Holiday rentals near Waterside District
We found 2,175 holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's close to Waterside District. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Waterside District
Showing deals for:10 Oct - 17 Oct
Image gallery for Perfect Beach Getaway for 5! Steps to the Sand!
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Perfect Beach Getaway for 5! Steps to the Sand!
Hampton, VA
11% off
Price is AU$2,408
AU$2,408
AU$344 per night
includes taxes & fees
Image gallery for Buckroe Beach Home with King Bed, Grill, Games and 5 min Walk to Beach…Sleeps 8.
1010 out of 10 rating
Exceptional
(10 reviews)
Buckroe Beach Home with King Bed, Grill, Games and 5 min Walk to Beach…Sleeps 8.
Hampton, VA
17% off
Price is AU$4,888
AU$4,888
AU$698 per night
includes taxes & fees
Image gallery for Beachside Retreat for 4 – Walk to Buckroe Beach!
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Beachside Retreat for 4 – Walk to Buckroe Beach!
Hampton, VA
14% off
Price is AU$1,927
AU$1,927
AU$275 per night
includes taxes & fees
Image gallery for Luxurious Alberta Beach House w/ Historical Detail
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Luxurious Alberta Beach House w/ Historical Detail
Hampton, VA
15% off
Price is AU$8,729
AU$8,729
AU$1,247 per night
includes taxes & fees
Image gallery for NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
9.69.6 out of 10 rating
Exceptional
(43 reviews)
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
Norfolk, VA
7% off
Price is AU$2,758
AU$2,758
AU$394 per night
includes taxes & fees
Image gallery for *20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
8.88.8 out of 10 rating
Excellent
(14 reviews)
*20% OFF Newly Remodeled #4* 5min walk to the Beach, Amazing Virginia Pro Host.
Norfolk, VA
9% off
Price is AU$3,096
AU$3,096
AU$442 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom cottage - new HOT TUB, dogs OK, fenced yard
1010 out of 10 rating
Exceptional
(30 reviews)
Cozy 3-bedroom cottage - new HOT TUB, dogs OK, fenced yard
Norfolk, VA
7% off
Price is AU$3,121
AU$3,121
AU$446 per night
includes taxes & fees
Image gallery for Old Beach House Made New for Large Accommodations
9.09.0 out of 10 rating
Wonderful
(14 reviews)
Old Beach House Made New for Large Accommodations
Norfolk, VA
7% off
Price is AU$3,614
AU$3,614
AU$516 per night
includes taxes & fees
Image gallery for Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino
Portsmouth, VA
7% off
Price is AU$4,154
AU$4,154
AU$593 per night
includes taxes & fees
Image gallery for A quiet lakeside home for family, business, or both to relax or be productive.
9.29.2 out of 10 rating
Wonderful
(5 reviews)
A quiet lakeside home for family, business, or both to relax or be productive.
Virginia Beach, VA
32% off
Price is AU$3,559
AU$3,559
AU$508 per night
includes taxes & fees
Image gallery for Minutes to the Beach! 3 BR 2 BA Huge Home- Fenced Yard- Dogs OK!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Minutes to the Beach! 3 BR 2 BA Huge Home- Fenced Yard- Dogs OK!
Norfolk, VA
7% off
Price is AU$4,130
AU$4,130
AU$590 per night
includes taxes & fees
Image gallery for Fun Home w/ Fenced Yard Minutes to Beach! 5 BR + Dogs OK!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Fun Home w/ Fenced Yard Minutes to Beach! 5 BR + Dogs OK!
Norfolk, VA
7% off
Price is AU$4,101
AU$4,101
AU$586 per night
includes taxes & fees
Image gallery for Just Steps to the Beach!
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Just Steps to the Beach!
Virginia Beach, VA
11% off
Price is AU$15,405
AU$15,405
AU$2,201 per night
includes taxes & fees
Image gallery for Country Escape Home in the Woods- Chesapeake, VA
1010 out of 10 rating
Exceptional
(15 reviews)
Country Escape Home in the Woods- Chesapeake, VA
Chesapeake, VA
7% off
Price is AU$1,844
AU$1,844
AU$263 per night
includes taxes & fees
Image gallery for Petit Cozy Beach Bungalow— 5 min walk to the beach
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Petit Cozy Beach Bungalow— 5 min walk to the beach
Hampton, VA
7% off
Price is AU$2,117
AU$2,117
AU$302 per night
includes taxes & fees
Image gallery for Convenient Beach Home, Beach Access Across Street
1010 out of 10 rating
Exceptional
(10 reviews)
Convenient Beach Home, Beach Access Across Street
Norfolk, VA
8% off
Price is AU$7,375
AU$7,375
AU$1,054 per night
includes taxes & fees
Image gallery for Peaceful Paradise 🏝️
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Peaceful Paradise 🏝️
Virginia Beach, VA
15% off
Price is AU$5,727
AU$5,727
AU$818 per night
includes taxes & fees
Image gallery for Lovely Family Friendly Home close to Town Center
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Lovely Family Friendly Home close to Town Center
Virginia Beach, VA
7% off
Price is AU$4,295
AU$4,295
AU$614 per night
includes taxes & fees
Image gallery for Victoria home Beachfront 3b, 2 bath 4 bed close to shop and toy for children
8.88.8 out of 10 rating
Excellent
(5 reviews)
Victoria home Beachfront 3b, 2 bath 4 bed close to shop and toy for children
Norfolk, VA
7% off
Price is AU$5,126
AU$5,126
AU$732 per night
includes taxes & fees
Image gallery for Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth, VA
6% off
Price is AU$1,613
AU$1,613
AU$230 per night
includes taxes & fees
Image gallery for Olde Hampton, right in the center of Hampton Roads 1
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Olde Hampton, right in the center of Hampton Roads 1
Hampton, VA
16% off
Price is AU$2,135
AU$2,135
AU$305 per night
includes taxes & fees
Image gallery for The Bay and Sea out your front door! Steps from the Chesapeake Bay and ocean.
1010 out of 10 rating
Exceptional
(11 reviews)
The Bay and Sea out your front door! Steps from the Chesapeake Bay and ocean.
Norfolk, VA
7% off
Price is AU$3,699
AU$3,699
AU$528 per night
includes taxes & fees
Image gallery for Cute Wythe Two Bedroom at Robinson Park
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cute Wythe Two Bedroom at Robinson Park
Hampton, VA
19% off
Price is AU$2,740
AU$2,740
AU$391 per night
includes taxes & fees
Image gallery for Minutes to Bay Beaches and NAVY Base! LOVE this Spacious Mid-Century Ranch
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Minutes to Bay Beaches and NAVY Base! LOVE this Spacious Mid-Century Ranch
Norfolk, VA
11% off
Price is AU$3,080
AU$3,080
AU$440 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Waterside District
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Find the best place to stay - Waterside District
The Mermaids Lair 🧜♀️
Sleeps 2 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
8 reviews(8 reviews)
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Sleeps 7 · 3 bedrooms · 2+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
33 reviews(33 reviews)
Astonishing 3-bedroom house in Norfolk
Sleeps 26 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Sleeps 6 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
4 reviews(4 reviews)
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Pleasurable Escape Hampton
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value