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Wittman Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Wittman.
Relaxing Waterfront Cottage Near St Michaels, Maryland, vacation rental in Wittman
Relaxing Waterfront Cottage Near St Michaels, Maryland, vacation rental in Wittman
Relaxing Waterfront Cottage Near St Michaels, Maryland, vacation rental in Wittman

Relaxing Waterfront Cottage Near St Michaels, Maryland

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Home with Magnificent Views, vacation rental in Wittman
Waterfront Home with Magnificent Views, vacation rental in Wittman
Waterfront Home with Magnificent Views, vacation rental in Wittman

Waterfront Home with Magnificent Views

Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres, vacation rental in Wittman
Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres, vacation rental in Wittman
Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres, vacation rental in Wittman

Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels, vacation rental in Wittman
Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels, vacation rental in Wittman
Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels, vacation rental in Wittman

Comfortable Relaxing Spacious & Fun! 6+ Acres Pool+Bay Waterfront by St Michaels

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Perfect Waterview Cottage - St. Michaels Getaway, vacation rental in Wittman
Perfect Waterview Cottage - St. Michaels Getaway, vacation rental in Wittman
Perfect Waterview Cottage - St. Michaels Getaway, vacation rental in Wittman

Perfect Waterview Cottage - St. Michaels Getaway

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Emily's Lane - Quaint Waterfront Near St. Michaels - Pool, Grill, Game Room!, vacation rental in Wittman
Emily's Lane - Quaint Waterfront Near St. Michaels - Pool, Grill, Game Room!, vacation rental in Wittman
Emily's Lane - Quaint Waterfront Near St. Michaels - Pool, Grill, Game Room!, vacation rental in Wittman

Emily's Lane - Quaint Waterfront Near St. Michaels - Pool, Grill, Game Room!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview, vacation rental in Wittman
Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview, vacation rental in Wittman
Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview, vacation rental in Wittman

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Cabin
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Wittman match all your filters:
Stay in the HEART of Saint Michaels!, vacation rental in Wittman
Stay in the HEART of Saint Michaels!, vacation rental in Wittman
Stay in the HEART of Saint Michaels!, vacation rental in Wittman

Stay in the HEART of Saint Michaels!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, vacation rental in Wittman
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, vacation rental in Wittman
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, vacation rental in Wittman

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Delightful Close to town, vacation rental in Wittman
Delightful Close to town, vacation rental in Wittman
Delightful Close to town, vacation rental in Wittman

Delightful Close to town

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great prices on a available days left!!! 
Beautiful Leadenham Creek. STR #22-30, vacation rental in Wittman
Great prices on a available days left!!! 
Beautiful Leadenham Creek. STR #22-30, vacation rental in Wittman
Great prices on a available days left!!! 
Beautiful Leadenham Creek. STR #22-30, vacation rental in Wittman

Great prices on a available days left!!! Beautiful Leadenham Creek. STR #22-30

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Walk to Everything House, vacation rental in Wittman
Walk to Everything House, vacation rental in Wittman
Walk to Everything House, vacation rental in Wittman

Walk to Everything House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dollhouse in Central Historic St Michaels, vacation rental in Wittman
Dollhouse in Central Historic St Michaels, vacation rental in Wittman
Dollhouse in Central Historic St Michaels, vacation rental in Wittman

Dollhouse in Central Historic St Michaels

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxurious studio in heart of historic St Michaels!, vacation rental in Wittman
Luxurious studio in heart of historic St Michaels!, vacation rental in Wittman
Luxurious studio in heart of historic St Michaels!, vacation rental in Wittman

Luxurious studio in heart of historic St Michaels!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels, vacation rental in Wittman
Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels, vacation rental in Wittman
Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels, vacation rental in Wittman

Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Eastern Shore Getaway Near St. Michaels, vacation rental in Wittman
Eastern Shore Getaway Near St. Michaels, vacation rental in Wittman
Eastern Shore Getaway Near St. Michaels, vacation rental in Wittman

Eastern Shore Getaway Near St. Michaels

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Book 3 nights in July/August 4 night is free!, vacation rental in Wittman
Book 3 nights in July/August 4 night is free!, vacation rental in Wittman
Book 3 nights in July/August 4 night is free!, vacation rental in Wittman

Book 3 nights in July/August 4 night is free!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Beautiful Waterfront Home w/ Pool In St. Michaels, vacation rental in Wittman
Beautiful Waterfront Home w/ Pool In St. Michaels, vacation rental in Wittman
Beautiful Waterfront Home w/ Pool In St. Michaels, vacation rental in Wittman

Beautiful Waterfront Home w/ Pool In St. Michaels

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront  - NEW BOOK AUG/SEPT AND RECEIVE 100 CERT FOR SEAFOOD FROM 
LANDING, vacation rental in Wittman
Waterfront  - NEW BOOK AUG/SEPT AND RECEIVE 100 CERT FOR SEAFOOD FROM 
LANDING, vacation rental in Wittman
Waterfront  - NEW BOOK AUG/SEPT AND RECEIVE 100 CERT FOR SEAFOOD FROM 
LANDING, vacation rental in Wittman

Waterfront - NEW BOOK AUG/SEPT AND RECEIVE 100 CERT FOR SEAFOOD FROM LANDING

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!, vacation rental in Wittman
Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!, vacation rental in Wittman
Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!, vacation rental in Wittman

Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Modern Studio in heart of town., vacation rental in Wittman
Modern Studio in heart of town., vacation rental in Wittman
Modern Studio in heart of town., vacation rental in Wittman

Modern Studio in heart of town.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Landon Cottage is in the waterfront village of Sherwood on  Eastern Shore of MD, vacation rental in Wittman
Landon Cottage is in the waterfront village of Sherwood on  Eastern Shore of MD, vacation rental in Wittman
Landon Cottage is in the waterfront village of Sherwood on  Eastern Shore of MD, vacation rental in Wittman

Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Studio in heart of town, walk everywhere!, vacation rental in Wittman
Modern Studio in heart of town, walk everywhere!, vacation rental in Wittman
Modern Studio in heart of town, walk everywhere!, vacation rental in Wittman

Modern Studio in heart of town, walk everywhere!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Grace Cottage, Saint Michaels Walk to everything!, vacation rental in Wittman
Grace Cottage, Saint Michaels Walk to everything!, vacation rental in Wittman
Grace Cottage, Saint Michaels Walk to everything!, vacation rental in Wittman

Grace Cottage, Saint Michaels Walk to everything!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Private+Cozy /3br+3ba /1 mile to Historic Downtown Saint Michaels, vacation rental in Wittman
Private+Cozy /3br+3ba /1 mile to Historic Downtown Saint Michaels, vacation rental in Wittman
Private+Cozy /3br+3ba /1 mile to Historic Downtown Saint Michaels, vacation rental in Wittman

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Waterfront Property on 3 acres with swimming pool and dock., vacation rental in Wittman
Secluded Waterfront Property on 3 acres with swimming pool and dock., vacation rental in Wittman
Secluded Waterfront Property on 3 acres with swimming pool and dock., vacation rental in Wittman

Secluded Waterfront Property on 3 acres with swimming pool and dock.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sailor Joe's | Lovely and serene-the perfect spot to nurture your soul!, vacation rental in Wittman
Sailor Joe's | Lovely and serene-the perfect spot to nurture your soul!, vacation rental in Wittman
Sailor Joe's | Lovely and serene-the perfect spot to nurture your soul!, vacation rental in Wittman

Sailor Joe's | Lovely and serene-the perfect spot to nurture your soul!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Caulk's Cove of St. Michaels, vacation rental in Wittman
Caulk's Cove of St. Michaels, vacation rental in Wittman
Caulk's Cove of St. Michaels, vacation rental in Wittman

Caulk's Cove of St. Michaels

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Gratitude Farm of Bozman, vacation rental in Wittman
Gratitude Farm of Bozman, vacation rental in Wittman
Gratitude Farm of Bozman, vacation rental in Wittman

Gratitude Farm of Bozman

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Large 3 Bdrm Luxury suites with outdoor pool & spa, vacation rental in Wittman
Beautiful Large 3 Bdrm Luxury suites with outdoor pool & spa, vacation rental in Wittman
Beautiful Large 3 Bdrm Luxury suites with outdoor pool & spa, vacation rental in Wittman

Beautiful Large 3 Bdrm Luxury suites with outdoor pool & spa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bankors Aweigh - There’s nothing like a St. Michaels Sunrise!, vacation rental in Wittman
Bankors Aweigh - There’s nothing like a St. Michaels Sunrise!, vacation rental in Wittman
Bankors Aweigh - There’s nothing like a St. Michaels Sunrise!, vacation rental in Wittman

Bankors Aweigh - There’s nothing like a St. Michaels Sunrise!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Kipsy, A fabulous St Michaels Waterfront, vacation rental in Wittman
The Kipsy, A fabulous St Michaels Waterfront, vacation rental in Wittman
The Kipsy, A fabulous St Michaels Waterfront, vacation rental in Wittman

The Kipsy, A fabulous St Michaels Waterfront

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!, vacation rental in Wittman
WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!, vacation rental in Wittman
WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!, vacation rental in Wittman

WATCH THE EVER-CHANGING SUNSET REFLECT OVER THE EASTERN BAY!

Rental Home
2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
More info
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Covey Creek - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!, vacation rental in Wittman
Covey Creek - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!, vacation rental in Wittman
Covey Creek - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!, vacation rental in Wittman

Covey Creek - Peaceful Waterfront Home, BBQ, Kayak & Fire Pit!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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NEW LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL, vacation rental in Wittman
NEW LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL, vacation rental in Wittman
NEW LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL, vacation rental in Wittman

NEW LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Thorntonwood - Family Fun on Broad Creek, vacation rental in Wittman
Thorntonwood - Family Fun on Broad Creek, vacation rental in Wittman
Thorntonwood - Family Fun on Broad Creek, vacation rental in Wittman

Thorntonwood - Family Fun on Broad Creek

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Oyster Cottage | Fishing, Crabbing, and Boating Are All at Your Fingertips!, vacation rental in Wittman
Oyster Cottage | Fishing, Crabbing, and Boating Are All at Your Fingertips!, vacation rental in Wittman
Oyster Cottage | Fishing, Crabbing, and Boating Are All at Your Fingertips!, vacation rental in Wittman

Oyster Cottage | Fishing, Crabbing, and Boating Are All at Your Fingertips!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, vacation rental in Wittman
Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, vacation rental in Wittman
Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town, vacation rental in Wittman

Large Luxury Waterfront Home with pool...... 2 1/2 miles from the center of town

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful, Private Retreat with HUGE Water Views!!, vacation rental in Wittman
Beautiful, Private Retreat with HUGE Water Views!!, vacation rental in Wittman
Beautiful, Private Retreat with HUGE Water Views!!, vacation rental in Wittman

Beautiful, Private Retreat with HUGE Water Views!!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Persimmon Point Waterfront, Dock & Heated Pool Casual Comfortable Fun, vacation rental in Wittman
Persimmon Point Waterfront, Dock & Heated Pool Casual Comfortable Fun, vacation rental in Wittman
Persimmon Point Waterfront, Dock & Heated Pool Casual Comfortable Fun, vacation rental in Wittman

Persimmon Point Waterfront, Dock & Heated Pool Casual Comfortable Fun

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Waterfront with pool and deep water dock, minutes from St Michaels., vacation rental in Wittman
Luxury Waterfront with pool and deep water dock, minutes from St Michaels., vacation rental in Wittman
Luxury Waterfront with pool and deep water dock, minutes from St Michaels., vacation rental in Wittman

Luxury Waterfront with pool and deep water dock, minutes from St Michaels.

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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RANCH AT ROYAL OAK- Exclusive waterfront pool pier, vacation rental in Wittman
RANCH AT ROYAL OAK- Exclusive waterfront pool pier, vacation rental in Wittman
RANCH AT ROYAL OAK- Exclusive waterfront pool pier, vacation rental in Wittman

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Eventide Farm | Your Unforgettable Waterfront Retreat!, vacation rental in Wittman
Eventide Farm | Your Unforgettable Waterfront Retreat!, vacation rental in Wittman
Eventide Farm | Your Unforgettable Waterfront Retreat!, vacation rental in Wittman

Eventide Farm | Your Unforgettable Waterfront Retreat!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Mill Point - Water here, water there, water views from almost everywhere!, vacation rental in Wittman
Mill Point - Water here, water there, water views from almost everywhere!, vacation rental in Wittman
Mill Point - Water here, water there, water views from almost everywhere!, vacation rental in Wittman

Mill Point - Water here, water there, water views from almost everywhere!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Water House | Over The River And Through The Woods!, vacation rental in Wittman
The Water House | Over The River And Through The Woods!, vacation rental in Wittman
The Water House | Over The River And Through The Woods!, vacation rental in Wittman

The Water House | Over The River And Through The Woods!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
More info
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Classic Eastern Shore Waterfront Manor House - ST-936, vacation rental in Wittman
Classic Eastern Shore Waterfront Manor House - ST-936, vacation rental in Wittman
Classic Eastern Shore Waterfront Manor House - ST-936, vacation rental in Wittman

Classic Eastern Shore Waterfront Manor House - ST-936

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Red Barn Farm of St. Michaels, vacation rental in Wittman
Red Barn Farm of St. Michaels, vacation rental in Wittman
Red Barn Farm of St. Michaels, vacation rental in Wittman

Red Barn Farm of St. Michaels

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Waterfront Estate.  **WALK TO ST. MICHAELS!**, vacation rental in Wittman
Waterfront Estate.  **WALK TO ST. MICHAELS!**, vacation rental in Wittman
Waterfront Estate.  **WALK TO ST. MICHAELS!**, vacation rental in Wittman

Waterfront Estate. **WALK TO ST. MICHAELS!**

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Ship's Cove Inn and Resort in St. Michaels, MD, vacation rental in Wittman
Ship's Cove Inn and Resort in St. Michaels, MD, vacation rental in Wittman
Ship's Cove Inn and Resort in St. Michaels, MD, vacation rental in Wittman

Ship's Cove Inn and Resort in St. Michaels, MD

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Waterfront-Private 153 acre Historic Estate, vacation rental in Wittman
Waterfront-Private 153 acre Historic Estate, vacation rental in Wittman
Waterfront-Private 153 acre Historic Estate, vacation rental in Wittman

Waterfront-Private 153 acre Historic Estate

Rental Home
11 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Showing results 1-50 of 50
Frequently Asked Questions about Wittman