot Tub stunning views of Highlands

Static Caravan Holiday Home

Vacant Nests | Seton Sands | St. Andrews |Starlink

Lodge 17 St Andrews

Planners House is a detached house on the harbour

Cosy Romantic Cottage, Pitlochry

Prestige caravan,Seton Sands holiday village, WiFi
Weekly house rentals

5-star Luxury Retreat – Fishing, Tennis, Hot Tub

Warbeck House

Number•30•

Maybell Cottage, Your Luxury Seaside Pad

Stunning accommodation overlooking St Andrews Bay.

The Orchard, golfing luxury near St Andrews

Stylish and peaceful getaway for two

Fossil Cottage , Strathkinness close to St Andrews
Private house rentals

Seaside Cottage, Wemyss Estate

Dunsmore Cottage

Copthorne Cottage St Andrews Coastal Golf retreat

Grooms Bothy @ Panbride House

A fabulous home in St Andrews.

Links Captains House St Andrews

Four bedroom detached family home near Elie

Corner House, Newly refurbished, Dunning
Destinations to explore
- Edinburgh Waverley Station
- Edinburgh Castle
- The Royal Mile
- Murrayfield Stadium
- Edinburgh Zoo
- Edinburgh Playhouse
- Scone Palace
- The Kelpies
- The Meadows
- Edinburgh City Centre Churches Together
- Holyrood Park
- Pease Bay
- Stirling Castle
- Royal Botanic Garden Edinburgh
- Glenshee Ski Centre
- University of Edinburgh
- Knockhill Racing Circuit
- St Giles' Cathedral
- Jupiter Artland
- The Edinburgh Dungeon
- Greyfriars Kirkyard
- Forth Bridge
- Rosslyn Chapel
- Pentland Hills





