Vacation rentals in Pleasant Point, ME

51 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Pleasant Point, ME

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset! - Pleasant Point, ME

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!

Cabin, Pleasant Point

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset! is a cabin in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset! is a cabin in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $820.

From$117/night
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Charming Bunk-House Cabin at Rossport by the Sea - Pleasant Point, ME

Charming Bunk-House Cabin at Rossport by the Sea

Cabin, Pleasant Point

Charming Bunk-House Cabin at Rossport by the Sea is a cabin in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Bunk-House Cabin at Rossport by the Sea

Charming Bunk-House Cabin at Rossport by the Sea is a cabin in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $820.

From$117/night
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Maine Retreat w/ Ocean Views, Walk to Downtown! - Pleasant Point, ME

Maine Retreat w/ Ocean Views, Walk to Downtown!

Apartment, Pleasant Point

Maine Retreat w/ Ocean Views, Walk to Downtown! is a apartment in Pleasant Point, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Maine Retreat w/ Ocean Views, Walk to Downtown!

Maine Retreat w/ Ocean Views, Walk to Downtown! is a apartment in Pleasant Point, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,235.

From$118/night
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Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown. - Pleasant Point, ME

Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown.

Apartment, Pleasant Point

Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown. is a apartment in Pleasant Point, with outdoor space, parking, and kitchen access. This stay gives travelers…

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About Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown.

Updated, Quiet Location, deck, trees, one bedroom plus futon, Walk To Downtown. is a apartment in Pleasant Point, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $865.

From$124/night
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Best Pleasant Point, ME vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Newly Renovated Maine Retreat: Deck w/ Ocean View! - Pleasant Point, ME

Newly Renovated Maine Retreat: Deck w/ Ocean View!

Apartment, Pleasant Point

Newly Renovated Maine Retreat: Deck w/ Ocean View! is a apartment in Pleasant Point, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Newly Renovated Maine Retreat: Deck w/ Ocean View!

Newly Renovated Maine Retreat: Deck w/ Ocean View! is a apartment in Pleasant Point, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,863.

From$218/night
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The Montague Rose Inn - Pleasant Point, ME

The Montague Rose Inn

Guest House, Pleasant Point

The Montague Rose Inn is a guest house in Pleasant Point, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Montague Rose Inn

The Montague Rose Inn is a guest house in Pleasant Point, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,848.

From$223/night
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Newly Renovated Maine Retreat: Deck w/ Ocean View! - Pleasant Point, ME

Newly Renovated Maine Retreat: Deck w/ Ocean View!

Condo, Pleasant Point

Newly Renovated Maine Retreat: Deck w/ Ocean View! is a condo in Pleasant Point, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Newly Renovated Maine Retreat: Deck w/ Ocean View!

Newly Renovated Maine Retreat: Deck w/ Ocean View! is a condo in Pleasant Point, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,582.

From$226/night
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Captain Jacob Lincoln 1790 Farmhouse with attached Barn - Pleasant Point, ME

Captain Jacob Lincoln 1790 Farmhouse with attached Barn

Holiday Home, Pleasant Point

Captain Jacob Lincoln 1790 Farmhouse with attached Barn is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Captain Jacob Lincoln 1790 Farmhouse with attached Barn

Captain Jacob Lincoln 1790 Farmhouse with attached Barn is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,071.

From$296/night
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Best Pet-Friendly Vacation Rentals in Pleasant Point, ME

Bring your pet along with stays that welcome four-legged travelers.

New Cabin on Pennamaquan River. Relax in comfort and privacy . - Pleasant Point, ME

New Cabin on Pennamaquan River. Relax in comfort and privacy .

Cabin, Pleasant Point

New Cabin on Pennamaquan River. Relax in comfort and privacy . is a cabin in Pleasant Point, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About New Cabin on Pennamaquan River. Relax in comfort and privacy .

New Cabin on Pennamaquan River. Relax in comfort and privacy . is a cabin in Pleasant Point, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,527.

From$218/night
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Beautiful loft in heart of town, deck area with stunning views! - Pleasant Point, ME

Beautiful loft in heart of town, deck area with stunning views!

Apartment, Pleasant Point

Beautiful loft in heart of town, deck area with stunning views! is a apartment in Pleasant Point, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a…

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About Beautiful loft in heart of town, deck area with stunning views!

Beautiful loft in heart of town, deck area with stunning views! is a apartment in Pleasant Point, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,736.

From$248/night
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Cozy Capen Cottage— easy access to downtown Eastport - Pleasant Point, ME

Cozy Capen Cottage— easy access to downtown Eastport

Apartment, Pleasant Point

Cozy Capen Cottage— easy access to downtown Eastport is a apartment in Pleasant Point, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy Capen Cottage— easy access to downtown Eastport

Cozy Capen Cottage— easy access to downtown Eastport is a apartment in Pleasant Point, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,106.

From$301/night
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The Montague Rose Inn & Cafe - Pleasant Point, ME

The Montague Rose Inn & Cafe

B & B, Pleasant Point

The Montague Rose Inn & Cafe is a b & b in Pleasant Point, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Montague Rose Inn & Cafe

The Montague Rose Inn & Cafe is a b & b in Pleasant Point, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,479.

From$178/night
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Best Pleasant Point, ME vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Bear Mountain Lodge - Pleasant Point, ME

Bear Mountain Lodge

Guest House, Pleasant Point

Bear Mountain Lodge is a guest house in Pleasant Point, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Bear Mountain Lodge

Bear Mountain Lodge is a guest house in Pleasant Point, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,258.

From$165/night
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Peaceful vacation home located in the heart of St Andrews-by-the-Sea - Pleasant Point, ME

Peaceful vacation home located in the heart of St Andrews-by-the-Sea

Holiday Home, Pleasant Point

Peaceful vacation home located in the heart of St Andrews-by-the-Sea is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Peaceful vacation home located in the heart of St Andrews-by-the-Sea

Peaceful vacation home located in the heart of St Andrews-by-the-Sea is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,017.

From$288/night
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Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets ! - Pleasant Point, ME

Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets !

Holiday Home, Pleasant Point

Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets ! is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives…

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About Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets !

Stunning And Commanding Ocean Views From One Of Eastport's Best Kept Secrets ! is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,268.

From$324/night
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Sea-Breeze Cottage perched on the edge of the bay. - Pleasant Point, ME

Sea-Breeze Cottage perched on the edge of the bay.

Holiday Home, Pleasant Point

Sea-Breeze Cottage perched on the edge of the bay. is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Sea-Breeze Cottage perched on the edge of the bay.

Sea-Breeze Cottage perched on the edge of the bay. is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,419.

From$346/night
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Our Favorite Family-Friendly Vacation Rentals in Pleasant Point, ME

Plan a trip with stays that give families more room to spread out.

Charming, historic cottage in the heart of St. Andrews. Enjoy BBQ/bikes/music. - Pleasant Point, ME

Charming, historic cottage in the heart of St. Andrews. Enjoy BBQ/bikes/music.

Cottage, Pleasant Point

Charming, historic cottage in the heart of St. Andrews. Enjoy BBQ/bikes/music. is a cottage in Pleasant Point. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming, historic cottage in the heart of St. Andrews. Enjoy BBQ/bikes/music.

Charming, historic cottage in the heart of St. Andrews. Enjoy BBQ/bikes/music. is a cottage in Pleasant Point. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$180/night
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Perry Shore Road Cottage - Pleasant Point, ME

Perry Shore Road Cottage

Holiday Home, Pleasant Point

Perry Shore Road Cottage is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Perry Shore Road Cottage

Perry Shore Road Cottage is a holiday home in Pleasant Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,903.

From$272/night
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Coastal retreat on 5 acres at Friars Bay with beach, hammocks & fire pit - Pleasant Point, ME

Coastal retreat on 5 acres at Friars Bay with beach, hammocks & fire pit

Holiday Home, Pleasant Point

Coastal retreat on 5 acres at Friars Bay with beach, hammocks & fire pit is a holiday home in Pleasant Point, with easy beach access, kitchen access, and a quieter setting. This stay gives…

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About Coastal retreat on 5 acres at Friars Bay with beach, hammocks & fire pit

Coastal retreat on 5 acres at Friars Bay with beach, hammocks & fire pit is a holiday home in Pleasant Point, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,969.

From$281/night
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Ocean-Bay Cottage Rossport - Pleasant Point, ME

Ocean-Bay Cottage Rossport

Holiday Home, Pleasant Point

Ocean-Bay Cottage Rossport is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Ocean-Bay Cottage Rossport

Ocean-Bay Cottage Rossport is a holiday home in Pleasant Point, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,043.

From$292/night
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