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Medford Holiday Rentals

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49 rentals in Medford.
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Cheaper Than a Hotel! Spacious Guest Suite in Medford, Long Island, holiday rental in Medford

Cheaper Than a Hotel! Spacious Guest Suite in Medford, Long Island

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Sunny 1 Bedroom Apartment in Bellport, holiday rental in Medford

Beautiful Sunny 1 Bedroom Apartment in Bellport

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Dunes Upscale Beach House Vineyards Farm Stands North Fork vineyards, holiday rental in Medford

The Dunes Upscale Beach House Vineyards Farm Stands North Fork vineyards

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Location, Location! Beautiful Family Home Centrally Located To Beach & Village, holiday rental in Medford

Location, Location! Beautiful Family Home Centrally Located To Beach & Village

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Bay Views and Sunsets on Davis Park., holiday rental in Medford

Bay Views and Sunsets on Davis Park.

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Relaxing Smith Point Beach House on Private Canal, holiday rental in Medford

Relaxing Smith Point Beach House on Private Canal

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bellport/E. Patchogue, 4 Bed, 3 Bath, Waterfront, LONG TERM AVAILABLE INQUIRE, holiday rental in Medford

Bellport/E. Patchogue, 4 Bed, 3 Bath, Waterfront, LONG TERM AVAILABLE INQUIRE

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bohemian escape  Amazing views of the bay! Fall is beautiful here!, holiday rental in Medford

Bohemian escape Amazing views of the bay! Fall is beautiful here!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family Friendly, short walk to water and Tidal pooling, holiday rental in Medford

Family Friendly, short walk to water and Tidal pooling

2 bedrooms
1 bathroom
Sleeps 6
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Great house! 2 bdrm,1 bath with pool. Private.Great location to beach & harbor., holiday rental in Medford

Great house! 2 bdrm,1 bath with pool. Private.Great location to beach & harbor.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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WATERFRONT BEACH HOUSE - SOUND BEACH, holiday rental in Medford

WATERFRONT BEACH HOUSE - SOUND BEACH

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront & private beach  Scandinavian style house near Bellport, NY, holiday rental in Medford

Waterfront & private beach Scandinavian style house near Bellport, NY

3 bedrooms
2 bathrooms
Sleeps 6
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Water Views from this Immaculate, Sunny Home in Bellport Village with Pool., holiday rental in Medford

Water Views from this Immaculate, Sunny Home in Bellport Village with Pool.

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Davis Park,  ***. -Bay views. Newly Renovated 4 bed/2 bath house w A/C, holiday rental in Medford

Davis Park, ***. -Bay views. Newly Renovated 4 bed/2 bath house w A/C

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Airy Cottage in Bellport Village, holiday rental in Medford

Airy Cottage in Bellport Village

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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waterview house. rocky point. long island.New york, holiday rental in Medford

waterview house. rocky point. long island.New york

3 bedrooms
1 bathroom
Sleeps 5
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Sunny and Bright Home in Central Location!, holiday rental in Medford

Sunny and Bright Home in Central Location!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps from Beach with Central Air and Heated Pool, holiday rental in Medford

Steps from Beach with Central Air and Heated Pool

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Designer retreat with pool in Bellport Village, holiday rental in Medford

Designer retreat with pool in Bellport Village

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Oasis With Diverse Attractions Nearby!!, holiday rental in Medford

Oasis With Diverse Attractions Nearby!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Bay Front Home with Water Views and Stunning Sunsets, holiday rental in Medford

Gorgeous Bay Front Home with Water Views and Stunning Sunsets

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Central Location to Long Island Attractions, holiday rental in Medford

Central Location to Long Island Attractions

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Glen Laurel on the Sound, holiday rental in Medford

Glen Laurel on the Sound

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Summer 2019 Designer Pines poolhouse, heated pool, hot tub, holiday rental in Medford

Summer 2019 Designer Pines poolhouse, heated pool, hot tub

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fire Island Pines 2 bed/2.5 bath pool home with ocean views from all rooms, holiday rental in Medford

Fire Island Pines 2 bed/2.5 bath pool home with ocean views from all rooms

2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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'Above the Bay' - Suite-Bedrm ,Den,Bath & Kitchen, holiday rental in Medford

'Above the Bay' - Suite-Bedrm ,Den,Bath & Kitchen

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perfect summer haven, ten minutes walk to village, holiday rental in Medford

Perfect summer haven, ten minutes walk to village

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Dunes Upscale Beach House Vineyards Farm Stands North Fork vineyards, holiday rental in Medford

The Dunes Upscale Beach House Vineyards Farm Stands North Fork vineyards

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Amazing Rocky Point Retreat Overlooking the Sound!, holiday rental in Medford

Amazing Rocky Point Retreat Overlooking the Sound!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge, holiday rental in Medford

Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge

5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Studio bedroom livingroom combo with private bathroom and enterance, holiday rental in Medford

Studio bedroom livingroom combo with private bathroom and enterance

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint and Comfortable Basement Apartment, holiday rental in Medford

Quaint and Comfortable Basement Apartment

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Quaint and Comfortable, holiday rental in Medford

Quaint and Comfortable

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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1 bedroom apartment apartment home away from home., holiday rental in Medford

1 bedroom apartment apartment home away from home.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bellport Village Summer Get Away, holiday rental in Medford

Bellport Village Summer Get Away

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEWLY renovated stunning home --  (4 BR; 4.5 BA), holiday rental in Medford

NEWLY renovated stunning home -- (4 BR; 4.5 BA)

4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Family Retreat and Events, holiday rental in Medford

Family Retreat and Events

5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Port Jefferson Coastal Paradise, holiday rental in Medford

Port Jefferson Coastal Paradise

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Treetop beach house with amazing views, holiday rental in Medford

Treetop beach house with amazing views

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Davis Park Charming HIATUS Beach House, holiday rental in Medford

Davis Park Charming HIATUS Beach House

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Bellport Village OBK, holiday rental in Medford

Bellport Village OBK

3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Secluded Long Island Lakefront Cabin w/Deck+Grill!, holiday rental in Medford

Secluded Long Island Lakefront Cabin w/Deck+Grill!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4 bdrm bayfront house on large private beach. AC.  Great view and location., holiday rental in Medford

4 bdrm bayfront house on large private beach. AC. Great view and location.

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Home w/ Large Deck & Dock on Narrow Bay, holiday rental in Medford

Waterfront Home w/ Large Deck & Dock on Narrow Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront, private beach on the Great South Bay with fantastic sunset views, holiday rental in Medford

Waterfront, private beach on the Great South Bay with fantastic sunset views

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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*VIEWS** Luxury Beach House overlooking the Long Island Sound **VIEWS**, holiday rental in Medford

*VIEWS** Luxury Beach House overlooking the Long Island Sound **VIEWS**

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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**3BR Sandcastle Beach house on the sand with a Sauna NEW  **, holiday rental in Medford

**3BR Sandcastle Beach house on the sand with a Sauna NEW **

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Miller’s secret, holiday rental in Medford

Miller’s secret

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Rocky Point Escape w/ Grill - 1 Mi to Beach!, holiday rental in Medford

NEW! Rocky Point Escape w/ Grill - 1 Mi to Beach!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Near Smith Point Beach.  Furnished private studio apartment., holiday rental in Medford

Near Smith Point Beach. Furnished private studio apartment.

1 bedroom
1 bathroom
Sleeps 1
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