Westover holiday rentals

We found 59 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Westover that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Head to the historical city of Westover

Enjoy the history and other features of Westover. One of the city's many top draws is its golfing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Westover

Do you want to discover top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Westover a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Great Hope Golf Course (0.8 mi / 1.2 km)
  • Bordeleau Winery (10.9 mi / 17.6 km)
  • Captain's Cove Golf and Yacht Club (17.8 mi / 28.7 km)
  • Salisbury Zoo (17.9 mi / 28.7 km)
  • Nutter's Crossing Golf Club (16 mi / 25.7 km)
  • Coco's Funhouse (18.5 mi / 29.7 km)

Exploring the natural landscape of Westover

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Westover is a great spot to appreciate mother nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Maddox Island (4.9 mi / 7.8 km)
  • Cypress Park (8 mi / 12.9 km)
  • Wellington Beach and Park (12.1 mi / 19.5 km)
  • Crab Island (12.4 mi / 20 km)
  • Jersey Island (13.7 mi / 22 km)
  • Pocomoke River State Park (14.6 mi / 23.5 km)

Travelling to and around Westover

The nearest airport is in Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), located 18.5 mi (29.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Ocean City, MD (OCE-Ocean City Municipal), which is 34.5 mi (55.6 km) away.

Frequently asked questions

What is the best area to stay in Westover when booking a holiday rental?
When considering a holiday rental in Westover, Maryland, the nearby area of Princess Anne is a fantastic option. This charming town offers a quaint atmosphere with a variety of properties ranging from cosy cottages to spacious family homes. Princess Anne is known for its close-knit community feel and beautiful surroundings, making it an inviting choice for visitors.One of the top attractions in Princess Anne is the University of Maryland Eastern Shore, which boasts lovely campus grounds and often hosts cultural events. Additionally, the nearby Pocomoke River State Park is a wonderful spot for nature enthusiasts, offering hiking trails and opportunities for kayaking, superb for a day of outdoor adventure.Another appealing neighbourhood is Crisfield, located just a short drive away. Crisfield is famous for its seafood, particularly its crab dishes, and visitors can enjoy a meal at local eateries while taking in views of the waterfront. The town also features the J. Millard Tawes Museum, which provides insight into the region's maritime history and culture.
Where are the best areas for renting a beach house in Westover?
For renting a beach house in Westover, the nearby areas along the Eastern Shore of Maryland offer some appealing options. Specifically, the coastal towns of Ocean City and Assateague Island are great choices, providing easy access to sandy beaches and vibrant seaside activities. In Ocean City, beachfront properties often come with amenities such as private balconies, outdoor pools, and direct beach access, making them ideal for families or groups seeking a lively beach experience.Assateague Island, known for its stunning natural beauty and wild ponies, offers a more tranquil setting for those looking to unwind. Beach houses here frequently include features like outdoor grills, spacious decks, and proximity to nature trails, superb for enjoying a more relaxed beach holiday. Travellers can expect to find properties that allow for easy exploration of the island's pristine landscapes, with some homes situated just a short walk from the beach.In addition to the beach access, both regions boast a variety of local attractions, including restaurants and shops that enhance the holiday experience.
What is the most popular type of holiday rental accomodation in Westover?
In Westover, holiday houses and cottages are the most popular types of holiday rental accommodations, with several options available throughout the area. These rentals typically offer a homely atmosphere, featuring amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas for relaxation. Many properties are set in tranquil surroundings, ideal for those looking to enjoy the natural beauty of Maryland.
Are there any family house rentals in Westover?
In Westover, Maryland, there are several family-friendly house rentals available. This charming locale offers a variety of spacious homes that cater to families looking for comfort and convenience. Many of these properties include inviting living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to enjoy.Visitors can also explore nearby attractions, such as the scenic beauty of the Chesapeake Bay and the local parks that provide opportunities for outdoor activities.
Can I rent a holiday home with a pool or hot tub in Westover?
In Westover, Maryland, there are several holiday homes available for rent that feature pools and hot tubs. This charming area provides a peaceful retreat for travellers looking to relax and enjoy the outdoors. Many of these properties come equipped with private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, ideal for family gatherings or socialising with friends.The surrounding landscapes offer a serene backdrop, allowing guests to unwind in a tranquil setting. Additionally, the proximity to local attractions and natural beauty enhances the appeal of renting a holiday home in Westover.
What are popular rental amenities in Westover?
In Westover, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor spaces for relaxation and enjoyment of the surrounding scenery. Onsite parking is commonly available, making it convenient for those travelling with their own vehicles. Additionally, some rentals permit pets, suiting visitors who wish to bring their furry companions along. Many properties may also provide conveniences such as blenders, enhancing the self-catering experience.
When is the best time to visit Westover for a holiday rental?
The peak season for holiday rentals in Westover runs from June to August, with July being the most popular month for visitors. This vibrant time of year welcomes travellers, eager to explore the beautiful surroundings and engage in outdoor activities under the warm sun. The region's lush landscapes are great for hiking, cycling, and enjoying the local parks, making it an ideal choice for those who appreciate nature and adventure.During these summer months, temperatures typically range from 20 to 30 degrees Celsius, creating comfortable conditions for sightseeing and outdoor fun. You'll find the town buzzing with activity, from festivals to farmers' markets, all of which showcase the local culture and community spirit.If you're looking for a more affordable time to visit, consider planning your trip in February. While this is the quieter season, it offers a unique charm, with fewer crowds and the opportunity to enjoy the tranquility of Westover. The crisp winter air can be invigorating, great for peaceful walks and enjoying the serene landscapes.Ultimately, the best time to visit Westover depends on your preferences.
What are the top attractions in Westover?
In Westover, Maryland, visitors can enjoy a variety of attractions that showcase the natural beauty and local culture. The nearby Blackwater National Wildlife Refuge is a major highlight, offering opportunities for birdwatching, hiking, and enjoying the scenic landscapes of the Eastern Shore. This expansive refuge is home to diverse wildlife, including migratory birds, making it a great spot for nature enthusiasts.Additionally, the charming town of Westover features local shops and eateries that reflect the community's character. You can explore the historic sites and enjoy the quaint atmosphere while sampling local cuisine. For those interested in outdoor activities, the surrounding areas provide access to beautiful waterways, ideal for kayaking and fishing.
Are all fees included in the Westover holiday homes prices shown on Stayz?
Stayz 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.
Are there any Westover holiday homes with parking?
Stayz offers a wide selection of holiday homes in Westover 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 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.
Are there any discounts for Westover holiday homes?
You can find great discounts on holiday homes in Westover on Stayz, 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.
Can I change or cancel my Westover holiday home booking on Stayz?
To find Westover holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Westover?
A long-stay holiday home in Westover 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Westover holiday home?
Book your Westover holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Westover?
Prices for holiday homes in Westover 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. Stayz offers something for every taste and budget, from affordable homes in Westover to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.