Winter Rentals

Fully furnished rentals available for longer terms during the winter season.

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We have 17 properties available based on your search criteria.
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$2000/month includes utiltiies 4 Bedrooms, 4 Baths Available September 2018-May 2019  Gorgeous corner unit four-story condominium. It is 700 feet to the beach and boardwalk. It is located in the heart of the resort area with parking for three cars. Beautifully decorated with brand new furni... Read more »

23 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Condo
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: 1 kings, 2 Queens, 1 D Futon
  • Baths: 4
  • Pets: No
  • Parking Spots: 3

$2200/month + Utilities 4 Bedrooms, 4 Baths Available 9/15/2018  Furnished winter rental. Beautiful home on oceanside of North End. Large kitchen, very private and relaxing backyard and patio area. Many cozy living areas throughout this spacious home. Plenty of seating for entertaining. Rent... Read more »

16 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: Cottage
  • Sleeps: 12
  • Bedrooms: 4
  • Beds: King, Queen, 2 Twins, 2 Bunks
  • Baths: 4
  • Half: 1
  • Pets: No
  • Parking Spots: 2

$1800/month includes utilities* 2 Bedrooms, 2.5 Baths Available October 13th - May 11th 25th St Dream is located a block and a half from the beach and Boardwalk in the heart of the Resort area. It is within walking distance to restaurants, shopping and attractions for both kids and adults. ... Read more »

15 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Condo
  • Sleeps: 8
  • Bedrooms: 2
  • Beds: Queen, 2 Bunks
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 2

$1,100.00 per month includes utilities. 1 bedroom, 1 bath. Available through end of May 2019. Beautifully decorated one bedroom located within one block to the beach/boardwalk. This property is fully furnished, with a kitchen and living room. The living room features and electric fireplace. The... Read more »

11 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Condo
  • Sleeps: 4
  • Bedrooms: 1
  • Baths: 1
  • Pets: No
  • Parking Spots: 1

Available for month long rentals this winter $1,500.00 includes utilities.  A Place in the Sun, is located in the Playa Rana condo building. It is at the heart of Resort Area. It sets the stage for a memorable family beach vacation. It is within walking distance to the beach, boardwalk, attractions ... Read more »

29 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: King, Queen, QSS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

$2000/month includes utilities 4 Bedrooms, 3 Baths Available September 17th - May 30th The Bayberry House is across the street from the beautiful Chesapeake Bay! It includes Central air, W/D, DW, 2 microwaves, 3 cable TV's, VCR, wireless internet, outside shower, charcoal grill, 2 decks, 2 e... Read more »

23 people are interested in this property!

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  • Location: Bay Side
  • Property Type: Cottage
  • Sleeps: 13
  • Bedrooms: 4
  • Beds: 3Q,3Single,Daybd,Trundle,Futon
  • Baths: 3
  • Pets: No

$1750/month includes utilities 3 Bedrooms, 2 Baths Available September 10th - May 25th This cozy single story cottage is nestled in the heart of the Resort Area and is waiting to welcome your family to a home that will feel like your own Endless Summer! The living room has comfy seating for ... Read more »

16 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 2Q, Double Bunk, 2S
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

$3200/month + utilities 4 Bedrooms, 3.5 Baths Available November 1st Very well-maintained home with new updates and plenty of room to stretch out...nice reading nooks. The perfect place to enjoy the best of the fa ll at the BEACH!   Contact: Bonny MacLachlan 757-635-3502 bonnya... Read more »

19 people are interested in this property!

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  • Location: Croatan
  • Property Type: House
  • Sleeps: 12
  • Bedrooms: 4
  • Beds: K, Q, 3S, P.B. (D,S), DSS
  • Baths: 3
  • Half: 1
  • Pets: No
  • Parking Spots: 6

$1,550.00 per month includes utilities Avaialbe now through May 25, 2019  Three short blocks from the Virginia Beach boardwalk, shopping, great food and everything the Resort Area has to offer. Close to interstate walk or bike to the beach.  BR1: Two Doubles, BR2: Queen and Single Sleep Ch... Read more »

14 people are interested in this property!

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  • Location: Resort Area
  • Property Type: Condo
  • Sleeps: 8
  • Bedrooms: 2
  • Beds: Queen, 2 Doubles,QSS,Single SS
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 1

$2795/month includes cable, grounds maintenance and water/sewer. 6 Bedrooms, 3 Baths Available September 10th Amazing location on the North End's Gold Coast - front and center ocean front! Huge home, large family room, and large master with sweeping views. Owner responsible for all utilities... Read more »

21 people are interested in this property!

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  • Location: Ocean Front
  • Property Type: Cottage
  • Sleeps: 14
  • Bedrooms: 6
  • Beds: 2 Q,4 Single,2 Double,K
  • Baths: 3
  • Pets: No
  • Parking Spots: 2

$2,100.00 per month + utilities4 Bedroom 3.5 bathrooms with Master Suite ApartmentAvailable September 4, 2018 through Mid June 2019Lovely 4 bedroom 3.5 bathroom furnished house and just steps away from the ocean. Included is a separate in-law or master suite apartment complex with private living ro... Read more »

5 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: House
  • Sleeps: 10
  • Bedrooms: 4
  • Baths: 3
  • Half: 1
  • Pets: No

2,500.00 per month includes utilities 4 Bedroom, 2 Baths Available through May 25, 2019 Charming landside condo with 4 bedrooms/2 baths, Walk to the beach, fully furnished with a deck off the queen bedroom.  Short drive to interstate, shopping and the resort area and boardwalk. Cont... Read more »

12 people are interested in this property!

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  • Location: 2 Blocks off Beach
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: 2Q, D, 2S
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

  $2500/month + $400 utilities 3 Bedrooms, 2 Baths Available September 15 - May 31 Shaken... Not Stirred, is single family and located on the ocean side of Atlantic Avenue in the residential North End. Just a short walk to the beach or a short bike ride or drive to the boardwalk and Resort Ar... Read more »

11 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 1 Q, 1 K, D bunk, T bunk
  • Baths: 3
  • Pets: No
  • Parking Spots: 4

$2200/month includes utilities 3 Bedrooms, 2.5 Baths Available October 1st - May 25th Something Sun-Tillating, is a nicely decorated, 3 bedroom, 2.5 bath house with a very short walk to the beach. Eat in kitchen, separate formal dining area. Huge 3rd floor master bedroom with sitting area, p... Read more »

12 people are interested in this property!

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  • Location: Croatan
  • Property Type: House
  • Sleeps: 9
  • Bedrooms: 3
  • Beds: King,Queen, Bunks, Single, QSS
  • Baths: 2
  • Half: 1
  • Pets: Yes

$2500/month + $400 utilities 3 Bedrooms, 2 Baths Available September 15 - May 31 The Beach Blanket, is a charming 3 bedroom, 2 bath beach cottage  located on the ocean side of Atlantic Avenue, just a short walk from the beautiful North End beach. The master has a king sized bed and the other... Read more »

13 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, 2 S, Daybed w/ trundle
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

$1600/month + utilities 3 Bedrooms, 3.5 Baths Available November 1st - May 23rd The Sandy Pail is a light and airy three bedroom duplex cottage located just 1/2 block from the sandy North End beach. This home is a 3 bedroom, 3.5 bath with the master featuring a king size bed and a 34 inch fl... Read more »

18 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: King, 2 full, 2 Twin, D Futon
  • Baths: 3
  • Half: 1
  • Pets: No
  • Parking Spots: 4

$2000/month + utilities 3 Bedrooms, 2.5 Baths Available September 15, 2018 Furnished winter rental. Beautiful North End location, only 1/2 block to thebeach. No smoking permitted in the property. Pets negotiable with a non refundable pet fee and other restrictions and requirements. Rental ra... Read more »

6 people are interested in this property!

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  • Location: Ocean Side - North End
  • Property Type: Cottage
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 2 Kings, 2 Bunk Sets, Queen SS
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 2