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Holiday Apartments in Earleville

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32 rentals in Earleville.
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This house is a 6 bedroom(s), 6 bathrooms, located in Earleville, MD., holiday rental in Earleville

This house is a 6 bedroom(s), 6 bathrooms, located in Earleville, MD.

6 bedrooms
6 bathrooms
Sleeps 16
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Waterfront with Chesapeake Sunsets, holiday rental in Earleville

Waterfront with Chesapeake Sunsets

3 bedrooms
3 bathrooms
Sleeps 8
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A European styled retreat on Marylands Eastern Shore with Private pool, holiday rental in Earleville

A European styled retreat on Marylands Eastern Shore with Private pool

3 bedrooms
3 bathrooms
Sleeps 8
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The Cottage at Broken Spoke Winery, holiday rental in Earleville

The Cottage at Broken Spoke Winery

3 bedrooms
2 bathrooms
Sleeps 6
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Piece of Heaven on the Chesapeake, holiday rental in Earleville

Piece of Heaven on the Chesapeake

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Nancy’s Touch, A Waterfront Paradise, holiday rental in Earleville

Nancy’s Touch, A Waterfront Paradise

3 bedrooms
2 bathrooms
Sleeps 6
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Chesapeake Bay House on Private Beach, holiday rental in Earleville

Chesapeake Bay House on Private Beach

5 bedrooms
4 bathrooms
Sleeps 12
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Eastern Shore Get Away, holiday rental in Earleville

Eastern Shore Get Away

1 bedroom
1 bathroom
Sleeps 5
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Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret, holiday rental in Earleville

Waterfront house with amazing views Top of the Chesapeake, MD's best kept secret

3 bedrooms
2 bathrooms
Sleeps 10
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Waterfront House, pier, close to Betterton Chestertown & Rockhall, holiday rental in Earleville

Waterfront House, pier, close to Betterton Chestertown & Rockhall

4 bedrooms
2 bathrooms
Sleeps 12
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Perfect For Families!  Beautiful Views, Waterfront, Pool And So Much More!, holiday rental in Earleville

Perfect For Families! Beautiful Views, Waterfront, Pool And So Much More!

6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Elegant waterfront estate on the Upper Chesapeake Bay., holiday rental in Earleville

Elegant waterfront estate on the Upper Chesapeake Bay.

5 bedrooms
4 bathrooms
Sleeps 10
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Wooded Retreat Minutes From Fair Hill and University of Delaware, holiday rental in Earleville

Wooded Retreat Minutes From Fair Hill and University of Delaware

3 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFUL BAY FRONT VIEW, holiday rental in Earleville

BEAUTIFUL BAY FRONT VIEW

3 bedrooms
2 bathrooms
Sleeps 6
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Eastern Shore Getaway: Sleeps 10, Large Yard, Close To Beach, holiday rental in Earleville

Eastern Shore Getaway: Sleeps 10, Large Yard, Close To Beach

4 bedrooms
2 bathrooms
Sleeps 10
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Life is better at the RIVER!--Cozy waterfront cottage, holiday rental in Earleville

Life is better at the RIVER!--Cozy waterfront cottage

3 bedrooms
2 bathrooms
Sleeps 5
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Chestertown's Pet-Friendly Little Red Cottage, holiday rental in Earleville

Chestertown's Pet-Friendly Little Red Cottage

2 bedrooms
1 bathroom
Sleeps 4
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House with barn, 1 acre fenced on 3 acres near Fair Hill Equestrian Events, holiday rental in Earleville

House with barn, 1 acre fenced on 3 acres near Fair Hill Equestrian Events

3 bedrooms
1 bathroom
Sleeps 5
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River Lodge, Casual Riverfront setting, holiday rental in Earleville

River Lodge, Casual Riverfront setting

4 bedrooms
2 bathrooms
Sleeps 10
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First time VRBO Offering!, holiday rental in Earleville

First time VRBO Offering!

3 bedrooms
2 bathrooms
Sleeps 8
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Renovated Victorian just a block from the water in historic Havre de Grace, holiday rental in Earleville

Renovated Victorian just a block from the water in historic Havre de Grace

3 bedrooms
2 bathrooms
Sleeps 8
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Cozy & Spacious Chestertown Home, holiday rental in Earleville

Cozy & Spacious Chestertown Home

4 bedrooms
3 bathrooms
Sleeps 8
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Tranquility inside and out, holiday rental in Earleville

Tranquility inside and out

3 bedrooms
2 bathrooms
Sleeps 6
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Cozy home with fenced in yard. 2 block walk to historic downtown!, holiday rental in Earleville

Cozy home with fenced in yard. 2 block walk to historic downtown!

1 bedroom
1 bathroom
Sleeps 3
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Cottage On Kent, holiday rental in Earleville

Cottage On Kent

1 bedroom
1 bathroom
Sleeps 3
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Full size 1-2 person bedroom in beautiful wooded private property(PURPLE), holiday rental in Earleville

Full size 1-2 person bedroom in beautiful wooded private property(PURPLE)

1 bedroom
1 bathroom
Sleeps 2
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Beautiful Waterfront Estate - Special Summer Rates, holiday rental in Earleville

Beautiful Waterfront Estate - Special Summer Rates

11 bedrooms
9 bathrooms
Sleeps 27
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Gwendolyn's Marigold Manor 'Cottage', holiday rental in Earleville

Gwendolyn's Marigold Manor 'Cottage'

1 bedroom
1 bathroom
Sleeps 2
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Wren Retweet-Country Estate in the Center of Chestertown, holiday rental in Earleville

Wren Retweet-Country Estate in the Center of Chestertown

5 bedrooms
4 bathrooms
Sleeps 10
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Carriage House Hideaway in Middle of Chestertown, holiday rental in Earleville

Carriage House Hideaway in Middle of Chestertown

1 bedroom
1 bathroom
Sleeps 2
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Carriage House Hideaway in Middle of Chestertown

0 bedrooms
0 bathrooms
Sleeps 0
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Big house w/ big backyard! Everything you need in a house & stay is right here., holiday rental in Earleville

Big house w/ big backyard! Everything you need in a house & stay is right here.

3 bedrooms
1 bathroom
Sleeps 12
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Cozy Cute 1 Person Bedroom on Beautiful Wooded private property, holiday rental in Earleville

Cozy Cute 1 Person Bedroom on Beautiful Wooded private property

1 bedroom
1 bathroom
Sleeps 1
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