Accommodations in Wittman, MD: Compare 10+ Sites & Save

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110 Best Accommodations in Wittman (Starting from $230)

Sailor Joes
Sailor Joes
House
Sherwood, MD, USA
2.8k from Wittman center

Security/Safety, Parking, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$632
Average price / night
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Charming 3 Bedroom Cottage – 6 Miles to St. Michaels
Charming 3 Bedroom Cottage – 6 Miles to St. Michaels
House
Wittman, MD, 21676, United States
1.5k from Wittman center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

1 reviews

$255
Average price / night
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Brand-New Pool! Waterfront Bozman Village Home
Brand-New Pool! Waterfront Bozman Village Home
House
MD, USA
2.9k from Wittman center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

4 Bedrooms8 Guests
New to Booking
$494
Average price / night
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Cozy getaway! Centrally located between St. Michaels and Tilghman Island\n\n
Cozy getaway! Centrally located between St. Michaels and Tilghman Island\n\n
House
Wittman, MD, 21676, United States
1.6k from Wittman center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$230
Average price / night
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Dragonfly Cove
Dragonfly Cove
House
Mount Pleasant, MD, USA
3.0k from Wittman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
New to Booking
$590
Average price / night
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Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres
Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres
House
Wittman, MD, 21676, United States
2.0k from Wittman center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms8 Guests
10.0

Exceptional

67 reviews

$1091
Average price / night
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Baydream Believer
Baydream Believer
House
Saint Michaels, MD, USA
3.1k from Wittman center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

5 Bedrooms8 Guests
New to Booking
$1015
Average price / night
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Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining
House
Sherwood, MD, 21665, United States
2.2k from Wittman center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$537
Average price / night
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The Weekender
The Weekender
House
Mount Pleasant, MD, USA
3.2k from Wittman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$441
Average price / night
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Amazing Waterfront Views, Private Pool and Dock
Amazing Waterfront Views, Private Pool and Dock
House
Sherwood, MD, 21665, United States
2.5k from Wittman center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
New to Booking
$1404
Average price / night
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Waterfront St Michaels Vacation Rental with Fire Pit
Waterfront St Michaels Vacation Rental with Fire Pit
House
MD, USA
4.1k from Wittman center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
8.0

Good

1 reviews

$1551
Average price / night
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Hawkeye Point
Hawkeye Point
House
Mount Pleasant, MD, USA
4.4k from Wittman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$1175
Average price / night
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Skipjack House | an ESVR property
Skipjack House | an ESVR property
House
Mcdaniel, MD, 21647, United States
2.9k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$641
Average price / night
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Wades Point Inn on the Bay
Wades Point Inn on the Bay
Bed & Breakfast
Wittman, Maryland, USA
4.9k from Wittman center

Air Conditioner, Parking, Balcony/Terrace, Wheelchair Accessible, Internet

23 Bedrooms60 Guests
10.0

Exceptional

89 reviews

$275
Average price / night
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Minutes from Downtown St. Michaels | Pool | Hot Tub
Minutes from Downtown St. Michaels | Pool | Hot Tub
House
Bozman, MD, 21612, United States
3.0k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

10 reviews

$680
Average price / night
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Mill Point
Mill Point
House
Neavitt, MD, USA
5.1k from Wittman center

Parking, Pool, Security/Safety, Internet, Pet Friendly, Child Friendly

1 Bedroom10 Guests
New to Booking
$1199
Average price / night
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Waterfront  - pier & acreage to run & play.   Pet friendly Oct/Nov dates open!
Waterfront - pier & acreage to run & play. Pet friendly Oct/Nov dates open!
House
Saint Michaels, MD, 21663, United States
3.0k from Wittman center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
9.8

Exceptional

22 reviews

$917
Average price / night
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Waterfront Retreat on Chesapeake Bay in St Michaels
Waterfront Retreat on Chesapeake Bay in St Michaels
House
Saint Michaels, MD, USA
6.0k from Wittman center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$459
Average price / night
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Minutes from Downtown St. Michaels | Character Filled
Minutes from Downtown St. Michaels | Character Filled
House
Bozman, MD, 21612, United States
3.2k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$386
Average price / night
Check Availability
Neavitt Cottage
Neavitt Cottage
House
Neavitt, MD, USA
6.4k from Wittman center

Parking, Security/Safety, Internet, Pet Friendly, Child Friendly

1 Bedroom8 Guests
New to Booking
$765
Average price / night
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Minutes from Downtown St. Michaels | Pool | Cabana | Kayaks | Private Dock
Minutes from Downtown St. Michaels | Pool | Cabana | Kayaks | Private Dock
House
St. Michaels, MD, 21663, United States
3.5k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$1085
Average price / night
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Parsonage Inn Bed and Breakfast
Parsonage Inn Bed and Breakfast
Bed & Breakfast
Saint Michaels, MD, USA
6.6k from Wittman center

Fireplace/Heating, Pool, Wellness Facilities, Parking, Guest Services, Hot Tub, Ocean View

9 Bedrooms16 Guests
8.8

Fabulous

50 reviews

$260
Average price / night
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Hurry, reserve your stay for \nSummer & Fall of 2025\nSTR #22-30
Hurry, reserve your stay for \nSummer & Fall of 2025\nSTR #22-30
House
Bozman, MD, 21612, United States
3.6k from Wittman center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

95 reviews

$598
Average price / night
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Heated pool, sandy beach, pier, and playground set punch point apart!
Heated pool, sandy beach, pier, and playground set punch point apart!
House
Sherwood, MD, 21665, United States
3.9k from Wittman center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1263
Average price / night
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GRATITUDE FARM - A Tranquil Waterfront Renovated Farmhouse - Bozman, MD
GRATITUDE FARM - A Tranquil Waterfront Renovated Farmhouse - Bozman, MD
House
Bozman, MD, 21612, United States
4.1k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$682
Average price / night
Check Availability
Minutes from Downtown St. Michaels | Pool | Dock
Minutes from Downtown St. Michaels | Pool | Dock
House
St Michaels, MD, 21663, United States
4.4k from Wittman center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1004
Average price / night
Check Availability
Minutes from Downtown St. Michaels | Private Dock | Kayaks
Minutes from Downtown St. Michaels | Private Dock | Kayaks
House
Saint Michaels, MD, 21663, United States
4.4k from Wittman center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

11 reviews

$750
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Wittman.

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Wittman Accommodations on the Map

Frequently Asked Questions

You can explore 110 verified accommodations in Wittman, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Wittman vary based on property type, location, and travel dates. Rates typically start from around $230 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Wittman.

Yes, Wittman offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 39 listings in Wittman are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Wittman, booking several months ahead can help secure your preferred property.

Accommodations in Wittman commonly include amenities such as Internet, Fireplace/Heating, and Child Friendly. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Wittman focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Wittman.