Wittman Holiday Homes
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Holiday Homes in Wittman

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Our top choices for Wittman holiday homes

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with a sink.

A marina with boats docked, a city skyline in the background, and a calm water surface reflecting the lights.

An aerial view of a marina with numerous boats docked, surrounded by residential and commercial buildings.

1. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

9.8 out of 10, Exceptional, (55 reviews)

9.8/10

Exceptional

(55 reviews)

"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."

Dawn G.

The price is €258

€258

includes taxes & fees

5 Oct - 6 Oct

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

A lighthouse with a white exterior, a balcony, and a metal roof.

A spacious living room with a sofa set, a coffee table, and a dining area with a table and chairs.

A dining area with a wooden table and chairs, a kitchen in the background, and a staircase leading to another level.

A bedroom with a wooden floor, a bed with a white and yellow bedspread, a nightstand, and a window with a view of the outdoors.

2. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

9.8 out of 10, Exceptional, (47 reviews)

9.8/10

Exceptional

(47 reviews)

"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"

Michelle P.

The price is €301

€301

includes taxes & fees

12 Oct - 13 Oct

Charming Coastal/Country Home w/3 Acres & Sauna!

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

A shelf with various potted plants and storage boxes.

A dining table set with pink bowls and glasses, surrounded by chairs, with a large plant and a window in the background.

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Cute, family friendly home. Had everything we needed for a comfortable stay."

Johanna S.

The price is €281

€281

includes taxes & fees

6 Oct - 7 Oct

Beachside Oasis with Beach Passes & King Suite by A Haven Away

A deck with outdoor furniture, a red door, and a house with windows.

A hallway with a framed map on the left, a door leading to a bedroom with a patterned bedspread, and a light fixture on the ceiling.

A bedroom with a bed, a nightstand, a lamp, a guitar, a window with curtains, and a ceiling fan.

A living room with a sofa, ottoman, TV, and dining area with chairs and a table.

4. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"

David S.

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

A pier with a wooden walkway, a sandy beach, and a dog on a leash.

A dining area with a wooden table and chairs, a patterned rug, and a staircase leading to another level.

A two-story house with a porch, a white picket fence, and blooming pink trees.

5. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

10.0 out of 10, Exceptional, (37 reviews)

10/10

Exceptional

(37 reviews)

"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"

Penny N.

The price is €449

€449

includes taxes & fees

14 Oct - 15 Oct

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

A dining area with a table, chairs, a chandelier, and a view through a window.

A kitchen with a stove, sink, and dining area with chairs and a table.

A two-story house with a red roof, white siding, and red shutters.

6. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views

Deale

3-bedroom house in Deale located on Bay many amenities and great views

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

A spacious living room with a fireplace, a round wooden dining table with chairs, a sofa, and a large window offering a view of a lake.

A lakeside cabin with a dock leading to a small boat, surrounded by trees and a stone wall.

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

7. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!

Shady Side

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."

Michelle H.

Sunset Cottage - West River Access and Views!

A market with a covered seating area and a sign indicating parking for curbside pickup.

A dining area with a round table, four chairs, a chandelier, and a spiral staircase.

A room with a door leading outside, a ceiling fan, a bench, a radiator, and a window with a decorative panel.

A covered deck with two wicker chairs and a white door.

8. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage

North Beach

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great place to stay! Location was nice and close to water views. House was charming and CLEAN. Owners went above and beyond to make the stay welcoming and convenient. Price was reasonable until additional Vrbo fees were added."

Sharon t.

The price is €384

€384

includes taxes & fees

15 Oct - 16 Oct

Rose Haven Coastal Cottage

A beach with chairs and a pier in the background.

A living room with a sofa, coffee table, and a ceiling fan. There is a staircase with a railing leading to an upper level.

An aerial view of a marina with boats docked, surrounded by residential buildings and lush greenery.

A hot tub with a white deck and railing, surrounded by trees and a house in the background.

9. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."

Sharon Z.

The price is €450

€450

includes taxes & fees

2 Nov - 3 Nov

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

10. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

9.2 out of 10, Wonderful, (7 reviews)

9.2/10

Wonderful

(7 reviews)

"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."

Bryan P.

The price is €401

€401

includes taxes & fees

14 Oct - 15 Oct

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

A two-story house with a red roof, a brick chimney, and a small porch.

A spacious living room with a sectional sofa, a fireplace, and a sliding glass door leading to a balcony.

A hallway with wooden flooring, a colorful rug, a potted plant, a wall-mounted wooden art piece, and a door leading to another room.

A modern kitchen with a stainless steel refrigerator, a sink with a faucet, wooden cabinets, and a patterned rug.

11. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

8.0 out of 10, Very good, (5 reviews)

8.0/10

Very good

(5 reviews)

"We arrived and the air conditioning was broken.The owner did not inform us but installed portable AC’s running vents out of doors that would not close or lock. The old AC unit was installed incorrectly &BR below flooded by 12 am. contacted owner and then was told not to run AC & we would be refunded. Covered mattresses that were being soaked, cleaned up flood, washed all bedding. Owner said trying to find us another rental but there were none & I had service dog. If we moved we would miss...

Suzanne R.

The price is €943

€943

includes taxes & fees

16 Oct - 17 Oct

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

A staircase with wooden steps leading to an upper floor, a blue rug with a white pattern at the bottom, and a wall-mounted surfboard rack.

A modern kitchen with white countertops, wooden cabinets, and stainless steel appliances. There is a dining area with a glass table and chairs, and a view of the outdoors through large windows.

A modern living room with a sectional sofa, a wooden coffee table, a fireplace, and a brick accent wall.

12. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Great house in cute neighborhood. Thanks for a very comfortable stay!"

Paul C.

Annapolis Retreat - 7 mins from downtown Annapolis!

Three birds perched on a wooden structure by the water.

A cozy living room with a ceiling fan, a dining area with chairs and a table, and large windows offering a view of the outdoors.

A kitchen with a dining area, large windows, and a view of the outdoors.

A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.

13. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

10.0 out of 10, Exceptional, (75 reviews)

10/10

Exceptional

(75 reviews)

"Just what was needed for our weekend stay."

barbara s.

The price is €1,161

€1,161

includes taxes & fees

4 Oct - 5 Oct

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

A single-story house with a front porch, a chimney, and a green door.

A bedroom with a bed, a ceiling fan, a window, and a view of the outdoors.

A modern kitchen with white cabinetry, a built-in oven, a microwave, and a coffee maker.

14. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"very serene, peaceful home on the bay! Amazing getaway! "

Jill C.

The price is €512

€512

includes taxes & fees

5 Oct - 6 Oct

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

A calm waterfront with docked boats, a clear sky, and houses in the background.

A two-story building with a red door, a balcony, and a wooden deck.

A kitchen with white cabinets, a granite countertop, and three stools.

15. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly

Edgewater

9.8 out of 10, Exceptional, (13 reviews)

9.8/10

Exceptional

(13 reviews)

"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "

Diane D.

The price is €568

€568

includes taxes & fees

2 Nov - 3 Nov

Renovated Bungalow | Walk to Beach | Dog-Friendly

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

A living room with a sofa, a dining table with placemats, a basket of oranges, and a staircase.

An outdoor dining area with wooden tables and chairs, surrounded by greenery and a large tree.

A brick building with a white porch and a well-maintained lawn.

16. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

9.4 out of 10, Exceptional, (25 reviews)

9.4/10

Exceptional

(25 reviews)

"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."

Robert

The price is €337

€337

includes taxes & fees

27 Oct - 28 Oct

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

A house with a red door, a small front yard with a pathway, and a bush with pink flowers.

A room with a window, two chairs, a desk, and a lamp.

A modern living room with a sofa, a coffee table with flowers, a kitchen area with a refrigerator, and a dining table with chairs.

17. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10

Edgewater

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"House was clean and comfortable. Great layout. "

Kristin G.

The price is €700

€700

includes taxes & fees

6 Oct - 7 Oct

Family Home on Mayo Peninsula | Deck | Sleeps 10

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

A two-story house with a large front porch and a covered patio area.

A spacious kitchen with a central island, wooden cabinets, and a dining area with a table and chairs.

18. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Fantastic, property, location and positive interaction with owner."

David R.

The price is €1,251

€1,251

includes taxes & fees

4 Oct - 5 Oct

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

A compact kitchen with a sink, a window, and a built-in shelf with dishes.

A dining area with a glass table, white chairs, a window with curtains, and a door.

A living room with a sofa, TV, and a patterned rug.

19. Plum Point Cottage #17

Plum Point Cottage #17

Huntingtown

The price is €409

€409

includes taxes & fees

4 Oct - 5 Oct

Plum Point Cottage #17

A wooden dock extending into a calm body of water with boats docked at the end.

A kitchen with wooden flooring, stainless steel appliances, a white door, and a white dining table with chairs.

A modern living room with a white sofa, a coffee table, and a dining area with a wooden table and chairs.

A two-story house with a porch, a flag, and a welcome sign.

20. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Historic District

10.0 out of 10, Exceptional, (86 reviews)

10/10

Exceptional

(86 reviews)

"Location, amenities, cleanliness, parking all great!"

Nancy N.

Cozy 2br home w/ parking in downtown Annapolis

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.

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Top Wittman Hotel Reviews

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Rodney 1-night trip

Posted 17 hours ago

St Michaels Inn

Sonesta ES Suites Annapolis

10/10 Excellent

"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"

Esther 1-night trip

Posted 2 days ago

Sonesta ES Suites Annapolis

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

Thomas E 3-night trip

Posted 2 days ago

Hilton Garden Inn Kent Island Marina

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"Everything was perfect 👍"

PRAMIT 1-night trip

Posted 2 days ago

Holiday Inn Express & Suites Annapolis by IHG

SpringHill Suites by Marriott Annapolis

10/10 Excellent

"Nice room and bed. Love that they had continental breakfast"

Italo 1-night trip

Posted 3 days ago

SpringHill Suites by Marriott Annapolis

Candlewood Suites Annapolis by IHG

8/10 Good

"The property was very clean and staff was friendly."

Darren 1-night trip

Posted 5 days ago

Candlewood Suites Annapolis by IHG

Best Western Annapolis

10/10 Excellent

"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."

William 1-night trip

Posted 11 days ago

Best Western Annapolis

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

Catherine 2-night trip

Posted 11 days ago

The Westin Annapolis

Find out more about Wittman

Wittman Holiday Homes information

Number of reviews	299
Accommodation	588 Holiday Homes
Lowest Price	€258
Highest Price	€1,251

Holiday Homes in Wittman

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wittman holiday homes

1. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

2. Charming Coastal/Country Home w/3 Acres & Sauna!

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away

4. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

5. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

6. 3-bedroom house in Deale located on Bay many amenities and great views

7. Sunset Cottage - West River Access and Views!

8. Rose Haven Coastal Cottage

9. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

10. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

11. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

12. Annapolis Retreat - 7 mins from downtown Annapolis!

13. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

14. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

15. Renovated Bungalow | Walk to Beach | Dog-Friendly

16. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

17. Family Home on Mayo Peninsula | Deck | Sleeps 10

18. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

19. Plum Point Cottage #17

20. Cozy 2br home w/ parking in downtown Annapolis

Find holiday rentals that suit your style

Top Wittman Hotel Reviews

St Michaels Inn

Find out more about Wittman

Wittman Holiday Homes information

14. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8