Dempsey Hill Vacation Rentals from $83: Search Short-Term Rentals

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

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Our top choices for Dempsey Hill vacation rentals

A modern hotel room with a large bed, a flat-screen TV, and a city view through floor-to-ceiling windows.

1. Oakwood Premier Raffles Place Singapore

Downtown Singapore

Julie

$222 nightly

Nov 14 - Nov 15

Total with taxes and fees

A spacious lobby with high ceilings, large windows, and a variety of seating arrangements including sofas and chairs.

2. Citadines Connect Rochester Singapore

Queenstown

Chun Siew

$155 nightly

Nov 13 - Nov 14

Total with taxes and fees

A spacious lobby with a modern sofa, armchairs, ottomans, and a staircase.

3. Pan Pacific Serviced Suites Beach Road, Singapore

Central Singapore

Carl

$283 nightly

Nov 22 - Nov 23

Total with taxes and fees

A swimming pool with a glass barrier, a person swimming, and a cityscape view.

4. Ascott Raffles Place Singapore

Downtown Singapore

Oksana

$269 nightly

Nov 14 - Nov 15

Total with taxes and fees

A modern building with a geometric facade and a swimming pool in front.

5. Dorsett Changi City Singapore

Tampines

Robert

$133 nightly

Dec 4 - Dec 5

Total with taxes and fees

A compact hotel room with a kitchenette, a bed with white linens, a small dining table with fruit, and a view of the outside through a window with blinds.

6. Hmlet Essentials Kallang

Kallang

Ka Tung Jessica

$77 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern interior with a green sofa, wooden tables, and chairs.

7. Weave Suites - Midtown

Central Singapore

Asim Anwar Ali

$120 nightly

Nov 17 - Nov 18

Total with taxes and fees

A hotel room with a bed, a bathroom with a sink, and a large window with curtains.

8. ISA Hotel Amber Road

East Coast

Christaan

$163 nightly

Dec 11 - Dec 12

Total with taxes and fees

A modern living room with a grey sofa, patterned cushions, a small round table with a remote control, and a potted plant.

9. Recharge Residences

Downtown Singapore

Bob

$186 nightly

Nov 20 - Nov 21

Total with taxes and fees

A swimming pool with a tiled deck, surrounded by a white fence and greenery.

10. Service Residence at Stevens

Central Singapore

John

$166 nightly

Nov 19 - Nov 20

Total with taxes and fees

11. Citadines Science Park Singapore

Queenstown

Marie

$131 nightly

Nov 28 - Nov 29

Total with taxes and fees

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Top Dempsey Hill Hotel Reviews

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

Holiday Inn Express Singapore Katong by IHG

East Coast

10/10 Excellent

BINU

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

YOTEL Singapore Orchard Road

Orchard

10/10 Excellent

Lyle

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

Holiday Inn Express Singapore Clarke Quay by IHG

Downtown Singapore

10/10 Excellent

Ronald

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

JEN Singapore Orchardgateway by Shangri-La

Orchard

10/10 Excellent

Mohammed

A person in a swimming pool with clear water and sunlight reflecting on the surface.

Hotel Faber Park Singapore - Handwritten Collection

Central Singapore

10/10 Excellent

Arrived at Changi Airport at 1:00 a.m. and didn’t arrive at hotel (after immigration and baggage collection) until about 2:30 a.m. [taxi was about 45 Singapore dollars by the time all the surcharges were added) I was worried as the hotel noted that you had to download an app for the digital key, but it was no problem as staff was there to greet us and check us in. Room is compact, but clean and comfortable. Only about one kilometer from the “1 Maritime Square, cruise terminal”. I would...

Diane

A modern restaurant with a geometric glass ceiling, wooden tables, and green plants.

Dusit Thani Laguna Singapore

Tampines

10/10 Excellent

Rupinder

A modern lobby with a sofa, a small table, and a large potted plant.

Hotel Classic by Venue

East Coast

10/10 Excellent

Burgess Marlan

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

Quincy Hotel Singapore by Far East Hospitality

Central Singapore

10/10 Excellent

WARDI

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

JEN Singapore Tanglin by Shangri-La

Orchard

10/10 Excellent

Charles

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

Shangri-La Singapore

Central Singapore

10/10 Excellent

This is really nicely designed, very pretty hotel near enough to downtown, but far enough away to be quiet. We booked this hotel partially because of the lush landscaping around the pool, ended up not making it to the pool during our stay, but enjoyed our room and the hotel in general very much. Our room was spacious, and the common areas were very nicely decorated. It is worth mentioning that this hotel is literally 6-7 minutes from one end of Orchard, and maybe 12-14 minutes from a metro stop,...

kenneth

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

Carlton City Hotel Singapore

Downtown Singapore

10/10 Excellent

LISA

A multi-story hotel with a glass facade, outdoor seating, and a prominent staircase.

lyf Funan Singapore

Downtown Singapore

10/10 Excellent

Kapilkumar

A spacious lobby with a reception desk, seating areas, and a high ceiling with hanging plants.

Village Hotel Katong by Far East Hospitality

East Coast

10/10 Excellent

Jackson

A spacious living area with a large window, modern furniture, and a unique ceiling light fixture.

Carlton Hotel Singapore

Central Singapore

10/10 Excellent

The Carleton is my #1 choice when in Singapore The value and location is my main reasons for choosing the Carleton over all other hotels in the area. The Raffles Hotel, Chines and Raffles City mall is literally a walk across the street. There is a food pavilion with small restaurants and bars with live entertainment and TV's for sports in the lower courtyard. The MRT is a short walk. The Buffet is good and their Chinese restaurant is even better. For value comparison J.W in Southbeach " which is...

Frankie

Find out more about Dempsey Hill

Everything you need to know about Dempsey Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dempsey Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dempsey Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dempsey Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dempsey Hill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dempsey Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dempsey Hill rentals

At Expedia, we put the best Dempsey Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dempsey Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dempsey Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dempsey Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Dempsey Hill?

Yes, we have vacation rentals where you'll be just 3.6 mi (5.8 km) from Universal Studios Singapore, offering you a secluded option if you want a quieter place to stay. Dempsey Hill is known for its gardens and shopping. Make sure you have time to check out the restaurants and football games during your trip.

What’s there to see and do in Dempsey Hill?

While exploring the area, visit family-friendly sights like Universal Studios Singapore, or get outside and enjoy nature at National Orchid Garden. In the larger area, you’ll find popular places like Orchard Road and Marina Bay Sands Casino.

What’s a vacation rental in Dempsey Hill like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Dempsey Hill. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

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