Vacation rentals in Small Point, ME

Best vacation rentals and Airbnb offers in Small Point, ME

Harpswell Retreat

Holiday Home, Small Point

Harpswell Retreat is a holiday home in Small Point, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Harpswell Retreat

Harpswell Retreat is a holiday home in Small Point, with pet-friendly space, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,130.

From$494/night

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Welcome to Harbor Heights- your cozy coastal getaway in Cundy's Harbor

Holiday Home, Small Point

Welcome to Harbor Heights- your cozy coastal getaway in Cundy's Harbor is a holiday home in Small Point, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Welcome to Harbor Heights- your cozy coastal getaway in Cundy's Harbor

Welcome to Harbor Heights- your cozy coastal getaway in Cundy's Harbor is a holiday home in Small 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,407.

From$201/night

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! Enjoy beautiful Orr's Island. .

Holiday Home, Small Point

! Enjoy beautiful Orr's Island. . is a holiday home in Small Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About ! Enjoy beautiful Orr's Island. .

! Enjoy beautiful Orr's Island. . is a holiday home in Small 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 $1,488.

From$213/night

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Peaceful, Rustic Old Town Cabin Harpswell Getaway

Cabin, Small Point

Peaceful, Rustic Old Town Cabin Harpswell Getaway is a cabin in Small Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Peaceful, Rustic Old Town Cabin Harpswell Getaway

Peaceful, Rustic Old Town Cabin Harpswell Getaway is a cabin in Small 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 $1,535.

From$219/night

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Vacation rentals with a pool in Small Point, ME

Add a pool to the search when you want an easy place to cool off between outings.

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Cottage, Small Point

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Small Point, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Small Point, with pool access, easy beach access, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,267.

From$324/night

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Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Holiday Home, Small Point

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Small Point, with pet-friendly space, pool access, and easy beach access. This stay gives travelers…

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About Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Small Point, with pet-friendly space, pool access, and easy beach 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,546.

From$649/night

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The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...

Cottage, Small Point

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... is a cottage in Small Point, with pet-friendly space and pool access. This stay gives…

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About The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...

The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon... is a cottage in Small Point, with pet-friendly space and pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,802.

From$686/night

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Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.

Holiday Home, Small Point

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. is a holiday home in Small Point, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.

Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage. is a holiday home in Small Point, with pet-friendly space, pool access, and easy beach 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,642.

From$949/night

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Vacation rentals with parking in Small Point, ME

Find vacation rentals that make arriving by car easier.

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

Condo, Small Point

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island is a condo in Small Point, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island is a condo in Small Point, with parking, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,978.

From$283/night

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Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views

Holiday Home, Small Point

Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views is a holiday home in Small Point, with parking and room for a group. This stay gives travelers a comfortable base for…

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About Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views

Lovely 3-bedroom house in coastal Phippsburg, ME. Outstanding views is a holiday home in Small Point, with parking and room for a group. 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, parking, free parking, fireplace, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,511.

From$502/night

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Two charming cottages, a quiet ocean cove, a serene forest with private trails

Cottage, Small Point

Two charming cottages, a quiet ocean cove, a serene forest with private trails is a cottage in Small Point, with easy beach access, parking, and a quieter setting. This stay gives travelers…

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About Two charming cottages, a quiet ocean cove, a serene forest with private trails

Two charming cottages, a quiet ocean cove, a serene forest with private trails is a cottage in Small 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: parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,120.

From$589/night

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Renovated 3-BR boathouse built atop water in quiet cove; private float & trails

Cabin, Small Point

Renovated 3-BR boathouse built atop water in quiet cove; private float & trails is a cabin in Small Point, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Renovated 3-BR boathouse built atop water in quiet cove; private float & trails

Renovated 3-BR boathouse built atop water in quiet cove; private float & trails is a cabin in Small Point, with parking, kitchen access, and room for a group. 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,245.

From$606/night

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Pet-friendly vacation rentals in Small Point, ME

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

3 Bedroom Classic Maine Cottage, Close To Beach

Cottage, Small Point

3 Bedroom Classic Maine Cottage, Close To Beach is a cottage in Small Point, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 3 Bedroom Classic Maine Cottage, Close To Beach

3 Bedroom Classic Maine Cottage, Close To Beach is a cottage in Small Point, with pet-friendly space, easy beach access, 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 $1,376.

From$197/night

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Historic Pumpkin House located in West Harpswell

Holiday Home, Small Point

Historic Pumpkin House located in West Harpswell is a holiday home in Small Point, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic Pumpkin House located in West Harpswell

Historic Pumpkin House located in West Harpswell is a holiday home in Small Point, with pet-friendly space. 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,478.

From$354/night

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1 minute walk to Popham Beach

Holiday Home, Small Point

1 minute walk to Popham Beach is a holiday home in Small Point, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 1 minute walk to Popham Beach

1 minute walk to Popham Beach is a holiday home in Small Point, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,408.

From$487/night

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Fantastic Waterfront Views

Holiday Home, Small Point

Fantastic Waterfront Views is a holiday home in Small Point, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Fantastic Waterfront Views

Fantastic Waterfront Views is a holiday home in Small Point, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,868.

From$553/night

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Vacation rentals with a kitchen in Small Point, ME

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

Luxury Waterfront Tiny House

Holiday Home, Small Point

Luxury Waterfront Tiny House is a holiday home in Small 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 Luxury Waterfront Tiny House

Luxury Waterfront Tiny House is a holiday home in Small 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 $1,488.

From$213/night

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~Maine Glamping at its Finest~

Apartment, Small Point

~Maine Glamping at its Finest~ is a apartment in Small Point, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About ~Maine Glamping at its Finest~

~Maine Glamping at its Finest~ is a apartment in Small 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 $1,732.

From$247/night

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Lovely deck to watch the boats come and go, and incredible sunsets!

Cottage, Small Point

Lovely deck to watch the boats come and go, and incredible sunsets! is a cottage in Small Point, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Lovely deck to watch the boats come and go, and incredible sunsets!

Lovely deck to watch the boats come and go, and incredible sunsets! is a cottage in Small 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,080.

From$297/night

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Authentic maine cottage with direct water frontage

Cottage, Small Point

Authentic maine cottage with direct water frontage is a cottage in Small Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Authentic maine cottage with direct water frontage

Authentic maine cottage with direct water frontage is a cottage in Small 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,518.

From$360/night

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Family-friendly vacation rentals in Small Point, ME

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

Henry's HideaWay Harpswell

Cottage, Small Point

Henry's HideaWay Harpswell is a cottage in Small Point, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Henry's HideaWay Harpswell

Henry's HideaWay Harpswell is a cottage in Small 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 $1,108.

From$158/night

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Charming, peaceful 1 bedroom cottage with a serene waterfront view

Cottage, Small Point

Charming, peaceful 1 bedroom cottage with a serene waterfront view is a cottage in Small Point, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Charming, peaceful 1 bedroom cottage with a serene waterfront view

Charming, peaceful 1 bedroom cottage with a serene waterfront view is a cottage in Small Point, with pet-friendly space, easy beach access, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night

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Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Cottage, Small Point

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove is a cottage in Small Point, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove

Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove is a cottage in Small Point, with parking, kitchen access, and room for a group. 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,726.

From$247/night

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Waterfront, west facing, modernized fisherman’s cottage perched on the water.

Cottage, Small Point

Waterfront, west facing, modernized fisherman’s cottage perched on the water. is a cottage in Small Point, with easy beach access and kitchen access. This stay gives travelers a comfortable…

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About Waterfront, west facing, modernized fisherman’s cottage perched on the water.

Waterfront, west facing, modernized fisherman’s cottage perched on the water. is a cottage in Small Point, with easy beach access 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,433.

From$490/night

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