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Pet Friendly Holiday Rentals in Portland

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    Travellers to Portland are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in the Portland AreaView all 45 rentals
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    Portland
    5 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    The following rentals are within 10 kilometres of Portland.
    Large Home Walk to Beach! Close to all amenities!1 / 26
    (11)Very good
    South Portland
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!1 / 72
    (3)Excellent
    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    My husband and I visited in late October from the Houston area. We were looking for a change of pace and East Coast charm and were not disappointed. The house was located in a...
    Reviewed 19 June 2017
    My husband, sister, two teenagers, and I stayed for 10 days in May. We loved it so much, we didn't want to leave. The cottage is beautifully decorated, with views of Casco...
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    About this property
    BRAND NEW TO MARKET! Accepting winter thru fall reservations now. Beautifully renovated 3 Bedroom, 1.5+ bath turn-of-the-century seaside home features beautiful views of the Portland shipping channel and the islands of Casco Bay and is just 100 yards to Willard Beach. Sleeps 7-9. This...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Long Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come spend time in a lovely sea side home. The ocean views from almost every window are sure to relax during your visit. Our 3 bedroom home provides a full bathroom upstairs and a large full bathroom on the first floor with laundry. There is a spacious kitchen with high ceilings, skylights, and...
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    Long Island, Maine 04050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Willard Beach Get Away - Dog Friendly1 / 13
    (1)Excellent
    South Portland
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    Great location for visiting all the Portland sights. Located in a quiet section of South Portland just one house from the beach. The owner was friendly and helpful at all stages...
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    About this property
    Perfect for a Maine summer vacation. This completely renovated, 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks to Willard Square, 1 mile from downtown South Portland, and a 5 minute drive to downtown Portland, ME. The apartment has a full bath, a kitchenette, air...
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    South Portland, Maine 04106
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Cape Elizabeth
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Grill
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and spacious renovated colonial with 4 bedrooms plus a den with sleeper sofa. Sleeps 10+. 10 mins to downtown Portland. Private beach rights to gorgeous Casino Beach. Walk to all the shops in the Willard Square area. Walk to Portland headlight in 10 minutes. More information This...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Falmouth
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, quaint and ideally located Maine Beach cottage. Fully furnished with updated furniture, comfortable beds, and all the necessary amenities. Steps from private beach - bring your kayak, paddleboard or other water craft or just relax and watch the sailboats on the Bay and go fishing from the...
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    Falmouth, Maine 04105
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 bedroom home near beaches1 / 5
    (2)Very good
    Cape Elizabeth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    Yearly we look forward to our run in the B2B and family reunion (this year 22 of us made it). We requrie a lot of space for out if Maine family like ourselves from Florida. 8 of...
    Reviewed 22 September 2016
    Great location near Old Port, Portland and Crescent Beach plus Fort Williams. House has great potential but needs more attention to details....as in window coverings for...
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    About this property
    Home ideally located near many beaches(higgins, Crescent, Ferry, Scarborough and ft williams, two lights state park). Steps from the greenbelt trail, near a large fresh water pond with a boardwalk around it that is full of fish and fun to kayak on. Town has many restaurants: sea glass, rudys,...
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    Cape Elizabeth, Maine 04107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Explore Maine’s breathtaking and dramatic coastline dotted with appealing villages, islands, and lighthouses from the cozy comfort of this sunny 2BR/1.5BA duplex. The convenient location is within walking distance of the beach, eateries, and shopping. Relax in your...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South Portland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be steps from the soft sand of Willard Beach at this South Portland family home, a dog-friendly Maine escape with a private patio and yard, gorgeous views of Casco Bay and the Bug Light, and an unbeatable location near picturesque lighthouses and beloved eateries. What's nearby: This...
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    South Portland, Maine 04106
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Portland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Originally built in 1920, this bright and airy two-level 2BR/1.5BA beachside property features upscale design elements including wood beam ceilings, a gourmet kitchen, and hardwood floors as well as a private fenced yard. Please note this dog-friendly duplex has an adjoining, yet...
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    South Portland, Maine 04106
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Book your Portland-area escape to this cozy 1-bed, 1-bath vacation rental apartment just outside of the city! This quaint first-floor unit sleeps 4, with room for 2...
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    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Westbrook
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that there are long-term and short-term tenants on site, in a completely separate unit, with some shared amenities * Escape from your daily routine to this quaint 1-bed, 1-bath vacation rental apartment just 15 minutes from downtown Portland! Whether you soak up the sun on East End...
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    Location Information
    Westbrook, Maine 04092
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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