Dempsey Hill Holiday Rentals from €75: Search Short-Term Rentals

Q: 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.

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Our top choices for Dempsey Hill holiday rentals

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

1. Citadines Connect Rochester Singapore

Queenstown

Chun Siew

includes taxes & fees

8 Nov - 9 Nov

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

2. Oakwood Premier Raffles Place Singapore

Downtown Singapore

Julie

includes taxes & fees

7 Nov - 8 Nov

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

3. Ascott Raffles Place Singapore

Downtown Singapore

Oksana

includes taxes & fees

8 Nov - 9 Nov

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

4. Pan Pacific Serviced Suites Beach Road, Singapore

Central Singapore

Carl

includes taxes & fees

11 Nov - 12 Nov

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

5. Weave Suites - Midtown

Central Singapore

Asim Anwar Ali

includes taxes & fees

8 Nov - 9 Nov

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

6. Dorsett Changi City Singapore

Tampines

Robert

includes taxes & fees

6 Dec - 7 Dec

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.

7. Hmlet Essentials Kallang

Kallang

Ka Tung Jessica

includes taxes & fees

1 Dec - 2 Dec

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

includes taxes & fees

3 Dec - 4 Dec

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

includes taxes & fees

7 Nov - 8 Nov

10. Citadines Science Park Singapore

Queenstown

Marie

includes taxes & fees

13 Nov - 14 Nov

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Top Dempsey Hill Hotel Reviews

Crowne Plaza Changi Airport by IHG

10/10 Excellent

"Perfect location for an airport stop over. We used this in 2023 and would come back for a third time if necessary"

Hotel Boss

10/10 Excellent

"Great location & clean. Convenient for public transport and walkable to most areas around. Pool was a bonus and water refill station on the 4th floor with good relaxing vibe. The lobby is always pretty busy during our stay but shows how many people stay here. Room is adequate for 2 people as we got an upgrade to a city view. The room attendants are also very efficient & always kept refreshing the towels & emptying the waste baskets. Overall, definitely will recommend staying here for a relaxed, quiet room & central location to some of Singapore’s must see & do sights & activities."

Mercure ICON Singapore City Centre

10/10 Excellent

"Pool is fabulous but gym super small with no small weights for women. We didn’t eat at the hotel so no idea about the food. Pillows & beds were good. Quiet room at the end of the hall in 1257 with great view overlooking the neighbourhood & temple. Easy to access from the airport & no outside walking to get to hotel lobby! Great location for restaurants & Chinatown."

lyf Bugis Singapore

8/10 Good

"We arrived earlier than expected so our room wasn't ready. The receptionist kindly asked us to wait in the bar. The room was made ready within 30 minutes. The AC was on in the room which was most welcome and it was easy to work. All the staff were very friendly and welcoming. The room was clean and modern. The breakfast selection was good too. The hotel was close to 2 train stations. Some of the bigger attractions were within walking distance too. The later check-out and luggage storage was good for us as we did not fly till late in the evening."

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, apart-hotels, 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 €75 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.

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