Estia Villas - Vacation Rentals in Bailey Island
Cottage
10.0
(
58 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1186 ft²
-
Oceanfront -
Parking -
Ocean View -
Balcony/Terrace
US $775
/Night
7 Nights - $5,427
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
484.38 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $424
/Night
7 Nights - $2,968
US $326
/Night
7 Nights - $2,281
House
9.8
(
96 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $318
/Night
7 Nights - $2,224
Apartment
9.8
(
62 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
450 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $196
/Night
7 Nights - $1,369
Apartment
10.0
(
39 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
936 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $318
/Night
7 Nights - $2,228
House
10.0
(
22 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
840 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen -
Air Conditioner
US $544
/Night
7 Nights - $3,810
Cottage
10.0
(
20 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
618 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $413
/Night
7 Nights - $2,891
See More Bailey Island Vacation Rentals
Luxury Places to Stay in Bailey Island
Over 177+
Luxury Places to Stay in or Near Bailey Island
House
10.0
(
2 Reviews
)
6 Bedrooms
4 Bathrooms
15 Guests
4104 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $2,677
/Night
7 Nights - $18,739
House
10.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
-
Air Conditioner
-
Internet
-
Laundry -
Bedding/Linens
US $1,921
/Night
7 Nights - $13,444
House
10.0
(
50 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2153 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,352
/Night
7 Nights - $9,464
House
9.6
(
44 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
4850 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,214
/Night
7 Nights - $8,497
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
740 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,120
/Night
7 Nights - $7,843
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
7 Guests
2469 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,071
/Night
7 Nights - $7,499
House
9.8
(
83 Reviews
)
6 Bedrooms
5 Bathrooms
14 Guests
3200 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $1,034
/Night
7 Nights - $7,241
House
9.8
(
44 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
4707 ft²
-
Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
US $958
/Night
7 Nights - $6,706
Find More Bailey Island Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Bailey Island
Over 7+
Top-Rated Vacation Rentals with a Pool in or Near Bailey Island
Cottage
10.0
(
5 Reviews
)
6 Bedrooms
3 Bathrooms
10 Guests
2400 ft²
-
Oceanfront
-
Parking
-
Pool -
Ocean View
US $814
/Night
7 Nights - $5,697
House
10.0
(
1 Review
)
6 Bedrooms
2 Bathrooms
8 Guests
2171 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $724
/Night
7 Nights - $5,069
Other
9.8
(
6 Reviews
)
4 Bedrooms
2 Bathrooms
6 Guests
2463 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $247
/Night
7 Nights - $1,728
House
5.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Pool
-
Kitchen
-
Air Conditioner
-
Wheelchair Accessible
US $250
/Night
7 Nights - $1,750
House
5.0
(
4 Reviews
)
6 Bedrooms
5 Bathrooms
10 Guests
-
Oceanfront
-
Pool
-
Ocean View
-
View
US $500
/Night
7 Nights - $3,500
House
4.3
(
3 Reviews
)
6 Bedrooms
2 Bathrooms
11 Guests
1500 ft²
-
Pool
-
Kitchen
-
Internet
-
Pet Friendly
US $325
/Night
7 Nights - $2,275
Cottage
6 Bedrooms
2 Bathrooms
8 Guests
2100 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $534
/Night
7 Nights - $3,737
Pet-Friendly Vacation Rentals in Bailey Island
Over 61+
Pet-Friendly Vacation Rentals in or Near Bailey Island
House
10.0
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1432 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $748
/Night
7 Nights - $5,234
House
3 Bedrooms
2 Bathrooms
9 Guests
1496.18 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $509
/Night
7 Nights - $3,566
House
10.0
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2298 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $744
/Night
7 Nights - $5,206
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
2079 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $777
/Night
7 Nights - $5,439
Cabin
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
9 Guests
1500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $645
/Night
7 Nights - $4,515
House
9.8
(
60 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1648 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $369
/Night
7 Nights - $2,583
Cottage
9.8
(
27 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
912 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $439
/Night
7 Nights - $3,075
House
9.8
(
22 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1540 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $474
/Night
7 Nights - $3,316
See More Pet-Friendly Vacation Rentals in Bailey Island on PetFriendly.io
Large Vacation Homes & Villas in Bailey Island
Over 11+
Large Vacation Homes & Villas in or Near Bailey Island
House
10.0
(
1 Review
)
5 Bedrooms
2 Bathrooms
11 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $706
/Night
7 Nights - $4,939
Cottage
9.4
(
20 Reviews
)
8 Bedrooms
2 Bathrooms
14 Guests
2907 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $835
/Night
7 Nights - $5,842
House
10.0
(
187 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $666
/Night
7 Nights - $4,662
House
10.0
(
62 Reviews
)
6 Bedrooms
3 Bathrooms
10 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $604
/Night
7 Nights - $4,225
House
9.8
(
43 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1962 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $561
/Night
7 Nights - $3,924
House
8.0
(
4 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
4500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,026
/Night
7 Nights - $7,182
Cottage
8.0
(
1 Review
)
6 Bedrooms
3 Bathrooms
6 Guests
3500 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $1,222
/Night
7 Nights - $8,557
Condo
4 Bedrooms
3 Bathrooms
10 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $1,000
/Night
7 Nights - $7,000
See More Family Vacation Rentals in Bailey Island on FVR
Bailey Island Vacation Rentals and Airbnb Places to Stay Under $200
Over 11+
Bailey Island Vacation Rentals and Airbnb Places to Stay Under $200
Cabin
9.8
(
25 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
260 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $143
/Night
7 Nights - $1,003
Apartment
4.5
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
420 ft²
-
Kitchen
-
Internet
-
Child Friendly
US $175
/Night
7 Nights - $1,225
Condo
2 Bedrooms
2 Bathrooms
4 Guests
-
Internet
-
Laundry
-
Bedding/Linens
-
Wellness Facilities
US $168
/Night
7 Nights - $1,175
Cottage
1 Bedroom
1 Bathroom
4 Guests
-
Air Conditioner
-
Laundry
-
Bedding/Linens
-
Wellness Facilities
US $139
/Night
7 Nights - $970
House
10.0
(
34 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $182
/Night
7 Nights - $1,274
House
5.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2384 ft²
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $165
/Night
7 Nights - $1,155
Cottage
9.4
(
13 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $157
/Night
7 Nights - $1,099
Cottage
10.0
(
46 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $167
/Night
7 Nights - $1,166
See More Bailey Island Vacation Rental Deals
Instantly Bookable Vacation Homes in Bailey Island
Over 63+
Instantly Bookable Vacation Homes in or Near Bailey Island
Cottage
10.0
(
12 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Laundry
US $232
/Night
7 Nights - $1,623
Cottage
10.0
(
9 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $488
/Night
7 Nights - $3,416
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1574 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $570
/Night
7 Nights - $3,993
House
10.0
(
6 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
1258 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $324
/Night
7 Nights - $2,267
Cottage
10.0
(
5 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
1440 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $422
/Night
7 Nights - $2,951
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $522
/Night
7 Nights - $3,655
Cottage
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $302
/Night
7 Nights - $2,114
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
1284 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $543
/Night
7 Nights - $3,804
About Bailey Island Vacation Rentals
With more than 186 Bailey Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas 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 Bailey Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Bailey Island, 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 Bailey Island. Places to stay near Bailey Island are 998.58 ft² on average, with prices averaging US $488 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Bailey Island 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 Bailey Island
| Type | Count |
|---|---|
| Vacation Homes | 91 |
| Cottages | 76 |
| Holiday Apartments | 8 |
| Cabin Rentals | 4 |
| Hotels | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Bailey Island
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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 Bailey Island.
Weather in Bailey Island
View the weather forecast for Bailey Island before booking your Bailey Island Vacation Rentals to confirm your best time to go.
December - February
High 38°F Low 16°F
March - May
High 61°F Low 21°F
June - August
High 79°F Low 55°F
September - November
High 74°F Low 29°F
Top Attractions Around Bailey Island, ME
Estiavillas offers a large selection of top attractions around Bailey Island. Research things to do on your vacation before you visit Bailey Island.
Bailey Island Bridge
Land's End Gift Shop
Cobwork Bridge
Ragged Island
Acadia National Park
Maine Mall
Maine Medical Center
Higgins Beach
State Theatre
Cross Insurance Arena
Portland Head Light
Portland Museum of Art
Thompson's Point
University of Southern Maine
University of New England
Victoria Mansion
Portland Stage
Merrill Auditorium
Popham Beach State Park
Fort Williams Park
Other Places to Stay Near Bailey Island, ME
Bailey Island Vacation Rental Frequently Asked Questions
Which vacation homes in Bailey Island are best for families?
If you are looking for a family-friendly vacation home in Bailey Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bailey Island:
How many vacation rentals are available in Bailey Island?
Currently, the total number of properties listed in 2026 is over 186 in the Bailey Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bailey Island.
