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Pet Friendly Holiday Rentals in Orleans, MA

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    Travellers to Orleans are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 18
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Porch
    • Waterfront
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    • Wheelchair access
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    • Elder access
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    • x
    About this property
    Classic Nauset Heights 3 Bedroom home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, Nauset Marsh, Coast Guard Light, and Fort Hill. Short walk to bay and ocean beaches. Vintage cottage character in unbelievable location. Great value for view. Full... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Sauna
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
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    • Wheelchair access
    • Child-friendly
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    • x
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    About this property
    This warm and inviting 6 bedroom, 4 bath home sprawls over 4 stories of comfortable rooms with spacious, open living areas and a private, fully fenced back yard. Perfectly located in South Orleans, the house is just minutes from the Lower Cape villages of Chatham, Brewster and Orleans. A beautiful... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Satellite TV
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    • x
    About this property
    Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly-furnished home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts or deepwater... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
    • x
    About this property
    Chill out and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point and has its own path to Lonnie's River leading out to Pleasant Bay. Now with central air-conditioning for your comfort! Perfect for... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    With its great views of Cape Cod Bay across Namskaket Marsh from upper and lower decks, this charming home offers peace and privacy. Located on a cul-de-sac with a shady front yard, the house has skylights, sunlit rooms, an open loft with a sleep sofa and sliders to the decks from the living/dining... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Outdoor Dining Area
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This wonderful 4-bedroom, dog-friendly, vacation home is located only 200 yards from Skaket Beach. This great spot offers a fully equipped kitchen, living room, sun room, two bedrooms and full bath on the first level and two bedrooms and full bath on the second level. Enjoy the nicely maintained... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    28 Kings Way, Orleans MA (ID# 95117) 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 room with... View all property information
    Location Information
    Orleans, Cape Cod 02653
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    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful Cape Cod home sits on Barley Neck, which is small peninsula just a few minutes drive to Nauset Beach. Beach sticker for parking is included in your rental! It is surrounded by Meeting House Pond and Little Pleasant Bay. This area is harbored from the Atlantic Ocean by Pochet Island.... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Parking
    • Internet Access
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    61 Captain Linnell Road, Orleans, MA (ID# 100002) Near Skaket Beach Spacious, beautifully updated, dog friendly home near Skaket Beach. Large granite and stainless kitchen opens to dining area, living area and office. Sliders to deck, brick patio, back yard and fire pit. First floor bedroom with... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Porch
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half-bath, plus a lovely wraparound porch with hammock. The sunny interior features newly-painted floors, comfy furnishings throughout and excellent amenities, including... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    New Bedroom suite, recently expanded living room, Flat screen TV's and 2nd bath! [~]This quaint 3 bedroom, 2 full bathroom Cape Cod Vacation Cottage is located on a spacious corner lot located just 3/10 of a mile from beautiful Skaket Beach in Orleans. [~]Enter into cheerful living room, here... View all property information
    Location Information
    Orleans, Cape Cod