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Peaks Island Holiday Rentals

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50 rentals in Peaks Island.
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The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!, holiday rental in Peaks Island

The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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NEW LISTING ☼ Unique Oceanfront Home, holiday rental in Peaks Island

NEW LISTING ☼ Unique Oceanfront Home

2 bedrooms
2 bathrooms
Sleeps 4
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Historic Island Cottage, 5BR, holiday rental in Peaks Island

Historic Island Cottage, 5BR

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch, holiday rental in Peaks Island

Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Classic, cozy family cottage with modern amenities and ocean view from porch, holiday rental in Peaks Island

Classic, cozy family cottage with modern amenities and ocean view from porch

5 bedrooms
3 bathrooms
Sleeps 8
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Glorious getaway on Portland's Eastern Promenade., holiday rental in Peaks Island

Glorious getaway on Portland's Eastern Promenade.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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3BR home: East End neighborhood: walk to ocean or downtown, local eateries, holiday rental in Peaks Island

3BR home: East End neighborhood: walk to ocean or downtown, local eateries

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Charming 2-bedroom steps from the Eastern Promenade, holiday rental in Peaks Island

Charming 2-bedroom steps from the Eastern Promenade

2 bedrooms
1 bathroom
Sleeps 5
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Historic West End Neighborhood, holiday rental in Peaks Island

Historic West End Neighborhood

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park, holiday rental in Peaks Island

Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park

2 bedrooms
1 bathroom
Sleeps 6
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Modern Apartment Two Blocks from Willard Beach in South Portland, holiday rental in Peaks Island

Modern Apartment Two Blocks from Willard Beach in South Portland

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable Portland getaway on the Eastern Promenade, holiday rental in Peaks Island

Adorable Portland getaway on the Eastern Promenade

1 bedroom
1 bathroom
Sleeps 4
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Be Near Willard Beach in a Wonderful Residential Neighborhood, holiday rental in Peaks Island

Be Near Willard Beach in a Wonderful Residential Neighborhood

2 bedrooms
1 bathroom
Sleeps 4
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Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!, holiday rental in Peaks Island

Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!

2 bedrooms
1 bathroom
Sleeps 4
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Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!, holiday rental in Peaks Island

Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!

1 bedroom
1 bathroom
Sleeps 4
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Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!, holiday rental in Peaks Island

Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fresh East End Apartment Walkable to Downtown Portland, holiday rental in Peaks Island

Fresh East End Apartment Walkable to Downtown Portland

1 bedroom
1 bathroom
Sleeps 4
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Stunning White Water Ocean Views From This Peaks Island Home, holiday rental in Peaks Island

Stunning White Water Ocean Views From This Peaks Island Home

3 bedrooms
2 bathrooms
Sleeps 8
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Art Filled East End Home a short walk to waterfront, restaurants and shops, holiday rental in Peaks Island

Art Filled East End Home a short walk to waterfront, restaurants and shops

3 bedrooms
3 bathrooms
Sleeps 6
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DIRECT OCEANFRONT Perfect location, holiday rental in Peaks Island

DIRECT OCEANFRONT Perfect location

3 bedrooms
3 bathrooms
Sleeps 8
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Portland B&B room - steps from Eastern Prom and beach and close to town too!, holiday rental in Peaks Island

Portland B&B room - steps from Eastern Prom and beach and close to town too!

1 bedroom
1 bathroom
Sleeps 4
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2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood, holiday rental in Peaks Island

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

2 bedrooms
1 bathroom
Sleeps 4
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Charming 2BR, Block from sandy beach and friendly Willard Square, holiday rental in Peaks Island

Charming 2BR, Block from sandy beach and friendly Willard Square

2 bedrooms
1 bathroom
Sleeps 4
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Updated stylish 1 BR in West End, holiday rental in Peaks Island

Updated stylish 1 BR in West End

1 bedroom
1 bathroom
Sleeps 2
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Bright And Cozy 2 Bedroom Ranch Perfectly Located Near Beaches And Attractions, holiday rental in Peaks Island

Bright And Cozy 2 Bedroom Ranch Perfectly Located Near Beaches And Attractions

2 bedrooms
2 bathrooms
Sleeps 6
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Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood, holiday rental in Peaks Island

Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood

2 bedrooms
1 bathroom
Sleeps 6
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Stunning Waterfront House with Hot Tub, holiday rental in Peaks Island

Stunning Waterfront House with Hot Tub

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Sunset Cottage, Family-Friendly Oasis, holiday rental in Peaks Island

Sunset Cottage, Family-Friendly Oasis

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!, holiday rental in Peaks Island

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Adorable Peaks Island Cottage, holiday rental in Peaks Island

Adorable Peaks Island Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Evergreen cottage 5' from the water, holiday rental in Peaks Island

Evergreen cottage 5' from the water

5 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Willard Beach Get Away - Dog Friendly, holiday rental in Peaks Island

Willard Beach Get Away - Dog Friendly

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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BRAND NEW luxury penthouse condo w/ water views right in the heart of Old Port!, holiday rental in Peaks Island

BRAND NEW luxury penthouse condo w/ water views right in the heart of Old Port!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious 3-Bed, Walk to Beach n Bars, holiday rental in Peaks Island

Spacious 3-Bed, Walk to Beach n Bars

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Private Oceanfront Island Estate - Sleeps up to 22!, holiday rental in Peaks Island

Private Oceanfront Island Estate - Sleeps up to 22!

3 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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1st Floor Private Entrance Condo.  Walk to Restaurants and Parks!, holiday rental in Peaks Island

1st Floor Private Entrance Condo. Walk to Restaurants and Parks!

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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WILLARD BEACH:  Stunning newly RENOVATED HOUSE!   4 Mins to DT Portland., holiday rental in Peaks Island

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining, holiday rental in Peaks Island

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW: Stunningly Renovated Beach House with OCEAN VIEWS-steps to beach.  Pets OK!, holiday rental in Peaks Island

NEW: Stunningly Renovated Beach House with OCEAN VIEWS-steps to beach. Pets OK!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Seaside Island Home, holiday rental in Peaks Island

Beautiful Seaside Island Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Grace Cottage, holiday rental in Peaks Island

Grace Cottage

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW LISTING:  Stunning, fully-renovated home with private beach and HOT TUB!, holiday rental in Peaks Island

NEW LISTING: Stunning, fully-renovated home with private beach and HOT TUB!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season, holiday rental in Peaks Island

Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Authentic Coastal Maine Cottage Living, holiday rental in Peaks Island

Authentic Coastal Maine Cottage Living

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Casco Bay Sunrise Vista, holiday rental in Peaks Island

Casco Bay Sunrise Vista

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Peaks Island Cottage with beautiful view of Whitehead passage, holiday rental in Peaks Island

Peaks Island Cottage with beautiful view of Whitehead passage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The perfect refinement of vintage seduction, holiday rental in Peaks Island

The perfect refinement of vintage seduction

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning - modern 2 bedroom Victorian mansion pad, holiday rental in Peaks Island

Stunning - modern 2 bedroom Victorian mansion pad

2 bedrooms
2 bathrooms
Sleeps 4
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Ultra cool new modern flat, holiday rental in Peaks Island

Ultra cool new modern flat

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Victorian architecture dipped in refined modernity, holiday rental in Peaks Island

Victorian architecture dipped in refined modernity

2 bedrooms
2 bathrooms
Sleeps 6
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