- Bailey Island
- Brunswick
- Cape Elizabeth
- Chebeague Island
- Cliff Island
- Cumberland Foreside
- Cundys Harbor
- Cushing Island
- Falmouth
- Falmouth Foreside
- Freeport
- Gray
- Great Diamond Island
- Harpswell (N,S,E&W)
- Harpswell Center
- Higgins Beach
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Bailey Island Vacation Rentals Show this location only Back to top
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Panoramic Oceanfront Views of Garrison Cove, Wills Gut and Casco Bay
5BR/3BA
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Sleeps 10
– Bailey Island #465503
$457 - $800 per night 3-7 night min stay
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Large House 7 Bedrooms, Close to Ocean and Sandy Beach
7BR+/4BA
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Sleeps 18
– Bailey Island #246087
$2600- $3800/wk
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Bailey Island; Waterfront House with Spectacular Sunsets
4BR/3.5BA
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Sleeps 8
– Bailey Island #358091
$2499 - $3101 per week 7 night min stay
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Private Oceanfront Retreat
4BR/2BA
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Sleeps 6
– Bailey Island #318909
$2200/wk
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Oceanfront Shingle Style
6BR+/4BA
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Sleeps 12-14
– Bailey Island #33280
$5500- $7500/wk
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Custom Amenities with Wonderful Cove and Casco Bay Views
4BR+/5BA
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Sleeps 10-12
– Bailey Island #266994
$2995- $3995/wk
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Beautiful Gardens, Private Vegetable Garden, Quiet Street.
3BR+/2BA
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Sleeps 6-8
– Bailey Island #352564
$1,200 to $9,000.00
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Beautiful, Classic Single Shingle Summer Apartment Renovated
2BR/1BA
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Sleeps 4
– Bailey Island #357971
From $1,000.00 for 2/wk $2,000.00
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3 Bedroom Fisherman's Cottage Overlooking Mackerel Cove
3BR+/3BA
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Sleeps 6-8
– Bailey Island #86899
$1850/wk
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New as of June 2012 - Ocean Breeze Cottage on Casco Bay with Beach
2BR+/1BA
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Sleeps 6
– Bailey Island #419998
$50 - $330 per night
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Waterfront Home with Fantastic Bay and Sunset Views
4BR/2BA
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Sleeps 9
– Bailey Island #365995
$2200-$2900/wk - see rate detail
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New Friendly Cottage on the Ocean with Beach
3BR/2BA
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Sleeps 6
– Bailey Island #401378
$73 - $450 per night
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'the Way Life Should Be'
2BR+/1BA
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Sleeps 4-5
– Bailey Island #85018
$1150- $1350/wk
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Oceanfront Bailey Island - Family Friendly Plus All Amenities
2BR+/1BA
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Sleeps 4-6
– Bailey Island #235810
$900- $1100/wk
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Sandy Beach Steps Away!
2BR+/1BA
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Sleeps 4
– Bailey Island #422689
$1200 wk/ $1050 wk off season/$200 night
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Sea Escape Penthouse
1BR+/1BA
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Sleeps 7
– Bailey Island #434903
$171 - $175 per night 2-7 night min stay
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Wake up to Sunrise on Beautiful Bailey Island!
3BR+/1.5BA
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Sleeps 6
– Bailey Island #419566
$1800 WK/off season $1600 WK/$275night
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1 Bed/ 1 Bath Waterfront Cottage at Head of Scenic Mackerel Cove
2BR/1BA
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Sleeps 2
– Bailey Island #467921
$900 - $1100 per week 7 night min stay
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Sea Scent - Nautical-Themed Cottage Located on Beautiful Bailey Island
2BR/1BA
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Sleeps 2-4
– Bailey Island #457805
$1200 per week 7 night min stay
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1890 Summer Cottage on an Ocean Bluff
7BR/1.5+BA
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Sleeps 7
– Bailey Island #342472
$1900/wk
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Sea Breeze Hill-Quintessential Maine Coastal Cottage
3BR/1BA
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Sleeps 6
– Bailey Island #386449
$850/wk US Dolalrs
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Charming Bailey Island Cottage
2BR/1BA
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Sleeps 4
– Bailey Island #306960
($950- $1050/wk
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Charming Cottage with Water Views
1BR/1BA
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Sleeps 3
– Bailey Island #358040
$595 - $651 per week 7 night min stay
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Quintessential Beach Front Home on Maine Island - Sandy Beach
5BR/3BA
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Sleeps 13
– Bailey Island #325002
From $4500/wk
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Sea Forever - Perfect for a Family Getaway with Ocean Views
3BR+/3BA
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Sleeps 10
– Bailey Island #388200
$357 per night 4 night min stay
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Wake to Sunrise on the Ocean
4BR/2BA
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Sleeps 7
– Bailey Island #106396ha
$1300 - $2000 per week 7 night min stay
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Ocean Front, Water Access, Air Conditioned,Near Beach, Pets Free
2BR+/1BA
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Sleeps 5
– Bailey Island #140223ha
$952 - $1302 per week 7 night min stay
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Charming Rustic Cottage on the Ocean, with Semi-Private Beach
5BR/2BA
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Sleeps 6
– Bailey Island #184120ha
$114 - $186 per night
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Our South Cabin Offers Bold Oceanfront with Fantastic Views!
Studio/1BA
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Sleeps 3
– Bailey Island #175535ha
$135 - $295 per night 3 night min stay
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Killer Sunsets on Merriconeag Sound
7BR/1.5+BA
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Sleeps 17
– Bailey Island #110724ha
$282 - $357 per night
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Waterfront Rental with Private Sandy Beach and Dock
2BR+/1BA
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Sleeps 6
– Bailey Island #116337ha
$160 - $250 per night 2 night min stay
- Authentic Maine Cottage with Direct Water Frontage 3BR/1BA – Sleeps 6 – Bailey Island #164879ha
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Beautiful Views from the Johnson Homestead, on the Ocean with Semi-Private Beach
4BR/2BA
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Sleeps 8
– Bailey Island #287769ha
$90 - $186 per night
- 'the Bungalow' Classic Maine Cottage, Bailey Island, Maine 3BR/1BA – Sleeps 6 – Bailey Island #236595ha
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Owner-Designed, Sunset-Facing Waterfront - June, Sept, Oct Off-Peak $985/wk
2BR+/1BA
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Sleeps 6
– Bailey Island #229351ha
$141 - $171 per night
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Charming Coastal Home with Breathtaking Ocean Views, Great for the Whole Family!
4BR/3BA
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Sleeps 11
– Bailey Island #252488ha
$200 - $250 per night 4 night min stay
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Bold Oceanfront with Breathtaking Views from Our North Cabin
Studio/1BA
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Sleeps 3
– Bailey Island #118009ha
$135 - $295 per night 3 night min stay
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Charming 1876 Restored Lobsterman's Home W/Water Views & Sunsets. Internet.
2BR/1BA
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Sleeps 3
– Bailey Island #242266ha
$93 - $100 per night
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Oceanside Tower Ultimate Comfort Lighthouse View
3BR/1.5BA
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Sleeps 14
– Bailey Island #112112ha
$1200 - $1600 per week 7 night min stay
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Percy's View is a Peaceful Oceanfront Studio Cottage with a Breathtaking View
1BR/0BA
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Sleeps 3
– Bailey Island #383464ha
$114 - $164 per night
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Home Port Mackerel Cove Bailey Island Maine
3BR/2BA
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Sleeps 6
– Bailey Island #940196ha
$50 - $300 per night
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Panoramic Oceanfront Views of Garrison Cove, Wills Gut and Casco Bay
5BR/3BA
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Sleeps 10
– Bailey Island #465503
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Brunswick Vacation Rentals Show this location only Back to top
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Woodland Paradise, Shingle Home on Private Tidal Ocean Front
3BR+/2.5BA
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Sleeps 6-8
– Brunswick #352583
From $1700.00 per week
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Attractive Oceanfront Home W/ Spectacular Gardens, Brunswick,Me
3BR+/2.5BA
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Sleeps 8
– Brunswick #58799
$2000-$2200/wk - $6500/mo
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Maine Cottage on Water in Brunswick
2BR/1BA
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Sleeps 6
– Brunswick #187940
$150 per night 5 night min stay
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Lovely Ocean-Front Guest Suite on 10-Acre Charming Private Peninsula
1BR+/1BA
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Sleeps 4-5
– Brunswick #93644
$1,145 /4 NIGHTS OR $1,700/ WEEK
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Quiet, Wooded Setting Sleeps 4+, Summer Dates Available
2BR+/1BA
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Sleeps 4-5
– Brunswick #425046
$140 per night 2 night min stay
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Charming Ocean-Front Guest House on Private 3-Acre Peninsula
2BR+/1BA
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Sleeps 4-5
– Brunswick #86584
$1500/wk
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Charming Oceanfront Cottage with Beautiful Island Views
3BR/1BA
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Sleeps 6
– Brunswick #369290
$1200-$1500/wk - $3600-$6000/mo
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Newly Renovated, Centrally Located in Southern Midcoast Maine!
3BR/2BA
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Sleeps 7
– Brunswick #459303
From $1200 per week
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6 Bedroom House with Hot Tub on 9 Beautiful Acres
6BR/2.75BA
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Sleeps 12-15
– Brunswick #292662
$2500/wk
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Waterfront Cottage, Right on Casco Bay, Beautiful Sunsets
2BR+/1BA
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Sleeps 4-5
– Brunswick #346745
$3400/mo
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Gorgeous Oceanfront Home on Beautiful Casco Bay, Maine
3BR/2BA
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Sleeps 6
– Brunswick #363741
$1500/wk summer; $1350/mo offseason
- Waterfront Cottage W/Dock-Prince's Point Peninsula- Fantastic Views -Waterfront 3BR+/1BA – Sleeps 6 – Brunswick #109377ha
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ModernColorfulNear the Ocean~Private Yard/Spa~Lot's of Amenities~
3BR+/1BA
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Sleeps 7-10
– Brunswick #340670ha
$130 - $300 per night
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Waterfront Home W/Spectacular Views on 18 Waterfront & Wooded Acres
3BR/2BA
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Sleeps 6
– Brunswick #113034ha
$214 - $243 per night
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Delightful, Waterfront Cottage - 18 Wooded Acres
2BR/1BA
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Sleeps 4
– Brunswick #111558ha
$114 - $121 per night
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Charming Waterfront Cape Ideal for Kayakers, Boaters and Bird-Watchers
2BR/2BA
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Sleeps 4
– Brunswick #132671ha
$157 - $179 per night
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Luxury Cozy, Modern, Cottage Apartment W/ Loft Bedroom & Jacuzzi Bathtub
1BR+/1BA
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Sleeps 6
– Brunswick #346020ha
$73 - $160 per night
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Gateway to Midcoast Maine - Historic Downtown Brunswick Apartment.
2BR+/1BA
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Sleeps 5-6
– Brunswick #3528964ha
$110 - $120 per night 3 night min stay
- Attractive and Comfortable Accomodations in a Charming New England Village. 1BR+/0BA – Sleeps 4 – Brunswick #923294ha
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Maine Coast Waterfront Home
4BR/2.5BA
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Sleeps 6
– Brunswick #3540133ha
$420 per night 6 night min stay
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Woodland Paradise, Shingle Home on Private Tidal Ocean Front
3BR+/2.5BA
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Sleeps 6-8
– Brunswick #352583
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Cape Elizabeth Vacation Rentals Show this location only Back to top
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Pristine Rental Across from Crescent Beach State Park
2BR+/1BA
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Sleeps 4-6
– Cape Elizabeth #24623
$1,600.00
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Oceanfront - Decks - Sweeping Views
3BR+/2BA
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Sleeps 6-8
– Cape Elizabeth #55087
$1800- $3000/mo
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Private Beach House Close to Portland, Maine
6BR/4.5BA
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Sleeps 10
– Cape Elizabeth #3487847ha
$3000 per week 7 night min stay
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Private Oceanfront Cottage - Sweeping Views
1BR+/1BA
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Sleeps 2-4
– Cape Elizabeth #55128
$1000- $1200/wk
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Spectacular Farm House with Ocean View of Crescent Beach
6BR/3BA
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Sleeps 8
– Cape Elizabeth #84057
$3500 per week
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Beautiful Victorian Cottage Fantastic Oceanview in Cape Elizabeth, Me
3BR/1.5BA
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Sleeps 6
– Cape Elizabeth #964385ha
$1150 - $1450 per week 7 night min stay
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Short Walk to Crescent Beach/Private Rd/Beautiful View -Dates Still Available!! 3BR/1.5BA – Sleeps 6 – Cape Elizabeth #348787
Special offer Save $675.00 per week June 8 - 22
Jun 8, 2013 to Jun 22, 2013
$1050 - $1925 per week 7 night min stay -
Birch Knolls at Casino Beach, Private Neighborhood Beach
3BR/3BA
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Sleeps 6
– Cape Elizabeth #382420
$2205 per week 7 night min stay
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Oceanfront Home, Beach, Pool, Hot Tub!
5BR+/2.5BA
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Sleeps 10
– Cape Elizabeth #273305
$3,000 - $4,200/week
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Ocean Views! Walk to Crescent Beach!
3BR/1BA
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Sleeps 3-5
– Cape Elizabeth #63241
$1650/wk
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Welcome to Seal Cove Carriage House Studio
Studio/1BA
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Sleeps 1-2
– Cape Elizabeth #397865
$1295
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Steps from Crescent Beach, Minutes from Portland's Old Port
3BR/2BA
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Sleeps 6-8
– Cape Elizabeth #424795
$1250- $2100/week
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Sunny House with Ocean Views
3BR+/2BA
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Sleeps 6-8
– Cape Elizabeth #395951
From $350/nt - $1800/wk
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Unparalleled View of Casco Bay from Quiet Cape Elizabeth Home
3BR+/2BA
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Sleeps 6-8
– Cape Elizabeth #250265
$1,200 - $2,150/wk
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Sunny Cape Elizabeth Home on 10 Acres
4BR+/2BA
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Sleeps 7-10
– Cape Elizabeth #298063
$350- $375/nt
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Modern and Luxurious Beachfront Property
5BR/3.5BA
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Sleeps 10
– Cape Elizabeth #396204
7000.00
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House at Crescent Beach
4BR/2.5BA
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Sleeps 8
– Cape Elizabeth #473749
$3000/week $12,000/month July - August
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Spectacular Guest House with Ocean View of Crescent Beach
2BR+/2BA
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Sleeps 8
– Cape Elizabeth #133830ha
$1500 per week 7 night min stay
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Charming Cottage Hidden in a Private Cove, Short Walk to Beach
2BR/0.5BA
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Sleeps 4
– Cape Elizabeth #163468ha
$40 - $214 per night
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Beautiful Family Home with Pool and Orchard Near Ocean and Beaches
4BR/2.5BA
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Sleeps 8
– Cape Elizabeth #224752ha
$3500 per week 7 night min stay
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Tides Edge Oceanfront Cottage
7BR/2BA
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Sleeps 11
– Cape Elizabeth #151683ha
$464 - $600 per night
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Oceanfront Cottage with Spectacular Views of Casco Bay
3BR/1.5BA
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Sleeps 6
– Cape Elizabeth #250885ha
$286 - $357 per night
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Charming Oceanfront Cottage on Private Road with Private Beach.
3BR/1.5BA
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Sleeps 6
– Cape Elizabeth #143485ha
$286 - $429 per night
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Spacious Sanctuary with Sea Breeze
3BR/2BA
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Sleeps 6
– Cape Elizabeth #116482ha
$186 per night
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Beachfront House in Cape Elizabeth; Walking Distance to Two Lights Lighthouse
3BR/2BA
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Sleeps 4-6
– Cape Elizabeth #369996ha
$67 - $429 per night
- New Luxury Home with Ocean Views in Quiet Neighborhood 4BR/3BA – Sleeps 8 – Cape Elizabeth #186260ha
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A Coastal Hideaway in the Heart of Two Lights, Cape Elizabeth.
2BR/1.5BA
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Sleeps 4-8
– Cape Elizabeth #3500221ha
$214 - $286 per night
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Historic Luxury Home on Bold Oceanfront in Cape Elizabeth
5BR/3.5BA
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Sleeps 10
– Cape Elizabeth #107937ha
$1357 per night
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Magnificent Oceanfront Home
7BR/7BA
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Sleeps 14
– Cape Elizabeth #370713ha
$12000 per week 7 night min stay
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Gorgeous Oceanfront Home with Beach
5BR/4BA
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Sleeps 10
– Cape Elizabeth #934096ha
$5500 per week 7 night min stay
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Tides Edge Waterfront Home
6BR/1.5BA
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Sleeps 11
– Cape Elizabeth #3489800ha
$4375 - $4900 per week 7 night min stay
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Spacious Summer Cottage with Your Own Private Beach
6BR/2BA
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Sleeps 12
– Cape Elizabeth #982557ha
$4494 per week 7 night min stay
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Perfect Maine Cottage with Spectacular Ocean and Lighthouse Views
3BR/2.5BA
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Sleeps 6
– Cape Elizabeth #3000140ha
$607 per night
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Beautiful Carriage House Near Beach and Park
3BR/2BA
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Sleeps 5
– Cape Elizabeth #3166685ha
$2450 - $3500 per week 7 night min stay
- Panramic Ocean Views, Peacefull Beachfront, Private Road 3BR/1BA – Sleeps 8 – Cape Elizabeth #3005252ha
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Beachfront House in Cape Elizabeth; Walking Distance to Two Lights
2BR/1BA
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Sleeps 2-4
– Cape Elizabeth #3506093ha
$257 per night
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Spectacular Unobstructed Ocean Views from This Beachfront Cottage
2BR/2BA
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Sleeps 5
– Cape Elizabeth #3488694ha
$400 per night
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Near Crescent Beach
6BR/4.5BA
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Sleeps 10
– Cape Elizabeth #3005256ha
$1000 per night 2 night min stay
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Pristine Rental Across from Crescent Beach State Park
2BR+/1BA
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Sleeps 4-6
– Cape Elizabeth #24623
Overview of Portland & Casco Bay Vacation Rentals
Portland Vacation Rentals for a Year-Round Tourist Destination
As a year-round tourist location, it’s hard to beat Portland and Casco Bay in Maine. Portland vacation rentals are ideally placed for this culturally and historically rich area. Day and night, the bustling Portland harbor is buzzing with activity, with tourist boats coming and going, fishermen at work and restaurants filled with people. Choose a Casco Bay lodging choice near the harbor to be in the middle of the action. You will find a Maine lodging choice to suit any family or group of friends looking for a vacation in this scenic area.
Portland Vacation Rentals in the Largest of Maine’s Cities
Portland is the largest of Maine’s cities and it is the hub of its renowned art community. Thus, Portland vacation rentals are in one of the most sought-after locations in the region. Dating from the 1800s, the Old Port is now a high-class shopping area with a wide variety of restaurants around your Casco Bay lodging choice. The city takes its heritage seriously and buildings around your Maine lodging choice are maintained to an exceptionally high standard.
Casco Bay Lodging for Ferries and Hot Air Balloons
A benefit to Portland vacation rentals is their proximity to the ferries to Nova Scotia. It’s worth jumping a ferry to head off to Casco Bay’s Calendar Islands for a great day out. The adventurous traveler in a Casco Bay lodging choice might prefer to undertake a slightly more unusual mode of travel and opt for a hot air balloon trip as a novel way to see the region. Staying in Maine lodging, you will wonder how many times you will have to return before you’ve seen it all!
Maine Lodging For Culture for Kids
For the culturally minded, there are so many museums and so much history here that you will struggle to fit it all in within just one vacation. Portland vacation rentals cater for the culturally minded children too with their own museum. From Casco Bay lodging you will find an amazing variety of walks and excursions to be undertaken. While staying in a Maine lodging, there is also the chance to see the Portland Pirates play hockey or the Sea Dogs if baseball is your game.