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B&B Middletown

97 Bed and Breakfasts in and around Middletown City (Maryland, United States)

Our top selectionPrice: Low → HighPrice: High → LowBest rated

Room type

Holiday home

Guest room

Apartment

Review score

General amenities

Free Wifi

Electric vehicle charging station

Garden

Pets allowed

Free parking

Sauna

More

Room Amenities

Private bathroom

Private entrance

Air conditioning

Bath

Private terrace

Private kitchen

More

Accessibility

Wheelchair accessible

Entire unit located on ground floor

Adults only

Accommodations just outside your destination

Near Middletown

Spacious Virginia Vacation Rental w/ Yard & Sauna - B&B Purcellville

Spacious Virginia Vacation Rental w/ Yard & Sauna - B&B Purcellville

Spacious Virginia Vacation Rental w/ Yard & Sauna

Direct reservation

(28.6 km from Middletown)

Hike, Sip & Explore: Charming Waterford Cottage! - B&B Waterford

Hike, Sip & Explore: Charming Waterford Cottage! - B&B Waterford

Hike, Sip & Explore: Charming Waterford Cottage!

Direct reservation

(28.9 km from Middletown)

Rocky Vines Wine Country Retreat w/ Fire Pit - B&B Leesburg

Rocky Vines Wine Country Retreat w/ Fire Pit - B&B Leesburg

Rocky Vines Wine Country Retreat w/ Fire Pit

Direct reservation

(29 km from Middletown)

Equestrian Escape! Quiet Farm Stay Near Gettysburg - B&B Keymar

Equestrian Escape! Quiet Farm Stay Near Gettysburg - B&B Keymar

Equestrian Escape! Quiet Farm Stay Near Gettysburg

Direct reservation

(29.4 km from Middletown)

Loudoun Valley Manor B&B - B&B Waterford

Loudoun Valley Manor B&B - B&B Waterford

Loudoun Valley Manor B&B

Direct reservation

(30 km from Middletown)

Renovated WV Schoolhouse: History Buff’s Heaven! - B&B Kearneysville

Renovated WV Schoolhouse: History Buff’s Heaven! - B&B Kearneysville

Renovated WV Schoolhouse: History Buff’s Heaven!

Direct reservation

(30 km from Middletown)

Townhome in Ranson, WV - B&B Ranson

Townhome in Ranson, WV - B&B Ranson

Townhome in Ranson, WV

Direct reservation

(30.2 km from Middletown)

Harpers Ferry Hilltop Retreat Rustic Charm - B&B Harpers Ferry

Harpers Ferry Hilltop Retreat Rustic Charm - B&B Harpers Ferry

Harpers Ferry Hilltop Retreat Rustic Charm

Direct reservation

(30.6 km from Middletown)

Cozy Pool & Hot Tub Retreat by Casino - B&B Charles Town

Cozy Pool & Hot Tub Retreat by Casino - B&B Charles Town

Cozy Pool & Hot Tub Retreat by Casino

Direct reservation

(31.2 km from Middletown)

1939 Four Bed Rustic Escape by Casino - B&B Ranson

1939 Four Bed Rustic Escape by Casino - B&B Ranson

1939 Four Bed Rustic Escape by Casino

Direct reservation

(31.3 km from Middletown)

'Thomson Farm' Classic Home < 10 Mi to Vineyards! - B&B Leesburg

'Thomson Farm' Classic Home < 10 Mi to Vineyards! - B&B Leesburg

'Thomson Farm' Classic Home < 10 Mi to Vineyards!

Direct reservation

(31.7 km from Middletown)

New 3 Bedroom 3 Bath Mountain Retreat - B&B Harpers Ferry

New 3 Bedroom 3 Bath Mountain Retreat - B&B Harpers Ferry

New 3 Bedroom 3 Bath Mountain Retreat

Direct reservation

(31.7 km from Middletown)

2 Mi to Hollywood Casino: Charles Town Townhome! - B&B Charles Town

2 Mi to Hollywood Casino: Charles Town Townhome! - B&B Charles Town

2 Mi to Hollywood Casino: Charles Town Townhome!

Direct reservation

(31.8 km from Middletown)

Walkable Location: Historic Home in Charles Town! - B&B Charles Town

Walkable Location: Historic Home in Charles Town! - B&B Charles Town

Walkable Location: Historic Home in Charles Town!

Direct reservation

(31.9 km from Middletown)

Mountain Getaway - 7 beds, 2 King - Large Common Area - B&B Harpers Ferry

Mountain Getaway - 7 beds, 2 King - Large Common Area - B&B Harpers Ferry

Mountain Getaway - 7 beds, 2 King - Large Common Area

Direct reservation

(32.2 km from Middletown)

Dream Dome Getaway near Leesburg - B&B Leesburg

Dream Dome Getaway near Leesburg - B&B Leesburg

Dream Dome Getaway near Leesburg

Direct reservation

(32.7 km from Middletown)

Modern Harpers Ferry Cabin w Hot Tub Deck WiFi - B&B Harpers Ferry

Modern Harpers Ferry Cabin w Hot Tub Deck WiFi - B&B Harpers Ferry

Modern Harpers Ferry Cabin w Hot Tub Deck WiFi

Direct reservation

(33.7 km from Middletown)

Stone Cabin on Valley View - Firepit & Hot Tub - B&B Harpers Ferry

Stone Cabin on Valley View - Firepit & Hot Tub - B&B Harpers Ferry

Stone Cabin on Valley View - Firepit & Hot Tub

Direct reservation

(33.9 km from Middletown)

Iconic Chalet with Sauna, Hot Tub, Fire Pit, Plunge - B&B Harpers Ferry

Iconic Chalet with Sauna, Hot Tub, Fire Pit, Plunge - B&B Harpers Ferry

Iconic Chalet with Sauna, Hot Tub, Fire Pit, Plunge

Direct reservation

(34 km from Middletown)

Harpers Ferry Cabin - Walk to Private Lake! - B&B Harpers Ferry

Harpers Ferry Cabin - Walk to Private Lake! - B&B Harpers Ferry

Harpers Ferry Cabin - Walk to Private Lake!

Direct reservation

(34 km from Middletown)

Charming Home with Yard Near Shenandoah River! - B&B Harpers Ferry

Charming Home with Yard Near Shenandoah River! - B&B Harpers Ferry

Charming Home with Yard Near Shenandoah River!

Direct reservation

(34.6 km from Middletown)

Farmhouse on River, 12 Miles to Liberty Mountain - B&B Taneytown

Farmhouse on River, 12 Miles to Liberty Mountain - B&B Taneytown

Farmhouse on River, 12 Miles to Liberty Mountain

Direct reservation

(34.7 km from Middletown)

Cozy w Fire Pit Grill Deck Screened Porch WiFi - B&B Harpers Ferry

Cozy w Fire Pit Grill Deck Screened Porch WiFi - B&B Harpers Ferry

Cozy w Fire Pit Grill Deck Screened Porch WiFi

Direct reservation

(34.8 km from Middletown)

Great for Families! Townhome 9 Mi to Harpers Ferry - B&B Charles Town

Great for Families! Townhome 9 Mi to Harpers Ferry - B&B Charles Town

Great for Families! Townhome 9 Mi to Harpers Ferry

Direct reservation

(34.8 km from Middletown)

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