Riverside Holiday Rentals

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Holiday Rentals in Riverside

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is NZ$514
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is NZ$698
includes taxes & fees
5 Oct - 6 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

9.8 out of 10, Exceptional, (32)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (74)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (100)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is NZ$894
includes taxes & fees
16 Oct - 17 Oct
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is NZ$474
includes taxes & fees
8 Oct - 9 Oct
Walk to Beach 2BR Near Dining & Shopping

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
10 Bedroom Hampton House with a regulation size Pickleball court

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is NZ$1,096
includes taxes & fees
6 Oct - 7 Oct
Modern Vacation home. Close to The Hamptons

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (191)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is NZ$2,210
includes taxes & fees
17 Oct - 18 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (137)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is NZ$1,569
includes taxes & fees
4 Oct - 5 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Summer getaway

9.0 out of 10, Wonderful, (14)
"Beautiful home with a beautiful pool"
Summer getaway

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

9.4 out of 10, Exceptional, (73)
"Enjoyed our time. Thank you "
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
The price is NZ$2,615
includes taxes & fees
5 Oct - 6 Oct
Private beach on a fenced in property sunset views

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

9.6 out of 10, Exceptional, (26)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
The price is NZ$3,565
includes taxes & fees
15 Oct - 16 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (41)
"I went with family for a memorial celebration for a family member who had passed away. Worked out great and enjoyed the back deck & fire pit! Also, beds were comfy and open kitchen & LR were great for entertaining! Thank you Billy:)"
The price is NZ$670
includes taxes & fees
15 Oct - 16 Oct
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (20)
"Super clean, spacious, and plenty of sleeping space"
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...

9.0 out of 10, Wonderful, (2)
"Great location and comfortable stay, amazing sheets.Ended up buying for my home. "
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
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 Riverside Hotel Reviews

Find out more about Riverside

Find out more about Riverside

Everything you need to know about Riverside 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 Riverside 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 Riverside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Riverside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riverside. 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 Riverside 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 Riverside holiday rentals we have selected for you start as low as NZ$474 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Riverside rentals

At Expedia, we put the best Riverside 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 Riverside 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 Riverside 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 Riverside. 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

Can I find holiday rentals in Riverside?

Yes, there are holiday rentals close to the most popular sights in Riverside, or you can select a more secluded option if you're looking for a relaxing stay. Riverside is known for its coffee shops.

What are some of the best holiday rentals that Riverside has to offer?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Riverside offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Riverside?

Explore the area and family-friendly sights such as Splish Splash Water Park, or get out into nature at a spot like Meschutt Beach. In the wider area, you’ll find Suffolk Theater and Tanger Outlet Center.

What’s a holiday rental in Riverside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riverside. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.