Greenbrier East, Chesapeake holiday homes: holiday houses & more

Discover a selection of holiday rentals in Greenbrier East that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Find properties near top attractions in Greenbrier East

Greenbrier Mall

Find the best place to stay - Greenbrier East

Beautiful home in Chesapeake

Sleeps 7 · 3 bedrooms · 2 bathrooms

A quiet lakeside home for family, business, or both to relax or be productive.

Sleeps 8 · 4 bedrooms · 2+ bathrooms

Enjoy excellent on-site amenities, including the shared hot tub.

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Sleeps 6 · 1 bedroom · 1 bathroom

Spacious home in Chesapeake

Sleeps 8 · 4 bedrooms · 2+ bathrooms

Welcome to the Lighthouse! Charming 3-bdrm home with 2 decks in Virginia Beach

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Greenbrier East?

Season, length of stay and property type are among the factors that can affect the price of a holiday home. Simply click on your dates of travel to find your perfect match. From cosy country cottages to sprawling villas, all Bookabach holiday homes offer incredible value.

How much does it cost to rent a beach house in Greenbrier East?

Prices for beach houses in Greenbrier East can vary depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Bookabach and the number of guests to view available options and prices. From there you can use the filters to narrow down your search by amenities, ratings, nearby activities and more.

What are the top attractions for families in Greenbrier East?

There are lots of cool things to do and see with the family in Greenbrier East, including:

Jillians Billiards
Oak Grove Lake Park
Chesapeake Arboretum

How old do you have to be to rent a holiday home in Greenbrier East?

The minimum age permitted can vary across properties on Bookabach, so look at the rules of the holiday home in Greenbrier East you want to book. But in general, it's 16, 18 or 21.

How long can I rent a holiday home in Greenbrier East for?

The amount of time you can rent a Greenbrier East holiday home for varies depending on the property. Simply tap in your travel dates to browse available options that offer extended stays. They come with everything you need to make your extended trip more convenient and enjoyable, like air conditioning and kitchens. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.