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Luxury Sicily Villa - Vacation Rentals in Dennis Port

Villa Balena - A Cape Cod Oasis From US $753
         

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New
Apartment
Villa Balena - A Cape Cod Oasis
  • Air Conditioner
  • Pet Friendly
  • Pool

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Luxury Places to Stay in Dennis Port

Over 801+ Luxury Places to Stay in or Near Dennis Port
An English Garden From US $3,026
         

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8.7 (109 Reviews)
Hotel
An English Garden
  • Air Conditioner
  • Parking
  • TV

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3 Home Oceanfront Compound w/Private Beach & A/C. Enjoy this view every day! From US $2,755
         

10.0 (7 Reviews)
House
3 Home Oceanfront Compound w/Private Beach & A/C. Enjoy this view every day!
  • Air Conditioner
  • Parking
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Ocean front Family Compound with a 200-foot private beach, on Nantucket Sound From US $2,228
         

10.0 (1 Review)
House
Ocean front Family Compound with a 200-foot private beach, on Nantucket Sound
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Oceanfront five bedroom home with access to shared/private beach From US $2,132
         

9.2 (5 Reviews)
House
Oceanfront five bedroom home with access to shared/private beach
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1 min walk from private beach - 4 bd main house, 2 bd carriage house! From US $1,924
         

9.4 (17 Reviews)
House
1 min walk from private beach - 4 bd main house, 2 bd carriage house!
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Brilliantly updated property From US $1,828
         

New
House
Brilliantly updated property
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Stunning Waterfront Home with Hot Tub Deck Fire Pits and Office From US $1,792
         

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New
House
Stunning Waterfront Home with Hot Tub Deck Fire Pits and Office
  • Air Conditioner
  • Parking
  • Pet Friendly

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WATER FRONT BEACH FRONT CENTRAL A/C 180 DEGREE OCEAN VIEW From US $1,767
         

9.6 (35 Reviews)
House
WATER FRONT BEACH FRONT CENTRAL A/C 180 DEGREE OCEAN VIEW
  • Air Conditioner
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  • TV

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Top-Rated Vacation Rentals with a Pool in Dennis Port

Over 108+ Top-Rated Vacation Rentals with a Pool in or Near Dennis Port
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C From US $1,372
         

10.0 (90 Reviews)
House
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
  • Air Conditioner
  • Parking
  • Pool

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Beautiful five bedroom home with private swimming pool From US $1,093
         

10.0 (19 Reviews)
House
Beautiful five bedroom home with private swimming pool
  • Air Conditioner
  • Parking
  • Pool

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Pool & 300 yards to the beach , 4 Bedroom/1.5 bath Cape sleeps 8-9 From US $642
         

10.0 (17 Reviews)
House
Pool & 300 yards to the beach , 4 Bedroom/1.5 bath Cape sleeps 8-9
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Mid-Cape Studio Steps to the Beach & Pool From US $212
         

10.0 (6 Reviews)
Condo
Cozy Mid-Cape Studio Steps to the Beach & Pool
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Charming Dennis Port Getaway for Two with Pool & Walk to Beach From US $236
         

10.0 (5 Reviews)
Condo
Charming Dennis Port Getaway for Two with Pool & Walk to Beach
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  • Pool
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Relaxing condo near the beach with linens and towels provided! From US $212
         

10.0 (5 Reviews)
Condo
Relaxing condo near the beach with linens and towels provided!
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  • Pool
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3 BR, 2 1/2 BA. Across from beach. Heated outdoor pool (pool closes Labor Day) From US $740
         

10.0 (3 Reviews)
Condo
3 BR, 2 1/2 BA. Across from beach. Heated outdoor pool (pool closes Labor Day)
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  • Parking
  • Pool

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Private Beach , in room Hot Tub, BBQ, HEATED POOL, INDOOR POOL From US $343
         

10.0 (2 Reviews)
Condo
Private Beach , in room Hot Tub, BBQ, HEATED POOL, INDOOR POOL
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  • Pool

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Pet-Friendly Vacation Rentals in Dennis Port

Over 173+ Pet-Friendly Vacation Rentals in or Near Dennis Port
Family Beach Days: Dog-Friendly Cape Cod Condo From US $1,086
         

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10.0 (1 Review)
House
Family Beach Days: Dog-Friendly Cape Cod Condo
  • Parking
  • Pet Friendly
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Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach. From US $309
         

9.6 (178 Reviews)
Cottage
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-friendly Cape Cod Getaway < 1 Mi to Beach From US $896
         

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New
Cottage
Pet-friendly Cape Cod Getaway < 1 Mi to Beach
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  • Pet Friendly

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400 Yards to the Beach! Dogs Welcome! From US $546
         

9.2 (28 Reviews)
House
400 Yards to the Beach! Dogs Welcome!
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill From US $297
         

10.0 (181 Reviews)
House
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach, OceanBeachVista! From US $741
         

10.0 (82 Reviews)
Condo
Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach, OceanBeachVista!
  • Air Conditioner
  • Pet Friendly
  • TV

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Pet-Friendly Yard! Fun Family Home in Cape Cod From US $408
         

10.0 (34 Reviews)
House
Pet-Friendly Yard! Fun Family Home in Cape Cod
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hundred Summer Days on the Cape! From US $395
         

10.0 (12 Reviews)
House
Hundred Summer Days on the Cape!
  • Air Conditioner
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  • Pet Friendly

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Large Vacation Homes & Villas in Dennis Port

Over 83+ Large Vacation Homes & Villas in or Near Dennis Port
Seabreeze From US $360
         

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9.0 (1 Review)
House
Seabreeze
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities

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Steps to Beach 4-5 Bedrooms w/Central A/C From US $236
         

9.8 (66 Reviews)
House
Steps to Beach 4-5 Bedrooms w/Central A/C
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Gorgeous 4 bedroom/2 baths, 1/10 mile to the beach, outdoor patio with firepit From US $547
         

9.4 (54 Reviews)
House
Gorgeous 4 bedroom/2 baths, 1/10 mile to the beach, outdoor patio with firepit
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Private Beach On Nantucket Sound! (2055) From US $1,157
         

9.6 (12 Reviews)
House
Private Beach On Nantucket Sound! (2055)
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Dennis Port - 100 feet to Private Beach! (1977) From US $1,340
         

9.0 (28 Reviews)
House
Dennis Port - 100 feet to Private Beach! (1977)
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Cozy Cape Steps from 2 Beaches + Private Beach Deeded Access From US $412
         

10.0 (39 Reviews)
House
Cozy Cape Steps from 2 Beaches + Private Beach Deeded Access
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"Into the Mystic" Beautifully Renovated 6 bedroom home steps to the beach From US $937
         

10.0 (21 Reviews)
House
"Into the Mystic" Beautifully Renovated 6 bedroom home steps to the beach
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Four bedroom home-Only 500 feet walk to shared/private beach with central ac. From US $558
         

10.0 (19 Reviews)
House
Four bedroom home-Only 500 feet walk to shared/private beach with central ac.
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Wheelchair Accessible Vacation Homes in Dennis Port

Over 21+ Wheelchair Accessible Vacation Homes in or Near Dennis Port
Dennis Port Delight From US $565
         

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9.5 (2 Reviews)
House
Dennis Port Delight
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility

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Brand new Ocean View Condo with private balcony, steps from the beach! From US $339
         

10.0 (8 Reviews)
Condo
Brand new Ocean View Condo with private balcony, steps from the beach!
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  • Parking
  • TV

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Oceanfront 2-bedroom Condo with Private Beach! From US $462
         

10.0 (2 Reviews)
Condo
Oceanfront 2-bedroom Condo with Private Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cape Cod Oceanfront New Condo with Ocean View & Private Beach, OceanBeachVista! From US $809
         

9.8 (120 Reviews)
Condo
Cape Cod Oceanfront New Condo with Ocean View & Private Beach, OceanBeachVista!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Dreamy ocean-view perch with furnished balcony & beach access - dog-friendly From US $529
         

9.6 (46 Reviews)
Condo
Dreamy ocean-view perch with furnished balcony & beach access - dog-friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Brand new Ocean View Condo with private balcony, steps from the beach! From US $339
         

9.6 (15 Reviews)
Condo
Brand new Ocean View Condo with private balcony, steps from the beach!
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Steps to the Surf—Modern Oceanfront Condo From US $742
         

9.6 (10 Reviews)
Condo
Steps to the Surf—Modern Oceanfront Condo
  • Air Conditioner
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  • Pet Friendly

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Brand new Ocean View Condo with private balcony, steps from the beach! From US $239
         

9.6 (5 Reviews)
Condo
Brand new Ocean View Condo with private balcony, steps from the beach!
  • Air Conditioner
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Dennis Port Vacation Rentals and Airbnb Places to Stay Under $200

Over 85+ Dennis Port Vacation Rentals and Airbnb Places to Stay Under $200
Immaculate Beach Condo From US $159
         

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9.3 (7 Reviews)
Apartment
Immaculate Beach Condo
  • View
  • Wheelchair Accessible
  • Accessibility

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Immaculately clean 2 bedroom duplex less than .3 miles to Sea Street Beach. From US $189
         

9.6 (7 Reviews)
House
Immaculately clean 2 bedroom duplex less than .3 miles to Sea Street Beach.
  • Air Conditioner
  • TV
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Cutty Sark Motor Lodge From US $148
         

9.0 (193 Reviews)
Hotel
Cutty Sark Motor Lodge
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Lovely three bedroom home with access to Swan Pond From US $199
         

9.4 (13 Reviews)
House
Lovely three bedroom home with access to Swan Pond
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Cozy three bedroom home with updated eat in kitchen From US $200
         

9.6 (9 Reviews)
House
Cozy three bedroom home with updated eat in kitchen
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3 bedroom 2 bath home located .5 miles to Glendon Road Beach From US $200
         

10.0 (28 Reviews)
House
3 bedroom 2 bath home located .5 miles to Glendon Road Beach
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Cute and well maintained 3 bedroom, 1 bath home w/air From US $200
         

10.0 (5 Reviews)
House
Cute and well maintained 3 bedroom, 1 bath home w/air
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Cozy studio only 3/10 of a mile from Nantucket Sound, Free WIFI From US $185
         

9.8 (74 Reviews)
Apartment
Cozy studio only 3/10 of a mile from Nantucket Sound, Free WIFI
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Instantly Bookable Vacation Homes in Dennis Port

Over 450+ Instantly Bookable Vacation Homes in or Near Dennis Port
Short stroll to public and private beaches, cottage in Dennisport From US $458
         

9.2 (46 Reviews)
House
Short stroll to public and private beaches, cottage in Dennisport
  • Air Conditioner
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Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC From US $674
         

New
House
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
  • Air Conditioner
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4 BR Dennis Port Home Near Sea Street Beach Central A/C (1975) From US $603
         

9.0 (17 Reviews)
House
4 BR Dennis Port Home Near Sea Street Beach Central A/C (1975)
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Updated Dennis Port Cottage Near Nantucket Sound (2069) From US $345
         

8.4 (37 Reviews)
Cottage
Updated Dennis Port Cottage Near Nantucket Sound (2069)
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Just .3 Mile to Sea Street Beach on Nantucket Sound! (2041) From US $313
         

7.2 (10 Reviews)
Cottage
Just .3 Mile to Sea Street Beach on Nantucket Sound! (2041)
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Single Floor Living, 500 Feet To The Beach! (1821) From US $220
         

9.2 (23 Reviews)
House
Single Floor Living, 500 Feet To The Beach! (1821)
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Only .3 miles to the beach with central air conditioning! From US $359
         

10.0 (19 Reviews)
House
Only .3 miles to the beach with central air conditioning!
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Three bedroom homes with wonderful views of Swan River and Nantucket Sound From US $480
         

10.0 (10 Reviews)
House
Three bedroom homes with wonderful views of Swan River and Nantucket Sound
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About Dennis Port Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurysicilyvilla Dennis Port, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Dennis Port. Places to stay near Dennis Port are 785.77 ft² on average, with prices averaging US $753 a night.

Luxurysicilyvilla makes it easy and safe to find and compare vacation rentals in Dennis Port with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Dennis Port

Type Count
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Dennis Port

★ Pro Tip: Luxurysicilyvilla makes it easy to compare the best listings on Luxurysicilyvilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurysicilyvilla homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Dennis Port.

Weather in Dennis Port

View the weather forecast for Dennis Port before booking your Dennis Port Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 21°F
March - May
High 64°F       Low 23°F
June - August
High 80°F       Low 58°F
September - November
High 75°F       Low 32°F

Top Attractions Around Dennis Port, MA

Luxurysicilyvilla offers a large selection of top attractions around Dennis Port. Research things to do on your vacation before you visit Dennis Port.


Sea Street Beach Cape Cod Theatre Company – Home of the Harwich Jr. Theatre Swan Pond River Haigis Beach Cape Codder Water Park Harwich Port Hyannis Harbor Cape Cod National Seashore Nauset Beach Mayflower Beach West Dennis Beach Seagull Beach Sandy Neck Beach Hyannis Port Beach Craigville Beach Sandwich Boardwalk John F. Kennedy Hyannis Museum Cape Cod Inflatable Park Ocean Edge Golf Club Cape Cod Melody Tent

Other Places to Stay Near Dennis Port, MA


Swan Pond River 1,670 Properties Cape Cod Theatre Company – Home of the Harwich Jr. Theatre 1,523 Properties Haigis Beach 1,494 Properties Sea Street Beach 1,403 Properties

Complexes around Dennis Port, MA


No Dennis Port 30 Properties Captain Chase Dennis 3 Properties The Soundings Resort 3 Properties Beach Hills Dennis 2 Properties Kib 1 Properties

Dennis Port Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Dennis Port?

There are a lot of options in Dennis Port. If you plan on staying in the Dennis Port area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dennis Port:

How many vacation rentals are available in Dennis Port?

Currently, the total number of properties listed in 2026 is over 1 in the Dennis Port area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Dennis Port.