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Dennis Holiday Rentals

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367 rentals in Dennis.
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Walk to Mayflower Beach!, holiday rental in Dennis

Walk to Mayflower Beach!

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Antique Captain's Home in the Heart of Dennisport, holiday rental in Dennis

Antique Captain's Home in the Heart of Dennisport

3 bedrooms
1 bathroom
Sleeps 6
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Dennis Port walk to beach!, holiday rental in Dennis

Dennis Port walk to beach!

3 bedrooms
1 bathroom
Sleeps 7
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Skip to beach! Condo across from beach!, holiday rental in Dennis

Skip to beach! Condo across from beach!

1 bedroom
1 bathroom
Sleeps 4
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Ocean View Condo across from Beach with pool!, holiday rental in Dennis

Ocean View Condo across from Beach with pool!

1 bedroom
1 bathroom
Sleeps 4
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Classic, Quiet,  Private Dennisport Cottage, holiday rental in Dennis

Classic, Quiet, Private Dennisport Cottage

2 bedrooms
1 bathroom
Sleeps 5
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Cape Cod 2 Bedroom Cottage 100 yards to the Beach, holiday rental in Dennis

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

2 bedrooms
1 bathroom
Sleeps 5
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'Sea Gypsy'  Waterfront newly renovated, beautiful views, dock, beach!, holiday rental in Dennis

'Sea Gypsy' Waterfront newly renovated, beautiful views, dock, beach!

4 bedrooms
3 bathrooms
Sleeps 10
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Big House in Heart of Cape.  Close to Everything!, holiday rental in Dennis

Big House in Heart of Cape. Close to Everything!

4 bedrooms
2 bathrooms
Sleeps 10
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Brand NEW Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat, holiday rental in Dennis

Brand NEW Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

0 bedrooms
1 bathroom
Sleeps 2
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Historic 1830 Greek Revival Carriage House, holiday rental in Dennis

Historic 1830 Greek Revival Carriage House

2 bedrooms
2 bathrooms
Sleeps 4
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Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!, holiday rental in Dennis

Spectacular Waterfront View! Close to Beautiful Beach & Golf Course!

3 bedrooms
4 bathrooms
Sleeps 10
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Hidden paradise in Quivet Neck, holiday rental in Dennis

Hidden paradise in Quivet Neck

4 bedrooms
4 bathrooms
Sleeps 8
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Serene Little Cove Cottage, holiday rental in Dennis

Serene Little Cove Cottage

4 bedrooms
3 bathrooms
Sleeps 9
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Glendon Beach Cottage #97 100 yds to the beach, holiday rental in Dennis

Glendon Beach Cottage #97 100 yds to the beach

2 bedrooms
1 bathroom
Sleeps 4
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Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean, holiday rental in Dennis

Flexible Cancellation, Walk to MayflowerBeach, Massive sunny deck, Squeeky Clean

3 bedrooms
2 bathrooms
Sleeps 6
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Newly renovated cottage just steps to private beach!, holiday rental in Dennis

Newly renovated cottage just steps to private beach!

2 bedrooms
1 bathroom
Sleeps 5
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OCEAN VIEW 5 BEDROOMS 4 BATHS SL12, PRIVATE BEACH, holiday rental in Dennis

OCEAN VIEW 5 BEDROOMS 4 BATHS SL12, PRIVATE BEACH

5 bedrooms
4 bathrooms
Sleeps 13
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Cape Cod summer home, less than a mile to the beach, lots of space inside & out, holiday rental in Dennis

Cape Cod summer home, less than a mile to the beach, lots of space inside & out

2 bedrooms
1 bathroom
Sleeps 6
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Walk to beach-Ocean Drive, Updated Cottage, holiday rental in Dennis

Walk to beach-Ocean Drive, Updated Cottage

2 bedrooms
2 bathrooms
Sleeps 5
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YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !, holiday rental in Dennis

YOUR FAMILY DREAM VACATION ! 150 YDS TO OCEAN !

3 bedrooms
3 bathrooms
Sleeps 6
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Perfect Private Location 5 min to beach.  Secluded Open Space, holiday rental in Dennis

Perfect Private Location 5 min to beach. Secluded Open Space

1 bedroom
1 bathroom
Sleeps 2
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Amazing LAKEFRONT Property, only 2 miles to beach, holiday rental in Dennis

Amazing LAKEFRONT Property, only 2 miles to beach

3 bedrooms
4 bathrooms
Sleeps 8
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Cape Cod Fun & Sun WIFI Central A/C, holiday rental in Dennis

Cape Cod Fun & Sun WIFI Central A/C

3 bedrooms
1 bathroom
Sleeps 6
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Modern renovated Cape Cod ''Chateau'' on Nantucket Sound, holiday rental in Dennis

Modern renovated Cape Cod ''Chateau'' on Nantucket Sound

3 bedrooms
3 bathrooms
Sleeps 10
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Renovated Dennis Port cottage, holiday rental in Dennis

Renovated Dennis Port cottage

2 bedrooms
1 bathroom
Sleeps 5
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Glendon Beach Cottage #95 100 yds to the beach, holiday rental in Dennis

Glendon Beach Cottage #95 100 yds to the beach

2 bedrooms
1 bathroom
Sleeps 4
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Adorable Cottage in West Dennis, holiday rental in Dennis

Adorable Cottage in West Dennis

2 bedrooms
2 bathrooms
Sleeps 4
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Stunning waterfront home w/ furnished deck, dock & majestic views! Dogs ok!, holiday rental in Dennis

Stunning waterfront home w/ furnished deck, dock & majestic views! Dogs ok!

3 bedrooms
2 bathrooms
Sleeps 6
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Ocean view property!  30% off rates starting 9/19!, holiday rental in Dennis

Ocean view property! 30% off rates starting 9/19!

2 bedrooms
1 bathroom
Sleeps 5
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Everything You Need For A Family Vacation on the Cape.Walk to the beach 7/10mile, holiday rental in Dennis

Everything You Need For A Family Vacation on the Cape.Walk to the beach 7/10mile

8 bedrooms
4 bathrooms
Sleeps 14
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BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH -, holiday rental in Dennis

BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH -

3 bedrooms
1 bathroom
Sleeps 6
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Beautiful five bedroom home with private swimming pool, holiday rental in Dennis

Beautiful five bedroom home with private swimming pool

5 bedrooms
4 bathrooms
Sleeps 10
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Beautiful Cape Cod Family Vacation Home!, holiday rental in Dennis

Beautiful Cape Cod Family Vacation Home!

4 bedrooms
2 bathrooms
Sleeps 7
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Stunning Waterfront Home on a Lake with a shared kitchen ~ #C**********, holiday rental in Dennis

Stunning Waterfront Home on a Lake with a shared kitchen ~ #C**********

2 bedrooms
3 bathrooms
Sleeps 4
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Contemporary four bedroom home just .5 miles to Inman Beach, holiday rental in Dennis

Contemporary four bedroom home just .5 miles to Inman Beach

4 bedrooms
3 bathrooms
Sleeps 8
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Raised Split Ranch Single House in South Dennis., holiday rental in Dennis

Raised Split Ranch Single House in South Dennis.

4 bedrooms
2 bathrooms
Sleeps 8
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*Updated New listing* - Walk to beach, park, food, drink, and downtown!, holiday rental in Dennis

*Updated New listing* - Walk to beach, park, food, drink, and downtown!

3 bedrooms
2 bathrooms
Sleeps 6
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1 bedroom condo-just steps to the beach, holiday rental in Dennis

1 bedroom condo-just steps to the beach

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Cape Steps from 2 Beaches + Private Beach Deeded Access, holiday rental in Dennis

Cozy Cape Steps from 2 Beaches + Private Beach Deeded Access

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Immaculate four bedroom home sleeping 8- Only .2 miles to the beach, holiday rental in Dennis

Immaculate four bedroom home sleeping 8- Only .2 miles to the beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 3 bedroom cottage with huge deck and walk to private beach!, holiday rental in Dennis

Beautiful 3 bedroom cottage with huge deck and walk to private beach!

3 bedrooms
1 bathroom
Sleeps 6
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ocean front beach front 4 bed 3 bath private beach, holiday rental in Dennis

ocean front beach front 4 bed 3 bath private beach

4 bedrooms
4 bathrooms
Sleeps 8
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'Robyn's Nest' A private home, with swimming pool, close to Dennis Bay Beaches, holiday rental in Dennis

'Robyn's Nest' A private home, with swimming pool, close to Dennis Bay Beaches

3 bedrooms
2 bathrooms
Sleeps 7
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Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants, holiday rental in Dennis

Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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THE BOAT HOUSE LOFT ~ A SECLUDED WATERFRONT VACATION PARADISE, holiday rental in Dennis

THE BOAT HOUSE LOFT ~ A SECLUDED WATERFRONT VACATION PARADISE

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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CLEAN AIR, TOTAL PRIVCY ESCAP, EXCLSIV PVT BCH, BEAUT ANTIQ, SEE PROPTY DESCR., holiday rental in Dennis

CLEAN AIR, TOTAL PRIVCY ESCAP, EXCLSIV PVT BCH, BEAUT ANTIQ, SEE PROPTY DESCR.

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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4 Bedroom Beach Getaway 1000 feet to the Beach Central A/C, holiday rental in Dennis

4 Bedroom Beach Getaway 1000 feet to the Beach Central A/C

4 bedrooms
2 bathrooms
Sleeps 8
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Short Stroll To Sea Street Beach In Dennisport, holiday rental in Dennis

Short Stroll To Sea Street Beach In Dennisport

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront duplex sleeping 6-breathtaking views of Nantucket Sound, holiday rental in Dennis

Oceanfront duplex sleeping 6-breathtaking views of Nantucket Sound

3 bedrooms
2 bathrooms
Sleeps 6
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