Vacation rentals on Bailey Island - HomeToGo base64Hash Vacation rentals on Bailey Island - HomeToGo

Vacation rentals on Bailey Island

Browse 126 available vacation homes and compared across 2 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Farmhouse
    • Apartment

  • Rating

    • 4.5+
    • 4+

  • Services

    • WiFi
    • TV
    • Kitchen
    • Washing machine
    • Balcony/patio
    • Parking
    • Air conditioning
    • Fireplace
    • Microwave
    • Pool
    • Dishwasher
    • Yard
    • Crib
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals on Bailey Island

Discover your ideal Bailey Island vacation rental with real-time comparisons of 126 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Bailey Island
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with grill & terrace

Bailey Island, Harpswell, Maine, United States
This Harpswell house rental features a fireplace, kitchen, and balcony, perfect for gatherings of up to 14 guests.
from $501
per night
Excellent(46 ratings)
from $501
per night
View deal
Cabin Bailey Island
Cabin ∙ 5 guests ∙ 2 bedrooms

Cottage with barbeque & patio | Nature view

Bailey Island, Harpswell, Maine, United States
This inviting cabin on Bailey Island features a kitchen, parking, and pet-friendly amenities for a perfect family getaway.
from $198
per night
Very good(23 ratings)
from $198
per night
View deal
Cabin Bailey Island
Cabin ∙ 7 guests ∙ 4 bedrooms

Cottage with BBQ, yard & terrace | Nature view

Bailey Island, Harpswell, Maine, United States
This cozy cabin in Harpswell features a fireplace, kitchen, yard, and parking, perfect for family gatherings of up to seven.
from $304
per night
Outstanding(66 ratings)
from $304
per night
View deal
House Bailey Island
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with BBQ & yard | Pets allowed

Bailey Island, Harpswell, Maine, United States
This Harpswell house rental features a yard, balcony, and fireplace, perfect for families and pets seeking a memorable getaway.
from $210
per night
Outstanding(115 ratings)
from $210
per night
View deal
House Bailey Island
House ∙ 14 guests ∙ 6 bedrooms

House with garden, jacuzzi & barbeque | City view

Bailey Island, Harpswell, Maine, United States
This house rental on Bailey Island features a fireplace, spa, and mountain views, accommodating up to 14 guests with pets welcome.
from $848
per night
Outstanding(99 ratings)
from $848
per night
View deal
Cabin Bailey Island
Cabin ∙ 4 guests ∙ 2 bedrooms

Charming cottage with garden, BBQ & terrace

Bailey Island, Harpswell, Maine, United States
This waterfront cabin on Bailey Island features a kitchen and yard, perfect for a getaway with family or friends.
from $466
per night
Excellent(27 ratings)
from $466
per night
View deal
Cabin Bailey Island
Cabin ∙ 3 guests ∙ 1 bedroom

Cottage with terrace & barbecue | Nature view

Bailey Island, Harpswell, Maine, United States
This cozy cabin on Bailey Island features a kitchen, parking, and space for three, perfect for a memorable coastal getaway.
from $229
per night
Outstanding(14 ratings)
from $229
per night
View deal
House Bailey Island
House ∙ 6 guests ∙ 2 bedrooms

House with garden, patio & barbeque

Bailey Island, Harpswell, Maine, United States
This Harpswell house rental features a yard, fireplace, and kitchen, perfect for families and pets, accommodating up to 6 guests.
from $270
per night
Outstanding(20 ratings)
from $270
per night
View deal
House Bailey Island
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented lovely house with BBQ | Pet-friendly

Bailey Island, Harpswell, Maine, United States
A waterfront house rental in Harpswell, featuring a balcony, parking, and pet-friendly accommodations for up to 8 guests.
from $317
per night
Outstanding(52 ratings)
from $317
per night
View deal
House Bailey Island
House ∙ 7 guests ∙ 3 bedrooms

Children-friendly vacation home with grill & patio | Nature view | Pets are welcome

Bailey Island, Harpswell, Maine, United States
This house rental on Orr's Island offers a kitchen, parking, and pet-friendly space for up to seven guests.
from $240
per night
Outstanding(4 ratings)
from $240
per night
View deal
Cabin Bailey Island
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with patio & BBQ | Nature view

Bailey Island, Harpswell, Maine, United States
This waterfront cabin on Bailey Island features a kitchen, parking, and space for 8, perfect for family getaways.
from $349
per night
Excellent(21 ratings)
from $349
per night
View deal
House Bailey Island
House ∙ 13 guests ∙ 4 bedrooms

Family-friendly nice vacation home with patio & barbeque | Pets are welcome

Bailey Island, Harpswell, Maine, United States
This Harpswell house rental features beach access, a fireplace, and accommodations for 13, perfect for a family getaway.
from $173
per night
Outstanding(58 ratings)
from $173
per night
View deal
Cabin Bailey Island
Cabin ∙ 14 guests ∙ 8 bedrooms

Fully equipped nice cottage with patio & barbeque | Dogs allowed

Bailey Island, Harpswell, Maine, United States
This waterfront cabin on Orr's Island features a kitchen, fireplace, and pet-friendly space, perfect for gatherings of 14.
from $665
per night
Excellent(31 ratings)
from $665
per night
View deal
Cabin Bailey Island
Cabin ∙ 3 guests ∙ 1 bedroom

Nice cottage with patio, barbecue & garden | Pet-friendly

Bailey Island, Harpswell, Maine, United States
This waterfront cabin in Harpswell offers a kitchen, yard, and parking, making it perfect for a relaxing getaway with pets.
from $356
per night
Outstanding(26 ratings)
from $356
per night
View deal
Cabin Bailey Island
Cabin ∙ 12 guests ∙ 5 bedrooms

Cottage with BBQ, hot tub & garden | Suitable for remote work

Bailey Island, Harpswell, Maine, United States
This waterfront cabin on Bailey Island features a fireplace, spa, yard, and space for 12, perfect for a family getaway.
from $1,357
per night
Outstanding(120 ratings)
from $1,357
per night
View deal

Vacation rentals and apartments with air conditioning

House Bailey Island
from $421
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly lovely vacation home with yard & barbeque | Nature view

4.9
Outstanding(100 ratings)
Bailey Island, Harpswell, Maine, United States
Air conditioning
View deal
House Bailey Island
from $366
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with garden, BBQ & patio | Nature view

5.0
Outstanding(278 ratings)
Bailey Island, Harpswell, Maine, United States
Air conditioning
View deal
House Bailey Island
from $331
per night
House ∙ 6 guests ∙ 3 bedrooms

House with BBQ & yard

4.5
Excellent(4 ratings)
Bailey Island, Harpswell, Maine, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cabin Bailey Island
from $443
per night
Cabin ∙ 7 guests ∙ 4 bedrooms

Cottage with terrace, grill & yard

4.9
Outstanding(38 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
View deal
House Bailey Island
from $321
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace & grill

4.9
Outstanding(30 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
View deal
House Bailey Island
from $436
per night
House ∙ 8 guests ∙ 4 bedrooms

House with patio & grill | Nature view

4.9
Outstanding(14 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

House Bailey Island
from $563
per night
House ∙ 11 guests ∙ 5 bedrooms

Vacation home with grill, terrace & garden

4.8
Outstanding(23 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony
View deal
House Bailey Island
from $269
per night
House ∙ 4 guests ∙ 2 bedrooms

House with barbecue | Nature view

5.0
Outstanding(1 rating)
Bailey Island, Harpswell, Maine, United States
Balcony
View deal
Cabin Bailey Island
from $600
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-oriented lovely cottage with barbecue

5.0
Outstanding(32 ratings)
Bailey Island, Harpswell, Maine, United States
Balcony
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals on Bailey Island offering exceptional value for money

House Bailey Island
from $258
per night
House ∙ 4 guests ∙ 4 bedrooms

Vacation home | Nature view | Next to the beach

4.9
Outstanding(48 ratings)
Bailey Island, Harpswell, Maine, United States
View deal
Cabin Bailey Island
from $341
per night
Cabin ∙ 6 guests ∙ 4 bedrooms

Cottage with patio, grill & yard | Nature view

4.6
Excellent(29 ratings)
Bailey Island, Harpswell, Maine, United States
View deal
Apartment Bailey Island
from $272
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with patio & BBQ | Nature view | Next to the beach

5.0
Outstanding(27 ratings)
Bailey Island, Harpswell, Maine, United States
View deal

Top-Rated Vacation rentals on Bailey Island

Book the highest-rated Bailey Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Bailey Island
from $221
per night
Cabin ∙ 4 guests ∙ 1 bedroom

Child-friendly pleasant cottage with grill, patio & yard | Good for workation | Pet-friendly

4.8
Outstanding(175 ratings)
Bailey Island, Harpswell, Maine, United States
View deal
House Bailey Island
from $540
per night
House ∙ 10 guests ∙ 6 bedrooms

Child-friendly wonderful house with yard, barbeque & terrace | Dogs allowed

5.0
Outstanding(80 ratings)
Bailey Island, Harpswell, Maine, United States
View deal
Cabin Bailey Island
from $262
per night
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin with garden & grill

4.9
Outstanding(41 ratings)
Bailey Island, Harpswell, Maine, United States
View deal

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Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

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Popular Features & Amenities on Bailey Island

  • Pet-friendly (51)
  • WiFi (116)
  • TV (104)
  • Kitchen (112)
  • Washing machine (75)
  • Balcony/patio (86)
  • No smoking (115)
  • Parking (6)
  • Air conditioning (44)
  • Fireplace (39)
  • Grill (103)
  • Microwave (108)

Nearly half of the vacation rentals on Bailey Island are pet-friendly, which makes it the perfect vacation destination for pet owners. Also, pet-friendly accommodations on Bailey Island cost, on average, $573 per night. If you prefer to stay central, Nearly half of the pet-friendly rentals are less than 2 miles away from the city center.

Information about vacation rentals on Bailey Island

🏡 Vacation rentals available 126 rentals
🌙 Nightly prices starting at $173
⭐ Popular amenities Pets allowed, Internet and TV
🐾 Pet friendly homes 53 homes

Frequently Asked Questions

What is the typical price per night for a vacation home on Bailey Island?

On average, vacation rentals on Bailey Island cost around $173 per night. Nightly prices for house rentals are $646 on average. Cottages on Bailey Island cost on average $472 per night.

How many vacation homes are available for booking on Bailey Island?

There are currently 126 vacation rentals available for booking for your vacation.

What amenities are most popular for vacation homes on Bailey Island?

Most travelers look for Internet, Pets allowed, and TV when booking a vacation rental on Bailey Island.

Are pets allowed in vacation homes on Bailey Island?

In case if you are traveling with a pet on Bailey Island - 42% of vacation rentals are pet-friendly.

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