Dempsey Hill Holiday Rentals, Singapore: Private House Rentals

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Our top choices for Dempsey Hill hotels

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

A modern hotel room with a sofa, armchair, ottoman, and a bed.

A modern lobby with a central seating area, a staircase, and a wall with greenery.

A modern restaurant with high ceilings, pendant lighting, and a central bar area.

1. JEN Singapore Tanglin by Shangri-La

Orchard

Darren

Rp2.360.733

Rp2.830.519 total

includes taxes & fees

20 Sept - 21 Sept

A modern dining area with a long wooden table, multiple chairs, and a bar in the background.

A high-rise hotel with multiple floors, a prominent entrance, and a modern architectural design.

A modern bar area with a central island, bar stools, and shelves stocked with bottles and glasses.

A modern conference room with a long table, chairs, and a projector.

2. YOTEL Singapore Orchard Road

Orchard

Dennis

Rp2.176.577

Rp2.609.716 total

includes taxes & fees

13 Sept - 14 Sept

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

A modern hotel building with a prominent sign for Holiday Inn Express.

A rooftop pool area with a city skyline view, lounge chairs, and a blue tiled pool.

A hotel reception area with a modern design, featuring a reception desk, a red sofa, and a large window offering a view of the cityscape.

3. Holiday Inn Express Singapore Clarke Quay by IHG

Downtown Singapore

Jason

Rp2.666.240

Rp3.313.358 total

includes taxes & fees

4 Sept - 5 Sept

A spacious lounge area with large windows, modern furniture, and a view of the cityscape.

A high-rise building with the name "Carlton City" illuminated on its facade.

A modern hotel lobby with wooden paneling, large glass doors, and a central light fixture.

4. Carlton City Hotel Singapore

Downtown Singapore

Peter J.B.

Rp3.513.361

Rp4.212.519 total

includes taxes & fees

12 Sept - 13 Sept

A modern gym with cardio equipment and a view of a pool and outdoor area.

A modern hotel room with a large bed, a ceiling fan, a framed picture on the wall, and a glass-enclosed bathroom.

A modern hotel lobby with a large mirror, a sofa, a patterned rug, and a small plant arrangement.

A buffet with various food items and beverages, including fruits, vegetables, meats, and coffee.

5. Grand Park City Hall

Downtown Singapore

Pawandeep

Rp3.021.738

Rp3.623.064 total

includes taxes & fees

31 Aug - 1 Sept

A woman sitting by a pool with lounge chairs and a waterfall in the background.

A hotel reception area with a marble counter, a large potted plant, and a modern interior design.

A modern hotel lobby with a buffet area, seating arrangements, and a large window.

A hotel room with a bed, a desk, a bathroom vanity, and a television.

6. Park Regis by Prince Singapore

Downtown Singapore

Jungmyung

Rp2.609.166

Rp3.128.388 total

includes taxes & fees

4 Sept - 5 Sept

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

A modern restaurant with a bar area, red and grey chairs, and a view of greenery through large windows.

A modern hotel room with a city view, a built-in bench, a red armchair, and a small table with a cup and a book.

An outdoor dining area with wicker chairs and a wooden table, surrounded by lush greenery and a small pond.

7. Quincy Hotel Singapore by Far East Hospitality

Newton

Deeksha

Rp2.773.861

Rp3.325.860 total

includes taxes & fees

4 Sept - 5 Sept

A multi-level atrium with a central open space surrounded by seating areas and staircases.

A bar area with stools, a counter, and shelves of bottles.

A spacious lobby with a modern design, featuring a central seating area with sofas and a staircase leading to upper levels.

A modern hotel entrance with a glass facade, a fountain, and a landscaped area with steps leading up to the entrance.

8. Holiday Inn Singapore Atrium by IHG

Bukit Merah

"Great location with MRT station next door to make adventures around Singapore easy. Staff were amazing and engaging. So helpful with any enquiry. Afternoon tea chatting with staff was lovely asking about our travels and providing loads of useful tourist hints and tips. The breakfast team were such fun. Always finding us a table and making the start of a busy days adventures go with a positive start."

Rp2.499.600

Rp2.997.020 total

includes taxes & fees

31 Aug - 1 Sept

A spacious lobby with a central clock, seating areas, and a polished floor.

The Orchard Hotel building with a modern glass facade and signage.

A modern hotel with a large indoor swimming pool, a well-maintained garden area, and a contemporary building facade.

A hallway with a polished marble floor, wooden paneling, and decorative screens.

9. Orchard Hotel Singapore

Orchard

shailee

Rp2.596.772

Rp3.113.529 total

includes taxes & fees

13 Sept - 14 Sept

A tall hotel with a curved facade, illuminated signage, and a prominent 'Carlton' sign at the top.

A spacious lobby with a central seating area, a reception desk, and a decorative chandelier.

An outdoor seating area with tables, chairs, and a sofa, surrounded by large potted plants and wooden slats.

A hotel room with a large bed, a desk, a chair, a TV, a bathroom with a bathtub, and a view of the city.

10. Carlton Hotel Singapore

Downtown Core

Albert Frederick Louw

Rp2.911.128

Rp3.490.772 total

includes taxes & fees

31 Aug - 1 Sept

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

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge areas.

A spacious lobby with high ceilings, large columns, and a central seating area with sofas and a small water feature.

A modern building with a unique wooden lattice facade, surrounded by lush greenery and palm trees.

11. Shangri-La Singapore

Tanglin

David

Rp4.625.027

Rp5.545.407 total

includes taxes & fees

24 Sept - 25 Sept

A rooftop pool with lounge chairs and a city skyline view.

The entrance of the Hilton Garden Inn with a large circular sculpture and the hotel's name displayed prominently.

An outdoor dining area with tables and chairs, a city skyline view, and a covered roof structure.

A hotel room with a large bed, a desk, a chair, a TV, and a city view.

12. Hilton Garden Inn Singapore Serangoon

Little India

Shobha

Rp2.277.413

Rp2.730.618 total

includes taxes & fees

1 Sept - 2 Sept

A gym with treadmills, weight machines, and free weights.

A buffet setup with various food containers and utensils.

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a building in the background.

A modern building with a blue facade, a covered entrance, and greenery on the exterior.

13. Holiday Inn Express Singapore Orchard Road by IHG

Orchard

Doris

Rp2.957.860

Rp3.712.976 total

includes taxes & fees

13 Sept - 14 Sept

A spacious lobby with high ceilings, a central staircase, and a seating area with rattan chairs and a blue sofa.

A modern lobby with a central reception desk, a patterned floor, and a circular ceiling design.

A spacious indoor area with multiple seating arrangements, including sofas and chairs, and a central circular seating area.

A modern indoor seating area with yellow chairs and a round table, overlooking a lush garden with a rocky waterfall.

14. Furama RiverFront

Singapore River

Satoshi

Rp1.928.335

Rp2.312.074 total

includes taxes & fees

13 Sept - 14 Sept

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

A modern hotel room with a living area, a dining table, a sofa, and a TV.

A buffet area with seafood, salads, and various dishes.

A swimming pool with colorful lounge chairs and a red building facade.

15. Royal Plaza on Scotts

Orchard

Tina

Rp3.159.216

Rp3.787.900 total

includes taxes & fees

30 Aug - 31 Aug

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

A modern hotel entrance with a prominent 'Alloft Hotels' sign, a large illuminated sculpture, and a spacious entrance area.

An outdoor dining area with tables and chairs, a glass railing, and a view of a playground and greenery.

A modern hotel with a large swimming pool, palm trees, and high-rise buildings in the background.

16. Aloft by Marriott Singapore Novena

Novena

Sanjaya

Rp2.708.039

Rp3.246.980 total

includes taxes & fees

12 Sept - 13 Sept

A rooftop pool with lounge chairs and a table, surrounded by modern buildings and greenery.

A modern hotel with a glass facade, a rooftop garden, and a riverside location.

A gym with treadmills, exercise mats, and a view of a cityscape and pool.

A covered outdoor seating area with wicker furniture and yellow cushions, surrounded by greenery and modern buildings in the background.

17. Hotel Boss

Kallang

Roger

Rp1.480.753

Rp1.775.505 total

includes taxes & fees

12 Sept - 13 Sept

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

A room with a large window overlooking a cityscape at sunset.

A modern hotel room with a city view, a sofa set, yellow chairs, and a large window.

A hotel room with a large bed, a desk with a laptop, a chair, a small table with a drink, and a view of a cityscape through large windows.

18. JEN Singapore Orchardgateway by Shangri-La

Orchard

Gabbrielle

Rp3.607.279

Rp4.325.122 total

includes taxes & fees

31 Aug - 1 Sept

A high-rise hotel with a prominent Pan Pacific sign, surrounded by other tall buildings and a Ferris wheel in the distance.

A spacious room with a large window offering a view of a Ferris wheel and the sea. There is a blue sofa, a table, and a chair with a patterned cushion.

A modern hotel lobby with unique, curved seating areas and a central wooden staircase.

A traditional Japanese-style building with a koi pond and a fountain, surrounded by rocks and greenery.

19. Pan Pacific Singapore

Marina Bay

Rp5.429.686

Rp6.510.194 total

includes taxes & fees

11 Sept - 12 Sept

A garden area with lounge chairs and tables, surrounded by dense foliage.

A modern hotel room with a large bed, two smaller beds, a desk, and a TV.

A modern gym with treadmills, an elliptical, and a TV screen on the wall.

A modern hotel lobby with a glass partition, a reception desk, and a seating area with yellow chairs.

20. Hotel Mi Bencoolen

Rochor

Aiden

Rp1.722.982

Rp2.065.855 total

includes taxes & fees

13 Sept - 14 Sept

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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.

See properties

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

Carlton Hotel Singapore

10/10 Excellent

"The staff restock towels and water every night."

Paradox Singapore

10/10 Excellent

"In a great area, close to hops and Chinatown. Hotel is well maintained, clean, large rooms and efficient, friendly staff."

lyf Funan Singapore

10/10 Excellent

"Location is perfect for the tourist to explore this city. Funan mall has a lot of restaurants for visitors to enjoy different cuisines. And staff are very friendly, they upgraded our reservation to a four bedroom apartment. Recommended!"

Crowne Plaza Changi Airport by IHG

10/10 Excellent

"A perfect location and a luxury stay. We stayed here for one night as a transition. Despite its expensive price tag, it suited for purpose well. Because terminal 3 is right at its doorstep, we could have more time to catch up with sleep and there was no rush to check in the next morning."

Pan Pacific Singapore

10/10 Excellent

"All the staff were very considerate and always greeted you."

V Hotel Lavender

8/10 Good

"We are disappointed that there is no connecting room. The cleaning of the room was quite slow. We stayed for 8 nights and at least on four occasions, our rooms were not made up after 3pm. On the 2nd day, despite having made the request three times, it was still not made at 4.15pm. In the end, we had to get clean towels from the staff and empty the bins ourselves. Temperature of the room was very cold and cannot be increased - it stayed at 21 Deg all the time. We had to reduce the fan cycle to one to keep the cold air from blowing."

Mercure ICON Singapore City Centre

10/10 Excellent

"Great Stay....Convenient location"

Hotel Boss

10/10 Excellent

"👍"

More cheap stays in Dempsey Hill

The Quay Hotel Little India

195 Serangoon Rd Singapore

Rp1.129.264

Rp1.353.987 total

13 Sept - 14 Sept

includes taxes & fees

7/10 Good! (56 reviews)

Hmlet Essentials Novena

471 Balestier Rd Singapore

Rp1.279.450

Rp1.534.060 total

23 Sept - 24 Sept

includes taxes & fees

BEAT. Arts Hostel Chinatown

211A, South Bridge Road Singapore

Rp1.439.170

Rp1.583.087 total

31 Aug - 1 Sept

includes taxes & fees

Days Inn by Wyndham Singapore Novena

592 Balestier Road Singapore

Rp1.333.814

Rp1.599.242 total

1 Sept - 2 Sept

includes taxes & fees

8.8/10 Excellent! (13 reviews)

KINN Habitat

5 Hongkong St Singapore

Rp1.653.930

Rp1.983.062 total

3 Sept - 4 Sept

includes taxes & fees

9/10 Wonderful! (185 reviews)

Ambassador Transit Hotel Terminal 2

Singapore Changi Airport, PTB2 Singapore

Rp3.474.562

Rp4.166.000 total

30 Aug - 31 Aug

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Dempsey Hill?

Located 3.1 mi (5 km) from the heart of Dempsey Hill, Swissotel The Stamford, Singapore is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Pan Pacific Singapore and Hotel Boss. See all available top hotels, or vacation rentals in Dempsey Hill.

If I need to cancel my hotel reservation in Dempsey Hill, will I receive a refund?

Yes! The majority of room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Dempsey Hill.

How is it to stay in Dempsey Hill?

Visitors can enjoy all that Dempsey Hill has to offer, including the gardens, shopping and restaurants. Tourists can also enjoy the city's football games and bars. Orchard Road, Universal Studios Singapore and Marina Bay Sands Casino are some of the top sights around the area. There are 800 hotels and other accommodation options in the surrounding area. Find out more about Dempsey Hill.

What is there to see in Dempsey Hill?

A favourite place to visit is Lotto Carpets Gallery. You'll also find Orchard Road and Universal Studios Singapore in the area. Take a look at what more there is to see and do in Expedia's Dempsey Hill guide.

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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Book Hotels in Dempsey Hill on Expedia.com.sg

Find hotels in Dempsey Hill from Rp1.353.987

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dempsey Hill

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Dempsey Hill hotels

1. JEN Singapore Tanglin by Shangri-La

2. YOTEL Singapore Orchard Road

3. Holiday Inn Express Singapore Clarke Quay by IHG

4. Carlton City Hotel Singapore

5. Grand Park City Hall

6. Park Regis by Prince Singapore

7. Quincy Hotel Singapore by Far East Hospitality

8. Holiday Inn Singapore Atrium by IHG

9. Orchard Hotel Singapore

10. Carlton Hotel Singapore

11. Shangri-La Singapore

12. Hilton Garden Inn Singapore Serangoon

13. Holiday Inn Express Singapore Orchard Road by IHG

14. Furama RiverFront

15. Royal Plaza on Scotts

16. Aloft by Marriott Singapore Novena

17. Hotel Boss

18. JEN Singapore Orchardgateway by Shangri-La

19. Pan Pacific Singapore

20. Hotel Mi Bencoolen

Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

Learn more about Dempsey Hill

Top Dempsey Hill Hotel Reviews

Carlton Hotel Singapore

Paradox Singapore

lyf Funan Singapore

Crowne Plaza Changi Airport by IHG

Pan Pacific Singapore

V Hotel Lavender

Mercure ICON Singapore City Centre

Hotel Boss

More cheap stays in Dempsey Hill

The Quay Hotel Little India

Hmlet Essentials Novena

BEAT. Arts Hostel Chinatown

Days Inn by Wyndham Singapore Novena

KINN Habitat

Ambassador Transit Hotel Terminal 2

Frequently asked questions

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