Vacation rentals in Oakland, ME

57 available vacation rental offers

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Best vacation rentals and Airbnb offers in Oakland, ME

Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville - Oakland, ME

Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville

Apartment, Oakland

Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville is a apartment in Oakland, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville

Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville is a apartment in Oakland, with 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $663.

From$95/night
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2 Mi to Colby College: Peaceful Home in Waterville - Oakland, ME

2 Mi to Colby College: Peaceful Home in Waterville

Cottage, Oakland

2 Mi to Colby College: Peaceful Home in Waterville is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 Mi to Colby College: Peaceful Home in Waterville

2 Mi to Colby College: Peaceful Home in Waterville is a cottage in Oakland, 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 $1,049.

From$120/night
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Charming cabin in the birches right on the atv trail! - Oakland, ME

Charming cabin in the birches right on the atv trail!

Cabin, Oakland

Charming cabin in the birches right on the atv trail! is a cabin in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail! is a cabin in Oakland, 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 $962.

From$137/night
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2 Mi to Colby College: Peaceful Home in Waterville - Oakland, ME

2 Mi to Colby College: Peaceful Home in Waterville

Holiday Home, Oakland

2 Mi to Colby College: Peaceful Home in Waterville is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Colby College: Peaceful Home in Waterville

2 Mi to Colby College: Peaceful Home in Waterville is a holiday home in Oakland, 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 $973.

From$139/night
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Vacation rentals with parking in Oakland, ME

Find vacation rentals that make arriving by car easier.

Cozy 1-bedroom studio in tranquil Belgrade with AC - Oakland, ME

Cozy 1-bedroom studio in tranquil Belgrade with AC

Apartment, Oakland

Cozy 1-bedroom studio in tranquil Belgrade with AC is a apartment in Oakland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Cozy 1-bedroom studio in tranquil Belgrade with AC

Cozy 1-bedroom studio in tranquil Belgrade with AC is a apartment in Oakland, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,051.

From$150/night
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Garstone Place - Oakland, ME

Garstone Place

Holiday Home, Oakland

Garstone Place is a holiday home in Oakland, 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 Garstone Place

Garstone Place is a holiday home in Oakland, 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 $1,626.

From$164/night
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Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views - Oakland, ME

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

Cottage, Oakland

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views is a cottage in Oakland, with easy beach access, parking, and room for a group. This stay gives travelers a…

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About Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views is a cottage in Oakland, with easy beach access, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,887.

From$270/night
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Little Beans Cottage on Great Pond, Belgrade ME - Oakland, ME

Little Beans Cottage on Great Pond, Belgrade ME

Cottage, Oakland

Little Beans Cottage on Great Pond, Belgrade ME is a cottage in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little Beans Cottage on Great Pond, Belgrade ME

Little Beans Cottage on Great Pond, Belgrade ME is a cottage in Oakland, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,536.

From$362/night
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Pet-friendly vacation rentals in Oakland, ME

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

Belgrade Lakes vacation home - Oakland, ME

Belgrade Lakes vacation home

Holiday Home, Oakland

Belgrade Lakes vacation home is a holiday home in Oakland, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Belgrade Lakes vacation home

Belgrade Lakes vacation home is a holiday home in Oakland, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,919.

From$274/night
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Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock - Oakland, ME

Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock

Cabin, Oakland

Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock is a cabin in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock

Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock is a cabin in Oakland, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,214.

From$316/night
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Twin Oaks on Great Pond - Oakland, ME

Twin Oaks on Great Pond

Cottage, Oakland

Twin Oaks on Great Pond is a cottage in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Twin Oaks on Great Pond

Twin Oaks on Great Pond is a cottage in Oakland, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,227.

From$318/night
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Lake Front Chalet on Great Pond - Oakland, ME

Lake Front Chalet on Great Pond

Chalet, Oakland

Lake Front Chalet on Great Pond is a chalet in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lake Front Chalet on Great Pond

Lake Front Chalet on Great Pond is a chalet in Oakland, 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 $2,597.

From$371/night
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Vacation rentals with a kitchen in Oakland, ME

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

Camp Betty' Lakeside Retreat - Oakland, ME

Camp Betty' Lakeside Retreat

Cottage, Oakland

Camp Betty' Lakeside Retreat is a cottage in Oakland, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Camp Betty' Lakeside Retreat

Camp Betty' Lakeside Retreat is a cottage in Oakland, with 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 $1,989.

From$284/night
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Spacious Newer Modern Home - Oakland, ME

Spacious Newer Modern Home

Cabin, Oakland

Spacious Newer Modern Home is a cabin in Oakland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Spacious Newer Modern Home

Spacious Newer Modern Home is a cabin in Oakland, 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 $2,340.

From$334/night
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Great Pond- Rustic, charming Log Cabin - Oakland, ME

Great Pond- Rustic, charming Log Cabin

Cabin, Oakland

Great Pond- Rustic, charming Log Cabin is a cabin in Oakland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Great Pond- Rustic, charming Log Cabin

Great Pond- Rustic, charming Log Cabin is a cabin in Oakland, 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, kitchen, with kitchen, fireplace, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,381.

From$340/night
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Belgrade Lakes McGrath Pond - Oakland, ME

Belgrade Lakes McGrath Pond

Cabin, Oakland

Belgrade Lakes McGrath Pond is a cabin in Oakland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Belgrade Lakes McGrath Pond

Belgrade Lakes McGrath Pond is a cabin in Oakland, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,925.

From$418/night
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Family-friendly vacation rentals in Oakland, ME

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

Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR - Oakland, ME

Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR

Cabin, Oakland

Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR is a cabin in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR

Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR is a cabin in Oakland, 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 $1,157.

From$165/night
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Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region - Oakland, ME

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region

Country House, Oakland

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region is a country house in Oakland, with parking and room for a group. This stay gives travelers a comfortable base for…

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About Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region is a country house in Oakland, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,312.

From$187/night
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Nightingale Cottage - Oakland, ME

Nightingale Cottage

Holiday Home, Oakland

Nightingale Cottage is a holiday home in Oakland. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Nightingale Cottage

Nightingale Cottage is a holiday home in Oakland. 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, ac, air conditioning, internet, and laundry service.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,830.

From$261/night
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Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes - Oakland, ME

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Cottage, Oakland

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes is a cottage in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes is a cottage in Oakland, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,937.

From$277/night
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