Holiday rentals near Regal Peoples Plaza

We found 467 holiday rentals — enter your dates for availability

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October 2025

November 2025

Find the perfect holiday home within easy reach of Regal Peoples Plaza. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and parking. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Regal Peoples Plaza

Showing deals for:2 Jan - 9 Jan

Exceptional

(24 reviews)

Short Term & Long Term Rental Dogs Allowed Upon Approval

Wilmington, DE

8% off

for 7 nights, 1 home

AU$1,168 per night

includes taxes & fees

Exceptional

(11 reviews)

Private Waterfront Estate with Pool, Private Beach and Dock

Earleville, MD

9% off

for 7 nights, 1 home

AU$3,150 per night

includes taxes & fees

Totally private pool. Such a treat !o Open Memorial Day to Labor day

Exceptional

(79 reviews)

A European styled retreat on Marylands Eastern Shore with Private pool

Warwick, MD

8% off

for 7 nights, 1 home

AU$503 per night

includes taxes & fees

Exceptional

(144 reviews)

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville, MD

8% off

for 7 nights, 1 home

AU$658 per night

includes taxes & fees

Bluffside seating overlooking the Chesapeake Bay

Exceptional

(87 reviews)

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

North East, MD

8% off

for 7 nights, 1 cabin

AU$576 per night

includes taxes & fees

Exceptional

(100 reviews)

Waterfront house with amazing views. Top of the Chesapeake

Perryville, MD

8% off

for 7 nights, 1 home

AU$570 per night

includes taxes & fees

Exceptional

(56 reviews)

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Chesapeake City, MD

8% off

for 7 nights, 1 home

AU$1,355 per night

includes taxes & fees

Exceptional

(5 reviews)

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Elkton, MD

8% off

for 7 nights, 1 apartment

AU$196 per night

includes taxes & fees

This photo is about 8 years old. The trees have grown up a little.

Exceptional

(21 reviews)

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Galena, MD

8% off

for 7 nights, 1 home

AU$717 per night

includes taxes & fees

Exceptional

(9 reviews)

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Middletown, DE

13% off

for 7 nights, 1 home

AU$268 per night

includes taxes & fees

Welcome to Chesapeake Point! Get ready for you and your loved ones to enjoy the vacation of your DREAMS!

Exceptional

(18 reviews)

Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Elkton, MD

7% off

for 7 nights, 1 home

AU$2,210 per night

includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Regal Peoples Plaza

Premier Host

Chesapeake Bay House with Dock & Private Beach

Sleeps 12 · 5 bedrooms · 4 bathrooms

Premier Host

STONE RIVERSIDE COTTAGE is just a few steps from the SASSAFRAS RIVERS edge

Sleeps 4 · 1 bedroom · 1 bathroom

Premier Host

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - Regal Peoples Plaza

Premier Host

Incredible view and hospitality!

House is easy to find, backed right up to the water so you get to wake up to gorgeous sunsets! The home is well furnished with everything you could need and on top of that it’s beautiful. Located near some great seafood restaurants and local shops.

Destiny C.

Stayed Feb 2021

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value