
Vacation rentals with a pool in Caledon
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Top-rated rentals with a pool in Caledon
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Off Grid Getaway with Breathtaking Mountain Views
Greet the day with breakfast before marvelous mountains and countryside views from the sunny balcony. From its vaulted, wood-beam ceilings and country-chic decoration, to its brick-fronted fireplace, this placid hideaway glows with idyllic charm. Set on 2 hectares of beautiful gardens, with fruit trees, vineyards & surrounded by mountains. Sip a glass of chilled wine and enjoy the beautiful sunsets from the large balcony with one of the best views! Cool off in the dipping pool and relax in the tree shaded pool area or on those wet winter days curl up next to the indoor fireplace. Property is gated, guest have there own access and free to roam the property. We like to give guest there own space, however either myself or a staff member are always available and happy to help. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty. Visit the Huguenot Memorial Museum to learn about local history. Uber is recently available in Franschhoek but does have a limited presence (after 11pm/12pm). There is also a tuk tuk taxi available, please view enclosed information for contact. Please note there is a friendly young rescue dog that roams freely on the property. Nestled between towering mountainscapes and enduring vineyards, this property is situated in Franschhoek, a town known for its world-class dining, wine tasting, and natural beauty.

Westcliff Balcony Room
Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

Intaba Studio Tranquil Getaway w/style & character
An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Mongoose Manor by Steadfast Collection
This is the most perfect ever listing. Privacy, location, quality. FULLY SOLAR POWERED. Completed by a top designer, breathtaking views of the mountains and wine valley, next to Le Lude champagne estate and restaurant, on an equestrian estate. And under 10 minutes walk to the centre of town, 5 minutes to Le Lude or Haute Cabriere estates, the monument, museum etc. There is even a friendly water mongoose named Tilly who will come to visit! NO CHILDREN of any age allowed, including infants.

BushBaby Cabin
BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

Oceanfront Villa 4br/4ba pool wifi, solar power
Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

"Single thorn"
Escape the city and self-isolate in beautiful natural surroundings! Relax and unwind in this wonderful architectural space in the centre of Greyton. Offering fabulous views, an awesome raised pool - and easy walks to the nature reserve and hiking trails. Unfortunately there is a strictly no under-12 and a strictly no pet policy. *** Great attention to hygiene and cleanliness! Note: Price per night includes a maximum of 4 people. Additional guests charged at R250 per person per night.

Potato Patch Self Catering Cottage
This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.

Heidi's Barn, Franschhoek
Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Tranquil poolhouse in the Winelands
Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

Vineyard House
30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.

La Roche Estate Pinot Noir Suite 1.
Nestled in the tranquil Robertsvlei valley in Franschhoek lies our luxury vineyard suites with picturesque views of La Roche Estate, Robertsvlei road. 5km away from the centre of Franschhoek and surrounded by many mountain biking/ hiking trails, as well as wine farms . Each suite has their own private wood fired hot tub, fireplace and a welcome basket with bubbly for you to enjoy in this tranquil setting.
Popular amenities for Caledon rentals with a pool
House rentals with a pool

The Otters Oarsman / Stanford Riverside Retreat

Sage Cottage

Seaside Sanctuary

Magnificent views / luxurious setting- Sérendipité

Ocean Retreat, Romansbaai Beach & Fynbos Estate

Luxury 5 Bed House in the Heart of Franschhoek

Tockie's: An idyllic & historic 2-bedroom cottage

5 Bed Beach Bungalow w/ pool, fire-pit & solar
Condo rentals with a pool
Vino Self Catering Aparment

Apartment in Stellenbosch

17 Marine Penthouse/Private Pool/Solar Powered

Cliff Path Cottage

Stunning 3-Bed on the Strand Beachfront

Hermanus Waterfront Apartment No.19

Thyme Out - Private Apartment

Avemore Vineyard View with full backup power
Other vacation rentals with a pool

Keermont Vineyards Farmhouse

FARMHOUSE @ Porcupine Hills Guest Farm

Eden Annex, off-grid, wi-fi, pool, views

Martin's Rest - A place to relax

PROTEA Loft Cottage @ Grotto Beach

Watermill Studios Ocean & Mountainview Cottage

*Central - Whale Watching Paradise -Self check in*

Fynbos Paradise
Quick stats about vacation rentals with a pool in Caledon
Total vacation rentals
Explore 20 vacation rentals in Caledon
Nightly prices starting at
Caledon vacation rentals start at $28 CAD per night before taxes and fees
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Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 of Caledon vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Caledon rentals
Destinations to explore
- Cape Town Vacation rentals
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- Stellenbosch Vacation rentals
- Knysna Vacation rentals
- Franschhoek Vacation rentals
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- Babylonstoren
- Jonkershoek Nature Reserve
- Erinvale Estate Hotel and Spa
- Waterkloof Wine Tasting Lounge
- Idiom Restaurant & Idiom Wine Tasting Centre
- Grotto Beach (Blue Flag)
- Worcester Golf Club
- Fernkloof Nature Reserve
- Voëlklip Beach
- Bugz Family Playpark
- De Zalze Golf Club
- Cavalli Estate
- Paserene Wine Farm & Wine Tasting in Franschhoek
- Arabella Golf Club
- Agulhas National Park
- Die Plat
- Haut Espoir
- Grotto Beach
- Die Gruis
- Nederburg Wines
- Vergenoegd Löw The Wine Estate
- Tokara Wine Estate
- Babylonstoren Wine Estate
- Warwick Wine Estate