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Holiday Rentals in New Gloucester

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50 rentals in New Gloucester.
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Whip O’ Will Beach House on Sabbathday Lake with In law Studio  Apartment, holiday rental in New Gloucester
Whip O’ Will Beach House on Sabbathday Lake with In law Studio  Apartment, holiday rental in New Gloucester
Whip O’ Will Beach House on Sabbathday Lake with In law Studio  Apartment, holiday rental in New Gloucester

Whip O’ Will Beach House on Sabbathday Lake with In law Studio Apartment

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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☼ Maine Lakefront Getaway ☼, holiday rental in New Gloucester
☼ Maine Lakefront Getaway ☼, holiday rental in New Gloucester
☼ Maine Lakefront Getaway ☼, holiday rental in New Gloucester

☼ Maine Lakefront Getaway ☼

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pinecone Lodge Lake House on Sabbathday Lake, holiday rental in New Gloucester
Pinecone Lodge Lake House on Sabbathday Lake, holiday rental in New Gloucester
Pinecone Lodge Lake House on Sabbathday Lake, holiday rental in New Gloucester

Pinecone Lodge Lake House on Sabbathday Lake

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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New Gloustria Campsites, holiday rental in New Gloucester
New Gloustria Campsites, holiday rental in New Gloucester
New Gloustria Campsites, holiday rental in New Gloucester

New Gloustria Campsites

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
More info
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Ideal 2-family, Huge Main Room, Great Beach, Screened Porch/Patio with Fireplace, holiday rental in New Gloucester
Ideal 2-family, Huge Main Room, Great Beach, Screened Porch/Patio with Fireplace, holiday rental in New Gloucester
Ideal 2-family, Huge Main Room, Great Beach, Screened Porch/Patio with Fireplace, holiday rental in New Gloucester

Ideal 2-family, Huge Main Room, Great Beach, Screened Porch/Patio with Fireplace

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Immaculate Cottage Right On Beautiful Panther Pond, holiday rental in New Gloucester
Immaculate Cottage Right On Beautiful Panther Pond, holiday rental in New Gloucester
Immaculate Cottage Right On Beautiful Panther Pond, holiday rental in New Gloucester

Immaculate Cottage Right On Beautiful Panther Pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Modern, Luxury Lakefront Home on Crescent Lake, Maine, holiday rental in New Gloucester
Modern, Luxury Lakefront Home on Crescent Lake, Maine, holiday rental in New Gloucester
Modern, Luxury Lakefront Home on Crescent Lake, Maine, holiday rental in New Gloucester

Modern, Luxury Lakefront Home on Crescent Lake, Maine

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
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Exquisite Luxury Lake House on Exclusive Panther Pond, holiday rental in New Gloucester
Exquisite Luxury Lake House on Exclusive Panther Pond, holiday rental in New Gloucester
Exquisite Luxury Lake House on Exclusive Panther Pond, holiday rental in New Gloucester

Exquisite Luxury Lake House on Exclusive Panther Pond

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Beautiful Lakefront Escape - Work-from-Home - Social Distancing is Easy Here!, holiday rental in New Gloucester
Beautiful Lakefront Escape - Work-from-Home - Social Distancing is Easy Here!, holiday rental in New Gloucester
Beautiful Lakefront Escape - Work-from-Home - Social Distancing is Easy Here!, holiday rental in New Gloucester

Beautiful Lakefront Escape - Work-from-Home - Social Distancing is Easy Here!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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3 Bedroom/2.5 Bathroom Lake House with Fire Pit, Kayaks, Canoe and Horseshoes, holiday rental in New Gloucester
3 Bedroom/2.5 Bathroom Lake House with Fire Pit, Kayaks, Canoe and Horseshoes, holiday rental in New Gloucester
3 Bedroom/2.5 Bathroom Lake House with Fire Pit, Kayaks, Canoe and Horseshoes, holiday rental in New Gloucester

3 Bedroom/2.5 Bathroom Lake House with Fire Pit, Kayaks, Canoe and Horseshoes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Little Sebago Lake - Beautiful two-level lakefront home with stunning views, holiday rental in New Gloucester
Little Sebago Lake - Beautiful two-level lakefront home with stunning views, holiday rental in New Gloucester
Little Sebago Lake - Beautiful two-level lakefront home with stunning views, holiday rental in New Gloucester

Little Sebago Lake - Beautiful two-level lakefront home with stunning views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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Superb Lake Waterfront/Beautiful Sunsets/Spacious Great Room/Kayaks & Lake Gear!, holiday rental in New Gloucester
Superb Lake Waterfront/Beautiful Sunsets/Spacious Great Room/Kayaks & Lake Gear!, holiday rental in New Gloucester
Superb Lake Waterfront/Beautiful Sunsets/Spacious Great Room/Kayaks & Lake Gear!, holiday rental in New Gloucester

Superb Lake Waterfront/Beautiful Sunsets/Spacious Great Room/Kayaks & Lake Gear!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Little Sebago Lake, Lake House, Gray Maine, holiday rental in New Gloucester
Little Sebago Lake, Lake House, Gray Maine, holiday rental in New Gloucester
Little Sebago Lake, Lake House, Gray Maine, holiday rental in New Gloucester

Little Sebago Lake, Lake House, Gray Maine

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Private Waterfront Getaway on Upper Range Pond, holiday rental in New Gloucester
Private Waterfront Getaway on Upper Range Pond, holiday rental in New Gloucester
Private Waterfront Getaway on Upper Range Pond, holiday rental in New Gloucester

Private Waterfront Getaway on Upper Range Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Eagles Nest an affordable Maine vacation, holiday rental in New Gloucester
The Eagles Nest an affordable Maine vacation, holiday rental in New Gloucester
The Eagles Nest an affordable Maine vacation, holiday rental in New Gloucester

The Eagles Nest an affordable Maine vacation

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Cottage on Crystal Lake, holiday rental in New Gloucester
Beautiful Cottage on Crystal Lake, holiday rental in New Gloucester
Beautiful Cottage on Crystal Lake, holiday rental in New Gloucester

Beautiful Cottage on Crystal Lake

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Beautiful lakeside property with full amenities, holiday rental in New Gloucester
Beautiful lakeside property with full amenities, holiday rental in New Gloucester
Beautiful lakeside property with full amenities, holiday rental in New Gloucester

Beautiful lakeside property with full amenities

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Lakefront With A Beautiful View!, holiday rental in New Gloucester
Lakefront With A Beautiful View!, holiday rental in New Gloucester
Lakefront With A Beautiful View!, holiday rental in New Gloucester

Lakefront With A Beautiful View!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Classic Maine Cabin On Quiet Panther Pond In Raymond, ME, holiday rental in New Gloucester
Classic Maine Cabin On Quiet Panther Pond In Raymond, ME, holiday rental in New Gloucester
Classic Maine Cabin On Quiet Panther Pond In Raymond, ME, holiday rental in New Gloucester

Classic Maine Cabin On Quiet Panther Pond In Raymond, ME

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Quiet & Remote Waterfront Cottage on Panther Pond!, holiday rental in New Gloucester
Quiet & Remote Waterfront Cottage on Panther Pond!, holiday rental in New Gloucester
Quiet & Remote Waterfront Cottage on Panther Pond!, holiday rental in New Gloucester

Quiet & Remote Waterfront Cottage on Panther Pond!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cottage & Guest House - Lake Thompson, Poland Spring, Maine, holiday rental in New Gloucester
Cottage & Guest House - Lake Thompson, Poland Spring, Maine, holiday rental in New Gloucester
Cottage & Guest House - Lake Thompson, Poland Spring, Maine, holiday rental in New Gloucester

Cottage & Guest House - Lake Thompson, Poland Spring, Maine

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Privacy and Tranquility, holiday rental in New Gloucester
Privacy and Tranquility, holiday rental in New Gloucester
Privacy and Tranquility, holiday rental in New Gloucester

Privacy and Tranquility

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
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Summer Retreat on Taylor Pond, holiday rental in New Gloucester
Summer Retreat on Taylor Pond, holiday rental in New Gloucester
Summer Retreat on Taylor Pond, holiday rental in New Gloucester

Summer Retreat on Taylor Pond

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Guest quarters three miles from Freeport, holiday rental in New Gloucester
Guest quarters three miles from Freeport, holiday rental in New Gloucester
Guest quarters three miles from Freeport, holiday rental in New Gloucester

Guest quarters three miles from Freeport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Waterfront Cabin On Raymond Pond, holiday rental in New Gloucester
Cozy Waterfront Cabin On Raymond Pond, holiday rental in New Gloucester
Cozy Waterfront Cabin On Raymond Pond, holiday rental in New Gloucester

Cozy Waterfront Cabin On Raymond Pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Private Waterfront Cottage in Cove with Floating Dock, holiday rental in New Gloucester
Private Waterfront Cottage in Cove with Floating Dock, holiday rental in New Gloucester
Private Waterfront Cottage in Cove with Floating Dock, holiday rental in New Gloucester

Private Waterfront Cottage in Cove with Floating Dock

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lakefront, sunsets, serenity in charming home on Panther Pond, holiday rental in New Gloucester
Lakefront, sunsets, serenity in charming home on Panther Pond, holiday rental in New Gloucester
Lakefront, sunsets, serenity in charming home on Panther Pond, holiday rental in New Gloucester

Lakefront, sunsets, serenity in charming home on Panther Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lakeside Cottage - Sandy beach, swimming, fishing, holiday rental in New Gloucester
Lakeside Cottage - Sandy beach, swimming, fishing, holiday rental in New Gloucester
Lakeside Cottage - Sandy beach, swimming, fishing, holiday rental in New Gloucester

Lakeside Cottage - Sandy beach, swimming, fishing

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets, holiday rental in New Gloucester
Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets, holiday rental in New Gloucester
Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets, holiday rental in New Gloucester

Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Casco Cabin on Thompson Lake w/ Fire Pit & Deck, holiday rental in New Gloucester
Casco Cabin on Thompson Lake w/ Fire Pit & Deck, holiday rental in New Gloucester
Casco Cabin on Thompson Lake w/ Fire Pit & Deck, holiday rental in New Gloucester

Casco Cabin on Thompson Lake w/ Fire Pit & Deck

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private sandy beach, clean peaceful lake, 35 minutes to downtown Portland, holiday rental in New Gloucester
Private sandy beach, clean peaceful lake, 35 minutes to downtown Portland, holiday rental in New Gloucester
Private sandy beach, clean peaceful lake, 35 minutes to downtown Portland, holiday rental in New Gloucester

Private sandy beach, clean peaceful lake, 35 minutes to downtown Portland

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Lakefront Home on Beautiful Crescent Lake, holiday rental in New Gloucester
Lakefront Home on Beautiful Crescent Lake, holiday rental in New Gloucester
Lakefront Home on Beautiful Crescent Lake, holiday rental in New Gloucester

Lakefront Home on Beautiful Crescent Lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Lakeside house with a separate bunkhouse, holiday rental in New Gloucester
Lakeside house with a separate bunkhouse, holiday rental in New Gloucester
Lakeside house with a separate bunkhouse, holiday rental in New Gloucester

Lakeside house with a separate bunkhouse

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine, holiday rental in New Gloucester
Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine, holiday rental in New Gloucester
Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine, holiday rental in New Gloucester

Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Lakeside cottage with boats,grill &firepit! Family friendly! , holiday rental in New Gloucester
Lakeside cottage with boats,grill &firepit! Family friendly! , holiday rental in New Gloucester
Lakeside cottage with boats,grill &firepit! Family friendly! , holiday rental in New Gloucester

Lakeside cottage with boats,grill &firepit! Family friendly!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Payment Protection
Paradise Point - where memories are made!, holiday rental in New Gloucester
Paradise Point - where memories are made!, holiday rental in New Gloucester
Paradise Point - where memories are made!, holiday rental in New Gloucester

Paradise Point - where memories are made!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Casco Cottage w/Dock on Coffee Pond!, holiday rental in New Gloucester
Waterfront Casco Cottage w/Dock on Coffee Pond!, holiday rental in New Gloucester
Waterfront Casco Cottage w/Dock on Coffee Pond!, holiday rental in New Gloucester

Waterfront Casco Cottage w/Dock on Coffee Pond!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Raymond Retreat Brand New Luxury Lake House on Panther Pond, holiday rental in New Gloucester
Raymond Retreat Brand New Luxury Lake House on Panther Pond, holiday rental in New Gloucester
Raymond Retreat Brand New Luxury Lake House on Panther Pond, holiday rental in New Gloucester

Raymond Retreat Brand New Luxury Lake House on Panther Pond

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Payment Protection
Tentrr State Park Site - Bradbury State Park 2, holiday rental in New Gloucester
Tentrr State Park Site - Bradbury State Park 2, holiday rental in New Gloucester
Tentrr State Park Site - Bradbury State Park 2, holiday rental in New Gloucester

Tentrr State Park Site - Bradbury State Park 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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BEAUTIFUL LAKEFRONT RETREAT ON A PRIVATE 1 ACRE CRYSTAL LAKE LOT, holiday rental in New Gloucester
BEAUTIFUL LAKEFRONT RETREAT ON A PRIVATE 1 ACRE CRYSTAL LAKE LOT, holiday rental in New Gloucester
BEAUTIFUL LAKEFRONT RETREAT ON A PRIVATE 1 ACRE CRYSTAL LAKE LOT, holiday rental in New Gloucester

BEAUTIFUL LAKEFRONT RETREAT ON A PRIVATE 1 ACRE CRYSTAL LAKE LOT

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Tentrr Signature Site - Hill Top Camp, holiday rental in New Gloucester
Tentrr Signature Site - Hill Top Camp, holiday rental in New Gloucester
Tentrr Signature Site - Hill Top Camp, holiday rental in New Gloucester

Tentrr Signature Site - Hill Top Camp

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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STUNNING WATERFRONT HOME WITH 2 MASTER SUITES ON BEAUTIFUL NOTCHED POND, holiday rental in New Gloucester
STUNNING WATERFRONT HOME WITH 2 MASTER SUITES ON BEAUTIFUL NOTCHED POND, holiday rental in New Gloucester
STUNNING WATERFRONT HOME WITH 2 MASTER SUITES ON BEAUTIFUL NOTCHED POND, holiday rental in New Gloucester

STUNNING WATERFRONT HOME WITH 2 MASTER SUITES ON BEAUTIFUL NOTCHED POND

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Post and Beam on crystal clear Thompson Lake, holiday rental in New Gloucester
Beautiful Post and Beam on crystal clear Thompson Lake, holiday rental in New Gloucester
Beautiful Post and Beam on crystal clear Thompson Lake, holiday rental in New Gloucester

Beautiful Post and Beam on crystal clear Thompson Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious Modern Home on Tripp Lake Maine, holiday rental in New Gloucester
Spacious Modern Home on Tripp Lake Maine, holiday rental in New Gloucester
Spacious Modern Home on Tripp Lake Maine, holiday rental in New Gloucester

Spacious Modern Home on Tripp Lake Maine

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming Crystal Lake Beach Home!, holiday rental in New Gloucester
Charming Crystal Lake Beach Home!, holiday rental in New Gloucester
Charming Crystal Lake Beach Home!, holiday rental in New Gloucester

Charming Crystal Lake Beach Home!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Tentrr State Park Site - Bradbury Mountain State, holiday rental in New Gloucester
Tentrr State Park Site - Bradbury Mountain State, holiday rental in New Gloucester
Tentrr State Park Site - Bradbury Mountain State, holiday rental in New Gloucester

Tentrr State Park Site - Bradbury Mountain State

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Spacious 2 Bedroom Summer Home on Picturesque Panther Pond, holiday rental in New Gloucester
Spacious 2 Bedroom Summer Home on Picturesque Panther Pond, holiday rental in New Gloucester
Spacious 2 Bedroom Summer Home on Picturesque Panther Pond, holiday rental in New Gloucester

Spacious 2 Bedroom Summer Home on Picturesque Panther Pond

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Cottage on Quiet and Scenic Raymond Pond, holiday rental in New Gloucester
Charming Cottage on Quiet and Scenic Raymond Pond, holiday rental in New Gloucester
Charming Cottage on Quiet and Scenic Raymond Pond, holiday rental in New Gloucester

Charming Cottage on Quiet and Scenic Raymond Pond

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lakefront home on Panther Pond, holiday rental in New Gloucester
Lakefront home on Panther Pond, holiday rental in New Gloucester
Lakefront home on Panther Pond, holiday rental in New Gloucester

Lakefront home on Panther Pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Tentrr Signature Site - Maple Grove Cove at Ewe Turn Farm

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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