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

Dempsey Hill Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Dempsey Hill vacation rentals

A spacious lobby with modern furniture, a large wall mural, and a reception desk.

1. Oakwood Premier Raffles Place Singapore

Oakwood Premier Raffles Place Singapore
5.0 star property
Downtown Singapore
9.2 out of 10, Wonderful, (585 reviews)
"Very friendly and helpful staff"
United Kingdom
William
The price is CA $284
CA $341 total
includes taxes & fees
Oct 23 - Oct 24
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, (153 reviews)
"Friendly staff, great location, walkable to bus stop, MRT, cafes, shops, restaurants."
United States
Chun Siew
The price is CA $233
CA $279 total
includes taxes & fees
Oct 24 - Oct 25
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
Kallang
9.4 out of 10, Exceptional, (778 reviews)
"It was a great staycation. The room was comfortable and well-maintained, providing a relaxing environment. The facilities were adequate and the overall ambience was quiet and conducive for a comfortable stay. The staff were courteous and helpful throughout my stay. Check-in and check-out were smooth and hassle-free. Overall, it was a comfortable and enjoyable experience, and I would be happy to stay here again."
Singapore
Sam
The price is CA $347
CA $385 total
includes taxes & fees
Oct 17 - Oct 18
Pan Pacific Serviced Suites Beach Road, Singapore
A hotel room with a dining area, a television, a plant, and a large window with curtains.

4. Ascott Raffles Place Singapore

Ascott Raffles Place Singapore
5.0 star property
Downtown Singapore
9.0 out of 10, Wonderful, (558 reviews)
"Great location, staff were helpful, enjoyed the pool and the view we had from there."
Canada
Sandra
The price is CA $351
CA $420 total
includes taxes & fees
Oct 24 - Oct 25
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, (2,753 reviews)
"The hotel location is conveniently located close to a shopping mall and the MRT."
Canada
Helen
The price is CA $190
CA $204 total
includes taxes & fees
Oct 19 - Oct 20
Dorsett Changi City Singapore
A modern interior with a green sofa, wooden tables, and chairs.

6. Weave Suites - Midtown

Weave Suites - Midtown
2.5 star property
Central Singapore
9.6 out of 10, Exceptional, (13 reviews)
"Very helpful and courteous staff. Excellent facilities. "
Singapore
SM
The price is CA $152
CA $186 total
includes taxes & fees
Oct 19 - Oct 20
Weave Suites - Midtown
A modern hotel lobby with a round table, wicker chairs, ceiling fans, and a view of the ISA Academy Hotel.

7. 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 CA $247
CA $297 total
includes taxes & fees
Oct 28 - Oct 29
ISA Hotel Amber Road
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.

8. Hmlet Essentials Kallang

Hmlet Essentials Kallang
2.5 star property
Kallang
8.0 out of 10, Very good, (49 reviews)
"clean room, family friendly."
United States
Ka Tung Jessica
The price is CA $110
CA $120 total
includes taxes & fees
Oct 19 - Oct 20
Hmlet Essentials Kallang
Bar (on property)

9. Citadines Science Park Singapore

Citadines Science Park Singapore
4.0 star property
Queenstown
9.0 out of 10, Wonderful, (87 reviews)
"Loved my stay at the Citadines Science Park "
United States
Didit
The price is CA $201
CA $241 total
includes taxes & fees
Oct 17 - Oct 18
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

Paradox Singapore

Paradox Singapore

8/10 Good
"The check-in staff were very helpful and accommodating. As we arrived at 9am and our room wasn’t due to be ready until 3pm, they were able to find us a room for an additional charge, which was greatly appreciated after an early arrival. The buffet breakfast was lovely, with a large variety of options to choose from. Overall, it was a nice start to our stay, and the hotel is conveniently located within an easy walk to Clarke Quay."
Phan 3-night trip
Posted 6 hours ago
Paradox Singapore

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dempsey Hill vacation rentals we have selected for you start as low as CA $120 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 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 are some of the best vacation home rentals that Dempsey Hill has to offer?

Orchard Rd - Big Master Room: This vacation 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 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.