Wittman holiday homes

We found 197 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Wittman that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Wittman

Showing deals for:18 Dec - 25 Dec

View from Foyer into Great Room
Pool
View from Pier back to house!
Dining table- seats 10!
Exceptional
(145 reviews)

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Easton

8% off
NZ$14,564
for 7 nights, 1 home
NZ$2,081 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Another view from above.
The view off of the point, breathtaking.
Interior
Interior
Exceptional
(46 reviews)

Grandview- Main House

Bozman

25% off
NZ$8,390
for 7 nights, 1 home
NZ$1,199 per night
includes taxes & fees
Grandview- Main House
Living area
Interior
Interior
Dining
Excellent
(6 reviews)

Spacious waterfront house in charming Royal Oak with WiFi, AC, dock

Royal Oak

8% off
NZ$16,590
for 7 nights, 1 cottage
NZ$2,370 per night
includes taxes & fees
Spacious waterfront house in charming Royal Oak with WiFi, AC, dock
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Delightful front garden welcomes you when approaching house from driveway
Exceptional
(163 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood

10% off
NZ$4,204
for 7 nights, 1 home
NZ$601 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Dining Room - Seats 6
View down the lane
Custom kitchen
Sit and stay a while!
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
NZ$3,525
for 7 nights, 1 cottage
NZ$504 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Interior
Dining
Private kitchen
Living area
Exceptional
(11 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

8% off
NZ$6,155
for 7 nights, 1 cottage
NZ$879 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
Living area
Exterior
Private kitchen
Property grounds
Exceptional
(25 reviews)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman

8% off
NZ$5,148
for 7 nights, 1 cottage
NZ$735 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Exterior
Living area
Dining
Private kitchen
Exceptional
(51 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

8% off
NZ$11,342
for 7 nights, 1 home
NZ$1,620 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Family Room for reading, playing games, watching television, or just relaxing.
Front of W Melson House
Large Screened Porch with rocking chairs
Eating Area adjacent Kitchen
Exceptional
(208 reviews)

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

St. Michaels

8% off
NZ$5,529
for 7 nights, 1 cottage
NZ$790 per night
includes taxes & fees
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Interior
Private kitchen
Interior
Property grounds
Exceptional
(7 reviews)

Arcadia Shores on the Cove.

Easton

8% off
NZ$8,526
for 7 nights, 1 home
NZ$1,218 per night
includes taxes & fees
Arcadia Shores on the Cove.
Living area
Be ready to float! Bring your own inner tubes and tennis shoes!
Living area
Interior
Exceptional
(144 reviews)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman

12% off
NZ$3,643
for 7 nights, 1 cottage
NZ$520 per night
includes taxes & fees
Charming cottage along water with private pier, near St. Michaels Winery
Living area
Living area
Interior
Terrace/patio
Exceptional
(7 reviews)

Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

St. Michaels

17% off
NZ$4,539
for 7 nights, 1 home
NZ$648 per night
includes taxes & fees
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
Exterior
Living area
Property grounds
Private kitchen
Exceptional
(414 reviews)

Stay in the HEART of Saint Michaels!

St. Michaels

17% off
NZ$3,611
for 7 nights, 1 home
NZ$516 per night
includes taxes & fees
Stay in the HEART of Saint Michaels!
Large screened porch with ceiling fan allows outdoor dining and relaxing.
St. Michaels Harbor from Park down street
Park half block from house
Eating area in panelled Family Room. Eat here, in dining room, or on porch!
Exceptional
(150 reviews)

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St. Michaels

8% off
NZ$5,102
for 7 nights, 1 cottage
NZ$729 per night
includes taxes & fees
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

  • 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

Relaxing Wittman will entice you

Learn about the unique charm of Wittman with a stay in a holiday home rental. Travellers appreciate the cycling in this relaxing city. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Wittman

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Wittman a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (4 mi / 6.4 km)
  • Chesapeake Beach Water Park (14.8 mi / 23.8 km)
  • Queenstown Harbor Golf (15.1 mi / 24.4 km)
  • Paul Reed Smith Guitars (13.5 mi / 21.7 km)
  • Phillips Wharf Environmental Center (5.7 mi / 9.2 km)
  • Talbot Massage (12.4 mi / 20 km)

Exploring the natural features in Wittman

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Wittman is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Northern Chesapeake Bay (12.2 mi / 19.6 km)
  • Maryland Quiet Waters Park (15.1 mi / 24.3 km)
  • Sandy Point Beach (16 mi / 25.8 km)
  • Breezy Point Beach (16.8 mi / 27.1 km)
  • Eastern Neck National Wildlife Refuge (16.8 mi / 27.1 km)
  • Chesapeake Bay Environmental Center (11.2 mi / 18.1 km)

How to get to and around Wittman

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 12.4 mi (20 km) from the city centre.

Frequently asked questions

What is the best area to stay in Wittman when booking a holiday rental?
When considering a holiday rental in Wittman, Maryland, the area offers a charming escape with its picturesque surroundings. One of the best places to stay is near the waterfront, where you can enjoy stunning views of the Chesapeake Bay. This scenic area is known for its tranquil atmosphere and proximity to attractions like the historic St. Michaels, just a short drive away, which boasts delightful shops, galleries, and the renowned Chesapeake Bay Maritime Museum.Another appealing neighbourhood is the more rural outskirts of Wittman, where you can find a variety of charming properties that provide a peaceful retreat. Staying here allows you to immerse yourself in nature and explore the beautiful landscapes, with opportunities for outdoor activities such as kayaking and birdwatching. The area typically has a modest number of holiday rentals, giving you a sense of privacy while still being close to local amenities.
What is the most popular type of holiday rental accomodation in Wittman?
In Wittman, cottages and holiday houses are the most popular types of holiday rentals, with several available throughout the area. These properties often provide a charming and rustic atmosphere, superb for those looking to escape into nature. Most cottages come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and outdoor patios or decks, allowing guests to enjoy the serene surroundings. Holiday houses typically offer more space, featuring multiple bedrooms and larger communal areas, making them ideal for families or groups.
Are there any family house rentals in Wittman?
In Wittman, Maryland, there are several family-friendly house rentals available. The area is renowned for its serene waterfront views and proximity to nature, making it an ideal spot for families seeking a peaceful getaway. Properties typically come equipped with spacious living areas, full kitchens for family meals, and outdoor spaces great for children to play. Many homes also offer amenities such as Wi-Fi and air conditioning to enhance comfort during your stay.Visitors can explore nearby attractions like the charming town of St. Michaels, which is just a short drive away. This locale features delightful shops, restaurants, and the Chesapeake Bay Maritime Museum, providing a great mix of leisure and education for all ages.
Can I rent a holiday home with a pool or hot tub in Wittman?
In Wittman, Maryland, there are several holiday homes available for rent that feature pools and hot tubs. This quaint area offers a peaceful retreat, ideal for those looking to relax and unwind. Many of the properties come with amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas great for entertaining or simply enjoying the serene surroundings. Inside, travellers can expect fully equipped kitchens, comfortable living spaces, and often multiple bedrooms to accommodate families or groups.
Are there pet-friendly house rentals in Wittman?
In Wittman, Maryland, there are several pet-friendly house rentals available, offering a delightful retreat for travellers with furry companions. Many of these properties feature spacious backyards, allowing pets to roam freely, and often come equipped with amenities such as fully furnished kitchens, comfortable living areas, and outdoor seating.The area is known for its serene countryside and proximity to the waterfront, making it ideal for leisurely strolls with pets. Nearby attractions include the scenic Chesapeake Bay, which offers beautiful views and opportunities for outdoor activities.
Are there any remote work holiday rentals in Wittman?
In Wittman, Maryland, there are approximately 18 holiday rentals that cater to remote work needs. This charming area offers a peaceful retreat while still being conducive to productivity. Many of these properties feature dedicated office spaces or desks, ensuring a comfortable work environment. High-speed internet and Wi-Fi are typically provided, allowing for seamless connectivity during your stay.The surroundings of Wittman are picturesque, with opportunities for outdoor activities such as hiking and exploring the nearby Chesapeake Bay. The local community has a relaxed atmosphere, making it an ideal place to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Wittman?
In Wittman, popular rental amenities include kitchens, allowing travellers to prepare their own meals during their stay. Many properties also feature porches or lanais, providing a lovely outdoor space to relax and enjoy the surrounding scenery. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, some rentals permit pets, suiting animal lovers who wish to bring their furry companions along. For a comforting touch, many accommodations also offer coffee and tea makers, great for enjoying a warm beverage in the morning.
What are the top attractions in Wittman?
Wittman, Maryland, is a charming small town that offers a tranquil escape with its picturesque landscapes. One of the main attractions in the area is the nearby Chesapeake Bay, where visitors can enjoy activities such as boating and fishing. The town's proximity to the bay allows for scenic views and opportunities to explore the waterfront.For those interested in history, the nearby town of Easton features the Academy Art Museum, showcasing a variety of visual arts and cultural events. Easton also has lovely shops and restaurants that provide a taste of local cuisine.Nature enthusiasts will appreciate the nearby Blackwater National Wildlife Refuge, which is great for birdwatching and hiking. The refuge is home to diverse wildlife and offers trails for visitors to explore the natural beauty of the region.
Are all fees included in the Wittman holiday homes prices shown on Bookabach?
Bookabach 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 Wittman holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Wittman 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 Wittman holiday homes?
You can find great discounts on holiday homes in Wittman on Bookabach, 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 Wittman holiday home booking on Bookabach?
To find Wittman holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Wittman?
A long-stay holiday home in Wittman 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 Bookabach?
Bookabach'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 Wittman holiday home?
Book your Wittman 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wittman?
Prices for holiday homes in Wittman 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. Bookabach offers something for every taste and budget, from affordable homes in Wittman to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.