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Holiday Rentals near Cape Playhouse

820 Main St, (Rt. 6A), Dennis, Massachusetts 02638-1904
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    Travellers to Dennis are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 480 Rentals in Dennis
    'The Bayside Colonial' with guest area1 / 27
    (1)Terrible
    2.0 kilometres from Cape Playhouse
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    2.3 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Walk to Mayflower Beach!1 / 20
    (12)Excellent
    1.2 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    2.3 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Mermaid Cottage is located at Flax Pond and about 2mi to Mayflower Beach. This Property abuts conservation and biking/walking trail and is located on the Bayside of Dennis. This house has a very successful vacation rental history and is open year round for your enjoyment of this tranquil area....
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.8 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    19901 Fairway to Heaven: Brilliantly remodeled in 2015; Tasteful coastal decor, with a high end beachy look! Lovely yard with lots of room for entertaining and family. Set back from the road with lots of parking. This home has everything. Walk to the village, Highlands golf course, the bike path,...
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.4 kilometres from Cape Playhouse
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Four bedroom home with water views of Sesuit Harbor available for last two weeks of August. Close to Sea St. and Cold Storage beaches. Modern oversized kitchen, outdoor dining, large flat screen TV in basement, outdoor shower and kayaks available for use to launch from backyard. $3,200 per week....
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Cliff Cottage By The Pond1 / 8
    (1)Very good
    2.3 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 22 July 2017
    The house is cute & well kept. Having towels, linens, toys & beach gear for the kids was great. The pond was absolutely beautiful - we spent most of the week there. It is...
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    About this property
    ***Welcome to Cliff Cottage*** Only short walk to Flax Pond (about 500 steps) rated 2nd best fresh water pond by Cape Cod Online) and deeded beach rights. ***2 Night Minimum*** ***7 Night Sat-Sat in June July & August*** During the summer months I rent by the week, Saturday to Saturday, for...
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Four bedroom home located less than 3 miles to Bayside beaches1 / 15
    (3)Very good
    2.0 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 15 July 2016
    I would say the house could use a little more cleaning, but overall it was great for us! We were able to have grandparents and kids with plenty of room. The renovated bathroom...
    Reviewed 3 July 2016
    Martha Murray was wonderful!Rental house was more than expected!Location was central to all of Cape Cod..the town of Dennis was perfect...will be using them on our next visit!
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    About this property
    This well-maintained four bedroom spacious home is located less than 3 miles from Bayside beaches. Spend an afternoon at Princess Beach on beautiful Scargo Lake, only 1.5 miles away. This active solar home is situated on a nicely landscaped setting. The interior is feng shui designed with a relaxed...
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    1.3 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    19904 - Seashell Home: Newly Furnished & Updated, A/C, Dog Friendly, Golf & Town Nearby! Dennis Highland Golf course is right around the corner and all the great restaurants of Dennis Village are just a 3-minute drive! Make our home your home base for your next Cape Cod vacation and enjoy a...
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.9 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lovely north side home in established year round neighborhood. Short drive to the popular Corporation Beach. Minutes to historic route 6A. Convenient to antique shops, restaurants and the Dennis playhouse. Private back yard setting with patio, outdoor dining table, gas grill and awning. The...
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    East Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Cape Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    19905 Mariner's Retreat: Walk right down to Scargo Lake from this fully renovated, ranch-style home! Located just two minutes from Princess Beach, four minutes from Scargo Beach, and five minutes from Corporation beach, this vacation rental will provide endless fun for everyone! You will step in...
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    1.7 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This roomy four bedroom, 2 bath home sleeping 8 is in close proximity to both Dennis golf and beaches. The home has a large back yard offering both shade and an ample sized sunny deck with patio table, chairs and umbrella. Second level bonus playroom with lots of toys, games and puzzles for...
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.2 kilometres from Cape Playhouse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    One of a kind five bedroom home sleeping 10! This home is located off the beaten path, just steps away from Scargo beach on Scargo Lake along 6A. Enjoy your summer vacation in this unique home that features central air conditioning, washer/dryer, enclosed outdoor shower and WiFi. Spend your time...
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    Dennis, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    10.2 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Charming Cape Cod Cottage on quiet cul de sac near beach1 / 18
    (11)Excellent
    10.1 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    10.7 kilometres from Cape Playhouse
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    4 Bedroom Beach Getaway 1000 feet to the Beach Central A/C1 / 34
    (17)Excellent
    9.7 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location!1 / 14
    (4)Very good
    10.1 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    8.3 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    West Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.7 kilometres from Cape Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Walk to Beach from this 3 Bedroom Cottage!1 / 29
    (7)Very good
    10.4 kilometres from Cape Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    3.3 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    3.0 kilometres from Cape Playhouse
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    East Dennis, Dennis
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    10.6 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.7 kilometres from Cape Playhouse
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Walk to Ocean and Lake from Beautiful East Dennis Neighborhood1 / 24
    (23)Excellent
    1.5 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    1.4 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Come STAY, RELAX and ENJOY LIFE within a .5 mile  walk to Nantucket Sound!1 / 22
    (16)Very good
    9.7 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Waterfront home on Grand Cove w/AC and 3 kayaks1 / 40
    (19)Excellent
    8.2 kilometres from Cape Playhouse
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    10.6 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4 BR Dennis Port Home Near Sea Street Beach Central A/C1 / 25
    (11)Very good
    10.0 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Cozy Cape Steps from 2 Beaches + Private Beach Deeded Access1 / 34
    (27)Excellent
    10.2 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    9.8 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach1 / 27
    (100)Very good
    10.0 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3BR/3BA Cape with All You Need1 / 19
    (4)Excellent
    1.8 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful  Ocean View Studio1 / 25
    (75)Excellent
    10.5 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    West Dennis, Dennis
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    10.7 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Gorgeous, renovated 5 bedroom 2.5 bathroom  3/10 of a mile to the beach1 / 43
    (22)Excellent
    9.9 kilometres from Cape Playhouse
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants1 / 27
    (33)Very good
    10.1 kilometres from Cape Playhouse
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Relaxing Oasis Overlooking Bass River - Best Sunsets On The Cape1 / 17
    (6)Excellent
    7.9 kilometres from Cape Playhouse
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    ocean front beach front 4 bed 3 bath private beach1 / 24
    (18)Excellent
    1.8 kilometres from Cape Playhouse
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    10.2 kilometres from Cape Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH -1 / 22
    (12)Excellent
    9.7 kilometres from Cape Playhouse
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
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    Dennis, Cape Cod
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
    3BR – Perfect Location Cynthia Lane! A/C, Bikes, WiFi, NESN!1 / 11
    (12)Very good
    9.8 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Big House in Heart of Cape.  Close to Everything!1 / 22
    (52)Excellent
    4.9 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Dennis, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Charming newly renovated cottage, Water  access on grand cove.1 / 12
    (3)Very good
    8.3 kilometres from Cape Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    West Dennis, Dennis
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    #907: Newly Updated, Minutes to Beach & Town, Large Outdoor Private Deck!1 / 29
    (13)Very good
    10.2 kilometres from Cape Playhouse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dennis Port, Dennis
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    10.7 kilometres from Cape Playhouse
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    #910: Newly Updated & Furnished, Less Than 400 Yards to Beach! Dog Friendly!1 / 29
    (10)Very good
    10.4 kilometres from Cape Playhouse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Dennis Port, Dennis
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    9.9 kilometres from Cape Playhouse
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
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    Dennis Port, Dennis
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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