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Dempsey Hill Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dempsey Hill holiday rentals

A modern building with a unique curved facade, a rooftop garden, and a view of the cityscape.

1. Oakwood Premier Raffles Place Singapore

Oakwood Premier Raffles Place Singapore
5.0 star property
Downtown Singapore
9.2 out of 10, Wonderful, (613 reviews)
"Nice, modern clean hotel with a nice pool in a very central location"
United Kingdom
Julie
The price is NZ$449
includes taxes & fees
27 Nov - 28 Nov
Oakwood Premier Raffles Place Singapore
A spacious lobby with high ceilings, large windows, and a variety of seating arrangements including sofas and chairs.

2. Citadines Connect Rochester Singapore

Citadines Connect Rochester Singapore
4.0 star property
Queenstown
9.4 out of 10, Exceptional, (163 reviews)
"Friendly staff, great location, walkable to bus stop, MRT, cafes, shops, restaurants."
United States
Chun Siew
The price is NZ$300
includes taxes & fees
21 Nov - 22 Nov
Citadines Connect Rochester Singapore
A spacious lobby with a modern sofa, armchairs, ottomans, and a staircase.

3. Pan Pacific Serviced Suites Beach Road, Singapore

Pan Pacific Serviced Suites Beach Road, Singapore
4.0 star property
Central Singapore
9.4 out of 10, Exceptional, (788 reviews)
"Good kitchen facilities including washer / dryer. Pool and gym are great features"
Australia
Carl
The price is NZ$567
includes taxes & fees
19 Nov - 20 Nov
Pan Pacific Serviced Suites Beach Road, Singapore
A swimming pool with a glass barrier, a person swimming, and a cityscape view.

4. Ascott Raffles Place Singapore

Ascott Raffles Place Singapore
5.0 star property
Downtown Singapore
9.0 out of 10, Wonderful, (563 reviews)
"Great location"
United States
Oksana
The price is NZ$523
includes taxes & fees
29 Nov - 30 Nov
Ascott Raffles Place Singapore
A modern building with a geometric facade and a swimming pool in front.

5. Dorsett Changi City Singapore

Dorsett Changi City Singapore
4.0 star property
Tampines
9.0 out of 10, Wonderful, (2,781 reviews)
"Very convenient, close to airport. Lots of shops and dining options nearby."
Australia
Robert
The price is NZ$278
includes taxes & fees
4 Dec - 5 Dec
Dorsett Changi City Singapore
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

Hmlet Essentials Kallang
2.5 star property
Kallang
8.0 out of 10, Very good, (52 reviews)
"clean room, family friendly."
United States
Ka Tung Jessica
The price is NZ$151
includes taxes & fees
1 Dec - 2 Dec
Hmlet Essentials Kallang
A modern interior with a green sofa, wooden tables, and chairs.

7. Weave Suites - Midtown

Weave Suites - Midtown
2.5 star property
Central Singapore
9.4 out of 10, Exceptional, (15 reviews)
"Excellent Location Excellent pricing Staff is very helpful"
United States
Asim Anwar Ali
The price is NZ$239
includes taxes & fees
16 Nov - 17 Nov
Weave Suites - Midtown
A hotel room with a bed, a bathroom, a kitchenette, and a TV on the wall.

8. ISA Hotel Amber Road

ISA Hotel Amber Road
4.0 star property
East Coast
6.6 out of 10, (10 reviews)
" Very clean has a little kitchenette and washer dryer combo we appreciated. No elevator so keep that in mind if you are travelling with a family "
Canada
Christaan
The price is NZ$317
includes taxes & fees
11 Dec - 12 Dec
ISA Hotel Amber Road
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

Recharge Residences
2.0 star property
Downtown Singapore
7.2 out of 10, Good, (10 reviews)
"Location quite strategic, not far from orchad road & there’s a 24hr grocery store near by"
United States
Bob
The price is NZ$295
includes taxes & fees
14 Nov - 15 Nov
Recharge Residences
A swimming pool with a tiled deck, surrounded by a white fence and greenery.

10. Service Residence at Stevens

Service Residence at Stevens
2.5 star property
Central Singapore
3.6 out of 10, (4 reviews)
"Nobody there, they did not honour our booking, disgusting! "
Australia
John
The price is NZ$368
includes taxes & fees
17 Nov - 18 Nov
Service Residence at Stevens
Bar (on property)

11. Citadines Science Park Singapore

Citadines Science Park Singapore
4.0 star property
Queenstown
9.0 out of 10, Wonderful, (92 reviews)
"Conveniently located and amazing staff"
United States
Marie
The price is NZ$255
includes taxes & fees
21 Nov - 22 Nov
Citadines Science Park Singapore
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 Dempsey Hill Hotel Reviews

Carlton Hotel Singapore

Carlton Hotel Singapore

10/10 Excellent
"Check in and check out were both seamless, the staff are very efficient, friendly and helpful. Rooms are extremely clean and serviced daily i asked for extra coffee and they assisted right away. Clean and decent pool, kids splash pool was particularly great for our 1 year old. The Cafe down stairs has good food and coffee and surprisingly well priced! Great location for Bugis and lots of shopping too. Only thought would be maybe consider Nespresso machines in the rooms instead of Illy as the machines are a bit clunky, and even on Lungo setting only give a very small cup :)"
Thomas 4-night trip
Posted 4 hours ago
Carlton Hotel Singapore

Find out more about Dempsey Hill

Everything you need to know about Dempsey Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dempsey Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dempsey Hill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dempsey Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dempsey Hill holiday rentals we have selected for you start as low as NZ$151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dempsey Hill rentals

At Expedia, we put the best Dempsey Hill holiday 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 holiday.

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 holiday rentals in Dempsey Hill?

Yes, there are holiday rentals where you'll be just 3.6 mi (5.8 km) from Universal Studios Singapore, providing a more secluded option if you want a quiet 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 are some of the best holiday rentals that Dempsey Hill has to offer?

Orchard Rd - Big Master Room: This holiday home rental outside of Dempsey Hill has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 wider area, you’ll find popular places such as Orchard Road and Marina Bay Sands Casino.

What’s a holiday rental in Dempsey Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dempsey Hill. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.