Parkside South, Cape Charles image 1
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Parkside South, Cape Charles

2 bedrooms·1 bath
Cape Charles • Virginia
4.98(46 reviews)
$1,000 – $1,001/ night(excl. fees & taxes)
'25 Reno! 1 block to Shops/Park, 1st floor bedroom
'25 Reno! 1 block to Shops/Park, 1st floor bedroom
'25 Reno! 1 block to Shops/Park, 1st floor bedroom
'25 Reno! 1 block to Shops/Park, 1st floor bedroom
'25 Reno! 1 block to Shops/Park, 1st floor bedroom

'25 Reno! 1 block to Shops/Park, 1st floor bedroom

4 bedrooms·3 baths
Cape Charles • Virginia
5(13 reviews)

$1,639.23 USD $1,414.85 USD total for 3 nights

Sep 7 – 10, 2026

Pinkberry Cottage by Bayberry Cottages
Pinkberry Cottage by Bayberry Cottages
Pinkberry Cottage by Bayberry Cottages
Let’s flamingle on the front porch swing.
Our foyer. Drop off your things at the front door and walk into your vacation.

Pinkberry Cottage by Bayberry Cottages

5 bedrooms·3 baths
Cape Charles • Virginia
5(3 reviews)

$2,258.00 USD total for 3 nights

Sep 7 – 10, 2026

Cruise Ctrl: Family Friendly House, Fenced in Yard image 1
Cruise Ctrl: Family Friendly House, Fenced in Yard image 5
Cruise Ctrl: Family Friendly House, Fenced in Yard image 6
Cruise Ctrl: Family Friendly House, Fenced in Yard image 7
Cruise Ctrl: Family Friendly House, Fenced in Yard image 13

Cruise Ctrl: Family Friendly House, Fenced in Yard

3 bedrooms·2 baths
Cape Charles • Virginia
4.9(10 reviews)
$300 – $350/ night(excl. fees & taxes)
Exterior detail
Living area
Living area
Private kitchen
Private kitchen

Slow Mocean: Family Friendly 3 Bedroom Home

3 bedrooms·2 baths
Cape Charles • Virginia
5(8 reviews)
$300 – $350/ night(excl. fees & taxes)
The Salty Plum
Relax on our front porch
Stylish family getaway just steps away from the beach/town
We offer comfortable and relaxed seating
The living area offers a Smart TV with streaming capabilities. We have games and books in the drawers of the coffee table.

The Salty Plum

4 bedrooms·2½ baths
Northampton County • Virginia

$1,546.37 USD total for 3 nights

Sep 7 – 10, 2026

Spacious living room
Welcome!
Primary bedroom, King Suite
Outdoor propane grill and firepit.
Large kitchen

Waterfront home w/ strong Wi-Fi near Silver Beach.

4 bedrooms·2 baths
Exmore • Virginia
4.86(7 reviews)

$1,470.00 USD total for 3 nights

Sep 7 – 10, 2026

The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck

The Retreat at Lilly's Neck

4 bedrooms·1 bath
Moon • Virginia
4.91(23 reviews)

$510.00 USD total for 3 nights

Sep 8 – 11, 2026

Cozy comfortable living room with original hardwood floors
Sitting room open to kitchen – great for coffee, wine & conversation
Spacious Second floor Queen bedroom with comfy mattress & vanity/desk.
Firepit in the backyard perfect for making smores & memories!
Dedicated dining room with plenty of seating for 8. Can also be a great space for board and/or card games! (High chair in the laundry room for the little ones if you need it too)

Bay Dreamin' - Mathews VA

4 bedrooms·2 baths
Mathews • Virginia

$765.58 USD $643.87 USD total for 3 nights

Sep 7 – 10, 2026

Sunsets on the bay from the massive deck are why this property is called "Bay Bliss". Nothing more really needs to be said.
The front of this charming home with a fun front porch full of character. As you can see it is right on the water. There is also a foot washing station before you walk up the steps so you don't have sand in your house the entire stay.
Views of the bay while cooking dinner... it doesn't get much better than that. The open concept of this house has the kitchen flowing right into the living room so those cooking don't have to miss out on the views or the fun!
2022 spa hot tub to take your relaxation to the next level while staring out at the water.
Yes that is the stunning, panaromic view from the porch. It doesn't really get any better while cozied up around the fire.

Exclusive Beachfront Home w/ 180° Views & Hot Tub

3 bedrooms·2 baths
Hampton • Virginia
5(13 reviews)

$1,568.82 USD total for 3 nights

Oct 4 – 7, 2026

Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!
Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!
Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!
Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!
Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!

Buckroe Bungalow · #Buckroe Bungalow ~Escape to the Beach 2mins Away!

3 bedrooms·1 bath
Hampton • Virginia

$670.42 USD total for 3 nights

Sep 7 – 10, 2026

Navy-themed Man Cave
Cozy n’ Stylish Home, 5-mins walk from the beach! image 2
Cozy n’ Stylish Home, 5-mins walk from the beach! image 3
Cozy n’ Stylish Home, 5-mins walk from the beach! image 4
Cozy n’ Stylish Home, 5-mins walk from the beach! image 5

Cozy n’ Stylish Home, 5-mins walk from the beach!

3 bedrooms·2 baths
Norfolk • Virginia
$440 – $550/ night(excl. fees & taxes)
Our home has 2 Units, 3 levels (with a deck on each level) and a large front and backyard
On the beach, with direct beach access!
Backyard has a Hot Tub, BBQ Grill, Sun Loungers, Seating for Dining, and a mulched side yard for dogs
3-person Sauna located on the top level
The top level Game Room has a full-size Billiards Table with a Bar area

5BR Norfolk Beach Estate

5 bedrooms·5½ baths
Norfolk • Virginia

$3,704.76 USD total for 3 nights

Oct 6 – 9, 2026

Free cancellation
On the beach, with direct beach access!
Living Room with curved couch, electric fireplace and big screen Roku TV
View of the Beach from atop the Dune
Primary Bedroom
Front Yard has a BBQ grill, large table with seating and umbrella for shade and is fully fenced for kids and pets

2BR Seabreeze Beach Stay

2 bedrooms·2½ baths
Norfolk • Virginia

$994.86 USD total for 3 nights

Oct 4 – 7, 2026

Free cancellation
The Sunrise Retreat is 3 levels, with a deck on each level
On the beach, with direct beach access!
Backyard has a Hot Tub, BBQ Grill, Sun Loungers, Seating for Dining, and a mulched side yard for dogs
3-person Sauna located on the top level
The top level Game Room has a full-size Billiards Table with a Bar area

3BR Sunrise Oceanfront Retreat

3 bedrooms·3 baths
Norfolk • Virginia

$1,907.77 USD total for 3 nights

Sep 20 – 23, 2026

Convenient Ocean View Room
Convenient Ocean View Room
Convenient Ocean View Room
Convenient Ocean View Room
Convenient Ocean View Room

Convenient Ocean View Room

1 bedroom·1 bath
Norfolk • Virginia

$268.80 USD total for 3 nights

Sep 7 – 10, 2026

Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub

Waterfront Oasis W/ Pickleball Court & Hot tub

9 bedrooms·7 baths
Richmond • Virginia
5(14 reviews)

$8,453.52 USD total for 5 nights

Sep 7 – 12, 2026

Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub

Waterfront Sunsets With Pickleball Court & Hot tub

9 bedrooms·7 baths
Richmond • Virginia

$2,195.17 USD total for 3 nights

Sep 21 – 24, 2026

Cozy Luxe Stay:Patio, Pool Table image 1
Cozy Luxe Stay:Patio, Pool Table image 2
Cozy Luxe Stay:Patio, Pool Table image 3
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Cozy Luxe Stay:Patio, Pool Table

6 bedrooms·2 baths
Newport News • Virginia

$1,750.00 USD total for 3 nights

Sep 7 – 10, 2026