Condo holiday rentals in Chesapeake

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Top-rated condo rentals in Chesapeake

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Guest favourite

Condo in Williamsburg

4.95 out of 5 average rating, 130 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

2 – 9 July

$1,974 AUD total

Guest favourite

Condo in Virginia Beach

4.86 out of 5 average rating, 181 reviews

Cozy 2 BR condo close to everything Virginia Beach

VB - Stay close to everything VIRGINIA BEACH Experience Virginia Beach's local's life in cozy 2 BR Bedroom Condo, 1/2 mile to beach, boardwalk and all those fabulous festivals. A short mile to VB Convention Center, Virginia Aquarium and Adventure Park, walk to locals restaurants, coffee shops and nightlife. keyless entry Smart TV w/Comp Netflix, Hulu, Prime Disney + 200' bike path. Rudee Inlet .4 mi Vibe District .5 mi Owls Creek Boat Ramp 1.7 mi Aquarium 1.8 mi Ocean Breeze Waterpark 2.4 mi

13 – 20 May

$2,315 AUD total

Guest favourite

Condo in Virginia Beach

4.94 out of 5 average rating, 221 reviews

2 Bedroom Beach Condo Block Off Boardwalk

Come enjoy everything Virginia Beach has to offer. Our newly renovated condo has all of the comforts of home and accommodates 6 adults or perfect for families. Bedroom 1 has a king size bed, bedroom 2 has a queen size bed, and Living room has sofa that pulls out into a full size sofa bed. TVs in all rooms. The Boardwalk, Shopping, Restaurants, and many more activities are all within walking distance. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach.

4 – 11 Aug

$4,646 AUD total

Guest favourite

Condo in Williamsburg

4.94 out of 5 average rating, 105 reviews

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury One Bedroom Condo with stunning views of sunrises and sunsets overlooking the James River. Perfect for a romantic getaway or a small family adventure, you can sit on the private balcony and enjoy the serene views of the river and the marina, or venture out for kayaking, jet ski, pontoon boat, Busch Gardens, historic Colonial Williamsburg, wineries, award winning golf courses and restaurants, spa and so much more. Come and experience an unforgettable vacation while making many memories.

2 – 9 Apr

$2,790 AUD total

Guest favourite

Condo in Virginia Beach

4.88 out of 5 average rating, 150 reviews

Oceanfront Jewel VB Studio Mesmerizing Ocean View

Newly remodeled, stunning panoramic oceanfront views from the 3rd floor at the peaceful north end of Va Beach boardwalk. Perfect for two, this cozy 355 sq ft studio with wireless internet, large screen TV and full kitchen, has a community pool, back patio, charming beach lawn with tables & lounge chairs and is walking distance to outstanding restaurants, attractions and shopping. Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

15 – 22 Sept

$3,647 AUD total

Guest favourite

Condo in Virginia Beach

4.93 out of 5 average rating, 245 reviews

2 bedroom condo with oceanfront one block away!

Come enjoy everything Virginia Beach has to offer. Our cozy condo has all of the comforts of home and is perfect for families and accommodates 6 adults. Bedroom 1 has a king size bed w/TV, bedroom 2 has a queen size bed w/TV and the living room has a sofa that pulls out into a full size sofa bed w/TV. The Boardwalk, Shopping, Restaurants, and many more activities are all within walking distance. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach!

9 – 16 Oct

$5,946 AUD total

Guest favourite

Condo in Virginia Beach

4.83 out of 5 average rating, 101 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

Fantastic condo on the beach. Floor to ceiling windows in living-room, master bedroom. Watching ocean waves, sunrise/moonrise, dolphins swimming by. Enjoy the ocean, boardwalk, beach gym, beach playground right downstairs. Extra-large end-unit with fully equipped kitchen, saves you $$$ on meals. One free parking. Walking distance to restaurants, stores, bars, beach concerts. New 65” smart QLED TV in living room, new sofa, new dining room set. Up to 45% off Winter Special Deals!

13 – 20 Feb

$7,053 AUD total

Guest favourite

Condo in Virginia Beach

4.94 out of 5 average rating, 103 reviews

Airy 2BR Beach Blessing Condo Near Rudee Inlet

This spacious 2 bedroom (each with en-suite baths) 2.5 bath condo is near Rudee Inlet and all oceanfront activities. Simply walk across the street & relax on the beach, dine at great restaurants, walk under the bridge next to the city parking lot to enjoy all the water activities that originate from Rudee Inlet (i.e. Dolphin/Whale Watching Tours, Sunset cocktails), or relax on the balcony. *Discounted/ Seasonal rate Oct-Feb Check beacheventsvb for upcoming events

1 – 8 Apr

$2,816 AUD total

Guest favourite

Condo in Virginia Beach

4.86 out of 5 average rating, 207 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Expansive community pool area, complete with Jacuzzi tub, lounge furniture, stainless steel gas grills and picnic tables.

14 – 21 Nov

$2,174 AUD total

Guest favourite

Condo in Virginia Beach

4.9 out of 5 average rating, 182 reviews

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family.

3 – 10 Dec

$1,995 AUD total

Guest favourite

Condo in Virginia Beach

4.93 out of 5 average rating, 198 reviews

2 Bedroom Condo ONE Block from the Oceanfront

Come enjoy a Virginia Beach vacation ONE block from the oceanfront and boardwalk. Our 2 bedroom condo accommodates 4 adults and is also perfect for families. Bedroom 1 has a queen size bed and bedroom 2 has a king size bed. There is also a pull out sofa bed in the living room. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do for the whole family.

8 – 15 Oct

$3,497 AUD total

Guest favourite

Condo in Virginia Beach

4.85 out of 5 average rating, 109 reviews

NEW! Beach Paradise Studio on the Boardwalk w/Pool

Enjoy a piece of the Oceanfront with this gorgeous updated condo! Walk out your front door to the beach, pool, boardwalk, the historic Cavalier hotel, restaurants, shops and many entertainments on the beach! Newly renovated, this beachy North End paradise is the perfect getaway for a couple. One parking spot, deck area , a lawn on the beach with lounge chairs and coin operated laundry available on premises.

24 Sept – 1 Oct

$2,628 AUD total