Villa Bay - Vacation Rentals in West Bayside

Fall In Love With Portland! From US $447
         

9.6 (131 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Chadwick Bed and Breakfast From US $349
         

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9.2 (29 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Blind Tiger Portland - Danforth Street. From US $197
         

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9.6 (166 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Accessibility
PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT From US $1,573
         

Beautiful rental with private roof deck From US $522
         

9.2 (27 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers From US $625
         

10.0 (49 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in West Bayside

Over 699+ Luxury Places to Stay in or Near West Bayside
Entire Privately Owned Island Estate From US $6,800
         

House Island Luxury Residence - BellMoor From US $4,467
         

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New
House
  • Air Conditioner
  • View
  • Ocean View
House Island Private Residence - WatchHouse From US $3,600
         

Luxury Penthouse in Downtown Portland From US $2,011
         

New
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Host your group - West End Sea Captain Home From US $1,994
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in West Bayside

Over 57+ Top-Rated Vacation Rentals with a Pool in or Near West Bayside
Back yard paradise From US $437
         

9.8 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Docent’s Collection – Thompson Block From US $165
         

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9.6 (256 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Inn at Park Spring 1 - Self Check In - Parking From US $140
         

9.6 (42 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Embassy Suites by Hilton Portland Maine From US $104
         

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9.4 (1135 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Portland Downtown Waterfront From US $109
         

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9.2 (1018 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard Portland Downtown/Waterfront From US $103
         

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9.2 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AC Hotel Portland Downtown/Waterfront, ME From US $101
         

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9.2 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in West Bayside

Over 252+ Pet-Friendly Vacation Rentals in or Near West Bayside
Vintage Maine & Modern Convenience in Portlands Exclusive East End From US $298
         

9.8 (46 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Centrally located East End & off-street parking From US $428
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Weldon Hotel From US $317
         

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9.8 (90 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Fabulous studio apartment with roof deck From US $175
         

7.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Completely remodeled 2 bedroom apartment in Portland's West End From US $314
         

10.0 (78 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Arlie`s Digs! - One Block To Willard Beach! From US $295
         

10.0 (61 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood From US $617
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in West Bayside

Over 68+ Large Vacation Homes & Villas in or Near West Bayside
Top Deck Portland Property with Views From US $1,087
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Two Beautiful apartment From US $718
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
WestEnd Large Penthouse walk to Old Port w/Parking From US $770
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Large Historic Home for Holiday Hosting From US $985
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious West End Penthouse | Great for Groups From US $1,125
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in West Bayside

Over 121+ Wheelchair Accessible Vacation Homes in or Near West Bayside
Penthouse Two Master Waterfront Suite with Rooftop From US $667
         

10.0 (257 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Pearl of Portland From US $506
         

10.0 (1 Review)
House
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
The Docent's Collection - Boyd Block From US $189
         

10.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Old Port Penthouse Suite - Amazing Harbor Views From US $1,127
         

10.0 (244 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Downtown Penthouse Suite - Stunning Harbor Views From US $546
         

10.0 (224 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Waterfront Two Master Suite Penthouse with Rooftop From US $665
         

10.0 (192 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Spacious Portland Home: Walk Downtown! From US $849
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
LIVE LIKE A LOCAL/HIP & HISTORIC OLD PORT CHARM From US $212
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

West Bayside Varoom and Airbnb Places to Stay Under $200

Over 173+ West Bayside Varoom and Airbnb Places to Stay Under $200
Eastbayside/Munjoy - Charming Downtown Escape From US $170
         

10.0 (25 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
The Heart of the West End #4 From US $100
         

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9.0 (3 Reviews)
Apartment
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
Blind Tiger Portland – Carleton Street From US $185
         

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9.6 (120 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility
Stunning - modern 2 bedroom Victorian mansion pad From US $177
         

10.0 (2 Reviews)
House
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Beautiful Back Cove Area/"Maine the Way Life Should Be" From US $191
         

Urban studio in an amazing, central location From US $176
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • View
Ultra cool new modern flat From US $164
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Security/Safety
50 Exchange Street Portland 2B From US $159
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in West Bayside

Over 350+ Instantly Bookable Vacation Homes in or Near West Bayside
Fresh East End Apartment Walkable to Downtown Portland From US $394
         

Harborview - Curated East End Escape w/Parking From US $560
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Chic One Bedroom Apartment In Portland's Arts District From US $286
         

10.0 (226 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
5 Star Back Cove Apartment with water view! From US $313
         

10.0 (152 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Globe House on Munjoy Hill - Walk to Breweries From US $269
         

Sunny Modern Oasis in Portland’s Trendy East End From US $387
         

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist From US $299
         

10.0 (54 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

About West Bayside Vacation Rentals

With more than 708 West Bayside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villa Bay and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in West Bayside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villa Bay West Bayside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in West Bayside. Places to stay near West Bayside are 913.11 ft² on average, with prices averaging $470 a night.

Villa Bay makes it easy and safe to find and compare vacation rentals in West Bayside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in West Bayside

Type Count
Holiday Apartments 313
Vacation Homes 227
Hotels with Suites 88
B&B 10
Cottages 8
Hostels 2
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in West Bayside

Pro Tip: Villa Bay makes it easy to compare the best listings on Villa Bay homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villa Bay 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 West Bayside.

Weather in West Bayside

View the weather forecast for West Bayside before booking your West Bayside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near West Bayside, ME