Gloucester Area Rentals
- From $45 per night (USD)
VRBO
Relaxing 1 bedroom 2019 Camper beside the Seven River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Reconnect with nature at this unforgettable escape. Whether you just want the peace and quiet with the occasional rooste ...
From $45 per night (USD)VRBO
- From $215 per night (USD)
Expedia
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find your own private sandy white beach, just steps away from the house! The water is perfect for swimming. You can enjo ...
From $215 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Cozy Gloucester Getaway w\/ Porch & Sunroom!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Settle in for a relaxing trip to Gloucester where you can disconnect and recharge! This charming 2-bedroom, 2-bath vacat ...
From $163 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Right on Main St! Shops, Arts, Dining and More!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, ...
From $133 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Cozy Colonial 1740 Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a tranquil relaxed atmosphere that is just minutes from local & state parks, restaurants, amusement parks, beaches ...
From $158 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Restored 1920's Cottage on 1 Acre w\/ Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled on a hill overlooking sloping green meadows and a picturesque horse pasture, this charming 2-bedroom, 1-bath vac ...
From $266 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Waterview & Water Access, Luxurious Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Step back to the yester years' simple life with all of the modern day conveniences of now at 'Family Tides'. Enjoy wate ...
From $250 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the breathtaking views from anywhere in this brand new Waterfront Cottage. You can watch the sunrise from the Kin ...
From $225 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Debating between this house and a timeshare or hotel? This luxury Farmhouse was completely updated Spring 2014. Locate ...
From $179 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Cottage on a Private Island in the York River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the peace and quiet of a waterfront cottage on the beautiful york river but minutes from historic yorktown, willia ...
From $165 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Waterfront Cottage with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The guest cottage on the historic Turner Hall estate features expansive views over the North River, and is close to the ...
From $158 per night (USD)VRBO
- From $105 per night (USD)
Expedia
\"Bee Haven\" Cottage Retreat Near Colonial Williamsburg
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Cottage Retreat" and find out for your ...
From $105 per night (USD)Expedia
- From $106 per night (USD)
VRBO
Bee Humble Cottage w\/in 20mins to Public Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at ...
From $106 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Welcome to \"The Happy Soul\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When I think of this house, I think of the quote "Let all that you do be done in LOVE". It has truly been a labor of LO ...
From $208 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Waterfront Get-a-Way River House with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Are you looking for a convenient and comfortable beach getaway? To get here it only takes us a few minutes from Williams ...
From $325 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Riverside farm cottage with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The farmhouse at Turner Hall sits at the heart of this historic waterfront estate, and is close to the Colonial Triangl ...
From $188 per night (USD)Expedia
- From $200 per night (USD)
VRBO
3BR 2BA with views of the Piankatank River! New construction.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful brand-new second floor apartment with views of the Piankatank River. First floor is garage space for owners. ...
From $200 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Charming Waterfront Home on Sought After Piankatank!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming & serene waterfront home on the Piankatank River in Gloucester County, VA! This one level 1400sf cottage (wi ...
From $201 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Charming Quiet Retreat on North River in Historic Gloucester, Virginia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this guesthouse garage apartment on the North River in Gloucester. Enjoy a quiet retreat at this private sett ...
From $133 per night (USD)VRBO
- Click For Pricing
VRBO
Relax, Recharge And Enjoy...Near Williamsburg Walk To Restaurants and Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Whether you are visiting the area for an adventurous trip to local amusement parks, a historical trip to times past, or ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
Welcome to The Cottage at Jameslin
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on a very secluded 15 acre property on the Severn River, directly across from the historic Inn at Warner Hall. ...
From $200 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Waterfront with Private Pier and Tranquil Water views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*7-day Stay Discount* Dive into this charming waterfront cottage with eclectic decor to relax, renew, and rediscover. R ...
From $225 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
There are special events that take place in our area thru the year, that are close to our property. If we can help answe ...
From $196 per night (USD)VRBO
- From $141 per night (USD)
VRBO
The River House Getaway! Come Relax and Enjoy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
What a wonderful property located at This non smoking property is an all brick ranch located across the street from th ...
From $141 per night (USD)VRBO
- From $50 per night (USD)
VRBO
Flamingo Hospitality Room 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LONG-TERM STAYS WELCOME! HOT TUB & POOL COMING THIS SPRING! A PICKLEBALL COURT COMING TOO! Friday fiestas & Live Cook ...
From $50 per night (USD)VRBO
- From $50 per night (USD)
Expedia
Flamingo Hospitality Room 1 with a view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LONG-TERM STAYS WELCOME! Discounts are available for medical and traveling professionals. HOT TUB & POOL COMING THIS S ...
From $50 per night (USD)Expedia
- From $48 per night (USD)
VRBO
Flamingo Hosptiality Room 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LONG-TERM STAYS WELCOME! Discounts are available for traveling medical professionals. HOT TUB & POOL COMING THIS SPRIN ...
From $48 per night (USD)VRBO
- From $362 per night (USD)
VRBO
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to York Point! Enjoy this three bedrooms house for the entire family! Put the kids in the bunk room with a singl ...
From $362 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Garage apartment adjacent to family home. Quiet but family filled. Pool is open seasonally for limited hours. Safe and q ...
From $100 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Riverfront Apartment with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The carriage house at the historic Oak Hall estate features expansive views of the North River, and is close to the Colo ...
From $164 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Radiant Gloucester House w\/ Private Porch!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your next Virginia getaway at this newly renovated 1920s Gloucester vacation rental in the heart of downtown. This ...
From $260 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Squeaky Shores Gloucester, VA Waterfront York River Oasis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
York river brick rancher with breathtaking views of the river. You can see dolphins frolicking from your back yard. The ...
From $493 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Welcome to this Waterfront Home with Amazing Views\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our waterfront . Nestled along the Ware River, this unique property offers an unforgettable experience that c ...
From $150 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Gloucester Point Vacation Rental on York River!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
With the calm waters of York River just steps away and countless waterfront activities at your fingertips, you may never ...
From $470 per night (USD)Expedia
- Click For Pricing
VRBO
Calla Hill-Get away and relax inside or out!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Enjoy a unique and beautiful large home, on a private multi acreage property off a country dirt road. W ...
Click For PricingVRBO
- From $401 per night (USD)
Expedia
L'Hermione
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The soothing crash of waves and a laid-back lifestyle await upon booking this dream getaway! Hosting 4 bedrooms, 3 baths ...
From $401 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Luster's Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming and inviting home, your perfect retreat for an unforgettable getaway! Nestled in a serene and pi ...
From $200 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Gloucester Retreat w\/ Backyard Oasis & Pier!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Pack your bags and head to this charming 4-bedroom, 2.5-bathroom vacation rental home nestled next to the York River in ...
From $563 per night (USD)Expedia
- From $53 per night (USD)
VRBO
Private 5-acre Waterfront Peninsula with Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 30
Welcome to Paradise! Come take it easy at this unique 5-acre Waterfront Peninsula w/ private Beach. Catch your own fish, ...
From $53 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Just a 30 minute drive to bush gardens and water country
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Quiet country home just a short walk down to the beach where you can take your boat out and fish or swim nice big deck t ...
From $372 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Steps away from Gloucester Marina & Restaurant
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sun light filled 3-bedroom house located walking distance from York River Yacht Haven Marina & YROC Restaurant. Easy acc ...
From $375 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Serene River Retreat w\/ Private Beach & Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Life is better on the river! If you’re in need of a Chesapeake Bay getaway, this Gloucester cottage offers endless relax ...
From $195 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Relaxing Riverfront Cottage w\/ Boat Dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take a well-deserved break and escape to Virginia for an unforgettable retreat in Gloucester! This 2-bedroom, 1-bathroom ...
From $227 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Large 4bed 2.5b home w\/ fenced in back yard & deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bring the whole family to this great place with lots of room for fun. Located at Gloucester Point and close to Bush Gar ...
From $175 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Quiet Bayfront Hayes Home w\/ Deck + Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your next serene Atlantic Coast retreat awaits at this stunning Hayes vacation rental! With beautiful lookout views of C ...
From $299 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Waterfront Gloucester Cottage w\/ Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the breathtaking beauty of Gloucester, Virginia, when you stay at this 3-bedroom, 2-bath vacation rental. Ove ...
From $372 per night (USD)Expedia
- Click For Pricing
VRBO
Willow Point Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sitting on the point of the Piankatank River, the private guest house is a spacious family-friendly living space with ac ...
Click For PricingVRBO
- From $170 per night (USD)
VRBO
Relaxing Rivah Retreat - Private Dock and No Cleaning Fees!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax surrounded by the sights and sounds of Dancing Creek. Sip your morning coffee on the shaded deck or while you cast ...
From $170 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Ware Haven Cottage On The Ware River With Pool, Pier, And Kayaks.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ware Haven Cottage is located on the Ware River in Gloucester County, VA. - a 20-minute run by boat to the Chesapeake Ba ...
From $345 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Country setting with comforts of home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This Great cozy country home is located close to many of the historical attractions in the area such as Colonial William ...
Click For PricingExpedia
- From $148 per night (USD)
VRBO
Private 2 BD 1 Bath Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2 bedroom 1 bath suite. Fully furnished with queen bed in master and twin trundle in the spare room. Living room ...
From $148 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Historic Cottage on Ware River Estate
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come spend your vacation in this quiet, peaceful setting on the Ware River. This charming and romantic 2 story cottage h ...
From $151 per night (USD)Expedia
- From $175 per night (USD)
VRBO
The Gloucester "Main Street Retreat" will assist you in loving this small town!!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This colonial "retreat" is located right in the heart of Gloucester. The Main Street Retreat is surrounded with everythi ...
From $175 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Waterfront property with long pier. Pet friendly, family friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Our river house sits on the Piankatank river, come enjoy breathtaking sunsets off of our 100 Foot pier and extensive de ...
From $299 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Monthly discount- beautiful house, Gloucester VA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Creek View! This is a newly renovated home just off the Piankatank River in historic Gloucester, Virginia. Wh ...
From $142 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Yorktown - 3 quaint private rooms and bath for 1 group\/party.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
My place Is immaculately clean and you will not find a more perfect, central location in historic Yorktown. Less than a ...
From $180 per night (USD)Expedia
- From $200 per night (USD)
VRBO
100 McNair Rd Fort Monroe, VA 23651 United States
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pictures are to show what the yacht looks like it is not where the boat is located. Only a 10 mins drive to Fort Monroe ...
From $200 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Enjoy family fun and Sunsets at Piankatank Point.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
The Piankatank Point house is a prime location for bird watchers, fishermen, waterfowl enthusiasts, kayakers, lovers of ...
From $304 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Private 2,000 Sq Ft Cottage in Historic Yorktown (at Yorktown Cottages)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
UNIQUE PRIVATE COTTAGE: Welcome to Yorktown Cottages, where you can enjoy the privacy of an entire cottage for your tri ...
From $250 per night (USD)VRBO
- From $745 per night (USD)
VRBO
Lazy Days Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the perfect lazy days! Our beautiful home offers beautiful Riverview view, private pool, spacious deck and sc ...
From $745 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Private Cottage in Historic Yorktown (at Yorktown Cottages)
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
~UNIQUE PRIVATE COTTAGE~ Welcome to Yorktown Cottages, where you can enjoy the privacy of an entire cottage house for y ...
From $245 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Updated Waterfront Farmhouse w\/ Pool - 2 Master Suites
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Here is an anti-dote to everything urban. Wake to sweeping, pastoral river views. Sip your coffee in the wicker porch s ...
From $657 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Chesapeake Bay Cottage, Private Pool, Pier and Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this fabulous waterfront cottage, Puerto Del Sol, with panoramic views of the North River and the Mobjack Bay. ...
From $360 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Enjoy a Pet-Friendly Retreat in Quaint Saluda Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this charming farmhouse retreat that seamlessly marries modern comfort with rustic allure. Nestled in the hear ...
From $175 per night (USD)Expedia
- From $220 per night (USD)
VRBO
The Uncorked Cottage ~North River Retreat~North VA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
ONE-OF-A-KIND river view retreat! North River views with beach and dock for your boat! You will enjoy the elegant yet ca ...
From $220 per night (USD)VRBO
- From $203 per night (USD)
Expedia
North Home on North River w\/ Community Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Imagine listening to the waves from the North River at this 3-bedroom, 2-bathroom Virginia vacation rental home. With ac ...
From $203 per night (USD)Expedia
- From $150 per night (USD)
VRBO
River Vibes@ the Piankatank River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Located on the serene Piankatank River, explore the water by way of kayak provided, fire up the charcoal grill and cooko ...
From $150 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Freshly renovated farmhouse with country porch, full amenities and the best of rural living, located minutes from all hi ...
From $143 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Water Views Everywhere plus Separate Guest Cottage
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Southview is a lovely home with gorgeous waterfront and marsh views from every window. With it's "Southview" you can en ...
From $525 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Historic Yorktown Waterfront Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful town home overlooking the the York River and Historic Yorktown. 3 Bedroom, 3.5 Bathroom with all amenities. Ea ...
From $287 per night (USD)Expedia
- Click For Pricing
VRBO
Mobjack Stay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the beauty both inside and out. Well decorated and appointed home on stilts in a quaint neighborhood. Large o ...
Click For PricingVRBO
- From $250 per night (USD)
VRBO
Retreat to a quiet, waterfront getaway!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Getaway to this waterfront, cozy cottage. Spend your morning watching the sunrise with a coffee on the front deck, a da ...
From $250 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Water front Oasis with pickle-ball court and hot tub
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 22
Welcome to our luxurious waterfront 9bed/7bath retreat Accommodating 24 guests With Stunning Views and Amenities. Along ...
From $572 per night (USD)VRBO