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Holiday Rentals in North Beach

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50 rentals in North Beach.
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Spacious house with great deck close to boardwalk, shops, and restaurants.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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BeachWalk Cottage - Charm by the Chesapeake Bay.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront Home with Amazing Rooftop Deck!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Relax in our cottage within walking distance of Herrington on the Bay events.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront, Water All Around, Peaceful Family Getaway

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sweet Spot Cottage on the Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Crystal Cove Retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BYOB Bring Your Own Bikes!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Herrington Harbor & Bay Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Log Cabin with Million Dollar View, Shark's Teeth, Beautiful Bath

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chesapeake Bay Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Waterfront Home w/ Pier and 2+ Acres!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Million Dollar View on the Chesapeake Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Fully remodel 2 bedroom country cottage.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming 3 Bedroom 3 Bath Beach Front Property

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Perfect Relaxing, Fun, Dog-Friendly Get-Away for Families, Groups or Couples

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Simplicity Cottage - Renovated Waterman's Home Circa 1920, Relax in the Hammock!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Relax in Tilghman Island

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WATERFRONT - DRIFTWOOD LODGE

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tilghman Island Cottage - Across from Marina and Knapps Narrows

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Holidays at the Cove - plenty of space to gather while making memories

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Unbelievable Home Newly Renovated Sleeps Up to 9

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Time to book your 2020 Sunset vacation!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Looking to get away this September? Gorgeous waterfront property awaits.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Secluded Farmhouse on 45 Acres w/ Fire Pit!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Not to early to think about joining us this Spring and Summer.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunrise * Chesapeake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adorable waterside cottage with pool Beach community

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Clearview - Tilghman Island Cottage, Big Amenities: Pool, Hot Tub, Amazing Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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CHESAPEAKE MANSION - HEATED POOL/ 12,000 SQFT/ 30 ACRES

Holiday Rental House
8 bedrooms
10 bathrooms
Sleeps 12
Match: Sleeps
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Sandy Pines: Enjoy Harris Creek w/Pool and Boats

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Indoor pool and spa in contemporary French home secluded in surrounding woods

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Chesapeake Waterfront Flat Just 26 Mi to DC

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage 2 at Grandview Pleasure Point

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chesapeake Beach Apt. Walk to Bay, Beach & Marina!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Indoor pool and spa located in beautiful Southern Maryland woodlands

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Delightful Pet Friendly Family Home In Great Location

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Private Waterview Resort with 4 Master Suites

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Cozy cottage with expansive backyard and firepit!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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