
Cottage holiday rentals in Hampton Roads
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Top-rated cottage rentals in Hampton Roads
Guests agree: These cottages are highly rated for location, cleanliness and more.

The Seaglass Cottage by the Chesapeake Bay
The Seaglass Cottage by the Bay is located in the charming & beautiful neighborhood of Ocean Park just a quick 5-10 minutes stroll to the Chesapeake Bay beach. Our vintage beach house from the 1940’s has been fully remodeled and decorated in local art and beach décor. There are beautiful live oaks on the property and 3 private parking spaces for you and some first-come-first-serve street parking in front of the house. Easy load in with a ramp into the house and a mudroom for all your beach toys.

"Waterfront! The Lilypad on Mill Creek-Near Wmsbg"
The Lily Pad on Mill Creek provides lovely waterfront views, private dock, wifi, private parking and all the comforts of home! The entire home has been recently renovated, including new HVAC, electric and plumbing and all new appliances! Secluded location to enjoy fishing, kayaking, (kayaks and life vests provided)swimming, canoeing and enjoying the wildlife.Just minutes away from local restaurants and there are two local boat ramps, less than ten minutes away. Have your boat at your fingertips!

Beautiful Cottage Waterfront Near Downtown Norfolk
A Beautiful Secluded Paradise! We respond quickly This spacious Non-Smoking cozy cottage has a great view of the Elizabeth River. It's 5 miles from downtown Norfolk and a 5 minute walk to a lightrail stop nearby. A day pass is $4.50 including a ferry to Portsmouth. Great amenities Renovated interior Beautiful Fireplace New floor/fully equipped kitchen Fresh organic eggs/yogurt/snacks/juice/coffee included WiFi-CableTV/HBO Bluetooth sound bar Luxury linens New waterview sunroom Washer/dryer

Comfy three bedroom cottage - easy beach access
Enjoy the beach at our Willoughby Spit beach house. Located across the street from the beach and only 1/2 block to the beach access. You will have the entire house & property for you and your family - no shared walls, no assigned parking spaces, no shared washer and dryer. We have three outside decks for grilling and relaxing with family and friends. Our kitchen is fully stocked including KitchenAid mixer and food processor, Ninja blender, Crock pots, coffee maker, toaster and waffle maker.

Cozy Cottage - NEW hot tub, dogs OK, fenced yard
Welcome to Wayland Beach Cottage, your home away from home! Here are some of the things you can look forward to: - queen beds - smart TVs in each room - fully equipped kitchen & laundry room - fully fenced backyard - 6-person hot tub *new!* - outdoor seating under a pergola - 4-burner gas grill - long, private driveway - speedy Wi-Fi We're nearby to so many fun things to do, shop, and eat! Bring the family, see the sights, and come relax at Wayland Beach Cottage. We'd love to have you!

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

"Bee Haven" Cottage Retreat
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Carriage House at the Historic Church Point Manor
Relax in the luxurious Carriage House: a 3-bedroom French-country style retreat at the historic Church Point Manor (circa 1860). Restored in 2021 with modern amenities, the Carriage House features a king bedroom and two queen bedrooms, each with its own private, full bathroom. Enjoy our private nature trail, tennis court, and lush gardens. The Manor has hosted some of Virginia Beach’s most VIP guests, including President Obama, and is also listed on the city's Historic Register.

Positano Villa
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

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.

The Cottage on Sarah's Creek
Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

Coastal Modern Cabin
Your coastal and modern beach getaway, with everything you need for a great stay! Discover: Across the street from the beach Huge back porch Two egg chairs Air hockey Electric fireplace 75" TV with subscriptions Retro arcade games Board games Bag toss Secluded beach access, no large crowds! Check out the picture descriptions! With 100+ views a day, a guest is on the way! So, book now and enjoy your stay at the Coastal Modern Cabin!
Popular amenities for Hampton Roads cottage rentals
Cottage rentals with a hot tub

Beautiful 1 Bedroom Penthouse @ Kingscreek Resort

Jul 18-25 $1800 3-bedroom Williamsburg

The Cottage @ Captain Genes - Secluded Waterfront

The Sailors Cottage & crew

Waterfront Gloucester Cottage w/ Private Boat Dock

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 B Seaside 2BR Cottage w/ Bay Views & Veranda

Kings Creek Plantation - Williamsburg - Cottage
Pet-friendly cottage rentals

The Ladybug - arcade, dog-friendly, firepit, & EV

Private Cottage! On Horse Rescue in Williamsburg!

Holiday-Ready 3BR | Fire Pit Nights Wood Included!

Cottage in the Heart of Virginia Beach

Seaglass Cottage

Key Lime Cottage - Your Beachside Retreat

Sandy Dunes at the Beach - BeachFront, WiFi, Pets

Sea Salt Cottage: Tranquil Getaway 5 min to beach
Private cottage rentals

60 Seconds 2 Beach (Duplex 2 of 2)

Secluded, water views, private pool, 1 mi to beach

Cottage

60 Seconds 2 Beach (Duplex 1 of 2)

Captain’s Cottage at Willoughby Spit Beach

James River Beach Cottage - Private Beach & Pier!

Bavon Beach HideAway Cottage

Family Friendly Cottage
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- Chesapeake Bay
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- Busch Gardens Williamsburg
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