Wintersvacationsrentals - Vacation Rentals in Cross Insurance Arena

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From $274

         

9.6 (130 Reviews)

Apartment

Fall In Love With Portland!

• Air Conditioner
• Parking
• TV

• Portland
• Munjoy Hill

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From $349

         

|

9.2 (29 Reviews)

Bed & Breakfast

The Chadwick Bed and Breakfast

• Air Conditioner
• Parking
• Balcony/Terrace

• Portland
• West End

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From $233

         

|

9.6 (157 Reviews)

Bed & Breakfast

Blind Tiger Portland - Danforth Street.

• Air Conditioner
• TV
• Accessibility

• Portland
• West End

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From $1,228

         

10.0 (26 Reviews)

House

Stylish & Spacious Townhouse w/Garden, Family-friendly, walk to downtown!

• Air Conditioner
• Parking
• TV

• Portland
• West End

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From $428

         

10.0 (3 Reviews)

Apartment

Centrally located East End & off-street parking

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Munjoy Hill

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From $248

         

|

9.6 (117 Reviews)

Bed & Breakfast

Blind Tiger Portland – Carleton Street

• Air Conditioner
• Balcony/Terrace
• Accessibility

• Portland
• West End

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From $1,040

         

9.6 (10 Reviews)

Apartment

PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT

• Air Conditioner
• Parking
• TV

• Portland
• East Bayside

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From $1,087

         

|

10.0 (2 Reviews)

House

Top Deck Portland Property with Views

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• East Deering

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From $250

         

|

9.0 (130 Reviews)

Bed & Breakfast

Fleetwood House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• Portland
• Rosemont

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From $311

         

9.2 (26 Reviews)

Apartment

Beautiful rental with private roof deck

• Air Conditioner
• Parking
• TV

• Maine
• Portland

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From $727

         

10.0 (48 Reviews)

Apartment

Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• East End

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From $340

         

9.6 (73 Reviews)

Apartment

Bright and Fresh Back Cove4 Bedroom, Sleeps 8. Airmatress for additional 2.

• Pet Friendly
• TV
• Balcony/Terrace

• Portland
• Back Cove

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From $225

         

9.0 (36 Reviews)

Apartment

West End 2nd Floor Apartment 762 Congress Street

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Parkside

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From $315

         

9.8 (45 Reviews)

Apartment

Vintage Maine & Modern Convenience in Portlands Exclusive East End

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• East End

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From $394

         

9.8 (40 Reviews)

Apartment

Fresh East End Apartment Walkable to Downtown Portland

• Air Conditioner
• Parking
• TV

• Portland
• Munjoy Hill

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From $529

         

6.0 (3 Reviews)

Cottage

ENCHANTING 2BR Cottage right ON The Ocean

• View
• Ocean View
• Security/Safety

• Portland
• Peaks Island

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From $205

         

7.0 (4 Reviews)

Apartment

Fabulous studio apartment with roof deck

• Air Conditioner
• Pet Friendly
• TV

• Maine
• Portland

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From $799

         

10.0 (252 Reviews)

Apartment

Penthouse Two Master Waterfront Suite with Rooftop

• Air Conditioner
• Parking
• TV

• Portland
• Old Port

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From $652

         

10.0 (241 Reviews)

Apartment

Old Port Penthouse Suite - Amazing Harbor Views

• Air Conditioner
• Parking
• TV

• Portland
• Old Port

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From $286

         

10.0 (225 Reviews)

Apartment

Chic One Bedroom Apartment In Portland's Arts District

• Air Conditioner
• Parking
• TV

• Portland
• Parkside

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From $594

         

10.0 (223 Reviews)

Apartment

Downtown Penthouse Suite - Stunning Harbor Views

• Air Conditioner
• Parking
• TV

• Portland
• Old Port

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From $836

         

10.0 (189 Reviews)

Condo

Waterfront Two Master Suite Penthouse with Rooftop

• Air Conditioner
• Parking
• TV

• Maine
• Portland

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From $408

         

10.0 (151 Reviews)

House

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

• Air Conditioner
• Parking
• TV

• Portland
• Oakdale

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From $229

         

10.0 (117 Reviews)

Condo

Historic Condo w/Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere

• Air Conditioner
• TV
• View

• Portland
• Munjoy Hill

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★ Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cross Insurance Arena.