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Oxford Vacation Rentals

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50 rentals in Oxford.
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Waterfront Getaway on the Choptank River

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pride and Joy - Charming Pet-Friendly Home in Historic Oxford!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Memory Lane - Charming Cottage in the Heart of Oxford, Bikes Avail, Pets Welcome

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Judith's Garden - Quaint Waterfront Home Near Oxford - Pool, Grill, Kayaks!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sandaway Suites & Beach - Full Kitchen & Private Beach Access - Location in Town

Rental Home
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Sandaway Suites & Beach - Vacation Rental - New Listing in Charming Oxford, MD

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sandaway Suites & Beach - Private Wing with 2 Suites, plus Lux Cabana on Beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Oxford Waterfront Estate

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Rental Home
7 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps
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New St. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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BREATHTAKING WATERFRONT ESTATE

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Property, kayaks, private dock, near town

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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TRUE IN-TOWN SAINT MICHAELS 6 ACRE WATERFRONT w/POOL!!!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Tidewater home between Easton & ST Michaels!

Rental Home
4 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
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Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18

Rental Home
5 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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�Tuckaway Cove�Relaxing Private Getaway, St Michaels, MD

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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BEAUTIFUL WATERFRONT HOME AVAILABLE NOW!!!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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St. Michaels Area Cottage - Walk to Water & Marina

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Micheals / Easton

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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My Chesapeake Retreat Cambridge, Maryland

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Caulk's Cove - Waterfront Near St. Michaels, Bikes, Kayaks!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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*****Waterfront home w/ pool in St. Michaels

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 9
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Main House at Grandview at Pleasure Point

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Large Historic Thomas Harrison House on Harbor in St. Michaels Town

Rental Home
7 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Bushey Heath Farm - Serene Waterfront Home on 90 Acres, Pets Welcome!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Riverview Retreat - Charming Waterfront Cottage in St Michaels!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sandy Pines: Enjoy Harris Creek w/Pool and Boats

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterview Cottage In St. Michaels!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront, Pool, Dock, Stunning Views! Sleeps 10

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sunrise Cove - Pet-Friendly Waterfront Home, Hot Tub, Pool & Grill!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Water House - Unique 3600-SqFt Home Near St. Michaels, Pets Welcome!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Hudson Manor - Multi-Family Waterfront Compound, Pool, Beach Volleyball!

Rental Home
7 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps
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St. Michael's Premier in Town Summer Cottage now with private pool!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Chesapeake Pines - Sprawling Cottage, Hot Tub Under the Stars & Gorgeous Sunsets

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cottage 2 at Grandview Pleasure Point

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cedar Cove on the Miles - River Access with Pool, Dock & Hot Tub!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Property, Kayaks, Private Dock, Near Town

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cottage 1a at Grandview Pleasure Point

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage 1b at Grandview Pleasure Point

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquil Easton Waterfront Property

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Charming St Michaels Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Estate w/Pool, Dock, Sunset views near St. Michaels, sleeps 12+

Rental Home
7 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Pines at Barrett Cove - Exquisitely Renovated, Pool, Hot Tub, Outdoor Kitchen!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Hudson Creek Gorgeous Private Home Awaits your arrival. This place has it all!

Rental Home
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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St. Michaels Waterfront Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Waterfront Cambridge Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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