Vacation rentals in Waldoboro, ME

104 available vacation rental offers

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Best vacation rentals and Airbnb offers in Waldoboro, ME

Rising Tide Cottage - Waldoboro, ME

Rising Tide Cottage

Holiday Home, Waldoboro

Rising Tide Cottage is a holiday home in Waldoboro, 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 Rising Tide Cottage

Rising Tide Cottage is a holiday home in Waldoboro, 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, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,632.

From$301/night
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Peaceful Day Dreamer - Waldoboro, ME

Peaceful Day Dreamer

Holiday Home, Waldoboro

Peaceful Day Dreamer is a holiday home in Waldoboro, 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 Peaceful Day Dreamer

Peaceful Day Dreamer is a holiday home in Waldoboro, 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, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,782.

From$318/night
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The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights - Waldoboro, ME

The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights

Apartment, Waldoboro

The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights is a apartment in Waldoboro, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights

The Gallery Apartment in Damariscotta, Maine, for stays of 3 or more nights is a apartment in Waldoboro, 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 cancellation, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$166/night
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THE BEAR'S DEN Cute and cozy studio Maine cabin - Waldoboro, ME

THE BEAR'S DEN Cute and cozy studio Maine cabin

Cabin, Waldoboro

THE BEAR'S DEN Cute and cozy studio Maine cabin is a cabin in Waldoboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About THE BEAR'S DEN Cute and cozy studio Maine cabin

THE BEAR'S DEN Cute and cozy studio Maine cabin is a cabin in Waldoboro, 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 $1,547.

From$221/night
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Vacation rentals with parking in Waldoboro, ME

Find vacation rentals that make arriving by car easier.

Nature's Nook - Waldoboro, ME

Nature's Nook

Holiday Home, Waldoboro

Nature's Nook is a holiday home in Waldoboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Nature's Nook

Nature's Nook is a holiday home in Waldoboro, 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, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,690.

From$430/night
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Rustic Retreat Across from Lake; Family Friendly! - Waldoboro, ME

Rustic Retreat Across from Lake; Family Friendly!

Holiday Home, Waldoboro

Rustic Retreat Across from Lake; Family Friendly! is a holiday home in Waldoboro, with parking, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

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About Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly! is a holiday home in Waldoboro, with parking, room for a group, 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, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,588.

From$156/night
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Two bedroom apartment overlooking protected wildlife cove - Waldoboro, ME

Two bedroom apartment overlooking protected wildlife cove

Apartment, Waldoboro

Two bedroom apartment overlooking protected wildlife cove is a apartment in Waldoboro, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Two bedroom apartment overlooking protected wildlife cove

Two bedroom apartment overlooking protected wildlife cove is a apartment in Waldoboro, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,448.

From$207/night
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Midcoast Maine apartment perfect for exploring the area's treasures! - Waldoboro, ME

Midcoast Maine apartment perfect for exploring the area's treasures!

Apartment, Waldoboro

Midcoast Maine apartment perfect for exploring the area's treasures! is a apartment in Waldoboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Midcoast Maine apartment perfect for exploring the area's treasures!

Midcoast Maine apartment perfect for exploring the area's treasures! is a apartment in Waldoboro, 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 $2,159.

From$308/night
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Pet-friendly vacation rentals in Waldoboro, ME

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

KenMa Cottage - Waldoboro, ME

KenMa Cottage

Holiday Home, Waldoboro

KenMa Cottage is a holiday home in Waldoboro, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About KenMa Cottage

KenMa Cottage is a holiday home in Waldoboro, 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 $2,713.

From$312/night
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‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore - Waldoboro, ME

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

Holiday Home, Waldoboro

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore is a holiday home in Waldoboro, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About ‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore is a holiday home in Waldoboro, 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 cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,591.

From$166/night
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‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore - Waldoboro, ME

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

Cottage, Waldoboro

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore is a cottage in Waldoboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About ‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore is a cottage in Waldoboro, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,361.

From$194/night
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Historic Classic Maine House in quaint Friendship with WiFi - Waldoboro, ME

Historic Classic Maine House in quaint Friendship with WiFi

Holiday Home, Waldoboro

Historic Classic Maine House in quaint Friendship with WiFi is a holiday home in Waldoboro, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Historic Classic Maine House in quaint Friendship with WiFi

Historic Classic Maine House in quaint Friendship with WiFi is a holiday home in Waldoboro, 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: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,300.

From$329/night
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Vacation rentals with a kitchen in Waldoboro, ME

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

Rustic Retreat Across From Lake; Family Friendly! - Waldoboro, ME

Rustic Retreat Across From Lake; Family Friendly!

Cottage, Waldoboro

Rustic Retreat Across From Lake; Family Friendly! is a cottage in Waldoboro, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly! is a cottage in Waldoboro, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,648.

From$184/night
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Mid-Coast Maine Island Boathouse: a Kayaker's Dream. - Waldoboro, ME

Mid-Coast Maine Island Boathouse: a Kayaker's Dream.

Cabin, Waldoboro

Mid-Coast Maine Island Boathouse: a Kayaker's Dream. is a cabin in Waldoboro, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Mid-Coast Maine Island Boathouse: a Kayaker's Dream.

Mid-Coast Maine Island Boathouse: a Kayaker's Dream. is a cabin in Waldoboro, 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,361.

From$194/night
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Waterfront home on St. George River with private beach & deck - near festivals - Waldoboro, ME

Waterfront home on St. George River with private beach & deck - near festivals

Cabin, Waldoboro

Waterfront home on St. George River with private beach & deck - near festivals is a cabin in Waldoboro, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Waterfront home on St. George River with private beach & deck - near festivals

Waterfront home on St. George River with private beach & deck - near festivals is a cabin in Waldoboro, 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 $2,277.

From$325/night
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Graceful and inviting, The Serenity Garden Suite No Cleaning Fee - Waldoboro, ME

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee

B & B, Waldoboro

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee is a b & b in Waldoboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Graceful and inviting, The Serenity Garden Suite No Cleaning Fee

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee is a b & b in Waldoboro, 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 $2,433.

From$348/night
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Family-friendly vacation rentals in Waldoboro, ME

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

Lakefront cottage with dock, screened porch, & Island in Biscay Pond - Waldoboro, ME

Lakefront cottage with dock, screened porch, & Island in Biscay Pond

Cabin, Waldoboro

Lakefront cottage with dock, screened porch, & Island in Biscay Pond is a cabin in Waldoboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lakefront cottage with dock, screened porch, & Island in Biscay Pond

Lakefront cottage with dock, screened porch, & Island in Biscay Pond is a cabin in Waldoboro, 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: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,979.

From$283/night
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Classic lakefront cottage on Damariscotta Lake - Waldoboro, ME

Classic lakefront cottage on Damariscotta Lake

Holiday Home, Waldoboro

Classic lakefront cottage on Damariscotta Lake is a holiday home in Waldoboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Classic lakefront cottage on Damariscotta Lake

Classic lakefront cottage on Damariscotta Lake is a holiday home in Waldoboro, 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 $2,095.

From$299/night
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Updated lake cottage right on Damariscotta Lake. - Waldoboro, ME

Updated lake cottage right on Damariscotta Lake.

Cottage, Waldoboro

Updated lake cottage right on Damariscotta Lake. is a cottage in Waldoboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Updated lake cottage right on Damariscotta Lake.

Updated lake cottage right on Damariscotta Lake. is a cottage in Waldoboro, 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, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,203.

From$315/night
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LAZY ACRES COTTAGE | LAKEFRONT | 2 Bed, 1 Bath - Waldoboro, ME

LAZY ACRES COTTAGE | LAKEFRONT | 2 Bed, 1 Bath

Holiday Home, Waldoboro

LAZY ACRES COTTAGE · LAKEFRONT · 2 Bed, 1 Bath is a holiday home in Waldoboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About LAZY ACRES COTTAGE | LAKEFRONT | 2 Bed, 1 Bath

LAZY ACRES COTTAGE · LAKEFRONT · 2 Bed, 1 Bath is a holiday home in Waldoboro, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,912.

From$416/night
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