Casco Bay Holiday Rentals

      Highly Rated

Cottage

THIS IS THE PLACE - Intimate cottage with oceanfront views and AC!

• Maine
• ·
• Bailey Island
• 0.97 mi to center

10.0

Exceptional

(58 Reviews)

2 Bedrooms 1 Bath 4 Guests 1186 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $1,094/Night 7 Nights - CA $7,655

View Deal

     

House

Sea Spray - Beautiful 2BR, 1BA cottage with expansive views of Casco Bay

• Maine
• ·
• Mid-Coast and Islands
• 0.19 mi to center

10.0

Exceptional

(22 Reviews)

2 Bedrooms 1 Bath 4 Guests 840 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

CA $769/Night 7 Nights - CA $5,386

View Deal

     

Cottage

Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!

• Maine
• ·
• Bailey Island
• 0.92 mi to center

10.0

Exceptional

(15 Reviews)

2 Bedrooms 1 Bath 4 Guests 608 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $997/Night 7 Nights - CA $6,982

View Deal

     

Cottage

The Yellow Cottage is a 2-bedroom little getaway located right on its own private beach.

• Maine
• ·
• Mid-Coast and Islands
• 0.19 mi to center

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests 976 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $422/Night 7 Nights - CA $2,955

View Deal

     

House

Wake to spectacular easterly ocean views and unforgettable Atlantic sunrises.

• Maine
• ·
• Bailey Island
• 1.00 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 4 Guests 908 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $690/Night 7 Nights - CA $4,832

View Deal

     

Apartment

This spacious 2nd floor garage apartment offers phenomenal open ocean views!

• Maine
• ·
• Bailey Island
• 0.71 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 3 Guests 532 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $481/Night 7 Nights - CA $3,366

View Deal

     

House

Panoramic ocean views from sunrise to sunset!

• Maine
• ·
• Mid-Coast and Islands
• 0.12 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 7 Guests 1822 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $606/Night 7 Nights - CA $4,244

View Deal

      Price Dropped

House

Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.

• Maine
• ·
• Bailey Island
• 1.03 mi to center

9.8

Exceptional

(58 Reviews)

2 Bedrooms 2 Baths 6 Guests 1790 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

CA $594/Night 7 Nights - CA $4,155

View Deal

     

Condo

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

• Maine
• ·
• Mid-Coast and Islands
• 0.54 mi to center

9.8

Exceptional

(29 Reviews)

1 Bedroom 1 Bath 4 Guests 608 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

CA $557/Night 7 Nights - CA $3,899

View Deal

      Price Dropped

Cottage

The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.

• Maine
• ·
• Mid-Coast and Islands
• 1.37 mi to center

9.6

Exceptional

(8 Reviews)

2 Bedrooms 1 Bath 4 Guests 784 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $605/Night 7 Nights - CA $4,234

View Deal

     

Cottage

This sweet cottage offers a shared pebbly beachfront and gorgeous sunset views

• Maine
• ·
• Mid-Coast and Islands
• 0.23 mi to center

9.6

Exceptional

(5 Reviews)

1 Bedroom 1 Bath 2 Guests 421 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $373/Night 7 Nights - CA $2,610

View Deal

     

Cabin

A rustic Maine log cabin with water access.

• Maine
• ·
• Bailey Island
• 0.59 mi to center

9.6

Exceptional

(5 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $363/Night 7 Nights - CA $2,543

View Deal

     

Cottage

Little Harbor - Crashing surf, sunrise views from this perfect Maine getaway.

• Maine
• ·
• Bailey Island
• 0.69 mi to center

9.4

Exceptional

(18 Reviews)

2 Bedrooms 1 Bath 4 Guests 572 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

CA $644/Night 7 Nights - CA $4,511

View Deal

     

House

Recently updated cottage featuring beautiful easterly views of Casco Bay

• Maine
• ·
• Mid-Coast and Islands
• 0.21 mi to center

9.4

Exceptional

(13 Reviews)

2 Bedrooms 1 Bath 4 Guests 800 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $509/Night 7 Nights - CA $3,567

View Deal

     

Cottage

Cozy 2 bedroom cottage with beautiful views of Mackerel Cove!

• Maine
• ·
• Bailey Island
• 0.54 mi to center

9.0

Exceptional

(16 Reviews)

2 Bedrooms 1 Bath 5 Guests 976 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $578/Night 7 Nights - CA $4,045

View Deal

     

Cottage

Classic Maine Cottage with astonishing views located within walking distance to Cedar Beach!

• Maine
• ·
• Mid-Coast and Islands
• 0.16 mi to center

8.6

Fabulous

(16 Reviews)

2 Bedrooms 1 Bath 5 Guests 800 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $437/Night 7 Nights - CA $3,061

View Deal

      Price Dropped

House

Charming Bailey Island Coastal Getaway with Stunning Casco Bay Views.

• Maine
• ·
• Bailey Island
• 0.98 mi to center

2 Bedrooms 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $821/Night 7 Nights - CA $5,748

View Deal

     

Hotel

Cozy hotel suite in lovely Harpswell with AC, WiFi

• Maine
• ·
• Mid-Coast and Islands
• 0.25 mi to center

10.0

Exceptional

(2 Reviews)

1 Bath

• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly
• 
  Bedding/Linens

CA $526/Night 7 Nights - CA $3,684

View Deal

      Highly Rated

House

Brand new year-round oceanfront home with beach.

• Maine
• ·
• Mid-Coast and Islands
• 1.53 mi to center

10.0

Exceptional

(50 Reviews)

3 Bedrooms 2 Baths 6 Guests 2153 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $1,911/Night 7 Nights - CA $13,379

View Deal

     

Cottage

Charming 4 bedroom Classic Maine Cottage located near the giant stairs.

• Maine
• ·
• Bailey Island
• 0.56 mi to center

10.0

Exceptional

(9 Reviews)

4 Bedrooms 1 Bath 7 Guests 1298 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $432/Night 7 Nights - CA $3,025

View Deal

     

House

The Beach Rose - 3BR, 2BA home perched overlooking picturesque Mackerel Cove

• Maine
• ·
• Bailey Island
• 0.35 mi to center

10.0

Exceptional

(7 Reviews)

3 Bedrooms 2 Baths 7 Guests 1574 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $806/Night 7 Nights - CA $5,645

View Deal

      Price Dropped

House

This spacious home offers a FANTASTIC covered porch, perfect to spend your days gazing at the ocean!

• Maine
• ·
• Mid-Coast and Islands
• 0.27 mi to center

10.0

Exceptional

(6 Reviews)

3 Bedrooms 2 Baths 8 Guests 2520 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

CA $599/Night 7 Nights - CA $4,193

View Deal

     

House

Great Location! Expansive deck with huge yard! Well maintained path to the rocky shoreline.

• Maine
• ·
• Bailey Island
• 1.13 mi to center

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 8 Guests 1454 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $550/Night 7 Nights - CA $3,847

View Deal

     

House

Historic home located on Bailey Island within walking distance to the Giant's Stairs.

• Maine
• ·
• Mid-Coast and Islands
• 0.66 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 1 Bath 8 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

CA $606/Night 7 Nights - CA $4,243

View Deal