A white colonial-style building with a steeply pitched roof, surrounded by lush greenery and a mountainous backdrop.

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Check availability on Cape Winelands Hotels with a Pool

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Sep 24 - Sep 25
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Sep 25 - Sep 26
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Sep 25 - Sep 27
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Oct 2 - Oct 4

Our top choices for Cape Winelands hotels with a pool

A swimming pool surrounded by white lounge chairs and a white building with a grey roof.
A white building with a green door and windows, surrounded by gravel and small plants.
A courtyard with a table and chairs, surrounded by potted plants and a palm tree.

1. Rothman Manor Guest House

Rothman Manor Guest House
Swellendam
  • Soak in semi-tropical bliss at this luxury hotel's white sand beach-adjacent pool paradise.
CA $113
CA $132 total
includes taxes & fees
Sep 29 - Sep 30
Rothman Manor Guest House
A pool surrounded by cacti and desert plants, with a white wall and a mountain in the background.
A four-poster bed with a canopy, wooden nightstands, a bench, and a large window with curtains.
A cozy living room with a fireplace, a sofa, a patterned armchair, and a dining table with a vase of flowers.
A spacious dining area with a long wooden table, several chairs, and a chandelier. There is a kitchen area with wooden cabinets and a window with blinds.

2. Beausoleil

Beausoleil
Bonnievale
  • Seasonal outdoor pool invites sun-soaked relaxation in this elegant guesthouse with tranquil garden views.
CA $128
CA $148 total
includes taxes & fees
Oct 11 - Oct 12
Beausoleil
A pool area with lounge chairs and a brick border.
A modern living room with a fireplace, blue sofas, a television, and decorative items.
A modern bathroom with a white sink, mirror, and glass-enclosed shower.
A rustic dining area with wooden tables and white chairs, a large black chimney, and a wooden cabinet with glass doors.

3. Ballinderry - The Robertson Guest House

Ballinderry - The Robertson Guest House
Robertson
  • Discover a luxurious poolside retreat with garden views where guests savour sensational breakfasts at this Robertson guesthouse.
CA $156
CA $179 total
includes taxes & fees
Sep 25 - Sep 26
Ballinderry - The Robertson Guest House
A swimming pool with a brick house in the background.
A bedroom with a large bed, two nightstands, a wooden wardrobe, and two upholstered chairs.

4. 19Th Hole Golf Villa

19Th Hole Golf Villa
Worcester
CA $74
CA $74 total
includes taxes & fees
Oct 25 - Oct 26
19Th Hole Golf Villa
A large, two-story building with a symmetrical facade, a central entrance, and a surrounding pool area.
A living room with a piano, a sofa, and a chandelier.
A person sitting on steps in front of a white building with green shutters and a window.
A wicker chair with cushions, a picnic setup with food, and a wicker basket.

5. Jan Harmsgat Country House

Jan Harmsgat Country House
Boesmanspad
  • Mountain retreat with Victorian charm offers poolside relaxation and bicycle adventures.
CA $192
CA $221 total
includes taxes & fees
Sep 29 - Sep 30
Jan Harmsgat Country House
A poolside area with lounge chairs, a small table, and palm trees.
A hotel entrance with a sign reading "The Robertson's Hotel," surrounded by palm trees and a paved walkway.
A modern dining area with a central island, chairs, and a large window.
A covered outdoor seating area with a brick floor, white columns, and a white wall with shutters.

6. The Robertson Small Hotel

The Robertson Small Hotel
Robertson
  • Luxurious double pool sanctuary offers sun-soaked relaxation in the heart of Robertson.
CA $300
CA $347 total
includes taxes & fees
Sep 29 - Sep 30
The Robertson Small Hotel
A poolside area with lounge chairs and umbrellas, a clear view of distant mountains, and a pool.
A breakfast buffet with various food items, a vase of flowers, and a view of a vineyard through large windows.
A building with a central arched entrance, a fountain in front, and two wall-mounted lights.
A swimming pool with lounge chairs and an umbrella, surrounded by mountains.

7. Galenia Estate

Galenia Estate
Montagu
CA $315
CA $362 total
includes taxes & fees
Sep 27 - Sep 28
Galenia Estate
A modern hotel corridor with a central water feature, stone steps, and a well-lit entrance.
A white building with a pond in front, surrounded by trees and a clear sky.
A white building with a well-maintained lawn and a vineyard in the background.
A spacious living room with white sofas, a chandelier, and a wooden cabinet.

8. Holden Manz Country House

Holden Manz Country House
Franschhoek
  • Vineyard retreat offers pool, massages, wine tastings, and mountain views for luxurious countryside escape.
CA $243
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Holden Manz Country House
A modern hotel with a swimming pool, outdoor seating, and mountain views.
A bedroom with a large bed, two chairs, a view of mountains through floor-to-ceiling windows, and a balcony with a potted plant.
A modern bathroom with a glass shower enclosure, a white sink, and a wooden vanity.
A modern building with a flat roof and large windows, surrounded by a well-maintained lawn and a stone wall.

9. Kleine Banhoek Manor

Kleine Banhoek Manor
Kylemore
CA $276
CA $317 total
includes taxes & fees
Sep 30 - Oct 1
Kleine Banhoek Manor
A modern house with a pool, wooden deck, and outdoor seating area.
A hotel room with a bed, a sofa, a television, a wardrobe, and a bathroom.
A spacious patio area with a wooden table, wicker chairs, and a pool view.
A living room with two sofas, a coffee table with a plant, and a patterned rug.

10. Hermanus Cliff Path Lodge

Hermanus Cliff Path Lodge
Hermanus
CA $193
CA $193 total
includes taxes & fees
Oct 1 - Oct 2
Hermanus Cliff Path Lodge
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Choose what matters most at hotels with a pool in Cape Winelands

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Cape Winelands

A swimming pool surrounded by white lounge chairs and a white building with a grey roof.
A white building with a green door and windows, surrounded by gravel and small plants.
A courtyard with a table and chairs, surrounded by potted plants and a palm tree.

Rothman Manor Guest House

Rothman Manor Guest House
Swellendam
CA $113
CA $132 total
includes taxes & fees
Sep 29 - Sep 30
Rothman Manor Guest House
A pool area with lounge chairs and a brick border.
A modern living room with a fireplace, blue sofas, a television, and decorative items.
A modern bedroom with a large bed, bedside tables, a chair, and a window with curtains.
A rustic dining area with wooden tables and white chairs, a large black chimney, and a wooden cabinet with glass doors.

Ballinderry - The Robertson Guest House

Ballinderry - The Robertson Guest House
Robertson
CA $156
CA $179 total
includes taxes & fees
Sep 25 - Sep 26
Ballinderry - The Robertson Guest House
A person sitting on steps in front of a white building with green shutters and a window.
A living room with a piano, a sofa, and a chandelier.
A large, two-story building with a symmetrical facade, a central entrance, and a surrounding pool area.
A wicker chair with cushions, a picnic setup with food, and a wicker basket.

Jan Harmsgat Country House

Jan Harmsgat Country House
Boesmanspad
CA $192
CA $221 total
includes taxes & fees
Sep 29 - Sep 30
Jan Harmsgat Country House
A white building with a pond in front, surrounded by trees and a clear sky.
A modern hotel corridor with a central water feature, stone steps, and a well-lit entrance.
A white building with a well-maintained lawn and a vineyard in the background.
A spacious living room with white sofas, a chandelier, and a wooden cabinet.

Holden Manz Country House

Holden Manz Country House
Franschhoek
CA $243
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Holden Manz Country House
A poolside area with lounge chairs, a small table, and palm trees.
A hotel entrance with a sign reading "The Robertson's Hotel," surrounded by palm trees and a paved walkway.
A modern dining area with a central island, chairs, and a large window.
A covered outdoor seating area with a brick floor, white columns, and a white wall with shutters.

The Robertson Small Hotel

The Robertson Small Hotel
Robertson
CA $300
CA $347 total
includes taxes & fees
Sep 29 - Sep 30
The Robertson Small Hotel
A breakfast buffet with various food items, a vase of flowers, and a view of a vineyard through large windows.
A building with a central arched entrance, a fountain in front, and two wall-mounted lights.
A poolside area with lounge chairs and umbrellas, a clear view of distant mountains, and a pool.
A large, white, two-story house with a swimming pool, surrounded by well-maintained gardens and tall trees.

Galenia Estate

Galenia Estate
Montagu
CA $315
CA $362 total
includes taxes & fees
Sep 27 - Sep 28
Galenia Estate
A room with a single brown chair, a small wooden side table, a framed picture on the wall, and a window with curtains.
A hotel room with a bed, a desk with a chair, a lamp, a vase with flowers, and a window with a view of trees.
A wine cellar with a wooden wine rack and a lamp.
A modern living room with a flat-screen TV, a wooden cabinet, a large window with blinds, and a beige sofa.

Klein Champagne Guesthouse and Cottages

Klein Champagne Guesthouse and Cottages
Franschhoek
CA $249
CA $287 total
includes taxes & fees
Sep 30 - Oct 1
Klein Champagne Guesthouse and Cottages
A swimming pool with a brick house in the background.
A bedroom with a large bed, two nightstands, a wooden wardrobe, and two upholstered chairs.

19Th Hole Golf Villa

19Th Hole Golf Villa
Worcester
CA $74
CA $74 total
includes taxes & fees
Oct 25 - Oct 26
19Th Hole Golf Villa
A spacious patio area with a wooden table, wicker chairs, and a pool view.
A living room with two sofas, a coffee table with a plant, and a patterned rug.
A white console table with a mirror, a tray with various items, a glass bottle, and a black coffee maker.
A modern house with a pool, wooden deck, and outdoor seating area.

Hermanus Cliff Path Lodge

Hermanus Cliff Path Lodge
Hermanus
CA $193
CA $193 total
includes taxes & fees
Oct 1 - Oct 2
Hermanus Cliff Path Lodge
A white building with a central entrance, surrounded by outdoor seating areas and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a modern building.
A cozy living room with a sofa, armchairs, and a fireplace. There are bookshelves filled with books and decorative items.
A modern lobby with a marble reception desk, a large bookshelf, and a tropical mural.

Erinvale Estate Hotel And Spa

Erinvale Estate Hotel And Spa
Somerset West
CA $352
CA $405 total
includes taxes & fees
Sep 30 - Oct 1
Erinvale Estate Hotel And Spa
View all properties

4-star hotels with pools in Cape Winelands

A pool surrounded by cacti and desert plants, with a white wall and a mountain in the background.
A four-poster bed with a canopy, wooden nightstands, a bench, and a large window with curtains.
A cozy living room with a fireplace, a sofa, a patterned armchair, and a dining table with a vase of flowers.
A spacious dining area with a long wooden table, several chairs, and a chandelier. There is a kitchen area with wooden cabinets and a window with blinds.

Beausoleil

Beausoleil
Bonnievale
CA $128
CA $148 total
includes taxes & fees
Oct 11 - Oct 12
Beausoleil
A breakfast setup with croissants, fruit, and juice on a table with a view of a garden and mountains.
A modern bedroom with a bed, a television, and a view of the outdoors.
A reception area with a reception desk, shelves with books and decorative items, a cactus, and a cowhide rug.
A modern building with a reflective pool in front, a clear sky, and a well-lit interior.

Mo & Rose at Soekershof

Mo & Rose at Soekershof
Robertson
CA $209
CA $243 total
includes taxes & fees
Sep 30 - Oct 1
Mo & Rose at Soekershof
A breakfast buffet with various food items, a vase of flowers, and a view of a vineyard through large windows.
A building with a central arched entrance, a fountain in front, and two wall-mounted lights.
A poolside area with lounge chairs and umbrellas, a clear view of distant mountains, and a pool.
A large, white, two-story house with a swimming pool, surrounded by well-maintained gardens and tall trees.

Galenia Estate

Galenia Estate
Montagu
CA $315
CA $362 total
includes taxes & fees
Sep 27 - Sep 28
Galenia Estate
A wooden deck with a pool, overlooking a landscape with trees and a sunset.
A wooden deck with outdoor seating and umbrellas, surrounded by lush greenery and a body of water.
A garden with a palm tree, a pathway, and a building with a white facade and a pergola.
A spacious room with a desk, a chair, and a potted plant.

theLAB Robertson

theLAB Robertson
Robertson
CA $163
CA $188 total
includes taxes & fees
Sep 26 - Sep 27
theLAB Robertson
A spacious living room with a fireplace, comfortable seating, and a view of the outdoors.
A hotel room with a bed, a desk, a chair, a television, and a view of the outdoors.
A golf course with a well-maintained green, sand bunkers, and dense trees.
A covered outdoor seating area with wicker furniture, a bottle of wine, and a tray with glasses and a bowl.

Hermanus Lodge on the Green

Hermanus Lodge on the Green
Hermanus
CA $179
CA $206 total
includes taxes & fees
Oct 1 - Oct 2
Hermanus Lodge on the Green
A bedroom with a large bed, two armchairs, a wooden bench, a desk, and a nightstand with a lamp.
A wooden double door with stained glass windows and a geometric tile floor.
A building with a tower, surrounded by lush gardens and a paved walkway.
A table with two glasses of white wine, a plate of snacks, and a black candle holder on a balcony overlooking a mountainous landscape.

Bonne Esperance Boutique Guest House and Studio Apartments

Bonne Esperance Boutique Guest House and Studio Apartments
Stellenbosch Central
CA $135
CA $159 total
includes taxes & fees
Sep 25 - Sep 26
Bonne Esperance Boutique Guest House and Studio Apartments
A pool area with lounge chairs and a pergola, surrounded by lush greenery and a view of distant mountains.
A view through a window with a metal frame, a plant, and a distant mountain range.
A modern living room with a grey sofa, a coffee machine, and a kitchen area with cabinets.
A modern bedroom with a large bed, a desk, and a view of mountains through large windows.

Sugarbird Manor at Protea Heights Farm

Sugarbird Manor at Protea Heights Farm
Stellenbosch
CA $165
CA $193 total
includes taxes & fees
Sep 26 - Sep 27
Sugarbird Manor at Protea Heights Farm
A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area with wooden beams and white walls.
A building with a sign reading "Southern Sun de Wagen" at the entrance, a brick pathway leading to the door, and a clear sky in the background.
An outdoor dining area with tables set for two, surrounded by trees and a building in the background.
A spacious living room with a fireplace, bookshelves, a sofa, and a view of the outdoors.

Southern Sun de Wagen

Southern Sun de Wagen
Stellenbosch
CA $227
CA $261 total
includes taxes & fees
Sep 25 - Sep 26
Southern Sun de Wagen
A poolside area with two lounge chairs and a view of mountains in the background.
A modern living room with a fireplace, grey sofa, abstract painting, and a dining area with a table set for two.
A paved pathway lined with trees and greenery, leading to a white building with a fence in the background.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a scenic view through large windows.

De Zalze Lodge

De Zalze Lodge
Stellenbosch
CA $248
CA $285 total
includes taxes & fees
Oct 5 - Oct 6
De Zalze Lodge
An outdoor patio area with a fireplace, seating, and dining space.
A spacious living area with a high ceiling, a large painting of a desert landscape, and a reception desk.
A modern kitchen with green cabinets, a marble island, and hanging pendant lights.

The Spier Hotel

The Spier Hotel
Stellenbosch
CA $501
CA $578 total
includes taxes & fees
Sep 25 - Sep 26
The Spier Hotel
View all properties

5-star hotels with pools in Cape Winelands

A swimming pool surrounded by white lounge chairs and a white building with a grey roof.
A white building with a green door and windows, surrounded by gravel and small plants.
A courtyard with a table and chairs, surrounded by potted plants and a palm tree.

Rothman Manor Guest House

Rothman Manor Guest House
Swellendam
CA $113
CA $132 total
includes taxes & fees
Sep 29 - Sep 30
Rothman Manor Guest House
A white building with a pond in front, surrounded by trees and a clear sky.
A modern hotel corridor with a central water feature, stone steps, and a well-lit entrance.
A white building with a well-maintained lawn and a vineyard in the background.
A spacious living room with white sofas, a chandelier, and a wooden cabinet.

Holden Manz Country House

Holden Manz Country House
Franschhoek
CA $243
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Holden Manz Country House
A pool area with lounge chairs and a brick border.
A modern living room with a fireplace, blue sofas, a television, and decorative items.
A modern bedroom with a large bed, bedside tables, a chair, and a window with curtains.
A rustic dining area with wooden tables and white chairs, a large black chimney, and a wooden cabinet with glass doors.

Ballinderry - The Robertson Guest House

Ballinderry - The Robertson Guest House
Robertson
CA $156
CA $179 total
includes taxes & fees
Sep 25 - Sep 26
Ballinderry - The Robertson Guest House
A person sitting on steps in front of a white building with green shutters and a window.
A living room with a piano, a sofa, and a chandelier.
A large, two-story building with a symmetrical facade, a central entrance, and a surrounding pool area.
A wicker chair with cushions, a picnic setup with food, and a wicker basket.

Jan Harmsgat Country House

Jan Harmsgat Country House
Boesmanspad
CA $192
CA $221 total
includes taxes & fees
Sep 29 - Sep 30
Jan Harmsgat Country House
A poolside area with lounge chairs, a small table, and palm trees.
A hotel entrance with a sign reading "The Robertson's Hotel," surrounded by palm trees and a paved walkway.
A modern dining area with a central island, chairs, and a large window.
A covered outdoor seating area with a brick floor, white columns, and a white wall with shutters.

The Robertson Small Hotel

The Robertson Small Hotel
Robertson
CA $300
CA $347 total
includes taxes & fees
Sep 29 - Sep 30
The Robertson Small Hotel
A poolside area with lounge chairs and a hot tub, overlooking a mountainous landscape.
A modern house with a covered patio, large windows, and outdoor seating.
A modern living room with a large sliding glass door, a flat-screen TV, a dining area, and a kitchen.
A bedroom with a large bed, a view of a vineyard, and a wooden deck.

Clouds Estate

Clouds Estate
Stellenbosch
CA $322
CA $370 total
includes taxes & fees
Oct 7 - Oct 8
Clouds Estate
A spacious living area with large windows overlooking a mountainous landscape.
A room with a large window offering a view of a mountainous landscape.
A person sitting in a stone hot tub with a view of a valley and mountains in the background.
A bedroom with a large window overlooking a desert landscape, stone wall, and a stone fireplace.

Khanyisa Mountain Lodge

Khanyisa Mountain Lodge
Robertson
CA $271
CA $311 total
includes taxes & fees
Oct 9 - Oct 10
Khanyisa Mountain Lodge
A white building with a central entrance, surrounded by outdoor seating areas and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a modern building.
A cozy living room with a sofa, armchairs, and a fireplace. There are bookshelves filled with books and decorative items.
A modern lobby with a marble reception desk, a large bookshelf, and a tropical mural.

Erinvale Estate Hotel And Spa

Erinvale Estate Hotel And Spa
Somerset West
CA $352
CA $405 total
includes taxes & fees
Sep 30 - Oct 1
Erinvale Estate Hotel And Spa
A modern living room with a view of the sea, a wooden coffee table, and a sofa.
An outdoor seating area with a table, chairs, and a view of the sea.
A dining area with wooden tables, wicker chairs, and large windows.
A modern building with a white exterior and a thatched roof, featuring a patio area with seating and a view of the ocean.

Abalone Hotel & Villas

Abalone Hotel & Villas
Paternoster
CA $177
CA $208 total
includes taxes & fees
Sep 30 - Oct 1
Abalone Hotel & Villas
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area with palm trees and a view of mountains.
A balcony with a view of a lake and mountains, furnished with wicker chairs and a table with a fruit bowl and wine glasses.
A vegetable garden with various crops in rows, a pergola structure, and a distant view of a lake and mountains.
A building with outdoor seating overlooking a vineyard and a pond.

Asara Wine Estate & Hotel

Asara Wine Estate & Hotel
Stellenbosch
CA $267
CA $314 total
includes taxes & fees
Oct 4 - Oct 5
Asara Wine Estate & Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cape Winelands Hotel Reviews

Aquila Private Game Reserve & Spa

Aquila Private Game Reserve & Spa

10/10 Excellent
"A GREAT LOCATION AND FACILITES. OUR COTTAGE WAS EXCELLENT AND JUST AS IN THE PICTURES. SPA WAS VERY GOOD AND VERY CHEAP. A FAB BUFFET FOR DINNER AND BREAKFAST WITH SO MUCH CHOICE. THE SAFARI WAS GOOD BUT YOU DON'T NEED TO DO TWO AS BASICALLY THE SAME DRIVE LATER IN THE DAY. THOUGHT THERE WOULD BE MORE ANIMALS BUT GOT VERY CLOSE TO THEM SO STILL VERY GOOD."
ashley 1-night trip
Posted 10 hours ago
Aquila Private Game Reserve & Spa
Oude Werf Hotel

Oude Werf Hotel

10/10 Excellent
"Beautiful hotel in the middle of town which was perfect for shopping and dining out. Staff were very friendly and helpful. The bed was huge and the room was really comfortable."
John 1-night trip
Posted 1 day ago
Oude Werf Hotel
One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

10/10 Excellent
"Staff was amazing and extremely friendly. They helped us out for our needs as we celebrated a couple nights in Hermanus. The room was clean and spacious. Breakfast was included with our stay and had a lot of options for us. Parking was included as we had our rental for this stop as part of the Garden Route. The hotel is about a 10 min walk from City Center and along the cliff Road Trail that goes around the bay. Again I can’t stress how great the staff was and for a boutique hotel, they matched the energy and attention of a bed and breakfast. Would come back."
Daniel 2-night trip
Posted 1 day ago
One Marine Drive Boutique Hotel
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

10/10 Excellent
"We were blown away by this beautiful Estate! We were given the most lovely room right in front of the pond. Lots of birds and ducks to watch all evening and morning and beautiful grounds to walk around. The pool was delightful for swimming and our room was huge and bed so comfortable! Staff was totally fabulous. We wish we could have stayed here for longer than one night, but it was a perfect last night to our trip to South Africa and just 30 minutes to get to the airport to fly back home."
Judith 1-night trip
Posted 2 days ago
Asara Wine Estate & Hotel
Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

10/10 Excellent
"Such a beautiful place with such lovely friendly service. Very comfortable bed and fabulous food"
Colleen 1-night trip
Posted 8 days ago
Misty Waves Boutique Hotel
Chapter House Boutique Hotel

Chapter House Boutique Hotel

10/10 Excellent
"This hotel was absolutely stunning it was boutique small it sits right next to this beautiful church on Sunday morning I could hear the bells chiming I just loved it. My room was amazing. I had a big king size bed and a private little swimming pool in the back with a patio that was just wonderful. More than anything was the staff… Nelson the manager was just lovely and everyone of those girls from housekeeping to the staff making our breakfast every morning that was outstanding! I can’t wait to come back with my husband and I will absolutely stay here ❤️"
JOLIE 5-night trip
Posted 1 month ago
Chapter House Boutique Hotel
Cultivar Guest Lodge

Cultivar Guest Lodge

10/10 Excellent
"Very comfortable. Great breakfast and scenic views. Nicely furnished."
Zone 2-night trip
Posted 2 months ago
Cultivar Guest Lodge
The Spier Hotel

The Spier Hotel

10/10 Excellent
"A great experience - Spier is a refuge,with the wine, good food and lovely rooms"
Ujjwal 4-night trip
Posted 2 months ago
The Spier Hotel
De Zalze Lodge

De Zalze Lodge

10/10 Excellent
"We really loved our stay. The wine in the room was a thoughtful touch. The pool is a real highlight!"
Charlotte 2-night trip
Posted 2 months ago
De Zalze Lodge

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