This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Chesapeake Bay Vacation Rentals Show this location only Back to top
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Country Charm at the Beach
6BR/2BA
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Sleeps 12
– Colonial Beach #303952
900 to 1600
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'Pop Castle' Historic Gem on the Rappahannock River
6BR+/5BA
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Sleeps 12-16
– White Stone #357713
$500 per night 3 night min stay
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Classic Waterfront Farmhouse - Private Pool and Pier on 3 Acres
4BR/3BA
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Sleeps 10
– Mathews #369597
from $1800 - $3500 wk --Sleeps 12 w/ Guest House
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Windward Cottage-Waterfront, Private Dock, Spectacular Views
2BR/1BA
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Sleeps 4
– Gloucester #431956
$110 per night 2 night min stay
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Spectacular Waterfront – Room for Multiple Families - Pet Friendly
5BR/4BA
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Sleeps 13
– Callao #478346
$275 per night 3 night min stay
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Private Retreat - Wareloch a Waterfront Estate in Tidewater
4BR+/2.5BA
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Sleeps 8-10
– Gloucester #182538
$450-$550/nt - $2000-$2750/wk
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Chesapeake Bay Luxury Beachfront Retreat 4BR/4BA – Sleeps 12 – White Stone #244720
Special offer $500 Off Sumer Rates - Only $3700/week
Jul 26, 2013 to Aug 30, 2013
$260 per night 3 night min stay -
Stunning River Retreat with Hot Tub - 80' Dock - Pedal Boat - Kayaks - Canoe
4BR/3BA
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Sleeps 8
– Reedville #118343
$250- $450 night $1,350-$3000 week
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Chesapeake Bay Estate - Private Sand Beach and 30 Mile View
5BR+/4BA
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Sleeps 14-15
– Reedville #97705
$350- $900/nt
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Charming Private Cottage on 100 Waterfront Acres
3BR/2BA
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Sleeps 5
– Gloucester #358069
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Charming Studio Cabins on the Chesapeake Bay
Studio+/1BA
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Sleeps 2-5
– Reedville #307611
$100 per night 2 night min stay
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Gorgeously Appointed Historic Waterfront Family Home
5BR/4BA
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Sleeps 9
– Gloucester #303096
$550 per night 3 night min stay
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Waterfront Home on the Beautiful Mobjack Bay
3BR/2BA
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Sleeps 6
– Mathews #430580
$1300 per week
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Waterfront with Indoor Pool-- Luxurious & Private Retreat
5BR/5BA
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Sleeps 14
– Urbanna #353381
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Renovated 1950s Cottage with Great Water View, Steps to Downtown; Dog Friendly.
2BR/1BA
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Sleeps 4
– Colonial Beach #921808ha
$100 per night 3 night min stay
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Chesapeake Bay Beach House - Beach Front and Endless Bay Views
5BR+/4BA
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Sleeps 14
– Reedville #399839
$300 per night 3 night min stay
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Quiet Cottage on White Sand Beach of Chesapeake Bay
4BR/2BA
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Sleeps 8-9
– Reedville #128073
From $295/wknd
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Mobjack Bay Cottage Overlooking East River & Mobjack Bay
3BR+/2BA
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Sleeps 6
– Mathews #84239
$850/3 nts - $1700/wk
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Chesapeake Bay Lookout Cottage
3BR+/3BA
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Sleeps 6-8
– Mathews #175103
$300 per night 2 night min stay
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Waterfront Charmer on Desirable Williams Wharf
3BR+/2.5BA
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Sleeps 6-8
– Mathews #398132
1200.00
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Ria Casa on Lower Potomac at Sandy Point, Northern Neck!
5BR/2BA
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Sleeps 11
– Sandy Point #337811
From $975- $1400/wk
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Quaint Cottage with Rapppahannock River Water View
3BR/2BA
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Sleeps 6
– Urbanna #249932
$125/nt - $700/wk
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Secluded Waterview House with Private Dock Near Chesapeake Bay
3BR/1.5BA
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Sleeps 7
– Gloucester #237972
$200
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Tween Cottage on Lower Potomac at Sandy Point, Northern Neck.
4BR/2BA
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Sleeps 8
– Sandy Point #337649
$1400/Wk Prime, $975/Wk Off-Season
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Chesapeake Bay Cottage in Gwynn
1BR/1BA
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Sleeps 2-4
– Gwynn #471854
Starting at $189/day
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Brand New Cottage at Chesapeake Bay Resort
1BR/1BA
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Sleeps 2-4
– New Point #471856
Starting at $189/day
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Four Seasons Cottage on the Point
3BR/1BA
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Sleeps 5
– Colonial Beach #217456ha
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Delightful Waterfront Retreat. Dog-Friendly. High Speed Wi-Fi.
3BR/2BA
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Sleeps 6
– Lancaster #151978ha
$165 per night 2 night min stay
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Chesapeake Bay Cottage, Private Pool and Pier
3BR/2BA
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Sleeps 6
– Mathews #57004
$272/nt- $317/nt
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House Right on the Potomac River - Great Sunrises & Sunsets
6BR+/3BA
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Sleeps 16
– Coles Point #81136
From $250/nt - $2,250/wk
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Bay House with Amazing View
4BR/2BA
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Sleeps 9-10
– Reedville #436883
$225 per night 2 night min stay
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Charm and Romance in the Heart of Irvington, Va
2BR/2BA
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Sleeps 4
– Irvington #361034
$150 per night 2 night min stay
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'Marina Sunset' - Waterfront Retreat Overlooking Monroe Bay
2BR+/1BA
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Sleeps 4-5
– Colonial Beach #202320
$175 per night 2 night min stay
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Gorgeous Waterfront Estate--Private Pool and Tennis Court!
5BR/5BA
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Sleeps 10-12
– Mathews #313923
From $2500/wk
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Waterfront Retreat on the Potomac - *Special*
3BR/2BA
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Sleeps 9
– Montross #426528
$165 - $175 per night 2 night min stay
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Chesapeake Shores Beachhouse
3BR+/2BA
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Sleeps 8
– Mathews #435408
$200 per night 2 night min stay
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Luxurious Waterfront Beach House with White Sand Beach
5BR/3BA
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Sleeps 11
– Mathews #387597
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Deltaville, Va - Chesapeake Bay
3BR+/3BA
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Sleeps 5-8
– Deltaville #133515
$2,100/wk
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Sunset View in Colonial Beach
4BR+/3BA
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Sleeps 6-8
– Colonial Beach #298223
$250 per night 2 night min stay
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Get-a-Way River House
4BR+/3BA
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Sleeps 10
– Gloucester #315447
$175.00/nt
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Beachcomber I, Family and Pet Friendly 4 Bdrm Cottage Steps to Town and Beach!
4BR/2BA
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Sleeps 10
– Colonial Beach #353890
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Waterfront Retreat with Boat - Deltaville, Va
3BR/2BA
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Sleeps 6-8
– Deltaville #229607
$190 per night 3 night min stay
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Panoramic Views of the Potomac Surrounded by History!
4BR+/3BA
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Sleeps 8
– Montross #399561
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Stunning Waterfront Haven, Hottub, Private Dock, Mins from Bay
3BR+/2BA
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Sleeps 8-10
– Reedville #363557
$250/night
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Chesapeake Bay Waterfront Cottage Pier, Pool, Kayaks
1BR/1BA
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Sleeps 2
– Mathews #357886
$1165-$1290/wk, $200-240/nt
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Super Cute, 2 Bedroom, 1 Bath, Furnished Cottage
2BR/1BA
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Sleeps 4
– Colonial Beach #467809
$100 per night 2 night min stay
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Cottage on a Private Island in the York River
3BR/2BA
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Sleeps 6-8
– Gloucester #473889
$150 per night 2 night min stay
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Beautiful Waterfront Vacation Home on Carmel Point, Kinsale Va
4BR/3BA
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Sleeps 8
– Kinsale #339439
$1395/Week Dollars
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Beautiful Three Bedroom Home on the Piankatank River
4BR/2BA
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Sleeps 7-8
– Urbanna #476178
$150 per night 2 night min stay
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Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
2BR/2BA
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Sleeps 2-6
– Gloucester #334520
$200 per night 2 night min stay
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Waterview & Water Access, Luxurious Retreat
4BR/2BA
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Sleeps 8-12
– Gloucester #394282
$225 per night 2 night min stay
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The Boxwood House
3BR+/1BA
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Sleeps 5-10
– Colonial Beach #429776
$1100 wk, $155 Night w/ 5 night minimum
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Nomini Hall Plantation in Historic Northern Neck of Virginia
6BR/4BA
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Sleeps 14-18
– Hague #372475
$325-$380/nt - $1650/wk - $2500/mo
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Escape to Bay! Million Dollar View-Chesapeake Bay Waterfront
4BR/2BA
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Sleeps 8-10
– Reedville #346928
$225/nt to $300/nt
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Waterfront!! Sail the Rappahannock River & the Chesapeake Bay
4BR/3.75BA
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Sleeps 9
– Urbanna #34081
From $285/nt - $1750/wk
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Shannon Point Lodge, Sandy Point, Virginia
4BR+/2BA
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Sleeps 10-12
– Coles Point #211051
$750- $1125wk
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River Run Artist's Retreat One Block to Beach with Water View!
3BR+/1.5BA
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Sleeps 6
– Colonial Beach #477435
$150 per night 2 night min stay
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Beachfront Cottage
4BR/3BA
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Sleeps 8
– Sandy Point #360763
200- 250/nt
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Surround Yourself with Water on the Chesapeake Bay
4BR/3BA
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Sleeps 10
– Reedville #467330
$275 - $375 per night 3 night min stay
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Townhome Overlooking Chesapeake Bay and Rappahannock River
3BR/3BA
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Sleeps 6-8
– White Stone #367272
From $150 wk nt/ $200 Week end nts
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Catherine's Cove at Winter Harbor on the Chesapeake Bay, Va
3BR+/2BA
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Sleeps 6-8
– Mathews #284894
$900- $1300/wk
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Waterfront Beach House. Private Sand Beach and Chesapeake Bay Views Fr
4BR/3BA
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Sleeps 8
– Gloucester #3005940ha
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Chesapeake Bay Waterfront Cottage Opening Summer 2013
2BR/2BA
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Sleeps 4
– Mathews #365572
$1,390/wk
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Pet Friendly in a Beautiful, Relaxing Setting. Come See
2BR/1BA
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Sleeps 2-4
– Gloucester #383535
$125/NT $800/WK
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Newly Renovated Waterfront House
3BR+/3BA
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Sleeps 14
– Deltaville #331160
$2000/wk
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Bring the Boat & Bikes to Our in Town Kilmarnock Home
3BR+/2BA
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Sleeps 8
– Kilmarnock #372151
From $650/wk
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Sunlight House 200 Feet from Potomac River
3BR+/2BA
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Sleeps 8
– Colonial Beach #430669
$1000 wk, $150 Night w/ 3 NIGHT MINIMUM
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Parker Shores Huge Waterfront House with Great Views
3BR+/1BA
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Sleeps 7-11
– Coles Point #250427
$300-$350/wknd - $700-$975/wk
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Chesapeake Bay Waterfront & Sand Beach 3BR Home - Fish & Crab Off Pier
3BR/1BA
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Sleeps 7
– Mathews #459154
$1200 per week 7 night min stay
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A New Retreat on the Water Near the Bay
5BR+/4BA
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Sleeps 8-15
– Lottsburg #431615
$1750 per week 7 night min stay
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Waterfront Designer Home with Great Views of Urbanna Harbor
3BR/3BA
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Sleeps 6
– Urbanna #467350
$285 per night 3 night min stay
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Aylett Riverhouse : a Whimsical Gem 40 Min from Richmond !
3BR+/1.5BA
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Sleeps 6-8
– St. Stephens Church #261219
$1000/wk
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Colonial Cottage
2BR/1BA
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Sleeps 2-4
– Colonial Beach #431339
$850 wk, $150 Night w/ 5 night minimum
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Cozy Cottage on the Bay
3BR/1BA
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Sleeps 6
– Reedville #445191
$175 per night 2 night min stay
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Sunrise in Mathews
4BR+/1BA
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Sleeps 8
– Mathews #309652
$750- 995/wk
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Fully Furnished 5 Bed 3 Bath Walk to the Potomac River Beach
5BR/3.5BA
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Sleeps 7-12
– Colonial Beach #414471
$375.00/nt, or $2000.00/wk Cash or Check only
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Awesome Fishing and Crabbing
3BR/2BA
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Sleeps 6-8
– Coles Point #478796
$150 per night 2 night min stay
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Beautiful, Relaxing 5 Bedroom Home, Open Floor Plan,
5BR+/3BA
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Sleeps 12-14
– Urbanna #358547
$1650/wk
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Golf !!! in Your Back Yard!!!
3BR+/2BA
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Sleeps 6
– Irvington #340002
$100/nt $500- $900/wk
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Ragged Point Beach
3BR/2BA
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Sleeps 6
– Coles Point #375120
$1,500 a wk during the summer
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Beautiful Urbanna Harbour Waterfront Getaway 2 Story Home
4BR/2BA
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Sleeps 8-10
– Saluda #370831
From $1500/wk
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Beach House, Water Front
3BR/2BA
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Sleeps 8
– Colonial Beach #180188ha
$250 - $300 per night 2 night min stay
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Stunning River Retreat - with 80' Dock - Hot Tub - Pedal Boat - Kayaks - Canoe
4BR/3BA
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Sleeps 8
– Reedville #154742ha
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Chesapeake Bay Beachfront with Breathtaking Views
3BR/1BA
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Sleeps 5
– Mathews #122036ha
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Sail in! Paddle Out! 500' Waterfront with Quick Access to Chesapeake Bay!
4BR+/2BA
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Sleeps 8
– Lancaster #928596ha
$295 per night 4 night min stay
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Cozy Cabin Getaway with Beautiful Sunsets on York River, Minutes from Yorktown
1BR/1BA
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Sleeps 4
– Gloucester #283342ha
$130 per night 2 night min stay
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Beautifully Decorated Waterfront Cottage Located on Mattox Creek
2BR/1BA
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Sleeps 4
– Colonial Beach #357064ha
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Bleu Bayou Cottage - Waterfront Beach-Magnificent Views! Close to Dc & Richmond
3BR+/2BA
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Sleeps 8
– Colonial Beach #256366ha
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Secluded Waterfront Family Home W/ Dock + Sand Beach; Fish; Swim; Great Views
3BR/2BA
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Sleeps 6-8
– White Stone #206044ha
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Riverfront - Rustic Cottage - 3+ Acres - Wide Private Beach
4BR+/1BA
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Sleeps 8
– Deltaville #170581ha
$1190 per week 7 night min stay
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Charming Cabin on the Ches. Bay * Perfect for Fishing, Kayaking & Water Sports
Studio/1BA
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Sleeps 5
– Reedville #192300ha
$125 per night 1 night min stay
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Chesapeake Bay Waterfront Cottage Pier, Pool, Kayaks, Bikes
1BR/1BA
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Sleeps 2
– Mathews #399989ha
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Deep Water Dock on the Beautiful Corrotoman River
4BR/3BA
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Sleeps 10
– Lancaster #156951ha
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A Private, Romantic Couples Retreat
3BR/3BA
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Sleeps 4
– Reedville #350346ha
$325 per night 3 night min stay
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Enjoy Beachcomber II a Newly Renovated Charming Cottage Steps to the Beach!
4BR/2BA
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Sleeps 7
– Colonial Beach #956917ha
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Waterfront, Boating, Crabbing, Fishing, Beautiful Sunsets, Bird Watchi
5BR/2BA
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Sleeps 10
– Lancaster #325697ha
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Chilton House, Relax and Refresh W Waterfront Recreation, Gorgeous Sunset Views
4BR+/3BA
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Sleeps 8
– Urbanna #125623ha
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Waterfront Farmhouse, Spacious and Beautiful
4BR+/3BA
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Sleeps 10
– Mathews #113107ha
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Restored 3 BR Victorian Home on the Shore of the Playful Potomac River
3BR/2BA
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Sleeps 7
– Colonial Beach #3522659ha
$175 per night 2 night min stay
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Beautifully Renovated Historic Cottage on Chesapeake Bay
5BR+/3BA
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Sleeps 11-12
– Reedville #386436ha
$475 per night 4 night min stay
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Country Charm at the Beach
6BR/2BA
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Sleeps 12
– Colonial Beach #303952
Overview of Chesapeake Bay Vacation Rentals
Finding Your Way to Chesapeake Bay Vacation Rentals
Chesapeake Bay is the largest natural estuary in the United States. There are more than 150 rivers that feed into the estuary, almost all of which run from the north and west. Chesapeake Bay is 200 miles in length. At its widest point, it is 30 miles across and at it narrowest, just under three miles wide. The total length of the coastline covers more than 11,600 miles. Where you are going on Chesapeake Bay is what will largely determine your main access point.
In the State of Virginia the main airport on Chesapeake Bay is at Norfolk in the far southern section of the bay. The airport hosts only regional and domestic flights but has regular daily connections to major cities such as Washington DC, Philadelphia, Baltimore and New York City. The upper inland region of the bay can be easily accessed from Washington DC. For international travelers, this would be the best access point. From there, you can either make use of the rail network to get to your destination or hire a car and drive. The third major access point is the metropolis of Baltimore. The airport has frequent daily connections, providing easy access to the region.
There are two ways in which you can get across the bay. The Chesapeake Bay Bridge connects Anne Arundel County and Queen Anne's County in Maryland. The bridge measures a distance of just under five miles. In Virginia, you can drive from Norfolk across to Cape Charles through the Chesapeake Bay Bridge Tunnel. This engineering feat is an attraction in its own right. A series of bridges and interconnected tunnels span the width of the bay, connecting the two land masses.
Travelers to Chesapeake Bay Cottages
Chesapeake Bay is famous for its scenic beauty and great seafood. It is a destination where you can relax and enjoy a variety of water sport activities. It is a great family destination, especially during the summer months when the warmer weather allows for fun days out in the sun. The bay area is also known as an ideal romantic destination. Perhaps it is the beauty of the bay or the magnificent sunrises and sunsets that make it famous. It is a favorite destination for honeymooners and couples. Chesapeake Bay is a destination where you can put your feet up and relax a while. Many busy corporate executives from the East Coast cities often vacation on the bay when they want a quiet retreat and escape from busy city life.
Home Comforts at Chesapeake Bay Waterfront Homes
Many of the vacation homes on Chesapeake Bay are located on the water's edge, like Colonial Beach cottages. This gives you a sense that you have your own private slice of the bay to enjoy. Private docks provide the ideal place to tie up your boat for the duration of your stay. Most homes have large windows to take in the magnificent views. Spacious living areas and cozy fireplaces make ideal places to relax and read your favorite book. The homes range from smaller cottages to spacious homes that can accommodate extended families. The furnishings are generally stylish and make you feel quite at home.
Seasons to Visit Virginia Vacation Rentals on Chesapeake Bay
The beauty of Chesapeake Bay does not fade with the changing seasons, and it is a destination that can be visited all year round. For people who enjoy water sports such as fishing or sailing, the preferred season is during the warmer summer months. The peak travel season is typically during the months of June and July which coincides with the school vacation period.