Dempsey Hill Holiday Rentals, Singapore: Private House Rentals

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Go beyond your typical stay in Dempsey Hill

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Our top choices for Dempsey Hill hotels

A Holiday Inn Express building with a modern glass facade, a covered entrance, and a landscaped area with trees and shrubs.

A buffet area with a variety of food options, a wooden floor, and a brick wall with a geometric pattern.

A modern reception desk with a wooden panel wall, a staircase, and red chairs.

A modern building with multiple floors, large windows, and a rooftop garden with seating areas.

1. Holiday Inn Express Singapore Clarke Quay by IHG

Downtown Singapore

John

฿4,813

฿5,991 total

includes taxes & fees

31 Oct - 1 Nov

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

A modern hotel lobby with a long reception desk, seating area, and a kitchen visible in the background.

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

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

2. Carlton Hotel Singapore

Central Singapore

Jorge

฿5,788

฿6,940 total

includes taxes & fees

31 Oct - 1 Nov

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

A hotel room with a bed, a TV mounted on the wall, a small table with a remote control, and a yellow chair.

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

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

3. Royal Plaza on Scotts

Orchard

Kurt Wei

฿5,086

฿6,098 total

includes taxes & fees

25 Oct - 26 Oct

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

A gym with exercise equipment, wooden flooring, and large windows.

A hotel room with a bed, desk, chair, and a view of the outdoor area.

A modern dining area with wooden tables and wicker chairs, large windows, and a potted plant.

4. Grand Mercure Singapore Roxy

East Coast

Robert

฿4,695

฿5,629 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a prominent 'Orchard Rendezvous Hotel' sign, large windows, and a modern architectural design.

A hotel room with a large bed, a desk with a laptop, a chair, a small table with a plant, and a large window with a view.

A swimming pool with tiled flooring, lounge chairs, and a bar area.

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

5. Orchard Rendezvous Hotel by Far East Hospitality

Orchard

Nobumori

฿4,941

฿5,924 total

includes taxes & fees

25 Oct - 26 Oct

A lush indoor garden with a pathway leading to a seating area with wicker furniture and white cushions.

A lush indoor garden with multiple water features and dense foliage.

A modern bedroom with a large bed, a seating area with chairs, a television, and a view of greenery outside.

A bar area with a long counter, bar stools, and a bartender preparing drinks.

6. Grand Hyatt Singapore

Orchard

Sunil

฿9,994

฿11,983 total

includes taxes & fees

30 Oct - 31 Oct

A modern building with a prominent 'Mercure' sign, featuring a curved facade with illuminated windows and a rooftop terrace.

A modern building with reflective glass facades and a central courtyard with green landscaping.

A modern restaurant with high ceilings, exposed ductwork, and a mix of natural and artificial lighting. Tables are set with wine glasses and plates, and the space features a mix of seating arrangements.

A modern gym with multiple treadmills, weight machines, and cardio equipment.

7. Mercure Singapore On Stevens

Central Singapore

ROCH

฿3,979

฿4,771 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

A modern breakfast bar with a variety of food options, a coffee machine, and a fruit display.

8. Aloft by Marriott Singapore Novena

Central Singapore

Pankaj

฿4,677

฿5,607 total

includes taxes & fees

31 Oct - 1 Nov

A gym with dumbbells, benches, and a city view.

A bar area with a marble counter, multiple bar stools, and a television screen.

A tall, modern building with a grid of windows and a red trim at the top.

9. ibis Singapore On Bencoolen

Central Singapore

Nerissa

฿3,773

฿4,524 total

includes taxes & fees

14 Nov - 15 Nov

A modern living room with a sectional sofa, dark wooden flooring, and a minimalist ceiling design.

10. Hilton Singapore Orchard

Orchard

Missy Luisa

฿7,150

฿8,572 total

includes taxes & fees

22 Nov - 23 Nov

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

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

A modern reception desk with a wooden finish, a glass display case with various bottles, and a digital kiosk.

11. Holiday Inn Express Singapore Orchard Road by IHG

Orchard

Amy

฿5,443

฿6,843 total

includes taxes & fees

22 Nov - 23 Nov

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 lounge area with tiered seating, a patterned floor, and a backdrop of greenery.

12. JEN Singapore Tanglin by Shangri-La

Orchard

Maricel

฿4,888

฿5,861 total

includes taxes & fees

13 Nov - 14 Nov

A high-rise hotel with multiple floors, a well-maintained courtyard, and a body of water reflecting the building.

A modern lobby with a reception desk, large pillars, and a seating area with chairs.

A buffet table with various food items and drinks, decorated with floral arrangements and greenery.

An outdoor dining area with a table set for four, surrounded by chairs with golden sashes, under string lights.

13. Four Points by Sheraton Singapore, Riverview

Central Singapore

YOUNGJOO

฿5,469

฿6,557 total

includes taxes & fees

22 Nov - 23 Nov

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

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.

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

A modern hotel with a prominent 'quintet' sign, featuring a grid of balconies, large windows, and a mix of glass and brown facade.

14. Quincy Hotel Singapore by Far East Hospitality

Central Singapore

George

฿5,278

฿6,328 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large window offering a cityscape view, a bed with white bedding, and a modern pendant light fixture.

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

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

15. YOTEL Singapore Orchard Road

Orchard

Dennis

฿3,893

฿4,668 total

includes taxes & fees

1 Nov - 2 Nov

The exterior of the Voco An IHG Hotel with a distinctive bird sculpture in the entrance.

A modern living room with a large window, a sofa, a coffee table, and a chair.

A rooftop pool with lounge chairs and a cityscape view.

A dining area with a long table set for a meal, large windows offering a city view, and modern interior design.

16. voco Orchard Singapore by IHG

Orchard

Mary

฿7,187

฿8,617 total

includes taxes & fees

21 Nov - 22 Nov

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

A multi-level atrium with balconies covered in greenery, a central open space, and a view of the sky.

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

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

17. Shangri-La Singapore

Central Singapore

Karen

฿8,539

฿10,238 total

includes taxes & fees

13 Nov - 14 Nov

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

A spacious lobby with a large, circular ceiling design and a reception desk.

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

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

18. Carlton City Hotel Singapore

Downtown Singapore

George

฿6,975

฿8,363 total

includes taxes & fees

7 Nov - 8 Nov

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

A modern hotel room with a large sofa set, a dining table, and a city view.

A modern bar area with a long wooden table, bar stools, and a well-stocked liquor cabinet.

A hotel with a large outdoor pool, multiple balconies, and a well-lit bar area.

19. Paradox Singapore

Downtown Singapore

Dawn

฿6,670

฿7,997 total

includes taxes & fees

13 Nov - 14 Nov

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

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

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

A modern reception area with a marble reception desk, a wheelchair accessibility sign, and a view of the city through a glass wall.

20. Hotel Boss

Central Singapore

Rodney

฿3,119

฿3,740 total

includes taxes & fees

4 Nov - 5 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.

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

Pan Pacific Singapore

8/10 Good

"Room spacious, stylish and clean. Staff very helpful location excellent. Gym was well equipped. Pool was beautiful. Loved my 3night stay. Down side, repeated emails for weeks re upgrades. No reply from me means not interested in upgrade."

Swissotel The Stamford, Singapore

10/10 Excellent

"Absolutely Absolutely AMAZING stay at the Swissôtel! ⭐⭐⭐⭐⭐ From the moment we arrived, everything was exceptional. The service was outstanding, the staff were incredibly friendly and welcoming, and the room was beautifully presented, comfortable and spotlessly clean. Every detail was taken care of, making our stay truly special. The atmosphere, comfort and overall experience exceeded our expectations. It’s the kind of hotel that makes you feel welcome from beginning to end. We couldn’t have asked for a better stay and would not hesitate to return. Highly recommended to anyone looking for a first-class hotel experience! Thank you to the entire team for making our stay so memorable. We can’t wait to come back! an amazing stay"

JEN Singapore Tanglin by Shangri-La

10/10 Excellent

"We really enjoyed our stay at the Jen Lin. The MRT Station is directly across from the hotel making it very easy to travel in Singapore. There is also a small mall linked to the hotel making it easy to buy things you may need. The hotel has a terrific breakfast with different tasty options to eat. It also has a Club Lounge for snacks and wine. Comfortable room and friendly staff."

Marina Bay Sands

10/10 Excellent

"Hôtel carte postale et iconique à Singapour: nous n’avons pas été déçus. Tout y est parfait. L’arrivée dans le lobby est un peu chaotique: le hall est bruyant et bondé, mais une fois l’enregistrement terminé (personnel d’accueil ultra attentif et sympathique) on monte dans les étages où règne un calme absolu. Notre chambre (Premier City View) était spacieuse, remplie de toutes les commodités attendues d’un hôtel de ce standing et surtout une vue sur le skyline de Singapour à couper le souffle. La chambre et ses équipements sont impeccables, tellement qu’on a l’impression que l’hôtel vient d’ouvrir ses portes. Après, il y a la piscine sur le toit, raison principale de visite pour un paquet de gens et là encore, c’est à la hauteur des attentes. Nous y sommes allés à plusieurs reprises durant le séjour, il y a toujours de la place (beaucoup de place) et la vue comme l’ambiance sont hors normes. Enfin, c’est tout à côté des Gardens by the Bay et pas loin non plus du quartier colonial et de Chinatown (à distance de marche). En gros, cet hôtel est à la hauteur de sa réputation et à mon sens, est un incontournable si vous voulez vivre la totale dans votre séjour à Singapour!"

Paradox Singapore

10/10 Excellent

"Excellent breakfast-best to go early to avoid crowds. Caters for all tastes and food very fresh. Room very clean and fresh. Plenty of towels. Very handy for shops and restaurants."

YOTEL Singapore Orchard Road

8/10 Good

"Staff was very nice and helpful. Only real issue was that I felt it was a smaller than average room."

Carlton Hotel Singapore

10/10 Excellent

"Bien ubicado y muy amplio y nuevo."

PARKROYAL COLLECTION Marina Bay, Singapore

10/10 Excellent

"Beautiful and comfortable stay! Food was amazing and had a gluten free options."

Dusit Thani Laguna Singapore

10/10 Excellent

"Clean room and well maintained property"

More cheap stays in Dempsey Hill

Hotel 81 Lucky

23 Lorong 20 Geylang Singapore

฿1,459

฿1,749 total

2 Nov - 3 Nov

includes taxes & fees

New Cape Inn

Seng Poh Road,3 Singapore SIN

฿2,502

฿2,727 total

1 Nov - 2 Nov

includes taxes & fees

Days Inn by Wyndham Singapore Novena

592 Balestier Road Singapore

฿2,571

฿3,082 total

2 Nov - 3 Nov

includes taxes & fees

7.8/10 Good! (35 reviews)

BEAT. Sports Hostel

290A Jalan Besar Road Singapore

฿2,836

฿3,120 total

25 Oct - 26 Oct

includes taxes & fees

6.6/10 (31 reviews)

KINN Habitat

5 Hongkong St Singapore

฿3,053

฿3,661 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (205 reviews)

Beverly Hotels Elements

48 Horne Rd Singapore Singapore

฿3,941

฿4,725 total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (136 reviews)

Frequently asked questions

Where is the best place to stay in Dempsey Hill?

Located 3.5 mi (5.6 km) from the heart of Dempsey Hill, Pan Pacific Singapore is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are JEN Singapore Tanglin by Shangri-La and Carlton Hotel Singapore. 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 793 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 ฿1,749

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. Holiday Inn Express Singapore Clarke Quay by IHG

2. Carlton Hotel Singapore

3. Royal Plaza on Scotts

4. Grand Mercure Singapore Roxy

5. Orchard Rendezvous Hotel by Far East Hospitality

6. Grand Hyatt Singapore

7. Mercure Singapore On Stevens

8. Aloft by Marriott Singapore Novena

9. ibis Singapore On Bencoolen

10. Hilton Singapore Orchard

11. Holiday Inn Express Singapore Orchard Road by IHG

12. JEN Singapore Tanglin by Shangri-La

13. Four Points by Sheraton Singapore, Riverview

14. Quincy Hotel Singapore by Far East Hospitality

15. YOTEL Singapore Orchard Road

16. voco Orchard Singapore by IHG

17. Shangri-La Singapore

18. Carlton City Hotel Singapore

19. Paradox Singapore

20. Hotel Boss

Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

Learn more about Dempsey Hill

Top Dempsey Hill Hotel Reviews

Pan Pacific Singapore

Swissotel The Stamford, Singapore

JEN Singapore Tanglin by Shangri-La

Marina Bay Sands

Paradox Singapore

YOTEL Singapore Orchard Road

Carlton Hotel Singapore

PARKROYAL COLLECTION Marina Bay, Singapore

Dusit Thani Laguna Singapore

More cheap stays in Dempsey Hill

Hotel 81 Lucky

New Cape Inn

Days Inn by Wyndham Singapore Novena

BEAT. Sports Hostel

KINN Habitat

Beverly Hotels Elements

Frequently asked questions

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