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Penobscot Holiday Apartments

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50 rentals in Penobscot.
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Luxury Lakefront - Near Acadia & Bar Harbor, holiday rental in Penobscot
Luxury Lakefront - Near Acadia & Bar Harbor, holiday rental in Penobscot
Luxury Lakefront - Near Acadia & Bar Harbor, holiday rental in Penobscot

Luxury Lakefront - Near Acadia & Bar Harbor

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 10
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New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!, holiday rental in Penobscot
New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!, holiday rental in Penobscot
New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!, holiday rental in Penobscot

New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
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WATERFRONT home on pristine Maine Lake; FAMILY FRIENDLY!, holiday rental in Penobscot
WATERFRONT home on pristine Maine Lake; FAMILY FRIENDLY!, holiday rental in Penobscot
WATERFRONT home on pristine Maine Lake; FAMILY FRIENDLY!, holiday rental in Penobscot

WATERFRONT home on pristine Maine Lake; FAMILY FRIENDLY!

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 16
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Peace and Tranquility on Private Pierces Pond, holiday rental in Penobscot
Peace and Tranquility on Private Pierces Pond, holiday rental in Penobscot
Peace and Tranquility on Private Pierces Pond, holiday rental in Penobscot

Peace and Tranquility on Private Pierces Pond

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Beachfront Family Retreat Or Just Some Peace and Quiet, holiday rental in Penobscot
Beachfront Family Retreat Or Just Some Peace and Quiet, holiday rental in Penobscot
Beachfront Family Retreat Or Just Some Peace and Quiet, holiday rental in Penobscot

Beachfront Family Retreat Or Just Some Peace and Quiet

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Family Fun At 931 Castine Rd!, holiday rental in Penobscot
Family Fun At 931 Castine Rd!, holiday rental in Penobscot
Family Fun At 931 Castine Rd!, holiday rental in Penobscot

Family Fun At 931 Castine Rd!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Renovated 19th-century farmhouse w/ 270 feet of waterfront & sunset views!, holiday rental in Penobscot
Renovated 19th-century farmhouse w/ 270 feet of waterfront & sunset views!, holiday rental in Penobscot
Renovated 19th-century farmhouse w/ 270 feet of waterfront & sunset views!, holiday rental in Penobscot

Renovated 19th-century farmhouse w/ 270 feet of waterfront & sunset views!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Maine. Lovely Cottage on Penobscot Bay, holiday rental in Penobscot
Maine. Lovely Cottage on Penobscot Bay, holiday rental in Penobscot
Maine. Lovely Cottage on Penobscot Bay, holiday rental in Penobscot

Maine. Lovely Cottage on Penobscot Bay

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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DownEast Waterfront, heavenly views, pet friendly, holiday rental in Penobscot
DownEast Waterfront, heavenly views, pet friendly, holiday rental in Penobscot
DownEast Waterfront, heavenly views, pet friendly, holiday rental in Penobscot

DownEast Waterfront, heavenly views, pet friendly

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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Luxury Apartment in the Heart of Blue Hill Village, holiday rental in Penobscot
Luxury Apartment in the Heart of Blue Hill Village, holiday rental in Penobscot
Luxury Apartment in the Heart of Blue Hill Village, holiday rental in Penobscot

Luxury Apartment in the Heart of Blue Hill Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfront Home Overlooking Penobscot Bay , Castine Maine.
History abounds !, holiday rental in Penobscot
Oceanfront Home Overlooking Penobscot Bay , Castine Maine.
History abounds !, holiday rental in Penobscot
Oceanfront Home Overlooking Penobscot Bay , Castine Maine.
History abounds !, holiday rental in Penobscot

Oceanfront Home Overlooking Penobscot Bay , Castine Maine. History abounds !

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Charming, private cottage for two, holiday rental in Penobscot
Charming, private cottage for two, holiday rental in Penobscot
Charming, private cottage for two, holiday rental in Penobscot

Charming, private cottage for two

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Peaceful location perfect for couples or small family, holiday rental in Penobscot
Peaceful location perfect for couples or small family, holiday rental in Penobscot
Peaceful location perfect for couples or small family, holiday rental in Penobscot

Peaceful location perfect for couples or small family

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Tranquil Retreat on Woods Pond, holiday rental in Penobscot
Tranquil Retreat on Woods Pond, holiday rental in Penobscot
Tranquil Retreat on Woods Pond, holiday rental in Penobscot

Tranquil Retreat on Woods Pond

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
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CLOSED DUE TO STATE MANDATES

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Lords Cove Cottage In Brooksville Maine, holiday rental in Penobscot
Lords Cove Cottage In Brooksville Maine, holiday rental in Penobscot
Lords Cove Cottage In Brooksville Maine, holiday rental in Penobscot

Lords Cove Cottage In Brooksville Maine

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Experience One Of The Oldest Houses In Castine, holiday rental in Penobscot
Experience One Of The Oldest Houses In Castine, holiday rental in Penobscot
Experience One Of The Oldest Houses In Castine, holiday rental in Penobscot

Experience One Of The Oldest Houses In Castine

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia.  Dog Friendly, holiday rental in Penobscot
4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia.  Dog Friendly, holiday rental in Penobscot
4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia.  Dog Friendly, holiday rental in Penobscot

4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia. Dog Friendly

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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'The Honeymoon Cottage' - Just a short walk to the cove, holiday rental in Penobscot
'The Honeymoon Cottage' - Just a short walk to the cove, holiday rental in Penobscot
'The Honeymoon Cottage' - Just a short walk to the cove, holiday rental in Penobscot

'The Honeymoon Cottage' - Just a short walk to the cove

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Antique Cape, Water View, Historic Castine, Penobscot Bay., holiday rental in Penobscot
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay., holiday rental in Penobscot
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay., holiday rental in Penobscot

Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Sandy Point Home, holiday rental in Penobscot
Charming Sandy Point Home, holiday rental in Penobscot
Charming Sandy Point Home, holiday rental in Penobscot

Charming Sandy Point Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Sunset Retreat on Penobscot Bay, holiday rental in Penobscot
Secluded Sunset Retreat on Penobscot Bay, holiday rental in Penobscot
Secluded Sunset Retreat on Penobscot Bay, holiday rental in Penobscot

Secluded Sunset Retreat on Penobscot Bay

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star, holiday rental in Penobscot
Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star, holiday rental in Penobscot
Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star, holiday rental in Penobscot

Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings 5 star

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 21
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Modern coastal Maine vacation home in a gorgeous setting, holiday rental in Penobscot
Modern coastal Maine vacation home in a gorgeous setting, holiday rental in Penobscot
Modern coastal Maine vacation home in a gorgeous setting, holiday rental in Penobscot

Modern coastal Maine vacation home in a gorgeous setting

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautifully Renovated 4 Bedroom Farmhouse, holiday rental in Penobscot
Beautifully Renovated 4 Bedroom Farmhouse, holiday rental in Penobscot
Beautifully Renovated 4 Bedroom Farmhouse, holiday rental in Penobscot

Beautifully Renovated 4 Bedroom Farmhouse

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk from the cottage through the terraced lavender gardens to the sea., holiday rental in Penobscot
Walk from the cottage through the terraced lavender gardens to the sea., holiday rental in Penobscot
Walk from the cottage through the terraced lavender gardens to the sea., holiday rental in Penobscot

Walk from the cottage through the terraced lavender gardens to the sea.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Brand new farm cottage close to downtown Blue Hill and Acadia National Park, holiday rental in Penobscot
Brand new farm cottage close to downtown Blue Hill and Acadia National Park, holiday rental in Penobscot
Brand new farm cottage close to downtown Blue Hill and Acadia National Park, holiday rental in Penobscot

Brand new farm cottage close to downtown Blue Hill and Acadia National Park

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Overlook Cottage, Toddy Pond!, holiday rental in Penobscot
Overlook Cottage, Toddy Pond!, holiday rental in Penobscot
Overlook Cottage, Toddy Pond!, holiday rental in Penobscot

Overlook Cottage, Toddy Pond!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean front Early 20th Century Knotty pine Cabin on scenic Penobscot Bay, holiday rental in Penobscot
Ocean front Early 20th Century Knotty pine Cabin on scenic Penobscot Bay, holiday rental in Penobscot
Ocean front Early 20th Century Knotty pine Cabin on scenic Penobscot Bay, holiday rental in Penobscot

Ocean front Early 20th Century Knotty pine Cabin on scenic Penobscot Bay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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This quintessential Maine Coast town is in the Center of Everything., holiday rental in Penobscot
This quintessential Maine Coast town is in the Center of Everything., holiday rental in Penobscot
This quintessential Maine Coast town is in the Center of Everything., holiday rental in Penobscot

This quintessential Maine Coast town is in the Center of Everything.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax, holiday rental in Penobscot
Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax, holiday rental in Penobscot
Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax, holiday rental in Penobscot

Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Vacation in affordable luxury!  Scenic, private, quiet. May & June now open!, holiday rental in Penobscot
Vacation in affordable luxury!  Scenic, private, quiet. May & June now open!, holiday rental in Penobscot
Vacation in affordable luxury!  Scenic, private, quiet. May & June now open!, holiday rental in Penobscot

Vacation in affordable luxury! Scenic, private, quiet. May & June now open!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia, holiday rental in Penobscot
Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia, holiday rental in Penobscot
Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia, holiday rental in Penobscot

Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach, holiday rental in Penobscot
Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach, holiday rental in Penobscot
Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach, holiday rental in Penobscot

Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family Friendly, Waterfront Home near Castine, Maine, holiday rental in Penobscot
Family Friendly, Waterfront Home near Castine, Maine, holiday rental in Penobscot
Family Friendly, Waterfront Home near Castine, Maine, holiday rental in Penobscot

Family Friendly, Waterfront Home near Castine, Maine

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Farm Cabin at Tapley Farm's Waterfront, holiday rental in Penobscot
Farm Cabin at Tapley Farm's Waterfront, holiday rental in Penobscot
Farm Cabin at Tapley Farm's Waterfront, holiday rental in Penobscot

Farm Cabin at Tapley Farm's Waterfront

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Blue Hill, Maine!  Adorable property w/ parking for small boat for town launch., holiday rental in Penobscot
Blue Hill, Maine!  Adorable property w/ parking for small boat for town launch., holiday rental in Penobscot
Blue Hill, Maine!  Adorable property w/ parking for small boat for town launch., holiday rental in Penobscot

Blue Hill, Maine! Adorable property w/ parking for small boat for town launch.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
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Private Bayside Retreat On Penobscot Bay:  Perfect Midcoast/DownEast Location!, holiday rental in Penobscot
Private Bayside Retreat On Penobscot Bay:  Perfect Midcoast/DownEast Location!, holiday rental in Penobscot
Private Bayside Retreat On Penobscot Bay:  Perfect Midcoast/DownEast Location!, holiday rental in Penobscot

Private Bayside Retreat On Penobscot Bay: Perfect Midcoast/DownEast Location!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Head Of The Bay, Blue Hill Inner Harbor, holiday rental in Penobscot
Head Of The Bay, Blue Hill Inner Harbor, holiday rental in Penobscot
Head Of The Bay, Blue Hill Inner Harbor, holiday rental in Penobscot

Head Of The Bay, Blue Hill Inner Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town!, holiday rental in Penobscot
Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town!, holiday rental in Penobscot
Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town!, holiday rental in Penobscot

Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town!

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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A cozy cabin just 20 feet from the shore of Toddy Pond, holiday rental in Penobscot
A cozy cabin just 20 feet from the shore of Toddy Pond, holiday rental in Penobscot
A cozy cabin just 20 feet from the shore of Toddy Pond, holiday rental in Penobscot

A cozy cabin just 20 feet from the shore of Toddy Pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Castine Cottages (WaterView), holiday rental in Penobscot
Castine Cottages (WaterView), holiday rental in Penobscot
Castine Cottages (WaterView), holiday rental in Penobscot

Castine Cottages (WaterView)

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Coastal Seaside Farm House with Private Beach & 12 Suites & 12 Baths & 28 Guests, holiday rental in Penobscot
Coastal Seaside Farm House with Private Beach & 12 Suites & 12 Baths & 28 Guests, holiday rental in Penobscot
Coastal Seaside Farm House with Private Beach & 12 Suites & 12 Baths & 28 Guests, holiday rental in Penobscot

Coastal Seaside Farm House with Private Beach & 12 Suites & 12 Baths & 28 Guests

Holiday Rental House
12 bedrooms
12 bathrooms
Sleeps 28
Match: Sleeps
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Country Cottage with Gardens, near the Water, holiday rental in Penobscot
Country Cottage with Gardens, near the Water, holiday rental in Penobscot
Country Cottage with Gardens, near the Water, holiday rental in Penobscot

Country Cottage with Gardens, near the Water

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Totally Remodeled Vacation Home in Blue Hill, holiday rental in Penobscot
Totally Remodeled Vacation Home in Blue Hill, holiday rental in Penobscot
Totally Remodeled Vacation Home in Blue Hill, holiday rental in Penobscot

Totally Remodeled Vacation Home in Blue Hill

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor, holiday rental in Penobscot
Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor, holiday rental in Penobscot
Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor, holiday rental in Penobscot

Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Getaway for Two w/ a Kitchenette - Right in the Heart of Downtown, holiday rental in Penobscot
Cozy Getaway for Two w/ a Kitchenette - Right in the Heart of Downtown, holiday rental in Penobscot
Cozy Getaway for Two w/ a Kitchenette - Right in the Heart of Downtown, holiday rental in Penobscot

Cozy Getaway for Two w/ a Kitchenette - Right in the Heart of Downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-friendly home w/ four separate apartments in heart of downtown!, holiday rental in Penobscot
Dog-friendly home w/ four separate apartments in heart of downtown!, holiday rental in Penobscot
Dog-friendly home w/ four separate apartments in heart of downtown!, holiday rental in Penobscot

Dog-friendly home w/ four separate apartments in heart of downtown!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Monthly discounts summer 2020 - Affordable Serenity!, holiday rental in Penobscot
Monthly discounts summer 2020 - Affordable Serenity!, holiday rental in Penobscot
Monthly discounts summer 2020 - Affordable Serenity!, holiday rental in Penobscot

Monthly discounts summer 2020 - Affordable Serenity!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Retreat House at French's Point, holiday rental in Penobscot
Retreat House at French's Point, holiday rental in Penobscot
Retreat House at French's Point, holiday rental in Penobscot

Retreat House at French's Point

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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