Cottage Rentals in Dennis Port, MA: Compare 10+ Sites & Save

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224 Best Cottage Rentals in Dennis Port (Starting from $185)

Charming 3 bed cottage w/ AC, hot tub, walk to beach, restaurants & bars!
Charming 3 bed cottage w/ AC, hot tub, walk to beach, restaurants & bars!
Cottage
Dennis, MA, 02639, United States
0.6k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$787
Average price / night
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Classic Cape Cod Cottage - Walk to Beach
Classic Cape Cod Cottage - Walk to Beach
Cottage
Dennis, MA, 02638, United States
0.6k from Dennis Port center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
7.6

Good

7 reviews

$297
Average price / night
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1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck
1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck
Cottage
Dennisport, MA, 02639, United States
0.6k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$339
Average price / night
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The Sweet Retreat - Less than 1/2 mile to Dennis Port beaches
The Sweet Retreat - Less than 1/2 mile to Dennis Port beaches
Cottage
Dennis, MA, 02639, United States
0.8k from Dennis Port center

AC, Barbecue, Fireplace, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$389
Average price / night
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Private Cottage Tucked Close to Beaches and Town (2412)
Private Cottage Tucked Close to Beaches and Town (2412)
Cottage
Dennis, MA, 02637, United States
0.8k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom6 Guests
New to Booking
$312
Average price / night
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New For 2026! 1/2 mile to Swan Pond (2414)
New For 2026! 1/2 mile to Swan Pond (2414)
Cottage
Dennis, MA, 02637, United States
0.8k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$342
Average price / night
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New to Rentals, Vacation Compound 2413
New to Rentals, Vacation Compound 2413
Cottage
Dennis, MA, 02637, United States
0.8k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms10 Guests
New to Booking
$586
Average price / 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!
Cottage
Dennis, MA, 02639, United States
0.8k from Dennis Port center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.8

Exceptional

11 reviews

$302
Average price / night
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Relax by the sea! 3-Bedroom cottage near top Cape Cod Beaches
Relax by the sea! 3-Bedroom cottage near top Cape Cod Beaches
Cottage
Dennis, MA, 02639, United States
0.9k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.2

Superb

7 reviews

$322
Average price / night
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Beach sticker with week long bookings!
Beach sticker with week long bookings!
Cottage
Dennis, MA, 02639, United States
0.9k from Dennis Port center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.4

Superb

3 reviews

$434
Average price / night
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Updated Dennis Port Cottage Near Nantucket Sound (2069)
Updated Dennis Port Cottage Near Nantucket Sound (2069)
Cottage
Dennis Port, MA, 02639, United States
0.9k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
8.4

Very Good

37 reviews

$345
Average price / night
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Best of Both Worlds on Swan Pond in Dennisport
Best of Both Worlds on Swan Pond in Dennisport
Cottage
Dennis Port, MA, 02639, United States
1.0k from Dennis Port center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

71 reviews

$456
Average price / night
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Driftwood Cottage- Cozy Gas Fireplace - Walk to beach
Driftwood Cottage- Cozy Gas Fireplace - Walk to beach
Cottage
Dennisport, MA, 02639, United States
1.0k from Dennis Port center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

64 reviews

$284
Average price / night
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Cape Charm! Sandy Toes Just Steps from Beach
Cape Charm! Sandy Toes Just Steps from Beach
Cottage
Dennis Port, MA, 02639, United States
1.1k from Dennis Port center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.0

Fabulous

7 reviews

$426
Average price / night
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1 Mi to South Village Beach: BBQ-Ready Retreat
1 Mi to South Village Beach: BBQ-Ready Retreat
Cottage
West Dennis, MA, 02670, United States
1.1k from Dennis Port center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$619
Average price / night
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Charming 1-bedroom cottage in Dennis, central to everything!
Charming 1-bedroom cottage in Dennis, central to everything!
Cottage
Dennis, MA, 02639, United States
1.1k from Dennis Port center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$212
Average price / night
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 Short Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard
Short Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard
Cottage
Dennis Port, MA, 02639, United States
1.1k from Dennis Port center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

49 reviews

$251
Average price / night
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Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.
Cottage
Dennis, MA, 02639, United States
1.1k from Dennis Port center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms5 Guests
9.6

Exceptional

178 reviews

$293
Average price / night
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Just .3 Mile to Sea Street Beach on Nantucket Sound! (2041)
Just .3 Mile to Sea Street Beach on Nantucket Sound! (2041)
Cottage
Dennis Port, MA, 02639, United States
1.1k from Dennis Port center

AC, Barbecue, Fireplace, Free Parking, Kitchen, Living Area, Microwave, No Smoking, Outdoor Grill

2 Bedrooms5 Guests
7.2

Good

10 reviews

$315
Average price / night
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Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Cottage
Dennis, MA, 02639, United States
1.1k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.6

Exceptional

109 reviews

$185
Average price / night
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Cape Code Waterfront Cottage
Cape Code Waterfront Cottage
Cottage
Dennis Port, MA, 02639, United States
1.1k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

46 reviews

$661
Average price / night
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Blue Sky Retreat – Cozy, Central & Walk to Beach
Blue Sky Retreat – Cozy, Central & Walk to Beach
Cottage
Dennis Port, MA, 02639, United States
1.2k from Dennis Port center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$529
Average price / night
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Lovely studio steps to the beach in Dennis port
Lovely studio steps to the beach in Dennis port
Cottage
Dennis, MA, 02639, United States
1.2k from Dennis Port center

Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio, Toys

1 Bedroom2 Guests
9.4

Superb

15 reviews

$338
Average price / night
Check Availability
Cape cottage close to all attractions! 117 Captain Chase Road, Dennis Port, MA
Cape cottage close to all attractions! 117 Captain Chase Road, Dennis Port, MA
Cottage
Dennisport, MA, 02639, United States
1.2k from Dennis Port center

AC, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
9.4

Superb

90 reviews

$212
Average price / night
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Cozy cape retreat with huge yard and deck
Cozy cape retreat with huge yard and deck
Cottage
Dennis Port, MA, 02639, United States
1.2k from Dennis Port center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

46 reviews

$310
Average price / night
Check Availability
Escape to Cape Cod in Our Quaint Cottage - Casa 72
Escape to Cape Cod in Our Quaint Cottage - Casa 72
Cottage
Dennis Port Cape Cod, MA, 02639, United States
1.2k from Dennis Port center

Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, TV

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$331
Average price / night
Check Availability
New! Beach Cottage - 3 min walk to Beach - Pet Friendly!
New! Beach Cottage - 3 min walk to Beach - Pet Friendly!
Cottage
Dennis, MA, 02639, United States
1.3k from Dennis Port center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$376
Average price / night
Check Availability

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Frequently Asked Questions

You can explore 224 verified cottage rentals in Dennis Port. Our listings are sourced from a range of trusted booking providers, giving you access to charming coastal cottages, peaceful countryside escapes, and cozy stays—all in one place.

Cottage rental prices in Dennis Port vary based on the season, location, and amenities offered. Rates typically start from around $185 per night, with higher prices during peak travel periods or in waterfront locations. Comparing different options can help you find a stay that fits both your preferences and budget.

Many cottages in Dennis Port feature inviting outdoor areas such as private gardens, patios, or small yards. These spaces are ideal for relaxing, dining outdoors, or enjoying the surrounding scenery. You can use the available filters to quickly find cottages with outdoor features that match your preferences.

Yes, cottages are often a great choice for travelers with pets thanks to their cozy layouts and access to outdoor space. Currently, 20 listings in Dennis Port welcome pets, making it easier to plan a comfortable stay with your companion.

For busy seasons such as summer holidays or long weekends, it’s a good idea to book your cottage 60 to 90 days in advance. Since cottages are typically smaller and more unique, the most desirable options tend to get reserved quickly during peak periods.

Cottages in Dennis Port are known for their comfort and charm, often including amenities such as Kitchen, Wellness Facilities, and Fireplace/Heating. These features help create a relaxing and home-like atmosphere for guests.

Yes, many cottages in Dennis Port are well-suited for longer stays. They often include essentials like full kitchens, laundry facilities, and comfortable living spaces, making them a practical option for extended vacations or remote work.