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Holiday Rentals near Skaket Beach

192 Skaket Beach Rd, Orleans, Massachusetts 02653-3008
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    Travellers to Orleans are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 185 Rentals in Orleans
    Walk to Beach, Beautiful Brewster Home! Crosby1 / 26
    (4)Very good
    2.3 kilometres from Skaket Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    0.8 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    On the Banks of Rock Harbor Creek1 / 36
    (1)Excellent
    1.1 kilometres from Skaket Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Cozy Cottage Overlooking Rock Harbor Creek1 / 22
    (1)Excellent
    1.1 kilometres from Skaket Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cozy Orleans one bedroom bungalow in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to Rock Harbor & Cape Cod Bay and .9 miles to the...
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    Orleans, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    17 Center Place 183741 / 10
    (3)Excellent
    2.3 kilometres from Skaket Beach
    2 Bedrooms, Sleeps 4 Quick View
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    Orleans Center (ID# 18374) Close to town, waterfront to pond Orleans Center! 2022 Season! Charming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a...
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, Sleeps 4
    2.7 kilometres from Skaket Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    Come to your very own private resort on Cape Cod. Located directly on Nauset Harbor on the Eastham\Orleans town line, The Jeremiah House is the place to be for your quintessential Cape Cod getaway. This luxury home is the perfect convergence of classic old Cape Cod architecture and charm with...
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    3.0 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Located right on the shore of beautiful Town Cove in Orleans. This family home has 4 bedrooms 2 baths and a view of the water which is special. This classic Cape Cod home is one floor living with all 4 bedrooms on the main floor. The master has a King with private bath with a walk-in shower, BR2...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    5 Blueberry Island Road, Orleans, MA (ID# 18404) .Bright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths. A/C units in...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    28 Kings Way, Orleans MA (ID# 95117) 2022 Season! Adorable 3 Bedroom, 2 Bath Cape style home close to Skaket Beach. Convenient to Nauset Beach, Orleans Town Center, and the bike trail. Main level includes large living area, eat in kitchen, bedroom with two twins and full bath. Second level has main...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Path to Skaket Beach1 / 33
    (3)Very good
    0.7 kilometres from Skaket Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Contemporary home with private setting just 3/10 mile walk through a private neighborhood association path to Skaket Beach. Back yard overlooks an active cranberry bog! Near the Cape Cod Bike Trail and less than a mile to Rock Harbor fishing fleet. There are 3 decks and a fully screened porch with...
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    Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.3 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Three bedroom with A/C * Wireless Internet * NO Pets Accepted 2022 Season! Located on a quiet street in a private setting this 3 bedroom, 3 bath tri-level home is just 1/2 mile to Rock Harbor & a short drive to Skaket Beach and the local shops and restaurants in Orleans! There is an split AC...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.3 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This beautiful split ranch is only .5 miles to Rock Harbor Beach and less than 1 mile to Cape Cod Rail Trail. Entry level bedroom #1 has double bed, TV and en-suite bath with tub/shower. There is also access to the basement for the washer and dryer. Go up a few steps to the main level. Large sunny...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 kilometres from Skaket Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    171 Sunset Avenue (117506) ~ Bayside ~ Boat Meadow Beach Area Bright and sunny home offering central air conditioning and around the corner from an association beach at Boat Meadow. This beautiful home has an open floor plan with great kitchen featuring stainless appliances, granite countertops,...
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    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    25 Oak Lane 185231 / 9
    (1)Average
    3.0 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    25 Oak Lane Brewster MA (ID#18523) ~ Wonderful Home in Brewster with Central Air close to Nickerson State Park and the Bike Trail 2020 Season!Comfortable and inviting vacation home in a large residential neighborhood. Gourmet kitchen. One floor living with all the requested amenities including...
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    Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 kilometres from Skaket Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    15519 - Bayview Outpost: Private beach access, Screened in dining, Wrap around porch! Imagine watching the ocean waves break onto the shore while sipping your morning coffee from your private porch! This classic Cape Cod cottage, built in the 1890s, is just steps away from Cape Cod bay - with...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.1 kilometres from Skaket Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *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...
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.9 kilometres from Skaket Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2.6 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.5 kilometres from Skaket Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    14447 - The Dive In: Beautiful Spacious Family Retreat w/ Private Pool! Close to Boat Meadow Beach! Look no further than this beautiful spot for your next Cape Cod getaway, the house is spacious, clean and has everything you need to enjoy a great vacation! The star feature is its huge fenced-in...
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    Eastham, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    0.2 kilometres from Skaket Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    **Our housekeeping crew provides hospital grade disinfecting and cleaning along with freshly laundered linens and bath towels.** *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...
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    Orleans, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2.7 kilometres from Skaket Beach
    11 Bedrooms, 9 Bathrooms, Sleeps 23 Quick View
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    14477 - The Captain's Estate: Waterfront fun awaits at this huge family estate! Family reunion? Wedding group? Yoga retreat? This unique property is comprised of four separate homes that you will have exclusive access to, which makes it the perfect choice for a large group of people that want to...
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    Eastham, Cape Cod
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 23
    #530: Amazing Nauset Heights Location, Steps to Nauset Beach, Large Private Yard1 / 45
    (8)Excellent
    6.2 kilometres from Skaket Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Well Appointed Home Near Skaket Beach with Central A/C1 / 25
    (4)Excellent
    1.1 kilometres from Skaket Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    1.5 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Charming Family-Friendly Home On Beach Rd.  Close To Nauset Beach & Village Ctr.1 / 26
    (15)Very good
    4.7 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    CHARMING WATERFRONT LAKE HOUSE ON SPRING FED PILGRIM LAKE1 / 19
    (35)Excellent
    4.3 kilometres from Skaket Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    #523: Beachfront on Skaket Beach w/ beautiful bay views!1 / 35
    (6)Very good
    0.2 kilometres from Skaket Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Orleans, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1.9 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Enjoy your Cape Cod escape at this immaculate and remodeled 3 Bedroom 2 Bath home with three finished levels in the popular Brewster Seaview Community. Neighborhood amenities include direct access to the Cape Cod Rail Trail at the end of the street, a tennis court across the street, shuffle board,...
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    Brewster, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Featured in Boston Globe- fully renovated cape with pool & modern barn poolhouse1 / 47
    (1)Excellent
    1.8 kilometres from Skaket Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    #504: Fully updated, walk to Rock Harbor, 2 min drive to downtown, central A/C!1 / 27
    (30)Excellent
    1.7 kilometres from Skaket Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    5 BR/4 bath w/heated pool .2 miles to Nauset Beach1 / 31
    (12)Excellent
    6.0 kilometres from Skaket Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    #521: Just 2 mins from Nauset Beach, outdoor shower, deck w/ outdoor dining!1 / 25
    (13)Very good
    5.6 kilometres from Skaket Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Brand New in East Orleans, Water Views, Dock 064-O1 / 45
    (4)Excellent
    4.2 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Pets Welcome Near Town & Bike Trail1 / 17
    (2)Very good
    1.8 kilometres from Skaket Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Arts  & Crafts Style Home: Great for Two Families1 / 41
    (15)Very good
    4.1 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Orleans Oasis on Pleasant Bay, estate with 2 homes & heated pool; 137-O1 / 50
    (6)Excellent
    5.7 kilometres from Skaket Beach
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    0.3 kilometres from Skaket Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    15538 - Bayside Bliss: Waterfront on Cape Cod Bay w/ Speculator Views & Access to Private Beach! Get away from it all this summer at our waterfront property situated next to Rock Harbor in Orleans. Enjoy access to our private beach via the deeded path and walkway, soak up the sun on the chaise...
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    East Orleans Colonial Style Home With Your Own Private Pool1 / 44
    (8)Excellent
    4.2 kilometres from Skaket Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    5.7 kilometres from Skaket Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Classic Cape with access to Crystal Lake1 / 20
    (5)Very good
    3.3 kilometres from Skaket Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.3 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Updated East Orleans 6 Bedroom Home with Heated Pool, linens incl. 004-O1 / 35
    (8)Excellent
    4.3 kilometres from Skaket Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Beautiful & Tranquil Home w/Water Views, Free WiFi, Beach Access, & Private W/D!1 / 22
    (13)Excellent
    2.4 kilometres from Skaket Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    3.6 kilometres from Skaket Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Stunning Property with Private Heated Pool, Walk to Ocean Beaches, Sleeps 121 / 40
    (47)Excellent
    6.1 kilometres from Skaket Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Stunning Ocean Front Luxury Home on Nauset Beach with A/C &  WiFi1 / 48
    (25)Excellent
    6.4 kilometres from Skaket Beach
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    East Orleans, Orleans
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    0.7 kilometres from Skaket Beach
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    15556 - Wait n' Sea: Walk to Skaket Beach or Bike to Rail Trail! Features Outdoor Shower, SUP Board, & Ping Pong Table! Looking for the perfect family vacation getaway? Well look no further! This sweet 3BR Cape cottage, located on the bayside of Orleans, is within walking distance of beautiful...
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    0.6 kilometres from Skaket Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Welcome to your perfect Cape Cod vacation! Nestled in the bayside Orleans neighborhood of Namskaket, this beautifully updated historic home is just ½ mile to Skaket Beach, less than 1 mile to the Cape Cod Rail Trail and convenient to Orleans Center. Nickerson Park, Brewster, Eastham, Wellfleet and...
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    #541: Exceptional Pond-Front, Newly-Renovated Home w/ Spacious Deck & Yard! Game1 / 41
    (3)Very good
    6.0 kilometres from Skaket Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Central AC, Spacious, 5-level, beautiful home, near lakes and beach1 / 30
    (20)Excellent
    4.1 kilometres from Skaket Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Orleans, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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