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Dennis Cape Cod Vacation Rentals

There are plenty of activities and things to do in and around Dennis for vacationing families.
 
For beach goers there is Mayflower Beach on the Bay side and West Dennis Beach on the Sound side. Golfers will enjoy the Dennis Pines or Dennis Highlands Golf Courses. Day trips for whale watching and deep sea fishing are also close by. The Cape Cod Rail Trail begins in Dennis and branches to either Chatham or Wellfleet. Baseball fans will enjoy watching a YD Red Sox game against an opposing team of the Cape Cod Baseball Leage. There are many family and fine dining restaurants to choose from and an assortment of antique and speciality shops. Stop in one of the Dennis Village centers for a bite to eat or an ice cream after a day on the beach or a round of mini golf.
 
For more activities, please visit our Things To Do page.
Found 32 properties

Please choose one of the properties below for more information. Need to narrow these results? Please use our advanced search form.

Pleasant Dennisport Cottage Nantucket Sound

Pleasant Dennisport Cottage Nantucket Sound
Location Map
Town:Dennisport
Accommodations:2BRs, 1 full bath, sleeps 6
Property ID:2066
Weekly Price Range:$800 - $950
Changeover Day:Saturday

30 A Fenway Rd, Dennisport, 02639

Adorable 3 Bedroom Dennis Port Vacation Cottage

Adorable 3 Bedroom Dennis Port Vacation Cottage
Location Map
Town:Dennis Port
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:2067
Weekly Price Range:$975 - $1450
Changeover Day:Saturday

29 Fenway Rd, Dennis Port, 02639

Close to Nantucket Sound, Comfy Dennis Port 2 Bedroom Cottage

Close to Nantucket Sound, Comfy Dennis Port 2 Bedroom Cottage
Location Map
Town:Dennis Port
Accommodations:2BRs, 1 full bath, sleeps 5
Property ID:2069
Weekly Price Range:$750 - $1350
Changeover Day:Saturday
Special Offer:Take Advantage of this Great Rate Reduction!!

39 Holiday Lane, Dennis Port, 02639

A Quiet Spot For Restful Vacation

A Quiet Spot For Restful Vacation
Location Map
Town:Dennis Port
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:2122
Weekly Price Range:$1100 - $1350
Changeover Day:Saturday
Special Offer:New for 2019 - Walking Distance to Fun-filled Days in Dennisport!

32 Holiday Lane, Dennis Port, 02639

Sunrise and Sunset from Private Beach in Dennis Port!

Sunrise and Sunset from Private Beach in Dennis Port!
Location Map
Town:Dennis Port
Accommodations:2BRs, 2 full baths, sleeps 4
Property ID:2132
Weekly Price Range:$1500 - $2200
Changeover Day:Saturday

405 Old Wharf Road, 104, Dennis Port, 02639

New Listing- Stunning Beachfront Gem!

New Listing- Stunning Beachfront Gem!
Location Map
Town:Dennis Port
Accommodations:7BRs, 7 full baths, 1 half bath, sleeps 14
Property ID:2144
Weekly Price Range:$12000 - $14000
Changeover Day:Sunday
Special Offer:Available Off Season- 3 NIGHT MINIMUM in the off season for $3000. (Additional nights at $800/night).

26 High Bank Circle, Dennis Port, 02639

Dennis Port Retreat With Private Beach Access

Dennis Port Retreat With Private Beach Access
Location Map
Town:Dennis Port
Accommodations:2BRs, 1 full bath, sleeps 4
Property ID:2146
Weekly Price:$3000
Changeover Day:Saturday

4A Union Wharf Rd., Carriage, Dennis Port, 02639

Newly Constructed 4BR Custom Home - Private Beach Access

Newly Constructed 4BR Custom Home - Private Beach Access
Location Map
Town:Dennis Port
Accommodations:4BRs, 2 full baths, 1 half bath, sleeps 8
Property ID:2147
Weekly Price:$6900
Changeover Day:Saturday

4 Union Wharf Road, Main, Dennis Port, 02639

Welcome To Our Seaside Compound Retreat- Private Beach Access!

Welcome To Our Seaside Compound Retreat- Private Beach Access!
Location Map
Town:Dennis Port
Accommodations:6BRs, 3 full baths, 1 half bath, sleeps 12
Property ID:2148
Weekly Price:$12000
Changeover Day:Saturday

4 Union Wharf Road, Compound, Dennis Port, 02639

Accommodates 12 Guests Overlooking Cape Cod Bay, 6 BD/6 BTH

Accommodates 12 Guests Overlooking Cape Cod Bay, 6 BD/6 BTH
Location Map
Town:Dennis
Accommodations:6BRs, 4 full baths, 2 half baths, sleeps 12
Property ID:2048
Weekly Price Range:$5490 - $10980
Changeover Day:Saturday

44 and 46 Dunes View Road, Dennis, 02638

4th of July Special $8500 ($1000 Savings Plus No Sales Tax)

4th of July Special $8500 ($1000 Savings Plus No Sales Tax)
Location Map
Town:Dennis Port
Accommodations:6BRs, 2 full baths, 2 half baths, sleeps 10
Property ID:2055
Weekly Price Range:$5000 - $10000
Changeover Day:Saturday

10 Raycroft Parkway, Dennis Port, 02639

Beachfront Condo Overlooking Cape Cod Bay!

Beachfront Condo Overlooking Cape Cod Bay!
Location Map
Town:Dennis
Accommodations:3BRs, 2 full baths, 1 half bath, sleeps 6
Property ID:2031
Weekly Price Range:$2950 - $5490
Changeover Day:Saturday

44 Dunes View Road, Dennis, 02638

Cape Cod Bay Beachfront Condo

Cape Cod Bay Beachfront Condo
Location Map
Town:Dennis
Accommodations:3BRs, 2 full baths, 1 half bath, sleeps 6
Property ID:2047
Weekly Price Range:$2950 - $5490
Changeover Day:Saturday

46 Dunes View Road, Dennis, 02638

Dennis Port - Walk to Private Beach!

Dennis Port - Walk to Private Beach!
Location Map
Town:Dennis Port
Accommodations:4BRs, 2 full baths, sleeps 10
Property ID:1977
Weekly Price Range:$2300 - $4500
Changeover Day:Saturday

40 Highbank Circle, Dennis Port, 02639

Views from Almost Every Room! Boat Dock Up to 20'

Views from Almost Every Room! Boat Dock Up to 20'
Location Map
Town:West Dennis
Accommodations:3BRs, 2 full baths, sleeps 8
Property ID:1851
Weekly Price Range:$1900 - $3050
Changeover Day:Saturday
Special Offer:Owner Special- Week of 7/20 & 7/27 Reduced ($1150 Savings)

13 Port Way, West Dennis, 02670

Dennis Port Cape - Walk to Beach - Central Air!

Dennis Port Cape - Walk to Beach - Central Air!
Location Map
Town:Dennis Port
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1824
Weekly Price Range:$1500 - $2150
Changeover Day:Saturday
Special Offer:Prime Summer Weeks Still Available!!!

65 Bain Road, Dennis Port, 02639

Walk to Bayview & Mayflower Beach on Cape Cod Bay!

Walk to Bayview & Mayflower Beach on Cape Cod Bay!
Location Map
Town:Dennis
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1921
Weekly Price Range:$1000 - $2000
Changeover Day:Saturday
Special Offer:High-season July weeks just reduced to $1800/week!! Book today!!

49 Lombardi Heights, Dennis, 02638

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

4 BR Dennis Port Home Near Sea Street Beach Central A/C
Location Map
Town:Dennis Port
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1975
Weekly Price Range:$1200 - $1950
Changeover Day:Saturday

11 Beaten Rd, Dennis Port, 02639

Light & Bright Near West Dennis Beach!

Light & Bright Near West Dennis Beach!
Location Map
Town:West Dennis
Accommodations:3BRs, 1 full bath, sleeps 8
Property ID:1907
Weekly Price Range:$1350 - $1750
Changeover Day:Saturday
Special Offer:This Just In!! Can't get away for a full week but the weather looks great for the next 3- days? Prime time 3-night minimum stay added to this adorable 3-bedroom home in West Dennis. BOOK NOW!

4 Eastman Lane, West Dennis, 02670

Less than 0.1 mile to Nantucket Sound!

Less than 0.1 mile to Nantucket Sound!
Location Map
Town:Dennis Port
Accommodations:3BRs, 1 full bath, sleeps 6
Property ID:1859
Weekly Price Range:$1000 - $2000
Changeover Day:Saturday

100 Uncle Rolf Rd, Dennis Port, 02639

Cozy 4 Bedroom - Walk to Dennis Village!

Cozy 4 Bedroom - Walk to Dennis Village!
Location Map
Town:Dennis
Accommodations:4BRs, 1 full bath, sleeps 8
Property ID:1920
Weekly Price Range:$1000 - $1850
Changeover Day:Saturday

154 Nobscussett Road, Dennis, 02638

Comfortable Home with Views of Kelley Pond

Comfortable Home with Views of Kelley Pond
Location Map
Town:West Dennis
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1852
Weekly Price:$1800
Changeover Day:Saturday

16 Wistaria Lane, West Dennis, 02670

Dennis Port Rental Close to Lifeguard Protected Town Beach

Dennis Port Rental Close to Lifeguard Protected Town Beach
Location Map
Town:Dennis Port
Accommodations:4BRs, 3 full baths, sleeps 8
Property ID:1926
Weekly Price Range:$1550 - $1775
Changeover Day:Saturday

64 Beaten Rd, Dennis Port, 02639

4 Bedroom on a Charming Cul-de-Sac

4 Bedroom on a Charming Cul-de-Sac
Location Map
Town:South Dennis
Accommodations:4BRs, 2 full baths, sleeps 8
Property ID:1582
Weekly Price Range:$850 - $1700
Changeover Day:Saturday

18 Perkins Way, South Dennis, 02660

Cute 3 BD Under a Mile to the Beach! Pet Friendly!!

Cute 3 BD Under a Mile to the Beach! Pet Friendly!!
Location Map
Town:Dennis Port
Accommodations:3BRs, 1 full bath, 1 half bath, sleeps 7
Property ID:1826
Weekly Price Range:$1495 - $1695
Changeover Day:Saturday

19 Nipigon Way East, Dennis Port, 02639

Contact Us

Orleans
Sales +1 508-255-2202Rentals +1 508-255-2069
414 S. Orleans Road, P.O. Box 336, S. Orleans, MA 02662

Wellfleet
Sales +1 508-349-3411Rentals +1 508-349-3911
1580 Route 6, P.O.Box 719, Wellfleet, MA 02667

Yarmouth
Sales +1 508-784-1164Rentals +1 508-784-1125
743 Main St, Rte 28, South Yarmouth, MA 02664

Provincetown
Sales +1 508-487-1001
146 Commercial Street Provincetown, MA 02657

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