New Gloucester Vacation Rentals, Houses & More


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1 / 24

Quiet Country Retreat

  • 3
  • 6
  • 3 nights min

$250

Details

Great rentals within 30 miles that match your search

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1 / 23

Beautiful Cottage on Crystal Lake

  • 3
  • 7
  • 7 nights min

$172

Details

1 / 10

Home Away From Home Lodging in Gray Maine

  • 2
  • 4
  • 2 nights min

$120

Details

1 / 31

Dog-friendly lakefront home w/dock, swing & great location - perfect for kids!

  • 3
  • 8
  • Min stay varies

$80

Details

1 / 14

Little Sebago Lake Cottage

  • 2
  • 6
  • 7 nights min

$186

Details

1
1 / 29

WonderfuI Family Vacations-Anniversaries-Reunions

  • 8
  • 21
  • Min stay varies

$858

Details

1
1 / 28

Great Location for Families to Reconnect-Secluded

  • 3
  • 8
  • Min stay varies

$300

Details

1 / 38

Raymond Retreat Brand New Luxury Lake House on Panther Pond

  • 4
  • 16
  • Min stay varies

$495

Details

1 / 21

Enjoy a Secluded Location on Mount Desert

  • 3
  • 8
  • 7 nights min

$286

Details

1 / 36

New! Waterfront 2BR Casco Cottage w/ Private Dock!

  • 2
  • 6
  • Min stay varies

$150

Details

1 / 8

Delightful 2 Bed Little Sebago Waterside Cottage

  • 2
  • 4
  • 7 nights min

$200

Details

1 / 11

Sandy private cove beach deep water dock/slide

  • 3
  • 8
  • 3 nights min

$200

Details

3
1 / 54

SEBAGO LAKE COTTAGE - ONLY ONE WEEK LEFT (JUNE 17-24) - MAKE IT YOURS

  • 2
  • 6
  • 7 nights min

$139

Details

1 / 15

Quiet Lake Serenity Just 10 Miles from Portland

  • 3
  • 8
  • 7 nights min

$272

Details

1 / 17

Cozy lakeview cabin w/ firepit, seconds from Sebago Lake Basin, a beach & dock!

  • 1
  • 6
  • Min stay varies

$61

Details

1 / 25

Sun Drenched, Three Story Yarmouth Loft

  • 1
  • 4
  • 1 night min

$130

Details

1 / 28

Three cabins w/ lake views, firepit - walk to Sebago Lake Basin beach & moorings

  • 5
  • 12
  • Min stay varies

$115

Details

1 / 11

Mill Reach located in Yarmouth, Isle Of Wight

  • 2
  • 4
  • Min stay varies

$69

Details

1 / 22

Sebago Lake Basin - Great Family Retreat, 3 Cabins

  • 5
  • 17
  • 7 nights min

$165

Details

1 / 37

Lakeview home w/ deck, outdoor fireplace & sunset views - steps to sandy beach!

  • 5
  • 10
  • Min stay varies

$100

Details

1 / 24

Lakefront home w/ screened porch & dock on Sebago Lake Basin - close to Portland

  • 3
  • 8
  • Min stay varies

$106

Details

1 / 16

Sebago Lake - 3 Bedroom / 1 Bath Shore/Dock

  • 3
  • 8
  • 7 nights min

$298

Details

1 / 6

Furnished Two-Bedroom Apartment

  • 2
  • 4
  • 2 nights min

$130

Details

1 / 32

Amazing 3BR Yarmouth Home on 2 Tidal Front Acres w/Wifi, Deck & Gorgeous

  • 3
  • 6
  • 3 nights min

$275

Details

1 / 13

Direct Waterfront on Sebago Lake Basin

  • 2
  • 8
  • 3 nights min

$399

Details

1 / 23

Private modern waterfront woods home in Maine

  • 3
  • 8
  • 7 nights min

$150

Details

1 / 19

Stunning Views from this Spacious Oceanfront Home

  • 4
  • 8
  • Min stay varies

$275

Details

1 / 23

Spectacular Oceanfront Home w/ Private Cove, Dock

  • 6
  • 10
  • Min stay varies

$650

Details

1 / 23

Oceanfront Cottage in Freeport

  • 4
  • 8
  • 7 nights min

$286

Details

1 / 13

Lakefront Rustic Elegant Log Cabin

  • 3
  • 5
  • 1 night min

$300

Details

2
1 / 14

Waterfront Log Cabin style home on Thompson Lake!

  • 3
  • 8
  • 7 nights min

$186

Details

6
1 / 22

Shepard's Sea Side Cottage

  • 3
  • 7
  • Min stay varies

$150

Details

1
1 / 21

Dramatic Oceanfront Home on Casco Bay

  • 4
  • 8
  • 3 nights min

$450

Details

1 / 22

20% off special: Jun-Aug remaining wks: 6 BEDRMS, 2 Bths, sleeps 12 Waterfront

  • 6
  • 12
  • Min stay varies

$275

Details

5
1 / 10

Furnished Upscale 4 Bedroom Brunswick Maine

  • 4
  • 7
  • 7 nights min

$108

Details

1 / 5

Colorful Sunny Second Floor

  • 1
  • 2
  • 4 nights min

$75

Details

3
1 / 10

Executive furnished Penthouse in Brunswick, Maine.

  • 1
  • 2
  • 7 nights min

$71

Details

2
1 / 17

Colorful wonderful Penthouse Apartment

  • 2
  • 4
  • 4 nights min

$96

Details

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