Dempsey Hill Holiday Rentals, Singapore: Private House Rentals

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Our top choices for Dempsey Hill hotels

A spacious lobby with a grand staircase, a reception desk, and a decorative chandelier.

1. Royal Plaza on Scotts

Orchard

Kurt Wei

4.653.255 ₫ total

includes taxes & fees

31 Oct - 1 Nov

2. Carlton Hotel Singapore

Central Singapore

Jorge

5.323.738 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A modern hotel lobby with a central bar area, glass partitions, and a polished floor.

3. Holiday Inn Express Singapore Katong by IHG

East Coast

Carlos

3.698.432 ₫ total

includes taxes & fees

6 Nov - 7 Nov

A high-rise hotel with multiple floors, a well-lit facade, and a surrounding landscaped area with palm trees.

4. Grand Copthorne Waterfront Hotel Singapore

Central Singapore

Annie

5.559.734 ₫ total

includes taxes & fees

27 Nov - 28 Nov

5. Hilton Singapore Orchard

Orchard

Missy Luisa

6.545.967 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel with a swimming pool, lounge chairs, and palm trees.

6. Dusit Thani Laguna Singapore

Tampines

Naresh

5.346.114 ₫ total

includes taxes & fees

24 Nov - 25 Nov

A spacious lobby with a central water feature, surrounded by seating areas and large windows.

7. Shangri-La Singapore

Central Singapore

Karen

7.622.205 ₫ total

includes taxes & fees

28 Nov - 29 Nov

A multi-story hotel with balconies and a pool area in front.

8. Paradox Singapore

Downtown Singapore

Dawn

6.106.907 ₫ total

includes taxes & fees

21 Nov - 22 Nov

A rooftop infinity pool with green seating and red umbrellas, overlooking a city skyline.

9. JEN Singapore Orchardgateway by Shangri-La

Orchard

Ami

6.278.399 ₫ total

includes taxes & fees

27 Nov - 28 Nov

A rooftop pool area with lounge chairs and a view of surrounding high-rise buildings.

10. YOTEL Singapore Orchard Road

Orchard

Victor

3.578.315 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A modern bar area with a view of the city skyline at sunset, featuring wooden flooring, bar stools, and a bar counter.

11. Carlton City Hotel Singapore

Downtown Singapore

George

6.381.752 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A rooftop lounge with lounge chairs and a glass balustrade overlooking a cityscape.

12. Quincy Hotel Singapore by Far East Hospitality

Central Singapore

George

4.832.065 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.

13. Holiday Inn Express Singapore Clarke Quay by IHG

Downtown Singapore

John

4.305.919 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel with a rooftop pool, lush greenery, and a cityscape view.

14. Pan Pacific Orchard

Orchard

Bridgette

8.224.792 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hotel pool with lounge chairs and umbrellas, surrounded by buildings.

15. Grand Mercure Singapore Roxy

East Coast

Robert

4.417.570 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A resort with a large swimming pool surrounded by palm trees and a beach.

16. Shangri-La Rasa Sentosa, Singapore

Sentosa Island

juan

8.224.792 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and modern buildings.

17. Conrad Singapore Orchard

Orchard

Gregory

7.928.664 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A modern building with large glass windows, a curved entrance, and a sign indicating 'Singapore.'

18. ibis Singapore On Bencoolen

Central Singapore

Nerissa

3.454.413 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel with multiple floors, a swimming pool, and outdoor seating areas.

19. JEN Singapore Tanglin by Shangri-La

Orchard

Joanna Mari

4.475.496 ₫ total

includes taxes & fees

21 Nov - 22 Nov

A grand interior with a central spiral staircase, large columns, and a modern reception area.

20. The Fullerton Hotel Singapore

Downtown Singapore

James

9.192.414 ₫ total

includes taxes & fees

28 Nov - 29 Nov

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Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

You can spend an afternoon studying the exhibits at Lotto Carpets Gallery in Dempsey Hill. Wander through the picturesque gardens and marina in this vibrant area.

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Learn more about Dempsey Hill

This former British military base now houses upscale restaurants and boutiques in lush, colonial-era buildings. Enjoy brunch at PS.Cafe before exploring the art galleries and speciality shops that fill the tranquil hilltop enclave.

See all hotels in Dempsey Hill

A covered outdoor seating area with ceiling fans, tables, and chairs.

Top Dempsey Hill Hotel Reviews

The Fullerton Hotel Singapore

10/10 Excellent

"Clean room, great view of Marina Bay, convenient to subway, underground passages leading from hotel to underground and neighbouring Fullerton properties. Common areas are clean and well maintained. Staff are very helpful and polite. Breakfast buffet had great selections of both local and western cuisine"

Marina Bay Sands

8/10 Good

"The views are excellent and hotel staff are wonderful and.helpful. Bathroom showers water leaks to adjoining toilet. More hooks to hang towels and robes will be great. We enjoyed the complimentary teas and coffees. A lot of walking to food court is needed and I wish there are more convenient food take out shops like sandwich/coffee/burger nearby."

Swissotel The Stamford, Singapore

10/10 Excellent

"Back again after just two weeks! I chose the same hotel and was lucky enough to get the exact same room on the 60th floor, which includes access to the lounge up on the 65th. The room and the views are absolutely stunning. I originally picked it for the balcony and the incredible floor-to-ceiling, wall-to-wall windows. They also have a unique lighting system I haven’t seen in other hotels, which lets you set soft, relaxing lights throughout the room, toilet, and shower. I really appreciate that they offer filtered drinking water and put a strong focus on the environment. On top of that, the bed and pillows are truly among the best I have ever experienced anywhere. Check-in was fast and seamless. The lounge access is worth every penny—the complimentary drinks during cocktail hours, the high-quality food options, and the exceptional breakfast are outstanding. Plus, the lounge offers a spectacular view of Singapore both day and night. I will definitely be returning to this hotel very soon."

Grand Copthorne Waterfront Hotel Singapore

10/10 Excellent

"The Grand. Copthorne Waterfront, was an excellent choice. The greeting from the doorman, the reservation assistant provided excellent service at every interaction. My room was well appointed with modern comfortable beds. I was given an accessible room, which for me was most suitable. Now about the mushroom soup in the Lobby Lounge.I have eaten lots of mushrooms soups in a variety of place's, but none compares to this. We ate there two days. My friend had breakfast at the buffet and raved about the offerings of food items. I would recommend Grand Copthorne Waterfront to anyone seeking a walkable area,a place with excellent staff and comfortable rooms. I will definitely stay there again. S.L. Porter First Time Visitor to Singapore"

More cheap stays in Dempsey Hill

Hotel 81 Lucky

23 Lorong 20 Geylang Singapore

1.118.317 ₫

1.340.892 ₫ total

3 Nov - 4 Nov

includes taxes & fees

Hotels in Dempsey Hill with star rating

Frequently asked questions

What's the seasonal weather like in Dempsey Hill?

The hottest months are usually May and April, with an average temperature of 28°C, while the coldest months are January and February, with an average of 27°C. The rainiest months in Dempsey Hill are November, December, October and April, with each month seeing an average of 321 mm of rainfall.

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Find hotels in Dempsey Hill from 1.340.892 ₫

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Our top choices for Dempsey Hill hotels

1. Royal Plaza on Scotts

2. Carlton Hotel Singapore

3. Holiday Inn Express Singapore Katong by IHG

4. Grand Copthorne Waterfront Hotel Singapore

5. Hilton Singapore Orchard

6. Dusit Thani Laguna Singapore

7. Shangri-La Singapore

8. Paradox Singapore

9. JEN Singapore Orchardgateway by Shangri-La

10. YOTEL Singapore Orchard Road

11. Carlton City Hotel Singapore

12. Quincy Hotel Singapore by Far East Hospitality

13. Holiday Inn Express Singapore Clarke Quay by IHG

14. Pan Pacific Orchard

15. Grand Mercure Singapore Roxy

16. Shangri-La Rasa Sentosa, Singapore

17. Conrad Singapore Orchard

18. ibis Singapore On Bencoolen

19. JEN Singapore Tanglin by Shangri-La

20. The Fullerton Hotel Singapore

Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

Learn more about Dempsey Hill

Top Dempsey Hill Hotel Reviews

The Fullerton Hotel Singapore

More cheap stays in Dempsey Hill

Hotel 81 Lucky

Hotels in Dempsey Hill with star rating

Frequently asked questions

Explore a world of travel with Expedia

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