Vacation rentals in Winslow, ME

46 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winslow, ME

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

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

Apartment, Winslow

Charming 3-bedroom apartment with WiFi, AC in pleasant Waterville is a apartment in Winslow, 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 Winslow, 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 - Winslow, ME

2 Mi to Colby College: Peaceful Home in Waterville

Cottage, Winslow

2 Mi to Colby College: Peaceful Home in Waterville is a cottage in Winslow, 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 Winslow, 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! - Winslow, ME

Charming cabin in the birches right on the atv trail!

Cabin, Winslow

Charming cabin in the birches right on the atv trail! is a cabin in Winslow, 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 Winslow, 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 - Winslow, ME

2 Mi to Colby College: Peaceful Home in Waterville

Holiday Home, Winslow

2 Mi to Colby College: Peaceful Home in Waterville is a holiday home in Winslow, 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 Winslow, 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 Winslow, ME

Find vacation rentals that make arriving by car easier.

Charming cabin with AC in Burnham - Perfect getaway. - Winslow, ME

Charming cabin with AC in Burnham - Perfect getaway.

Cabin, Winslow

Charming cabin with AC in Burnham - Perfect getaway. is a cabin in Winslow, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Charming cabin with AC in Burnham - Perfect getaway.

Charming cabin with AC in Burnham - Perfect getaway. is a cabin in Winslow, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,276.

From$182/night
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Immaculate View On Webber Pond With Boat Rental Option - Winslow, ME

Immaculate View On Webber Pond With Boat Rental Option

Holiday Home, Winslow

Immaculate View On Webber Pond With Boat Rental Option is a holiday home in Winslow, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Immaculate View On Webber Pond With Boat Rental Option

Immaculate View On Webber Pond With Boat Rental Option is a holiday home in Winslow, 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 $2,156.

From$308/night
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Twin Oaks on Great Pond - Winslow, ME

Twin Oaks on Great Pond

Cottage, Winslow

Twin Oaks on Great Pond is a cottage in Winslow, 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 Winslow, 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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Peaceful Pleasant Point - Waterfront Maine Getaway - Winslow, ME

Peaceful Pleasant Point - Waterfront Maine Getaway

Holiday Home, Winslow

Peaceful Pleasant Point - Waterfront Maine Getaway is a holiday home in Winslow, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Peaceful Pleasant Point - Waterfront Maine Getaway

Peaceful Pleasant Point - Waterfront Maine Getaway is a holiday home in Winslow, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,634.

From$376/night
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Pet-friendly vacation rentals in Winslow, ME

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

Charming 2-bedroom apartment with AC, WiFi in beautiful China - Winslow, ME

Charming 2-bedroom apartment with AC, WiFi in beautiful China

Apartment, Winslow

Charming 2-bedroom apartment with AC, WiFi in beautiful China is a apartment in Winslow, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 2-bedroom apartment with AC, WiFi in beautiful China

Charming 2-bedroom apartment with AC, WiFi in beautiful China is a apartment in Winslow, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

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

From$180/night
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Majestic View On Webber Pond With Boat Rental Option - Winslow, ME

Majestic View On Webber Pond With Boat Rental Option

Cabin, Winslow

Majestic View On Webber Pond With Boat Rental Option is a cabin in Winslow, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Majestic View On Webber Pond With Boat Rental Option

Majestic View On Webber Pond With Boat Rental Option is a cabin in Winslow, 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 $2,079.

From$297/night
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Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock - Winslow, ME

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

Cabin, Winslow

Great Pond Sunsets - A Classic Camp: Pet Friendly, Kayaks, Dock is a cabin in Winslow, 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 Winslow, 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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Pool, fire pit & minutes to Messalonskee Lake! - Winslow, ME

Pool, fire pit & minutes to Messalonskee Lake!

Holiday Home, Winslow

Pool, fire pit & minutes to Messalonskee Lake! is a holiday home in Winslow, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Pool, fire pit & minutes to Messalonskee Lake!

Pool, fire pit & minutes to Messalonskee Lake! is a holiday home in Winslow, 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, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,230.

From$319/night
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Vacation rentals with a kitchen in Winslow, ME

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

Spacious Newer Modern Home - Winslow, ME

Spacious Newer Modern Home

Cabin, Winslow

Spacious Newer Modern Home is a cabin in Winslow, 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 Winslow, 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 - Winslow, ME

Great Pond- Rustic, charming Log Cabin

Cabin, Winslow

Great Pond- Rustic, charming Log Cabin is a cabin in Winslow, 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 Winslow, 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 - Winslow, ME

Belgrade Lakes McGrath Pond

Cabin, Winslow

Belgrade Lakes McGrath Pond is a cabin in Winslow, 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 Winslow, 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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Belgrade Lakes Salmon Waterfront cottage - Winslow, ME

Belgrade Lakes Salmon Waterfront cottage

Cabin, Winslow

Belgrade Lakes Salmon Waterfront cottage is a cabin in Winslow, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Belgrade Lakes Salmon Waterfront cottage

Belgrade Lakes Salmon Waterfront cottage is a cabin in Winslow, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,975.

From$425/night
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Family-friendly vacation rentals in Winslow, ME

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

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region - Winslow, ME

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region

Country House, Winslow

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region is a country house in Winslow, 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 Winslow, 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 $1,305.

From$186/night
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Seasonal - Waterfront Cottage - Beautiful panoramic view - Winslow, ME

Seasonal - Waterfront Cottage - Beautiful panoramic view

Cottage, Winslow

Seasonal - Waterfront Cottage - Beautiful panoramic view is a cottage in Winslow, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Seasonal - Waterfront Cottage - Beautiful panoramic view

Seasonal - Waterfront Cottage - Beautiful panoramic view is a cottage in Winslow, with 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,845.

From$264/night
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Camp Betty' Lakeside Retreat - Winslow, ME

Camp Betty' Lakeside Retreat

Cottage, Winslow

Camp Betty' Lakeside Retreat is a cottage in Winslow, 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 Winslow, 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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Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views - Winslow, ME

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

Cottage, Winslow

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views is a cottage in Winslow, 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 Winslow, 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 $2,005.

From$286/night
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