Gwynn vacation rentals

We found 134 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Gwynn that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as parking and a pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Gwynn

Showing deals for:Nov 14 - Nov 21
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Find out more about Gwynn

Find out more about Gwynn

Choose a vacation rental for your Gwynn getaway

Enjoy the museums and other features of Gwynn. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Gwynn

Are you looking for things to do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Gwynn a fun spot to vacation. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Golden Eagle Golf Club (13.1 mi / 21.1 km)
  • Compass Entertainment Complex (13.9 mi / 22.4 km)
  • Gloucester Golf Club (15.3 mi / 24.6 km)
  • Piankatank River Golf Club (10.7 mi / 17.2 km)

Exploring the natural features in Gwynn

Whether you're looking for adventure or just want to take in the scenery, Gwynn is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Holly Point Nature Park (3.2 mi / 5.2 km)
  • Bethel Beach Natural Area Preserve (7.3 mi / 11.8 km)
  • White Stone Beach (9.9 mi / 16 km)
  • Hughlett Point Natural Area (15.7 mi / 25.2 km)
  • Bethel Beach (6.5 mi / 10.5 km)
  • Beaverdam Park (14.2 mi / 22.8 km)

How to get to and around Gwynn

The nearest airport is in Newport News - Williamsburg Intl. Airport (PHF), located 28.5 mi (45.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Gwynn when booking a vacation rental?
When planning a vacation rental in Gwynn, Virginia, the best area to consider is the scenic community near the Chesapeake Bay. This picturesque locale offers a tranquil retreat with easy access to stunning waterfront views and outdoor activities. The proximity to the bay means you'll have the opportunity to enjoy water sports, fishing, and lovely coastal walks, making it ideal for nature enthusiasts and families alike.

In terms of attractions, the nearby Gwynn's Island is a must-visit, known for its charming beaches and serene environment. Additionally, the historic town of Mathews is just a short drive away and boasts quaint shops, local eateries, and the beautiful Mathews County Court House—a lovely spot to soak in the area's rich heritage.
How much does it cost to rent a vacation home in Gwynn?
Prices for vacation rentals in Gwynn vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Gwynn to more spacious homes.
Are there any discounts for Gwynn vacation house rentals?
You can find great discounts on house rentals in Gwynn on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Gwynn?
For renting a beach house in Gwynn, Virginia, travellers should consider the picturesque area along the Rappahannock River, particularly near the quaint village of White Stone. This region offers a variety of vacation rentals with easy access to sandy banks and stunning water views, ideal for families or groups seeking a relaxing getaway. Many properties in this area come equipped with amenities such as private docks, outdoor grilling areas, and spacious decks, great for enjoying the serene surroundings.

Additionally, the nearby town of Kilmarnock boasts a selection of waterfront homes and cottages that cater to beachgoers. These rentals often feature modern kitchens, comfortable living spaces, and sometimes even kayaks or paddleboards for guests to explore the tranquil waters. The local shops and restaurants in Kilmarnock add to the convenience, making it easy for visitors to enjoy fresh seafood and other local delicacies.
What is the most popular type of vacation rental accomodation in Gwynn?
In Gwynn, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many also include outdoor spaces such as decks or gardens, great for enjoying the serene surroundings. Additionally, there are several cottages and mobile homes, providing a variety of options for travellers seeking a more rustic or compact experience.
Are there any family house rentals in Gwynn?
In Gwynn, Virginia, there are ten family-friendly house rentals available, providing a great opportunity for families to enjoy a getaway. This charming area is near the beautiful Chesapeake Bay, offering stunning views and plenty of outdoor activities. Many of the homes are situated close to the waterfront, allowing for easy access to beaches and boating opportunities.

These properties typically feature spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces superb for barbecues and relaxation. Visitors can expect amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay for everyone.
Can I find long-stay vacation rentals in Gwynn?
A long-stay vacation rental in Gwynn is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Gwynn?
In Gwynn, Virginia, there are several pet-friendly house rentals available for travellers looking to enjoy a getaway with their furry companions. Many of these vacation homes are located near the scenic coastline and offer various amenities to enhance your stay. Expect options that include spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.
Are there any remote work vacation rentals in Gwynn?
In Gwynn, Virginia, there are several remote work-friendly vacation rentals available, with around 10 options to choose from. This picturesque area offers a serene environment, ideal for those looking to balance work and relaxation. Many properties come equipped with essential amenities for remote work, including Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring that guests can maintain productivity while enjoying the tranquillity of their surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Gwynn vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Gwynn with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Gwynn for a vacation rental?
The peak season for a vacation rental in Gwynn runs from May to July, making it an ideal time for those seeking a vibrant and active getaway. During these months, visitors can delight in the warm summer weather, superb for enjoying a range of outdoor activities such as kayaking, fishing, and hiking along the scenic trails of the nearby Mathews County. July, in particular, stands out as the most popular month, drawing families and adventure enthusiasts alike to soak in the beauty of the area while participating in local events and festivities.

With temperatures typically reaching the high 20s to low 30s Celsius, the climate is inviting for those who wish to spend their days exploring the stunning coastline or relaxing on the beaches of the Chesapeake Bay. The lively atmosphere during this peak period is complemented by an array of charming local restaurants, ensuring that every evening can be spent indulging in delicious cuisine.

For those looking for a more budget-friendly option, consider visiting Gwynn in November. This low season brings a peaceful charm to the region, allowing visitors to experience the area's natural beauty without the summer crowds. It's a wonderful time for tranquil walks along the beach or exploring the local history at a leisurely pace.
How early should I book a Gwynn vacation rental?
Book your Gwynn vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Gwynn home rental booking on Vrbo?
To find Gwynn vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Gwynn vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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