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Compare 551 Vacation Homes in Wittman with updated reviews, rates, and availability.

Caribbean Pool Home <1 mile from Matapeake Beach!
10.0 out of 10, Exceptional, 1 review
"The house was exactly as promised! We were very happy with the accommodations!"
The price is $379
$956 total
includes taxes & fees
Jun 24 - Jun 25
Caribbean Pool Home <1 mile from Matapeake Beach!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, 5 reviews
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, 5 reviews
"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
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Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
The price is $239
$466 total
includes taxes & fees
Jun 18 - Jun 19
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, 21 reviews
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, 44 reviews
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
9.8 out of 10, Exceptional, 7 reviews
"Super close to all downtown amenities. Would definitely return."
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
Cozy suite Located in Presidents Hill
10.0 out of 10, Exceptional, 8 reviews
"Loved the small touches of cookies, snacks, gifts- all super welcoming and homey- thank you!"
Cozy suite Located in Presidents Hill
NEW, cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
10.0 out of 10, Exceptional, 9 reviews
"Our stay in Annapolis was a short and sweet 3-day visit for a wedding--my original focus was to have enough space for everyone to get ready without waiting in line. The property provided so much more than enough room. The entire house was very clean, well-appointed, and smartly laid out. The kitchen was stock with a wide range of food to get the weekend started off without the need to spend hours in the local grocery store. Throw in a great ping-pong table to make it even more fun. My only two...
NEW, cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
Historic Annapolis Home!
10.0 out of 10, Exceptional, 1 review
"Great location for commissioning week! The house was cute, cozy, clean and we loved it!"
Historic Annapolis Home!
Art's Dist
Art's Dist
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, 182 reviews
"Prime location!"
Directly Across from Gate One & Steps from the Waterfront
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located
10.0 out of 10, Exceptional, 6 reviews
"This location was extremely clean and perfect for a weekend get away. It’s located not even 2 miles from downtown Annapolis. 10/10 would recommend"
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located
Walk to Everything House
10.0 out of 10, Exceptional, 64 reviews
"The house was perfectly located in town in St. Michael’s with off street parking as a bonus. Despite the weather being cold and rainy, we had a lovely time in charming St. Michaels. It was a delightful spot for our annual girls weekend."
Walk to Everything House
Jackson's Bunker in Eastport with fenced-in backyard
10.0 out of 10, Exceptional, 7 reviews
"This home has a fenced-in backyard and is dog-friendly, making it a good spot for visiting Annapolis with a dog in tow. Along with being a five-minute drive to downtown Annapolis, this home is also close to Quiet Waters Park. Sean is terrific at communicating; the complimentary wine and coffee were appreciated!"
Jackson's Bunker in Eastport with fenced-in backyard
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, 35 reviews
"Great place for a short moms getaway. Walking distances to many things. Heard live music from the porch. House is spacious and extremely clean"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Historic Firehouse fully renovated with Parking and Pet Friendly
10.0 out of 10, Exceptional, 51 reviews
"I stayed at this property for a family wedding this last weekend with 5 other adult family members. The original spot we booked fell through last second and I found this unique property. It fit our needs perfectly. There was plenty of space. Everything was clean. The outdoor sitting areas were an added bonus. Plenty of parking. And the location in relation to downtown were perfect. I’d definitely stay here again."
Historic Firehouse fully renovated with Parking and Pet Friendly
Modern Coastal Retreat
9.8 out of 10, Exceptional, 9 reviews
"Our second time using this property to see our son at the naval academy. Property is clean and as described."
Modern Coastal Retreat
La Maison - Stunning waterfront views with pool
10.0 out of 10, Exceptional, 77 reviews
"Our family stayed at La Maison for our son’s Commissioning week and this couldn’t have been a more perfect home to celebrate the occasion! La Maison has beautiful views of the water and plenty of outside space to have relaxing but special dinners. We enjoyed watching a glimpse of the Blue Angels while we swam in the pool and relaxed. It was the perfect week!"
La Maison - Stunning waterfront views with pool
Private Waterview Estate with 4 bedroom Suites & Hot Tub
9.8 out of 10, Exceptional, 18 reviews
"Great location and house! We all had a great time!"
Private Waterview Estate with 4 bedroom Suites & Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Wittman

Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, 198 reviews
"We love staying at Magee Cottage. It has all you need to relax and enjoy such a comfortable home on the water. This is our second stay and we’ll hurry back in a few months for more of the good life!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, 5 reviews
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy place close to the city dock
10.0 out of 10, Exceptional, 55 reviews
"We enjoyed our 2 nights at Cozy Place Close to the docks. Easy access and personalized connection with Nathalie were appreciated! We enjoyed the French and sail boating themes in the apartment, aligned the Annapolis maritime history! The docks are a short drive and old Town Annapolis was pleasant and historical! We recommend Cozy Place to others!"
Cozy place close to the city dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wittman Vacation Homes information

Number of reviews
509
Accommodation
551 Vacation Homes
Lowest Price
$239
Highest Price
$379

Recent reviews of Wittman hotels
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