
Holiday rentals in Gloucester Point
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Gloucester Point

Total holiday rentals
Explore 20 holiday rentals in Gloucester Point

Nightly prices starting at
Gloucester Point holiday rentals start at ₹3,870 per night before taxes and fees

Verified guest reviews
Over 2,320 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Gloucester Point holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gloucester Point rentals

4.9 Average rating
Gloucester Point stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Gloucester Point
Guests agree: these stays are highly rated for location, cleanliness and more.

Stylish Creekside Cabin w/ HotTub, Parklike views.
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

York River Vacation Home
This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

BlueBird Nest
Keep it simple at this peaceful and centrally-located oasis, tucked away in coastal Virginia. Our newly renovated 1BR/1BA barn apartment on 3 acres is ideal for those who want to live like a local. We are 3 miles from the heart of the American Revolution in Yorktown, and Yorktown Beach, and a short drive to area attractions in the Historic Triangle. Unwind after a day of exploring with a glass of wine on the balcony or enjoy the firepit and the view. This is an upstairs apartment with stairs.

Charming coastal home w/ outdoor area and river views
Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Amazing Gem! Riverfront, Location, Sunsets, Quite
Kick back and relax in this calm, stylish space. Totally remodeled house on the York River, outstanding views with Sunsets that change every night. There are 2 beaches within 2 miles of here, the Historical Yorktown little over a mile away. You have Busch Gardens, Water Country, Historic Williamsburg all about a 15 minute drive down the Colonial Parkway. 3 Bedroom with Master having a King, river front bedroom has Queen and other has full bed all with TV's. You won't be disappointed

Welcome to this Waterfront Home with Amazing Views
Welcome to our waterfront Air Bnb. Nestled along the Ware River, this unique property offers an unforgettable experience that combines comfort, luxury, and the most amazing sunsets. The open kitchen, living, and dining areas offer amazing views of the river. The interior is tastefully decorated with the perfect blend of modern elegance and coastal charm. Come and experience coastal living where the water becomes your playground and every moment is a celebration of nature's splendor.

Summer Escape - Dock, Pool, Firepits, & Kayaks
A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

Severnly Pointe Cottage Waterfront Retreat
Relax with the whole family at the peaceful "Severnly Pointe" Cottage just off the Mobjack Bay. Surrounded by water on 3 sides and a private dock, enjoy secluded access to everything the water provides. Kayak, fish or just enjoy the rivah breeze on the spacious dock with friends. Launch your boat at the private concrete boat launch on the property. Home is well equipped and enjoys water views from all 4 bedrooms. Only 10 a minute boat ride to the “fishing haven” Mobjack bay.

Historic Ware River Cottage at Glebefield
Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

Sarah's Creek Starlight
Beautifully remodeled 1930 Sears Starlight kit home. This cottage is located on the waters of Sarah's Creek, making it just a short drive from Historic Yorktown and Williamsburg. This space is fully furnished with a new kitchen, dining and living areas, 2 bedrooms with queen beds, 1 bedroom with a bunk and one bathroom. No matter what your stay is for you can look forward to the comfort, relaxation and beautiful views this cottage has to offer.

Grey Heron Haven
Relax and unwind in this welcoming and very stylish home. Your worries are sure to be left behind after your stay. This home offers a coastal vibe with a creek view from the front porch. Centrally located 15 minutes to our lovely town and 45 minutes to Williamsburg, VA. We are super host who take great pride in our rentals. We assure you we pay close attention to detail and take meticulous care of our rentals. We hope you come see for yourself.

Modern-farmhouse Retreat
Beautifully updated home nestled among the trees just along the edges of Colonial National Historic Park. Great location to everything you might want to see! A few minutes bike ride to the gorgeous Colonial Parkway; go shopping at the Outlets; explore historic Williamsburg, Jamestown and Yorktown; spend the day at the beach, or just rest in this haven! High Speed Internet and cozy atmosphere... put your feet up and relax!
Popular amenities for Gloucester Point holiday rentals
Stay near Gloucester Point's top sights
Other great holiday rentals in Gloucester Point

A "Bitt of Home" in the heart of Gloucester.

Stay, Play, Relax, and Explore …

Waterfront 4 bedroom home with marina facilities

Little England Farms’ Hunt House on Sarahs Creek

Private, quaint cottage in Historic Yorktown

Williamsburg's Stylish 1959 Mid-Century Modern Gem

Granny Chic Suite | Full Kitchen, W/D, King Bed

York River Retreat
Frequently Asked Questions
Are there family-friendly vacation rentals in Gloucester Point?
Gloucester Point has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Gloucester Point?
Experience the best of Gloucester Point with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Gloucester Point?
Yes! Work meets play with ease at over 10 vacation rentals in Gloucester Point featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Gloucester Point have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Gloucester Point. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester Point have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Gloucester Point. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester Point have wifi?
Absolutely! We offer over 10 house rentals with wifi in Gloucester Point. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester Point have free parking?
Absolutely! We offer over 10 house rentals with free parking in Gloucester Point. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Gloucester Point?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chesapeake Bay
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- The Military Aviation Museum
- The Mariners' Museum
- Nauticus
- Town Point Park
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Mount Trashmore Park





