Dennis Port, Massachusetts

Vacation Rentals in Dennis Port, Massachusetts

Discover 129 vacation rental properties in Dennis Port. From 1 to 8 bedrooms. Average $297/night. 100% have pools.

129 verified listings Book securely on VRBO Prices updated March 2026

129 properties available

Oceanfront Cape Cod Vacation Rental: Beach Access!

Oceanfront Cape Cod Vacation Rental: Beach Access!

3 beds 2 baths
PoolA/CWiFiBalcony
$394/night
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Oceanfront Property Private Beach on Nantucket Sound Sleeps 6

Oceanfront Property Private Beach on Nantucket Sound Sleeps 6

2 beds 2 baths
PoolA/CWiFiBalcony
$375/night
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Dreamy ocean-view perch with furnished balcony & beach access - dog-friendly

Dreamy ocean-view perch with furnished balcony & beach access - dog-friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$372/night
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Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining

1 bed 2 baths
PoolA/CWiFiBalcony
$154/night
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An English Garden Bed & Breakfast - Queen Room with Private Deck 203

An English Garden Bed & Breakfast - Queen Room with Private Deck 203

1 bed 1 bath
PoolA/CWiFiBalcony
$221/night
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Close to Nantucket Sound, Comfy Dennis Port 2 Bedroom Cottage

Close to Nantucket Sound, Comfy Dennis Port 2 Bedroom Cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$116/night
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Sleek, modern home with central AC & grill - steps to private beach & near trail

Sleek, modern home with central AC & grill - steps to private beach & near trail

1 bed 1 bath
PoolA/CWiFiBalcony
$157/night
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Cozy beachfront cottage at Chases Ocean Grove

Cozy beachfront cottage at Chases Ocean Grove

1 bed 1 bath
PoolA/CWiFiBalcony
$240/night
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Happy Daze 200 Capt. Chase #15 Dennisport

Happy Daze 200 Capt. Chase #15 Dennisport

1 bed 1 bath
PoolA/CWiFiBalcony
$160/night
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Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach! capeoceanvista

Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach! capeoceanvista

2 beds 2 baths
PoolA/CWiFiBalcony
$613/night
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Mins. to Beach & Town Great Outdoor Space!

Mins. to Beach & Town Great Outdoor Space!

2 beds 1 bath
PoolA/CWiFiBalcony
$173/night
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Mins. to Beach & Town Private Deck!

Mins. to Beach & Town Private Deck!

2 beds 1 bath
PoolA/CWiFiBalcony
$220/night
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Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

2 beds 2 baths
PoolA/CWiFiBalcony
Price on request
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Garden Cottage Just Steps from the Beach in Cape Cod

Garden Cottage Just Steps from the Beach in Cape Cod

2 beds 2 baths
PoolA/CWiFiBalcony
$150/night
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Adorable Cape-Style Cottage with Large Deck-Steps to the Beach + 2 Bikes to use!

Adorable Cape-Style Cottage with Large Deck-Steps to the Beach + 2 Bikes to use!

2 beds 1 bath
PoolA/CWiFiBalcony
$381/night
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Panoramic Views of Swan Pond

Panoramic Views of Swan Pond

3 beds 1 bath
PoolA/CWiFiBalcony
$323/night
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Peaceful 2 Bdrm Cottage WiFi A/C Ingrd Pool & Walk To Beach!

Peaceful 2 Bdrm Cottage WiFi A/C Ingrd Pool & Walk To Beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$197/night
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Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

2 beds 1 bath
PoolA/CWiFiBalcony
$137/night
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Cozy cape retreat with huge yard and deck

Cozy cape retreat with huge yard and deck

2 beds 1 bath
PoolA/CWiFiBalcony
$180/night
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STEPS TO SEA ST BEACH DENNISPORT NANTUCKET SOUND

STEPS TO SEA ST BEACH DENNISPORT NANTUCKET SOUND

2 beds
PoolA/CWiFiBalcony
$326/night
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1/2 Mile to Nantucket Sound Beaches!

1/2 Mile to Nantucket Sound Beaches!

3 beds 1 bath
PoolA/CWiFiBalcony
$182/night
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Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC

Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC

3 beds 2 baths
PoolA/CWiFiBalcony
$265/night
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4 BR Dennis Port Home Near Sea Street Beach Central A/C

4 BR Dennis Port Home Near Sea Street Beach Central A/C

4 beds 2 baths
PoolA/CWiFiBalcony
$273/night
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Comfortable Townhouse Walk To Beach with AC and private yard

Comfortable Townhouse Walk To Beach with AC and private yard

2 beds 1 bath
PoolA/CWiFiBalcony
$161/night
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Big House + Yard Near Sundae Sch + Sea St Beach

Big House + Yard Near Sundae Sch + Sea St Beach

3 beds 1 bath
PoolA/CWiFiBalcony
$293/night
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Ocean Front Pet Friendly AC Private Beach Coastal Cove

Ocean Front Pet Friendly AC Private Beach Coastal Cove

2 beds 2 baths
PoolA/CWiFiBalcony
$469/night
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Duplex next to Sea View Park with full kitchen, shared yard, grill, & W/D

Duplex next to Sea View Park with full kitchen, shared yard, grill, & W/D

3 beds 1 bath
PoolA/CWiFiBalcony
$260/night
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Walk To Beach - Comfortable 2BR Cottage

Walk To Beach - Comfortable 2BR Cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$307/night
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New! Two Bedroom, One Bath Near Beach With Sunroom

New! Two Bedroom, One Bath Near Beach With Sunroom

2 beds 1 bath
PoolA/CWiFiBalcony
$321/night
View Details → Book on VRBO
Nantucket Sound Dream! Exceptional Tri-Level Ocean Heights Condominium Offering Waterfront Living at Its Best with Private Beach!

Nantucket Sound Dream! Exceptional Tri-Level Ocean Heights Condominium Offering Waterfront Living at Its Best with Private Beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$503/night
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Bright and cheerful 3 bedroom home, .5 miles to beach!

Bright and cheerful 3 bedroom home, .5 miles to beach!

3 beds 2 baths
PoolA/CWiFiBalcony
$142/night
View Details → Book on VRBO
Ocean view getaway with a deck & shared yard - walk to the beach

Ocean view getaway with a deck & shared yard - walk to the beach

2 beds 1 bath
PoolA/CWiFiBalcony
$185/night
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Walk to Beach at Historic Sears Kit Home!

Walk to Beach at Historic Sears Kit Home!

3 beds 2 baths
PoolA/CWiFiBalcony
$318/night
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#5 Cozy Studio Condo with pool & patio-walk to beach

#5 Cozy Studio Condo with pool & patio-walk to beach

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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An English Garden Bed & Breakfast - King Room with Balcony

An English Garden Bed & Breakfast - King Room with Balcony

1 bed 1 bath
PoolA/CWiFiBalcony
$230/night
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Studio condo just 2/10's mile to Glendon Beach

Studio condo just 2/10's mile to Glendon Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$110/night
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Duplex across the street from Sea View Park with full kitchen & shared W/D

Duplex across the street from Sea View Park with full kitchen & shared W/D

3 beds 1 bath
PoolA/CWiFiBalcony
$239/night
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Recently Renovated with Central A/C Walk to Beach!

Recently Renovated with Central A/C Walk to Beach!

3 beds 1 bath
PoolA/CWiFiBalcony
$300/night
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Cozy and Cute 2 Bedroom Cottage!

Cozy and Cute 2 Bedroom Cottage!

2 beds 1 bath
PoolA/CWiFiBalcony
$122/night
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Charming cottage with screened porch and patio .3 miles to Haigis beach

Charming cottage with screened porch and patio .3 miles to Haigis beach

3 beds 1 bath
PoolA/CWiFiBalcony
$122/night
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Walk 2 Beach| Firepit| Dog Friendly| Location!

Walk 2 Beach| Firepit| Dog Friendly| Location!

3 beds 1 bath
PoolA/CWiFiBalcony
$377/night
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Cape Code Waterfront Cottage

Cape Code Waterfront Cottage

3 beds 1 bath
PoolA/CWiFiBalcony
$511/night
View Details → Book on VRBO
Steps to Beach! Renovated studio in the heart of Dennisport, Sleeps 2

Steps to Beach! Renovated studio in the heart of Dennisport, Sleeps 2

1 bed 1 bath
PoolA/CWiFiBalcony
$118/night
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New rental, near beach and town, linens included

New rental, near beach and town, linens included

2 beds 1 bath
PoolA/CWiFiBalcony
$310/night
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Sunrise and Sunset from Private Beach in Dennis Port!

Sunrise and Sunset from Private Beach in Dennis Port!

2 beds 2 baths
PoolA/CWiFiBalcony
$359/night
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Cape Cod Vacation Rental: Walk to Beach!

Cape Cod Vacation Rental: Walk to Beach!

1 bath
PoolA/CWiFiBalcony
$141/night
View Details → Book on VRBO
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

3 beds 2 baths
PoolA/CWiFiBalcony
$168/night
View Details → Book on VRBO
Oceanside duplex with high-speed WiFi & central AC - walk to Sea Street Beach

Oceanside duplex with high-speed WiFi & central AC - walk to Sea Street Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$237/night
View Details → Book on VRBO

Showing 48 of 129 properties

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